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Great Walks & Trails in Sussex County 2026 • 53Val Ellenbergerknows the Delaware BeachesVal Ellenberger is a real estate licensee affiliated with Compass RE, a licensed real estate broker and abides by Equal Housing Opportunity laws.C 240.401.4677O. [email protected] 2nd StreetLewes, DE 19958Val Ellenbergerknows the Delaware BeachesVal Ellenberger is a real estate licensee affiliated with Compass RE, a licensed real estate broker and abides by Equal Housing Opportunity laws.C 240.401.4677O. [email protected] 2nd StreetLewes, DE 19958Val Ellenbergerknows the Delaware BeachesVal Ellenberger is a real estate licensee affiliated with Compass RE, a licensed real estate broker and abides by Equal Housing Opportunity laws.C 240.401.4677O. [email protected] 2nd StreetLewes, DE 19958
54 • Great Walks & Trails in Sussex County 2026CAPE HENLOPEN STATE PARK - GORDONS PONDGordons Pond is a 900-acre saltwater lagoon located within Cape Henlopen State Park. The 2.7-mile Gordons Pond Trail runs along the west side of the pond and ends at Herring Point, a beach area popular with surfers and surf fishers. The trail is a hotspot for birdwatchers, as it lies along one of North America’s four major migratory flyways.The trailhead begins at the north end of the Gordons Pond parking lot, near the picnic pavilion. This large, paved lot—accessed via Ocean Drive through the North Shores community in Rehoboth Beach—has about 500 spaces. It fills quickly on summer days, so early arrival is recommended.The trail is ADA-accessible and composed of a well-maintained, crushed stone surface, making it suitable for walkers, joggers, and cyclists. Leashed pets are welcome. The route winds through intermittent shade with native vegetation like loblolly pine, wax myrtle, grasses, and the occasional hardwood tree. Benches are spaced throughout, offering peaceful views of the lagoon and surrounding wildlife.Roughly half a mile in, an ADAaccessible observation deck provides sweeping views of Gordons Pond, nearby World War II observation towers, dunes, and the Atlantic Ocean. Interpretive signs highlight bird species commonly seen here—including gulls, osprey, herons, ducks, egrets, geese, and terns.From there, the trail extends to the Herring Point parking area, crossing over 2,000 feet of elevated boardwalk through marsh habitat. This section passes near the walking dunes—areas shaped by wind that were once traversed only by informal paths.Along this stretch, visitors can spot wooded islands where ospreys nest and bald eagles often perch in bare trees overlooking the pond. In winter, Gordons Pond becomes a haven for snow geese, Canada geese, and migrating ducks—prime hunting grounds for eagles.Those arriving at Herring Point One of Delaware’s most popular trails—loved by cyclists and hikers alike CHRIS RAUSCH PHOTO An informational sign on the Gordons Pond observation deck helps visitors identify local and migratory species.
Great Walks & Trails in Sussex County 2026 • 55Highest Rated Power Washing(302) 250-1736 | [email protected] NOW!EXTERIORHOUSE WASHServices We Offer: Services We Offer:PAVER CLEANING/RESTORATION &SEALINGGUTTERCLEANINGFENCEWASHINGCONCRETECLEANINGWOODCLEANINGThis offer Senior & Military Veteran Discount!F&S is highly committed in providing a 100% customer satisfactionservices.F&S Power Washing has been restoring both residential andcommercial properties for over 20 years, delivering exceptional resultsand unmatched expertise.We specialize in providing top-quality power washing services forhomes and businesses, making your exteriors shine like new.F&S Power Washing, use state-of-the-art equipment and eco-friendlydetergents to ensure a deep clean, without damaging surfaces.Highest Rated Power Washing(302) 250-1736 | [email protected] NOW!EXTERIORHOUSE WASHServices We Offer: Services We Offer:PAVER CLEANING/RESTORATION &SEALINGGUTTERCLEANINGFENCEWASHINGCONCRETECLEANINGWOODCLEANINGThis offer Senior & Military Veteran Discount!F&S is highly committed in providing a 100% customer satisfactionservices.F&S Power Washing has been restoring both residential andcommercial properties for over 20 years, delivering exceptional resultsand unmatched expertise.We specialize in providing top-quality power washing services forhomes and businesses, making your exteriors shine like new.F&S Power Washing, use state-of-the-art equipment and eco-friendlydetergents to ensure a deep clean, without damaging surfaces.F&S Power Washing has been restoring both residential and commercial properties for over 20 years, delivering exceptional results and unmatched expertise.We specialize in providing top-quality power washing services for homes and businesses, making your exteriors shine like new.F&S Power Washing, use state-of-the-art equipment and eco-friendly detergents to ensure a deep clean, without damaging surfaces.F&S is highly committed in providing a 100% customer satisfaction services.Services We Offer:EXTERIOR HOUSE WASHFENCEWASHINGWe offer Senior & Military Veteran Discounts!WOODCLEANINGCONCRETECLEANINGGUTTER CLEANINGPAVER CLEANING/RESTORATION & SEALINGCHRIS RAUSCH PHOTO A World War II observation tower rises in the distance over the peaceful waters of Gordons Pond. can return via the beach for a different scenic route. Note that surf fishing is permitted, so expect beach vehicles and fishing lines. To return to the trail, head inland near the stone jetty past the twin WWII towers.For an extended adventure, the Gordons Pond Trail connects to the Junction and Breakwater Trail. Cyclists can ride into Lewes via Cape Henlopen Drive, turn left at Savannah Road (near the Dairy Queen), and follow signage to complete a scenic 16-mile loop that runs through Lewes and Rehoboth, with beach stops and dining options along the way.Cape Henlopen State Park is open daily from 8 a.m. to sunset. Entry fees increased March 1, 2026, to $10 for Delaware vehicles and $20 for out-of-state vehicles, in effect through Nov. 30.
