4.8
(19)
131
riders
7
rides
Gravel biking around Shepherdstown offers diverse terrain, from the historic C&O Canal towpath to the gravel roads of nearby Michaux State Forest. The region is characterized by its location along the Potomac River, providing scenic views and relatively flat sections ideal for long-distance rides. Surrounding areas feature rolling hills and wooded landscapes, with a network of gravel and dirt roads suitable for various skill levels.
Last updated: May 28, 2026
5.0
(2)
50
riders
Hard gravel ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.
5.0
(2)
34
riders
56.6km
04:25
130m
130m
Moderate gravel ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

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4.3
(3)
13
riders
41.3km
03:30
190m
190m
Moderate gravel ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
5.0
(2)
12
riders
23.4km
02:02
140m
140m
Moderate gravel ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
5.0
(3)
12
riders
23.3km
02:01
110m
110m
Moderate gravel ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.
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One of my favorite rides! The trail is well maintained and smooth. So many spots to rest and take breathtaking pics
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28 Sept 2025: staircase closed as they rebuild it
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A paved elevated boardwalk stretches out along the water, giving you a fantastic view of the Potomac River. This spot can get pretty popular on summer weekends.
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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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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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Dam No. 4 is located around mile 84 of the C&O Canal Towpath. Built in 1856, this dam was crucial for maintaining water levels for canal operations and remains an impressive structure along the river. The area around the dam is known for its scenic views and wildlife, making it a nice spot to pause before continuing on your ride.
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Gravel biking around Shepherdstown offers a diverse mix of terrain. You'll find extensive, relatively flat sections along the historic C&O Canal towpath, which is mostly unpaved. Beyond the canal, the region features rolling hills and wooded landscapes with a network of gravel and dirt roads, particularly in areas like Michaux State Forest. These roads can vary from well-maintained gravel to dirt patches and small rocks, providing a good challenge for various skill levels.
Yes, Shepherdstown offers routes suitable for beginners. The C&O Canal towpath provides many relatively flat and scenic sections, ideal for those new to gravel biking or looking for a more relaxed ride. While specific easy routes are not detailed in the guide, the overall terrain includes options that are less challenging than the more difficult loops.
Absolutely. Many gravel bike routes around Shepherdstown are designed as loops, allowing you to start and finish in the same location. For example, the Dam 4 C&O – Shepherdstown loop from Scrabble is a moderate 41.3-mile option, and the Horseshoe Bend campsite loop from Shepherdstown offers a shorter, moderate 23.2-mile ride.
The region is rich in scenic beauty. You'll frequently encounter stunning views of the Potomac River, especially along the C&O Canal towpath and from the Shepherdstown Bridge. The Big Slackwater section of the C&O Canal is a notable highlight. Additionally, routes through Michaux State Forest offer quiet woodlands and picturesque natural settings.
Yes, the area is steeped in history. The C&O Canal itself is a historical park, and you'll pass by features like Dam No. 4. The Shepherdstown – Antietam Aqueduct loop from Dargan combines historical sites with varied gravel surfaces. The nearby Antietam National Battlefield also offers opportunities for biking and walking, with some routes incorporating it into scenic loops.
The gravel bike trails around Shepherdstown are highly rated by the komoot community, with an average score of 4.9 stars. Reviewers often praise the unique combination of historical canal sections, the scenic Potomac River views, and the varied gravel roads that wind through peaceful wooded areas. The accessibility of routes for different skill levels is also frequently highlighted.
While gravel biking is possible year-round, spring and fall generally offer the most pleasant conditions in Shepherdstown. The weather is milder, and the natural scenery is particularly vibrant with spring blooms or autumn foliage. Summers can be warm and humid, while winters may bring colder temperatures and potential for snow or ice, especially on less-maintained gravel roads.
Yes, for experienced riders seeking a challenge, Shepherdstown offers several difficult routes. The Big Slackwater – Big Slackwater View loop from Sharpsburg is a demanding 71.6-mile trail with over 500 meters of elevation gain. Another challenging option is the Big Slackwater – Big Slackwater View loop from Dargan, a 43.9-mile route with significant elevation changes.
The C&O Canal towpath, with its relatively flat and wide unpaved surface, is generally well-suited for families. It provides a safe and scenic environment away from vehicle traffic, making it an excellent choice for family outings. Some local shops even offer bike rentals to explore this section.
Many access points to the C&O Canal National Historical Park, which forms a significant part of the gravel biking network, offer designated parking areas. For routes starting further afield, such as those venturing into Michaux State Forest, trailheads often have small parking lots or roadside parking available. It's advisable to check specific route details on komoot for recommended starting points and parking information.
Gravel bike routes around Shepherdstown vary significantly in length and duration. You can find shorter, moderate rides like the Horseshoe Bend campsite loop from Shepherdstown, which is 23.2 miles and takes around 2 hours 15 minutes. Longer, more difficult routes, such as the Big Slackwater – Big Slackwater View loop from Sharpsburg, can be over 70 miles and take more than 10 hours to complete.


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