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Routes
Road cycling routes
United States
Maryland

Washington County

The best road cycling routes in Washington County

4.3

(7)

330

riders

27

rides

Road cycling routes in Washington County, Maryland, traverse a landscape characterized by rolling hills and historic waterways. The region features varied terrain, including routes along the Potomac River and through areas with significant historical landmarks. Cyclists can expect a mix of gentle gradients and moderate climbs. The area offers a network of road cycling routes suitable for different skill levels.

Best road cycling routes in Washington County

  • The most popular road cycling route is Town of Hancock loop from Fort…

Last updated: April 29, 2026

26

riders

#1.

Town of Hancock loop from Fort Frederick State Park

33.4km

01:22

50m

50m

Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.

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Easy

13

riders

Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.

Easy
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3.0

(1)

6

riders

Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.

Easy

Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.

Easy

Moderate road ride. Good fitness required. Some segments of this route may be unpaved and difficult to ride.

Moderate

4

riders

Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.

Moderate

Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.

Moderate

Moderate road ride. Good fitness required. Some segments of this route may be unpaved and difficult to ride.

Moderate

4

riders

Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.

Moderate

3

riders

Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.

Easy
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Popular around Washington County

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Tuscarora Trail — A remote trek across the backbone of Appalachia

Hiking Collection by

Sue

Tips from the Community

Zachary
April 23, 2025, Antietam Aqueduct

The Antietam Aqueduct was built in 1834 to carry canal boats over Antietam Creek. It is over 140 feet long and is one of many such aqueducts along the C&O Canal.

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The Antietam Aqueduct, located at mile 69.4 of the C&O Canal Towpath, is a three-arch stone aqueduct that once carried the canal over Antietam Creek. Built in 1834, it is constructed from limestone quarried nearby and remains one of the best-preserved aqueducts along the canal. During the Civil War, it was near the site of Confederate troop movements before and after the Battle of Antietam in 1862. Though it suffered some damage over the years, it has been fully restored and now serves as a scenic and historic stop along the towpath, offering great river views and picnic spots.

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Jamie S.
March 20, 2025, Shepherdstown

Shepherdstown, West Virginia, is the oldest town in the state (founded in 1762) and has a fun, vibrant college-town atmosphere. Located along the Potomac River at mile 72 of the C&O Canal Towpath, it is home to Shepherd University, giving it a lively college-town vibe with great cafés, restaurants, and shops. Rich in Civil War history, it played a role in the aftermath of the Battle of Antietam, as wounded soldiers were treated here. With its historic district, riverside views, and plenty of accommodations, Shepherdstown is a perfect overnight stop for cyclists C&O Canal Towpath or to just visit when exploring the area.

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Scott
July 10, 2024, Town of Hancock

Visitors can explore charming shops, enjoy local eateries, and appreciate the beauty of the surrounding landscapes. The C&O Canal, a historic waterway, passes right through town, offering opportunities for scenic boat launches or peaceful walks along the towpath.

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The Weverton-Roxbury Rail Trail is a picturesque segment of the South Mountain Recreation Area. The reserve features an unspoiled trail that offers a glimpse of the remnants of historic bridges, such as the Baltimore & Ohio Railroad Bridge that crosses over Antietam Creek. It is an idyllic setting for a scenic ride in this storied region.

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From here, you can look up at the West Portal of the Harpers Ferry Tunnel. The tunnel is part of the B & O Railroad Potomac River Crossing, which is on the National Register of Historic Places for its significance in commerce, engineering, industry, invention, and transportation.

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This railroad bridge that spans over the Potomac River in Harpers Ferry is quite the spectacle. A walk across the bridge grants you quick access between the C&O Canal Trail and Harpers Ferry town.

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Aspects of an historic pulp mill, instrumental in the manufacture of paper, are still visible here. The mill was water-powered, and evidence of these channels remains.

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Frequently Asked Questions

How many road cycling routes are available in Washington County?

Washington County offers over 25 road cycling routes, catering to various skill levels. You'll find a diverse selection, from easy loops to more challenging moderate rides.