56 • Great Walks & Trails in Sussex County 2026Subscribe to our FARM BOX CSAFarm Store & Kitchen1919 Allabands Mill RdCamden-Wyoming, DE302.697.2141Dewey Farm Kitchen200 Cullen StDewey Beach, DE302.227.8680Visit Fifers.com for U-Pick and Event Details!302-856-7381Computers ■ Gaming SystemsCopiers ■ Scanners ■ Printersnononsenseoffice.com
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58 • Great Walks & Trails in Sussex County 2026XXXXXXX CAPE HENLOPEN STATE PARK - NORTH ENDCape Henlopen State Park spans nearly 3,800 acres at the mouth of the Delaware Bay, offering a wide variety of trails for walking, biking, and skating, along with four miles of continuous, sandy beachfront.A great way to explore is along the 3.5-mile paved bike loop, which branches off into marshes, wide Atlantic Ocean vistas, and the 1.5-mile \"walking dunes\" trail—where shifting sands, driven by winter’s strong northeast winds, slowly overtake trees and shrubs in their path.The Great Dune observation area marks the highest point on the East Coast between Cape Cod and North Carolina’s Outer Banks (rising between 80 and 100 feet). A 1.7-mile pine forest trail winds through the park’s cooler, shaded interior, while Birding, biking, beaches, hiking – spend a day or a week here
Great Walks & Trails in Sussex County 2026 • 59other walking options include:• A 0.6-mile stroll from the Nature Center to the Delaware Bay• A tour of historic Fort Miles and its restored artillery• A visit to the iconic World War II fire control tower• A stop at the main bathhouse and snack bar• The park’s disc golf courseBuilt in 1942, Fort Miles once protected the bay from enemy ships and submarines. Nearby, the park’s pine forests offer a key resting spot for thousands of migrating birds each spring, including osprey, red crossbills, terns, ducks, geese, brown pelicans, bald eagles, and the rare peregrine falcon.Horseshoe crabs—among the oldest living species on Earth—lay eggs on the bay’s beaches, feeding migrating shorebirds. During summer, Cape Henlopen’s point is often closed to protect nesting piping plovers, but the area is accessible other times of the year. Don’t miss the sunset view from the parking lot near the Maritime Exchange Tower, with the Delaware Breakwater Lighthouse in the distance.In the evenings, herds of deer—sometimes including rare piebald deer—can be spotted along Cape Henlopen Drive. Be sure to check for ticks before leaving. The best parking is available at the Nature Center, the bathhouse, and near Fort Miles and the fire tower.Biden Environmental Training CenterOn the southern side of the park, you'll find the recently renovated Biden Environmental Training Center. Originally constructed in the early 1960s as part of the Oceanographic Research Station at Fort Miles, the center was acquired by the state in the 1990s with the help of then-U.S. Senator Joe Biden and was dedicated in his honor in 1998. After being closed for over a decade due to safety and accessibility concerns, the center underwent a $15 million renovation, completed in December 2024 .The two-story facility now features:• Three updated meeting rooms, BILL SHULL PHOTO The newly renovated Biden Environmental Center in Cape Henlopen State Park. The building underwent a $15 million makeover and was rededicated in December of 2024.CAPE HENLOPEN STATE PARK TRAILSSEASIDE NATURE TRAILWalk the beach for as many miles as you want.• Distance: 0.7 miles.• Calories Burned: About 100, plus 250 per hour if you extend.• Parking: Nature Center• Trail Highlights: Walk to Delaware Bay beach inside the point of Cape Henlopen. The wrack line of debris blown in off the bay makes for good beachcombing. Former site of a late 19th-, early 20th-century quarantine station.PINELANDS NATURE TRAIL• Distance: 1.7 miles.• Calories Burned: About 200.• Parking: Nature Center• Trail Highlights: This maritime forest trail traverses pine barrens, bridges over boggy areas, and passes sand-camouflaged World War II encasements.BICYCLE & WALKING TRAIL• Distance: 3.5 miles.• Calories Burned: About 250.• Parking: Bathhouse, Nature Center, Campground, or Great Dune.• Trail Highlights: A magnificent paved loop that touches all the grandeur of Cape Henlopen including ocean overlooks, cool forest passages, access to bathhouse and observation tower and connections to many trail extensions including the Walking Dune Trail and Salt Marsh Spur. Continued »
60 • Great Walks & Trails in Sussex County 2026with the largest accommodating up to 98 people or divisible into two rooms of 49 each• 21 overnight guest rooms, sleeping up to 46 people, including two ADAaccessible suites• A catering kitchen to support events and functions• Modern amenities such as an elevator, nature-themed rooms, smart boards, Wi-Fi, and video conferencing capabilitiesThe center serves as a hub for the Department of Natural Resources and Environmental Control (DNREC) trainings, regional workshops, and community events. It also offers opportunities for environmental education, including lab work associated with marine ecosystems and indoor learning during inclement weather. Visitors can explore interactive conservation displays and exhibits detailing the building's origin as a naval facility and President Biden's contributions to environmental preservation.Additional AttractionsFurther south, the park includes the Herring Point overlook, popular among surfers and surf fishermen, and the scenic Gordons Pond Trail. A trail extension connects Gordons Pond to North Shores and Rehoboth Beach, completing a beautiful loop through the park’s north and south ends.Cape Henlopen State Park is open daily from 8 a.m. to sunset. Entry fees increased March 1, 2026, to $10 for Delawarevehicles and $20 for out-ofstate vehicles, in effect through Nov. 30.This article was researched and written by Jack Dawson.RON MACARTHUR PHOTOThe light just before sunset provides interesting contrasts on the dunes of Cape Henlopen State Park.
Great Walks & Trails in Sussex County 2026 • 61CHESAPEAKE WEALTH ADVISORS OF JANNEY MONTGOMERY SCOTT LLC 1013 Centre Road, Suite 102, Wilmington, DE 1980512001 Old Vine Boulevard, Unit 106, Lewes, DE 19958www.ChesapeakeWealthAdvisors.com302.596.6900 | [email protected]© JANNEY MONTGOMERY SCOTT LLC • MEMBER: NYSE, FINRA, SIPC • REF. 2503538-0326The concepts illustrated here have legal, accounting and tax implications. Neither Janney nor its Financial Advisors give tax, legal, or accounting advice. Please consult with the appropriate professional for advice concerning your individual circumstances. For more information about Janney, please see Janney’s Relationship Summary (Form CRS) on www.janney.com/crs which details all material facts about the scope and terms of our relationship with you and any potential conflicts of interest. For more information about any awards referenced, including relevant criteria, please visit Janney.com/award-disclosures or contact your Financial Advisor.A SHARED COMMITMENT TO EXCELLENCESCHEDULE YOUR COMPLIMENTARY TAX AND INVESTMENT PLANNING CONSULTATION TODAY!
