Shepherdstown and Williamsport C&O Canal Loop
Shepherdstown and Williamsport C&O Canal Loop
4.9
(5357)
15,277
riders
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:
Waypoints
Start point
Parking
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719 m
Highlight • Viewpoint
Tip by
12.7 km
Highlight • Rest Area
24.5 km
Highlight • Cycleway
Tip by
26.1 km
Highlight • Trail
Tip by
68.1 km
End point
Parking
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
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.
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.
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.
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.
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.
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.
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.
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.
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).
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.
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.
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.