What kind of terrain can I expect on road cycling routes in Washington County?

Road cycling in Washington County features a landscape of rolling hills and historic waterways. Routes often traverse areas along the Potomac River and through significant historical landmarks, offering a mix of gentle gradients and moderate climbs.

Are there road cycling routes suitable for beginners in Washington County?

Yes, Washington County has several easy road cycling routes perfect for beginners. For example, the Roadbike loop from Halfway is a shorter, accessible option. Another great choice is the Town of Hancock loop from Fort Frederick State Park, which has minimal elevation gain.

What are some options for more challenging road cycling routes in Washington County?

For those seeking a greater challenge, Washington County offers moderate routes with more significant elevation gains. Consider the Antietam National Battlefield – Antietam Aqueduct loop from Mercersville, which includes over 400 meters of ascent. The Shenandoah Pulp Factory Ruins – Shepherdstown loop from Harpers Ferry also presents a moderate challenge with over 560 meters of elevation gain.

What is the typical length and duration of road cycling routes in Washington County?

Routes in Washington County vary in length and duration. Shorter, easy rides like the Sharpsburg – Antietam National Battlefield loop from Sharpsburg can be completed in under an hour, covering about 13 km. Longer, moderate routes, such as the Sharpsburg loop from Sharpsburg, can extend to over 40 km and take around 2 hours.

Are there loop routes available for road cyclists in Washington County?

Yes, many of the road cycling routes in Washington County are designed as loops, offering convenient starting and ending points. Examples include the Roadbike loop from Williamsport and the Roadbike loop from Chewsville.

What historical landmarks can I see along road cycling routes in Washington County?

Washington County is rich in history. Cyclists can explore sites like the Maryland Heights Stone Fort, the Round Top Cement Mill, and Dam Number 5. You might also cross historic structures like the Goodloe E. Byron Memorial Pedestrian Walkway or the Harpers Ferry Tunnel and Railroad Bridges.

Are there scenic viewpoints accessible from road cycling routes?

Yes, Washington County offers several scenic viewpoints. Cyclists can enjoy panoramic vistas from locations such as View from Annapolis Rock, View from Black Rock Cliff, and High Rock Overlook, providing stunning perspectives of the surrounding landscape.

What natural features will I encounter while cycling in Washington County?

Beyond historical sites, you'll find natural beauty like the Big Pool. The region's routes often follow river valleys and pass through areas with rolling hills and picturesque countryside, characteristic of Maryland's diverse terrain.

What do other road cyclists enjoy the most about road cycling in Washington County?

The road cycling routes in Washington County are highly rated by the komoot community, with an average score of 4.4 stars. Cyclists frequently praise the varied terrain, which includes both gentle gradients and moderate climbs, as well as the historical significance of the areas traversed.

What is the best season for road biking in Washington County?

Spring and fall are generally considered the best seasons for road biking in Washington County. The weather is typically mild, and the natural scenery, whether blooming in spring or adorned with autumn colors, is particularly beautiful. Summer can also be enjoyable, especially during cooler mornings or evenings.

Most popular routes in Washington County

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Didn’t find what you were looking for?

Check out more Road cycling routes throughout Washington County below and find the perfect route in your destination.

BoonsboroHagerstownKemps MillWashington Monument State ParkGaplandPondsvilleMaplevilleMount BriarChewsvilleFort RitchieFairplayFunkstownKeedysvilleSmithsburgWilliamsportBagtownHalfwayTrego-Rohrersville StationEakles MillBrownsvilleRobinwoodGreenbrier State ParkEdgemontTilghmantonMaugansvilleSan MarBreathedsvilleSharpsburgBeaver CreekGathland State ParkBakersvilleDarganRohrersvilleHighfield-CascadeMount AetnaMount LenaParamount-Long MeadowDownsvilleFountainhead-Orchard HillsJugtownSandy HookWilson-ConococheagueYarrowsburgAntietamCavetownGarretts MillGreensburgSt. James

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