62 • Great Walks & Trails in Sussex County 2026Trenny’s Loop is a healthy and pleasant walk around historic downtown Lewes. Many years ago, a group of six ladies started the daily morning walk as a fitness and social routine. The size of the group swelled and shrank depending on who was in town, but the first hour after daylight would usually find as few as two or as many as eight walkers on their stroll. Their course never varied and the ladies did it so often, they could walk it in their sleep. Rose Ksebe and the late Trenny Elliott, a longtime community supporter and activist, have been two of the most consistent members of the walking group. Trenny died of cancer in 2007 but up until she could no longer stand, she was a regular on the loop that now bears her name. Trenny and Rose were neighbors on Gills Neck Road, their homes overlooking the canal. They would start their walk at 124 Gills Neck Road and head southeast toward Rodaline Avenue where the walk turns right. The walk then turns right again on Third Street and passes City Hall before it intersects with Kings Highway at the historic home of This easy walk offers great views of Lewes, its marshes and waterwaysCITY OF LEWES - TRENNY’S LOOPTRENNY’S LOOPCLAYTON AVCEDAR STCEDAR STE MARKET STE MARKET STANGLERS RDMIDLAND AVEE SAVANNAH RDALASKA AVEVIRGINIA AVE GEORGIA AVECAPE HENLOPEN DRKINGS HWYKINGS HWYTHEODORE C. FREEMAN MEMORIAL HWYTHEODORE C. FREEMAN MEMORIAL HWYMONROE AVEINLET PLBAY BREEZE DRPLUM DRS CRMONROE AVEMADISON AVEJEFFERSON AVES WASHINGTON AVEE 4TH STCOLEMAN AVEBEEBE AVEDEWEY AVEMANITA AVEMCFEE STCHOOL LNAVANNAH RDSAVANNAH RDMARKET STMULBERRY STSHIPCARPENTER STST PAUL STPARK AVENTER SQMARKET STCHESTNUT STBANK STNEILS ALLEYFRONT STORR ST3RD STTH STW 4TH STW 3RD ST2ND STSCHLEY AVESCHLEY AVERODALINE AVEFRANKLIN AVEGILLS NECK RDGILLS NECK RDGILLS NECK RDTARPON DRSNOOK CTGILLS NECK RDE 3RD STKINGS HWYKINGS HWYGEORGIA AVEBAY AVEBAY AVEBAYVIEW AVEMASSACHUSETTS AVE AMERICAN LEGION RDDELMAR AVEMILTON AVELEWES AVEBEEBE MEDICALCENTER99999999TRENNY’S LOOPContinued »
Great Walks & Trails in Sussex County 2026 • 63Celebrating 42 Years In Business In 2026!Open 7 Days A Week!
64 • Great Walks & Trails in Sussex County 2026407 E. Market Street, Lewes, DE 19958 • (302) 645-7832 • lewes-beach.comA casual beach house nestled just blocks from the Lewes historic district and a short walk to the Delaware Bay beaches. Year-round, family-friendly bed and breakfast.Each room is decorated in a festive Key West theme. Plenty of parking, a breezy covered patio and a balcony for guests on the upper level.“One of 10 Really Unique Places to Stay in Delaware That Will Give You An Unforgettable Experience” - OnlyInYourState.com Find us on facebook.com/TheBlueWaterHouse and Trip AdvisorWelcome to The Blue Water House InnRevolutionary War hero Col. David Hall. Turning left on Kings Highway, the walk then heads southwest passing many fine examples of Victorian Lewes architecture as well as the Lewes Historical Society’s Museum in the Margaret H. Rollins Community Center and the pleasant grounds of the nicely maintained Stango Park. The walk then makes a hairpin turn onto the wide shoulder of Freeman Highway, named for astronaut Ted Freeman who graduated from Lewes High School. This long stretch of Trenny’s Walk also crosses the high bridge over Lewes-Rehoboth Canal with great views of the town, the canal and the marsh that becomes a bay during big northeast-driven high tides. To the southeast, the bridge looks over the marshes, pine forests and dunes of Cape Henlopen State Park and the distant, World War IIvintage fire towers. At the intersection of Freeman Highway and Cape Henlopen Drive, Trenny’s Loop turns left where it passes a number of tall beach houses. It turns left again on the shoulder of Savannah Road, named for the broad marshes it crosses. The walk crosses the drawbridge that looks over the downtown and Fisherman’s Wharf, a place where many people stop to admire and photograph stunning sunsets. Trenny’s Loop ends with a left turn onto Gills Neck Road just over the drawbridge and in front of the ladies’ historic homes where it all started. This article was contributed by Dr. Anis Saliba and Rosa Ksebe.TRENNY’S LOOP• Distance: Approximately 3.35 miles.• Calories burned: 250 at a moderate pace.• Parking: 1812 Park Public Parking Area on southwest side of Savannah Road drawbridge, or at the Lewes Public Library trailhead on Monroe Avenue adjacent to Freeman Highway.RON MACARTHUR PHOTOYou can catch a view of the Lewes Junction Railroad & Bridge Association’s caboose in Stango Park while walking Trenny’s Loop.
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Great Walks & Trails in Sussex County 2026 • 69FIND YOUR ADVENTUREVISIT DELAWARE’S MANY TRAILS & WALKSjacklingo.comLEWES1240 Kings HighwayLewes, DE 19958302-645-2207 (office)MILLSBORO28442 Dupont BoulevardMillsboro, DE 19966302-934-3970 (office)REHOBOTH BEACH & BETHANY BEACH246 Rehoboth AvenueRehoboth Beach, DE 19971302-227-3883 (office)
70 • Great Walks & Trails in Sussex County 2026Lewes, the First Town in the First State, is so rich in history that a simple stroll reveals centuries of stories. This guided walk covers just about a mile — offering a full, leisurely loop through Lewes’ most important historic and scenic spots. Let’s begin!Start your journey at the foot of the Savannah Road drawbridge, facing inland toward Route 1. From here, Lewes opens up like a storybook in all directions.First, turn right onto Front Street. You'll quickly come to 1812 Park, where benches, flowers, and cannons recall the War of 1812, when Lewes successfully resisted British bombardment. Across the street stands the Cannonball House (1765), still bearing a cannonball fired by the British — a powerful reminder of the town’s resilient spirit.Continuing down Front Street, you'll pass:• The Lewes Post Office (1953), whose solid brick architecture fits the historic setting.CITY OF LEWES - HISTORICAL TOURExplore Historic Lewes: A Complete Walking Tour
