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Bike touring routes & trails
United States
West Virginia
Jefferson County
Shepherdstown

Shepherdstown and Williamsport C&O Canal Loop

Hard

4.9

(5357)

15,277

riders

Shepherdstown and Williamsport C&O Canal Loop

05:02

68.1km

450m

Cycling

Cycle the challenging 42.3-mile Shepherdstown and Williamsport C&O Canal Loop, exploring historic towns and scenic Potomac River views.

Last updated: February 26, 2026

Tips

Your route passes through protected areas

Please check local regulations for:

Chesapeake and Ohio Canal National Historical Park

Waypoints

A

Start point

Parking

Get Directions

1

719 m

View of the Potomac River from the Shepherdstown Bridge

Highlight • Viewpoint

Scenic views from the bridge crossing the bridge from West Virginia to Maryland. The MD-side of the bridge offers access to the C&O Canal tow path.

Tip by

2

12.7 km

Horseshoe Bend campsite

Highlight • Rest Area

3

24.5 km

Big Slackwater

Highlight • Cycleway

Ride in the morning or weekday, if possible. can get busy on weekends.

Tip by

4

26.1 km

Big Slackwater View

Highlight • Trail

Big Slackwater is a deep, smooth area of the C&O canal. It is the place that canal boats used to be launched into the canal.

After a flood destroyed the canal path in 1996, a rasied canal path was reconstructed in 2012. It is now open to the public.

Tip by

B

68.1 km

End point

Parking

Loading

Way Types & Surfaces

Way Types

26.8 km

19.6 km

13.2 km

6.46 km

1.92 km

134 m

< 100 m

Surfaces

31.0 km

26.9 km

9.39 km

882 m

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Elevation

Elevation

Nothing selected – click and drag below to see the stats for a specific part of the route.

Highest point (160 m)

Lowest point (90 m)

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Weather

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Today

Thursday 7 May

19°C

10°C

0 %

Additional weather tips

Max wind speed: 13.0 km/h

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This route was planned by komoot.

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Frequently Asked Questions

What is the terrain like on the Shepherdstown and Williamsport C&O Canal Loop?

The terrain is varied, primarily consisting of unpaved sections with crushed rock and gravel. You should be prepared for potential mud, puddles, and sticks, especially after rain. While some parts, like sections around Big Slackwater, may be paved, the C&O Canal Towpath is generally rough. A hybrid or gravel bike with tires 32 mm or wider is recommended for the best experience.

How difficult is this cycling route?

This specific loop is classified as a difficult bike ride, requiring very good fitness. The challenging and often rough surface of the C&O Canal Towpath means some segments might be difficult to ride or even require you to push your bike.

What are the best times of year to cycle this loop?

Spring and fall are generally the best times to cycle this route. Spring offers pleasant temperatures and blooming foliage, while fall provides stunning autumn colors. Summer can be hot and humid, but the heavy foliage along parts of the trail can offer some shade. Be aware that conditions can be muddy after heavy rain in any season.

What historical sites and viewpoints can I see along the way?

The route is rich in history and scenic views. You'll enjoy the View of the Potomac River from the Shepherdstown Bridge and the tranquil waters of Big Slackwater. The trail passes historic dams, lockhouses, and aqueducts like the Conococheague and Antietam Aqueducts. The charming towns of Shepherdstown, WV, and Williamsport, MD, also offer historical insights into the Civil War and canal era.

Is the Shepherdstown and Williamsport C&O Canal Loop dog-friendly?

Yes, the C&O Canal Towpath, including this loop, is generally dog-friendly. Dogs must be kept on a leash no longer than 6 feet at all times to ensure their safety and the comfort of other trail users and wildlife. Please remember to clean up after your pet.

Are there any permits or entrance fees required to access the C&O Canal National Historical Park?

No, there are no entrance fees to access the C&O Canal National Historical Park or to cycle this loop. However, if you plan to camp at designated campsites along the towpath, there may be fees or registration requirements. Always check the official National Park Service website for the most current regulations.

Where can I park to access the Shepherdstown and Williamsport C&O Canal Loop?

You can typically find parking in both Shepherdstown, West Virginia, and Williamsport, Maryland, near access points to the C&O Canal Towpath. Specific parking areas are often available at canal access points or within the towns themselves. It's advisable to check local town websites or park maps for precise parking locations and any potential restrictions.

Does this route intersect with other trails?

Yes, this route utilizes significant portions of the Chesapeake and Ohio Canal Towpath. It also intersects with sections of the Potomac Heritage National Scenic Trail (left bank) and the 9-11 Trail (Maryland).

What amenities are available in Shepherdstown and Williamsport?

Both Shepherdstown and Williamsport offer amenities for cyclists. Shepherdstown, a lively college town, provides restaurants, lodging, and bike shops. Williamsport also has cafes and other services. These towns are excellent places to stop for refreshments or supplies during your ride.

What type of bike is best suited for this trail?

Given the varied and often rough surface of crushed rock and gravel, a hybrid or gravel bike is highly recommended. Ensure your bike has tires that are 32 mm or wider for better comfort and traction, especially if you encounter muddy sections.

How long does it typically take to complete the Shepherdstown and Williamsport C&O Canal Loop?

The estimated duration for cycling this 68 km (42-mile) loop is approximately 5 hours. However, this can vary significantly based on your fitness level, the type of bike you're riding, trail conditions, and how often you stop to enjoy the scenery or visit historical sites.

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