Great Walks & Trails in Sussex County 2026 • 71• A cluster of cozy shops tucked into alcoves.• The bustling waterfront vibe of Harbor restaurant and the welcoming Inn at Canal Square, both overlooking the canal.Next is Canalfront Park, where the town’s former nethouse — tied to the once-booming menhaden fishing industry — now serves as administrative space. Beyond that, admire the restored Overfalls Lightship, the historic Lewes Life Saving Station (1884), and the charming ship store nearby.At the end of Front Street, you’ll reach the Little League ballfields near Pilottown Road. Take a brief detour up Pilottown Road if you like, enjoying views of historic homes along the canal. You'll pass the old Lewes Dairy site and spot the University of Delaware’s Virden Center, close to the monument marking the 1631 Dutch settlement — the very first European settlement in Delaware.After exploring Pilottown Road, return to Front Street, and take Shipcarpenter Street inland toward Second Street.Here, you enter the Historic Lewes Complex — a shady stroll through lovingly preserved buildings including:• Hiram Rodney Burton House (1720)• Burton-Ingram House (1785)• Rabbit’s Ferry House (1741)• Midway School (1898 oneroom schoolhouse)• Old Doctor’s Office (1840)• Early Plank House (1700)• Thompson Country Store (1800)Be sure to notice the restored net reel, another nod to Lewes' fishing heritage.If you want a slight extra loop, DOWNTOWN LEWESHISTORIC TRAIL• Distance: About 1 mile.• Calories burned: About 200.• Parking: 1812 Park parking lot between canal and Post Office.• Tour Highlights:This tour takes visitors through the heart of the historic district of the First Town in the First State. It passes the historical complex of Lewes Historical Society, and other distinctive architectural examples of residential and commercial uses that reflect the gradual evolution of Lewes since its first settlement in 1631.Continued »Fisher-Martin House dates back 300 yearsSOURCE: DELAWARE PUBLIC ARCHIVESThe Fisher-Martin House on Kings Highway in Lewes is one of the oldest structures in the state, dating back to the 1730s.SOURCE: GOOGLE MAPSRead more at Capegazette.com
72 • Great Walks & Trails in Sussex County 2026Tour the Lightship OVERFALLS (LV118) in Lewes, DELocated in Canalfront Park, the ship was built in 1938 and is now a National Historic Landmark.Open for Tours ($5)Thurs - SunMay 17 – Oct 1310 AM to 4 PM1 FREE Admission with this ad!Kids under 14 FREEAvailable for privatetours, weddings and parties.Check out our volunteeropportunities!Get the local weather forecast and a list of free events on our website at Overfalls.orgwalk a block farther up to Shipcarpenter Square — a creative 1980s-90s development where historic homes from Sussex County were moved, restored, and repurposed.Return to Second Street and head south toward Savannah Road, soaking in the charming atmosphere.Highlights include:• The Ryves Holt House (1665), Delaware’s oldest surviving house, located at the corner of Second and Mulberry Streets.• Across the way, the John Penrose Virden House, now a welcoming bed and breakfast.• Continuing onward, pass St. Peter’s Episcopal Church, its labyrinth walk, and the ancient graveyard surrounding the historic sanctuary.• Across from St. Peter’s, admire the Robert Scott Block (1885) with its distinctive brick and tile work.• Nearby, treat yourself at King’s Homemade Ice Cream, a sweet local tradition cherished by generations.As you continue along Second Street:Notice the Hotel Rodney (1926), beautifully renovated and home to the popular Rose & Crown restaurant.The old Sussex Trust bank building, now an M&T Bank, reflects the town's early 20thcentury financial pride.Boutiques, antique stores, and cozy restaurants line your path as you stroll through Lewes’ lively core. If your curiosity (or your appetite) holds up, you’ll pass the landmark Bramble and Brine at the Buttery restaurant.Turn right off Second Street and head toward the museum area.You'll pass the historic Zwaanendael Club building, which was sold in early 2024 but remains a cherished architectural gem. Across the street stands the Zwaanendael Museum, a replica of a Dutch building, constructed in 1931 to celebrate the 300th anniversary of Lewes’ founding. Its exhibits highlight the town’s deep seafaring roots. Behind the museum, stroll through Zwaanendael Park, home to the Fisher-Martin House (1730), now serving as the Lewes Chamber of Commerce and Visitors Center.From here, it's just a short walk back down Savannah Road toward the drawbridge bringing you full circle to where you started. Along the way, you’ve stepped across four centuries of American history — from Dutch settlers to maritime adventures to the peaceful, proud community Lewes is today. Now that you’ve had a taste, there’s always more to explore!
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74 • Great Walks & Trails in Sussex County 2026115523243030169113ReddenState ForestGreat MarshPreserveCape HenlopenState Park Gordon’sPondDelawareSeashoreState ParkMILTON LEWESGEORGETOWNREHOBOTH BEACHLEWES-GEORGETOWN HWYJOHN WILLIAMS HIGHWAYKINGS HWYCOASTAL HWYREHOBOTH BAYCOASTAL HWYDUPONT BLVDEAST REDDEN RDSAND HILL RDBROADKILL RDCEDAR CREEK RD ISAACS RDGRAVEL HILL RDCAVE NECK RDHUDSON RDCOOLSPRING RDLOG CABIN HILL RDSWEETBRIAR RDNEW RDSAVANNAH RDHARBESON RDBEAVER DAM RDUNION ST EXTAREA BIKE TRAILSGrand Cape LoopGeorgetown-Lewes PathYOU SURVIVED CANCERRadiation damage doesn't have to be permanent. Hyperbaric Oxygen therapy supports your body's natural healing and may be covered under Medicare or private insurance.CALL 302-313-5555 FOR A FREE CONSULTATION34444 King St Row, Unit B Lewes, DE 19958
Great Walks & Trails in Sussex County 2026 • 75115523243030169113ReddenState ForestGreat MarshPreserveCape HenlopenState Park Gordon’sPondDelawareSeashoreState ParkMILTON LEWESGEORGETOWNREHOBOTH BEACH LEWES-GEORGETOWN HWYJOHN WILLIAMS HIGHWAYKINGS HWYCOASTAL HWYREHOBOTH BAYCOASTAL HWYDUPONT BLVDEAST REDDEN RDSAND HILL RDBROADKILL RDCEDAR CREEK RD ISAACS RDGRAVEL HILL RDCAVE NECK RDHUDSON RDCOOLSPRING RDLOG CABIN HILL RDSWEETBRIAR RDNEW RDSAVANNAH RDHARBESON RDBEAVER DAM RDUNION ST EXTRON MACARTHUR PHOTOMapped the trails? NOW MAP THE FUN.FIND WHAT’S HAPPENING AROUND TOWN IN T H E C A P E C U RRE N T.
76 • Great Walks & Trails in Sussex County 2026CITY OF LEWESCI.LEWES.DE.USGET OUTSIDE AND HAVE FUN!The First Town in the First State is proud to be recognized as one of the most beautiful small towns in the world. The City of Lewes is a vibrant outdoor community with pedestrian and bicycle-friendly amenities for all ages and levels of experience. Whether you are an expert cyclist or just taking off the training wheels, an experienced hiker or just enjoying a stroll, the City of Lewes welcomes you to enjoy all we have to offer.Designated walks in town including the Maritime History Trail and several others with descriptions and maps in this trail guide. A popular and convenient trailhead facility that sits along the 1.5-mile trail at the corner of Monroe Avenue and Freeman Highway. The facility offers a fix-it station for riders to work on their bicycles and a comfort station.The popular Junction and Breakwater Trail that connects Lewes and Rehoboth is accessible along Gills Neck Road. This trail also provides access to Cape Henlopen State Park with parking available on American Legion Road.A bicycle parking facility at the intersection of Savannah and Gills Neck Rd, directly across from the Dogfish Inn. The parking facility includes a fix-it station for riders to work on their bicycles, parking for over 50 bicycles, walking distance to all the shops and restaurants in Lewes, and is located along the Junction & Breakwater trail. The City of Lewes is dedicated to providing you a safe environment in and around townENFORCING THE 25-MILE-PER-HOUR SPEED LIMIT ON ALL STREETS FOR ALL VEHICLES —ADA COMPLIANT PEDESTRIAN CROSSWALKS WHERE WALKERS HAVE THE RIGHT OF WAY.WE NEED YOUR HELPRIDE OR WALK WHERE DRIVERS CAN SEE YOU — WATCH FOR TURNING VEHICLES— OBEY TRAFFIC LIGHTS AND SIGNALS—BE ALERT AND AWARE OF YOUR SURROUNDINGSPlease enjoy our parks, trails, and beaches, and live healthy.
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78 • Great Walks & Trails in Sussex County 2026LEWES-GEORGETOWN TRAILThe Lewes-Georgetown Trail has become one of Sussex County’s key recreational and transportation corridors. When complete, the planned 17 mile paved trail will stretch from the historic town of Lewes to Georgetown, the county seat, following a former railroad alignment. Once finished, it will become the longest rail trail in Delaware and part of a growing 30+ mile network connecting to Cape Henlopen State Park and the Junction & Breakwater Trail.The trail’s route is steeped in history. Lewes was Sussex County’s original seat of government before it moved to Georgetown in 1791 to create a more centralized location. Today, the trail symbolically reconnects these two towns while providing a safe, scenic path for biking, walking and running.Completed SectionsThe first segment, 1.5 miles between Gills Neck Road and Savannah Road in Lewes, opened in 2016. By 2019, the trail extended past Savannah Road, through Nassau, and beneath the Route 1 overpass, providing a safe connection between the east and west sides of the highway.From Savannah Road to Route 9 at Cool Spring, the trail is paved with asphalt. This section covers roughly six miles. West of Cool Spring, additional segments continue to be developed toward Georgetown.Rail-with-TrailWhile the rail line has been fully abandoned east of Cool Spring, active rail still exists on some segments between Cool Spring and Georgetown. This means the final stretch may include railwith-trail design where feasible, allowing both trail use and rail operations to coexist.Trailheads and EnhancementsIn 2019, the Sussex CountyLand Trust, in collaboration with state and county agencies, acquired 30 acres at the intersection of Route 9 and Cool Spring Road. This land, now known as Stephen P. Hudson Park, has been preserved as open space and recreational land. A ribbon-cutting ceremony in 2023 marked the opening of a new trailhead at the park, which includes a connection to the Lewes-Georgetown Trail. Plans include expanded parking, Connecting communities with a scenic ride through Sussex CountyRON MACARTHUR PHOTOWalkers and bikers use the Lewes-Georgetown Trail on an early fall morning. Continued » Decorations delight along the Lewes-toGeorgetown TrailCLEMENS ROBINSON PHOTO Found between Minos Conaway Road and the Lewes Senior Activity Center, the Rainbow Fence was constructed to help passerby commemorate their deceased pets.READ ARTICLE »
Great Walks & Trails in Sussex County 2026 • 7917 PARKS. 1 PASS. UNLIMITED ADVENTURES.With a Delaware State Parks Annual Pass or Surf Fishing Permit, you get easy access to outdoor experiences that help you stay active, reduce stress, and reconnect with what matters.AVAILABLE NOWChoose the pass or permit that fits your adventure. Get yours today. Fee Season: March 1 – November 30Scan or visit DEStateParks.com to purchase.
80 • Great Walks & Trails in Sussex County 2026restrooms and additional trail amenities.Cape Henlopen ConnectionTo complete the connection into Cape Henlopen State Park, the state removed the remaining tracks in 2019 and paved a trail section from the Lewes-Rehoboth Canal, over Freeman Highway, and through the pine forest alongside Cape Henlopen Drive. This stretch connects to a scenic three mile trail system in the northern section of the park.Trail Access in LewesIn Lewes, trail users can access the path near the Lewes Public Library at Monroe Avenue and Freeman Highway, where a trailhead with parking and restrooms is available. This location also connects with the Junction & Breakwater Trail, which heads southeast toward Rehoboth Beach.Looking AheadWhen finished, the LewesGeorgetown Trail will serve as a central piece of the Great Cape Loop, a growing interconnected trail network that weaves through forests, farmland and historic towns, offering both recreational opportunities and an alternative route for local travel.See map on pages 74 and 75 for the total alignment of the Lewes to Georgetown Trail.NICK ROTH PHOTOThis sign along the Lewes-to-Georgetown Trail near Old World Breads lists a speed limit of 12 mph. Sussex gets grant to fund Route 9 trail crossing feasibility studyNICK ROTH PHOTO The Delaware Bicycle Council approved a $35,000 grant Dec. 3, to Sussex County to help fund a feasibility study for a Route 9 tunnel crossing near Cool Spring Road to improve safety for cyclists and pedestrians. A tunnel would connect the trail to the Stephen P. Hudson Park trailhead across Route 9.READ ARTICLE »Call today to join our team! Call today to join our team!LEWES • MILTON • SEAFORD1-844-SHERMANSHERMANCORP.COMCall today to join our team!
Great Walks & Trails in Sussex County 2026 • 81AtlanticRefrigeration.com302-856-9300Heating, Air Conditioning and Residential PlumbingPLUMBING & HEATINGBY ATLANTIC REFRIGERATION302-227-1944CLENDANIELPLUMBINGHEATING.COM
82 • Great Walks & Trails in Sussex County 2026Rotarians in Sussex County are building The Can-DoPlayground at Hudson Park. It will be a space wherechildren and families of all abilities can play, grow, andconnect. This inclusive playground will feature fourunique areas: play spaces for ages 2–5 and 5–12, aswing zone, and a sensory quiet area. Developed by Sussex Rotary Can-Do Playground, Inc.,a nonprofit formed by seven local Rotary clubs, theplayground will be part of Stephen P. Hudson Park, aSussex County Land Trust project dedicated topreserving and enhancing community spaces.Visit candohudson.org to learn more & donateOr scan the code belowTHERE ARE 8,000 CHILDREN WITH DISABILITIES LIVINGIN SUSSEX COUNTY!Rotarians in Sussex County are building The Can-DoPlayground at Hudson Park. It will be a space wherechildren and families of all abilities can play, grow, andconnect. This inclusive playground will feature fourunique areas: play spaces for ages 2–5 and 5–12, aswing zone, and a sensory quiet area. Developed by Sussex Rotary Can-Do Playground, Inc.,a nonprofit formed by seven local Rotary clubs, theplayground will be part of Stephen P. Hudson Park, aSussex County Land Trust project dedicated topreserving and enhancing community spaces.Visit candohudson.org to learn more & donateOr scan the code belowTHERE ARE 8,000 CHILDREN WITH DISABILITIES LIVINGIN SUSSEX COUNTY!Rotarians in Sussex County are building The Can-Do Playground at Hudson Park. It will be a space where children and families of all abilities can play, grow, and connect. This inclusive playground will feature four unique areas: play spaces for ages 2-5 and 5-12, a swing zone, and a sensory quiet area.Developed by Sussex Rotary Can-Do Playground, Inc., a nonprofit formed by seven local Rotary clubs, the playground will be part of Stephen P. Hudson Park, a Sussex County Land Trust project dedicated to preserving and enhancing community spaces.THERE ARE 8,000 CHILDREN WITH DISABILITIES LIVINGIN SUSSEX COUNTY!Visit candohudson.org to learn more & donate or scan the code:Rotarians in Sussex County are building The Can-DoPlayground at Hudson Park. It will be a space wherechildren and families of all abilities can play, grow, andconnect. This inclusive playground will feature fourunique areas: play spaces for ages 2–5 and 5–12, aswing zone, and a sensory quiet area. Developed by Sussex Rotary Can-Do Playground, Inc.,a nonprofit formed by seven local Rotary clubs, theplayground will be part of Stephen P. Hudson Park, aSussex County Land Trust project dedicated topreserving and enhancing community spaces.Visit candohudson.org to learn more & donateOr scan the code belowTHERE ARE 8,000 CHILDREN WITH DISABILITIES LIVINGIN SUSSEX COUNTY!
Great Walks & Trails in Sussex County 2026 • 83doing good // building relationships // making fully devoted followers of Jesus Christ // doing good // building relationships. // making fully devoted followers of JesusChrist // doing good // building relationships // making fully devoted followers of Jesus Christ // doing good // building relationships // making fully devoted followers of Jesus Christ // doing good //relationships // making fully devoted followers of Jesus Christ // doing good // building relationships building relationships // making fully devoted followers of Jesus Christ // doing good // building// doing goodrelationships
84 • Great Walks & Trails in Sussex County 2026The Junction & Breakwater Trail stretches between the resort towns of Lewes and Rehoboth Beach, running along the western edge of Cape Henlopen State Park. As Delaware’s third and longest rail trail, it has become a vital recreational and economic asset for eastern Sussex County in the 21st century.In May 2014, the completion of the Gordons Pond Trail extension connected with the Junction & Breakwater Trail to form a scenic 16-mile loop between Lewes and Rehoboth Beach.Named after the rail line that once served the area, the trail follows the former Penn Central Railroad corridor, which transported passengers to Methodist resort camps along the coast in the mid-1800s.The trail officially opened on Dec. 4, 2003, with an initial 3.6-mile crushed-stone path stretching from Hebron Road in West Rehoboth to the Wolfe Glade trestle. It remained a dead-end until June 4, 2007, when a 2.4-mile extension brought the trail’s total length to six miles.On the Lewes end, the trail begins at Gills Neck Road beneath the Freeman Highway bridge. From there, a paved section parallels Freeman Highway before turning southeast across a field toward another Gills Neck Road intersection. Turn right at this point, then look for signs on the left just past the Hawkseye community entrance, where the trail resumes and continues to Rehoboth.An alternate route is to follow Gills Neck Road from the Savannah Road drawbridge in downtown Lewes. This scenic but less-safe option runs along the LewesRehoboth Canal and through the rural, quickly developing outskirts of Lewes. There are no shoulders, so walkers and riders should proceed with caution—but shared use is possible with courtesy.Using this route, trail users can pick up an improved section just west of the Wolfe Runne development entrance. From there, the trail passes through Hawkseye and connects to the improved railroad bed leading south to Rehoboth.Another access point is near Cape Henlopen High School on Freeman Highway. Parking there allows easy entry to the trail as it parallels Gills Neck Road through open fields.Parking is also available on Wolfe Neck Road, near McDonald’s and Wawa off Route 1. Note: the former access and parking area behind Tanger Outlets Seaside Center is no longer available due to the construction of Schellville Village. However, a new trail access path has been created in front of the Microtel Inn and Suites, behind the outlets.Riders starting from Rehoboth can head north over the LewesRehoboth Canal drawbridge and turn right onto Church Street. From there, turn left past the church and follow the road past Canal Corkran to reach Hebron Road. A left turn on Hebron brings you to the trailhead, which initially passes between storage units and the West Rehoboth community before curving into wooded terrain. After crossing Holland Glade Road, the trail continues north toward Lewes.JUNCTION AND BREAKWATER TRAILRON MACARTHUR PHOTOThe Junction & Breakwater Trail between Rehoboth and Lewes paved the way for more trails in the Cape Region. Use this trail to make a day of exploring Lewes and Rehoboth
Great Walks & Trails in Sussex County 2026 • 85CHRIS RAUSCH PHOTOA great view of Wolfe Glade, as seen here from the water, is visible as you head southeast from the Hawk’s Eye entrance to the Junction Breakwater trail. JUNCTION & BREAKWATER TRAIL • Distance: 6 miles from Cape Henlopen High School to Rehoboth Beach - 16 miles if you connect with the Gordons Pond Trail on the ocean side of Cape Henlopen State Park.• Calories burned: About 450 walking or 300 bicycling. Three times that if you do the entire loop including the Gordons Pond Trail.• Parking: Cape Henlopen High School (when school’s not in session), public lots in Lewes, trailhead at Lewes Public Library, by Grove Park in Rehoboth Beach, behind Tanger Outlets Seaside Center on Rt.1 or at the end of Wolfe Neck Road, by McDonald’s and Wawa on Rt. 1.• Trail Highlights: Two great destinations - Lewes and Rehoboth Beach - connected by a well-maintained trail that passes through woods, marshes, fields and residential areas. The trail is flat and, depending on weather, good riding and walking all year long.Alternatively, riders can turn right on Hebron Road and follow a side path to another Holland Glade Road crossing near the Rehoboth Beach Little League park. This spur connects to the main trail near another offshoot once used for access to the Tanger Outlets.The Junction & Breakwater Trail follows the historic rail corridor through a mix of wooded and open areas, with scenic views of coastal marshes at Wolfe Glade and Holland Glade—two designated natural areas highlighted by their picturesque bridge crossings.Recent Enhancements and Future DevelopmentsHolland Glade Road EnhancementsIn late 2024, construction began on a 1,100-foot multi-use trail and a 325-foot sidewalk along Holland Glade Road, near the trail's crossing by Epworth United Methodist Church. This project includes the addition of three new curb ramps and modifications to the trail crossing. The Delaware Department of Transportation also plans to install a new traffic signal at the Route 1 intersection to enhance safety for trail users. Additionally, the Glade Property Owners Association has submitted an application for an innovation grant to fund a feasibility study for extending the trail along Holland Glade Road. If approved, this extension would further improve connectivity in the area. Wolfe Neck Loop ProjectPlans are underway to create a six-mile loop trail around the Wolfe Neck Regional Wastewater Treatment Facility. This project involves converting nearly 400 acres of farmland to reforested woodlands, providing public access to parts of Cape Henlopen State Park that have been closed for two decades. The trail will feature a wildlife viewing platform overlooking the Lewes-Rehoboth Canal and will include as many as 11 boardwalks and a bridge. The loop will double the length of the existing 6-mile Junction & Breakwater Trail linking Lewes and Rehoboth Beach. The land will continue to be used for spraying treated wastewater, but instead of discharging onto crops, the effluent will irrigate hundreds of acres of newly planted trees and vegetation. This reforestation effort is being undertaken with assistance from the Delaware Center forthe Inland Bays. Full Map For This Trail On Page 10
86 • Great Walks & Trails in Sussex County 2026Bethany 302-537-2616Lewes302-645-6661Rehoboth 302-227-6101PenFedRealty.com | BeachRentalsDelaware.comSunset on Gordons Pond Trail in Lewes, DE.From trails to tides, you will find what you’re looking for at the Delaware Beach Resorts. Explore properties for sale and vacation rental homes today. We cover it all.Upgradeyour views.©2025 BHH Affiliates, LLC. An independently owned and operated franchisee of BHH Affiliates, LLC. Berkshire Hathaway HomeServices and the Berkshire Hathaway HomeServices symbol are registered service marks of Columbia Insurance Company, a Berkshire Hathaway affiliate. Equal Housing Opportunity.
Great Walks & Trails in Sussex County 2026 • 87
88 • Great Walks & Trails in Sussex County 2026On the west side of Route 1, just over the Indian River Inlet Bridge, 700 acres of protected land await exploration at Fresh Pond. Open from 8 a.m. to sunset and managed by Delaware Seashore State Park, the area features more than 5 miles of trails accessible by foot, bike and horseback. Park fees are in effect March 1 to Nov. 30.The park boundary follows Fred Hudson Road, with parking available in Ocean View. To reach the Fresh Pond parking area and information kiosk, travel Cedar Neck Road to Hickman Road. Parking is located at the end of Hickman Road.The 3 mile round trip Prickly Pear Trail loop begins at the kiosk and ends along the shore of Indian River Bay. Options for a shorter route are available. The crushed stone trail follows an inland path, while sections of hard packed ground run parallel to residential areas along Cedar Neck Road before reaching marshland. The flat, wide trail meanders to Beach Cove and back, winding through native woodlands of sweetgum, red maple and oak before reaching a maritime forest of loblolly pine and American holly.The scent of pine and southern bayberry fills the air. High in the branches, a squirrel dray or nest of leaves rests above a crossroads of deer tracks. A variety of songbirds share this habitat.Walking north toward the bay, DELAWARE SEASHORE STATE PARK - FRESH PONDContinued »
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90 • Great Walks & Trails in Sussex County 2026plant diversity becomes more limited due to salt spray and sandy soil. Look for the thick leaf pads of the native prickly pear cactus growing among the pines. In late spring, the cactus produces lemon yellow blossoms that attract many bees. Be aware of the fine spines covering the deep pink fruit, which can irritate the skin.The trail descends between cedars to a sandy shoreline. A border of marsh elder, also known as high tide bush, dominates the landscape between land and water. A great blue heron wading against the backdrop of the bay and bridge is a welcome sight. Take time to explore the shallow water, where snails, mussels and minnows can be found in tidal streams flowing between marsh peat anchored by cordgrass.Article and photos by Alice Mohrman.A bright yellow blossom of the native prickly pear cactus blooms along the Fresh Pond trails, where the hardy plant thrives in sandy soil and salt spray near Indian River Bay.PRICKLY PEAR and FRED HUDSON TRAIL• Distance: More than three miles with longer side-trips possible• Calories burned: About 350 minimum• Parking: Follow Hickman Road east from Cedar Neck Road, off of Route 1, to a parking area. • Trail Highlights: Prickly Pear offers a sense of sandy coastal plains and a view of Beach Cove off Indian River Bay. The trail threads its way along the long and narrow Fresh Pond with lots of brackish water and freshwater marshes. The trail is named for the abundant, low stands of coastal prickly pear cactus that bloom in June with a brilliant, waxy yellow flower.
Great Walks & Trails in Sussex County 2026 • 91Active Adults Realty® | Office: (302) 424-1890 1504 Savannah Road, Lewes, DE | ActiveAdultsDelaware.comFind Your Path. Find Your Next Home.Retirement here means staying active, staying social, and staying curious.We know the communities that offer low-maintenance living with included lawn care—giving you more time on the trails and less time on the mower.SRES® Certified Experts: Our entire team holds the Senior Real Estate Specialist designationWe help you find the lifestyle you’ve been waiting for.
92 • Great Walks & Trails in Sussex County 2026Groom & Associates, Inc. Worksite Voluntary Benefits with a Personal Touch! Plans for small to midsize businessesLisa Groom 302.420.7833 [email protected] • University of Delaware Alum • Lewes-Rehoboth Beach Rotary Club Member• Lewes Chamber of Commerce Member SHORT-TERM DISABILITY LIFE INSURANCE DENTAL VISION ACCIDENT CRITICAL ILLNESS
Great Walks & Trails in Sussex County 2026 • 93Element Design Group115 West Market StreetLewes, Delaware 19958Phone: 302.645.0777SCAN HERE Email: [email protected] ▲CA P T U R I N G A L L O F LEWESARCHITECTURE &STRUCTURAL ENGINEERINGELEMENTDG.COM
94 • Great Walks & Trails in Sussex County 2026BURTON ISLAND NATURE PRESERVEA destination for wildlife enthusiasts, the 222 acre Burton Island Nature Preserve is tucked behind the Indian River Marina in Delaware Seashore State Park. This quiet landscape, shaped by the tides, has an ecosystem teeming with life. Black crowned night herons stand watch along the causeway as fishing enthusiasts cast their lines. In the salt marsh grasses, glossy ibis gather to feed in the shallows while overhead an osprey flies by clutching a flounder. On the edge of the loblolly pine forest, a diamondback terrapin digs a nest in the sandy soil.To find the trailhead, drive toward the marina office, where restrooms are available in season. Pass the boat docks and continue to the end of the drive. Turn left and a small dirt parking area will be visible. A seasonal Delaware State Park pass is required for visiting.One of 34 designated Delaware State Nature Preserves, Burton Island invites visitors to explore an easy 1.5 mile loop trail that begins at the causeway. Boardwalks provide expansive views of coastal wetlands at both ends of the loop. Once off the boardwalk, salt tolerant shrubs such as groundsel bush and marsh elder host red winged blackbirds and nesting marsh wrens.The flat trail leads to an upland maritime forest shaded by pines, hollies and hardwoods. Beneath these trees, it may seem as if time stands still, yet the island has a long history. Once the site of a Burton family colonial era farm, the island was purchased in 1880 as an exclusive sportsmen’s retreat. In 1925, the property was acquired by Linford P. Faucett, a Delaware native whose heirs later ensured the land would be preserved for future generations.Article by Alice Mohrman.Nancy Sakaduski Photo
Great Walks & Trails in Sussex County 2026 • 95Nancy Sakaduski Photo
96 • Great Walks & Trails in Sussex County 2026This walk covers approximately three miles through the residential neighborhoods of Rehoboth Beach and Henlopen Acres, along with a one mile stretch of the Boardwalk. Walkers can stop at a variety of businesses and restaurants along Rehoboth Avenue, as well as Baltimore and Wilmington avenues. In Henlopen Acres, visitors may want to stop at the Rehoboth Art League to view current exhibits or relax in the peaceful gardens.The route follows mostly flat terrain and passes both of Rehoboth’s freshwater lakes, Lake Gerar and Silver Lake. At a leisurely pace, including stops along the way, the walk can be completed in about 1.5 to 2 hours.Start at the north end of the Boardwalk, where parking is available near the Henlopen Hotel. Proceed south along the Boardwalk for the first mile. At the half mile point near Delaware Avenue, you will find public restrooms and nearby visitor information, as well as Funland, a longtime attraction with rides and games during the summer months.Leave the Boardwalk at Queen Street and turn left at the end of the street onto Lake Drive. Follow the road around the north side of Silver Lake, passing several gazebos along the shoreline. In winter, Silver Lake, a protected wildlife area, often hosts flocks of canvasback ducks along with Canada geese, American coots and other waterfowl.At Bayard Avenue, turn right and continue north through a residential area south of Rehoboth Avenue. The next half mile point is near the intersection of Bayard Avenue and Laurel Street. Cross Rehoboth Avenue at the traffic light, passing the post office on your right and the western end of Baltimore Avenue. Continue two blocks to Olive Avenue, where the eastern end of Lake Gerar can be seen across the street.Bear right on Olive Avenue and walk to First Street, then turn left and proceed north across the Lake Gerar bridge at the two mile mark. On your right, across the lake along the oceanfront, is the Henlopen Hotel. Continue along the shoreline as the road curves and becomes Second Street. Follow Second Street north across Columbia and Henlopen avenues to the entrance of Henlopen Acres, where the road becomes Dodds Lane.Continue two blocks and turn CITY OF REHOBOTH BEACH & BOARDWALKOcean, art, history, cotton candy and rides all in one sweet walkRON MACARTHUR PHOTOSilver Lake in Rehoboth Beach is a unique place – a freshwater habitat within yards of the Atlantic Ocean shoreline. The natural beauty of the lake makes it a prime residential location as well. Continued »
Great Walks & Trails in Sussex County 2026 • 97(302)539-2100 | [email protected] Coastal Hwy, Fenwick Island, DE 19944Fenwick Island(302) 539-2100 | [email protected] State Park Passes For Sale!Dagsboro36913 Coastal Hwy. 33370 Main St.BUSINESS REFERRALSAREA MAPS@thequietresortsInformation CentersTMthequietresorts.comView theDigital GuideBethany Beach | Clarksville | Dagsboro | Fenwick Island | Frankford | Millville | Ocean View | Roxana | Selbyville | South BethanyVISITOR GUIDES& MORE!
98 • Great Walks & Trails in Sussex County 2026REHOBOTH BEACH, BOARDWALK, HENLOPEN ACRES• Distance: Three miles.• Calories burned: About 250.• Parking: City parking spaces at the north end of the Boardwalk around the Henlopen Hotel. Metered in the summer, free in fall, winter and spring.• Trail Highlights: The milelong Boardwalk (capitalized because it’s an official city street); Silver Lake (and its winter flocks of canvasback ducks) and Lake Gerar; the idyllic streets of Henlopen Acres; the historic, colonial, cypress shake-clad Homestead mansion; and the historic and lovely grounds of Rehoboth Art League.CHRIS FLOOD PHOTO A large millstone marks the entrance to Henlopen Acres. right onto Rolling Road. The historic Homestead and galleries of the Rehoboth Art League will be on your left. The grounds are worth a few extra minutes to explore, with outdoor sculptures, gardens and mature trees throughout the property.After one block, turn right onto Broad Hollow at the two and a half mile point. Follow Broad Hollow, then turn right onto Zwaanendael for the final half mile. This stretch leads out of Henlopen Acres and merges with Surf Avenue, continuing south along the ocean for a final scenic stretch back to your starting point near the Henlopen Hotel.Hoyte Decker contributed this article.
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100 • Great Walks & Trails in Sussex County 2026Coastal Retreat and Event DestinationOn the Waterfront in the heart of Historic Lewes122 Market Street Lewes, De Ph. 302.644.3377 or 888.644.1911www.TheInnatCanalSquare.com“Nantucket-Style” on the Delaware Coast\"Of all the paths you take in life, make sure a few of them are dirt.\" — John MuirMallery Galaska Photo