4.5
(3)
31
riders
4
rides
Touring cycling routes around Pinesburg are situated in Washington County, Maryland, offering access to a network of historic trails and natural features. The region is characterized by its proximity to the Potomac River and significant car-free paths like the C&O Canal Towpath and the Western Maryland Rail Trail. These routes often feature crushed gravel or paved surfaces, winding through shaded sections and past historic canal structures. The landscape provides varied terrain suitable for different cycling preferences.
Last updated: May 16, 2026
10
riders
16.2km
00:58
70m
70m
Easy bike ride. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.
10
riders
58.8km
05:20
150m
150m
Hard bike ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.

Sign up for free
4.0
(1)
7
riders
15.9km
01:24
70m
70m
Easy bike ride. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.
5.0
(2)
4
riders
74.4km
06:09
330m
330m
Hard bike ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.
Our route recommendations are based on thousands of hikes, rides, and runs completed by other people on komoot.
Start today with a free account
Your next adventure awaits.
Login or Signup
Big Pool is located near mile 113 along the C&O Canal Towpath. Unlike the man-made sections of the canal, Big Pool is a natural body of water that was incorporated into the canal’s design to serve as a water storage area for boat operations. Spanning about 1.5 miles in length and up to 200 feet wide, it provided an easier passage for canal boats compared to the narrower, hand-dug sections of the waterway. Today, Big Pool is a peaceful and picturesque landmark for those exploring the C&O Canal Towpath. It is also adjacent to Fort Frederick State Park, one of the most significant historical sites along the towpath. You can easily take a short detour to visit the 18th-century fort, which was built in 1756 during the French and Indian War and later played roles in both the Revolutionary War and the Civil War. The fort’s well-preserved stone walls and reconstructed barracks provide a glimpse into Maryland’s frontier history.
0
0
Dam No. 5 is located along the C&O Canal Towpath near mile 106, between Williamsport and Hancock, Maryland. Constructed between 1833 and 1835, it was built to raise water levels in the Potomac River and ensure a steady supply for the canal's operation. Like the other dams along the canal, Dam No. 5 was crucial for maintaining navigable water levels for canal boats, allowing them to bypass the river’s natural rapids and shallow areas. During the Civil War, Dam No. 5 became a strategic target for Confederate forces, who attempted to destroy it multiple times in an effort to disrupt Union transportation and supply lines. In December 1861, Confederate General Stonewall Jackson led an attack on the dam, but despite several attempts, Union troops successfully defended it, keeping the canal operational. Today, Dam No. 5 remains a picturesque and historically significant site along the towpath. The area is known for its scenic views of the Potomac, with rushing water cascading over the dam and wildlife such as bald eagles, herons, and fish frequently spotted.
1
0
Big Pool is located near mile 113 along the C&O Canal Towpath. Unlike the man-made sections of the canal, Big Pool is a natural body of water that was incorporated into the canal’s design to serve as a water storage area for boat operations. Spanning about 1.5 miles in length and up to 200 feet wide, it provided an easier passage for canal boats compared to the narrower, hand-dug sections of the waterway. Today, Big Pool is a peaceful and picturesque landmark for those exploring the C&O Canal Towpath. It is also adjacent to Fort Frederick State Park, one of the most significant historical sites along the towpath. Cyclists can easily take a short detour to visit the 18th-century fort, which was built in 1756 during the French and Indian War and later played roles in both the Revolutionary War and the Civil War. The fort’s well-preserved stone walls and reconstructed barracks provide a glimpse into Maryland’s frontier history.
0
0
nice flat site, easy access to trail. Fairly quiet
0
0
From this spot near McMahon’s Mill, you get great views of Big Slackwater. McMahon’s Mill used a steel wheel in the early 20th century to generate electricity. The mill closed in 1922 after a flood but was later restored by the National Park Service. Downstream from McMahon’s Mill, Big Slackwater marks where canal boats entered the Potomac River, avoiding the rocky cliffs by using pools behind Dam 4 and Dam 5. In 1996, flooding damaged the towpath, making this section impassable for over 15 years. Reconstruction began in 2010, and by 2012, the missing towpath section was restored, allowing visitors to travel the entire 184.5 miles of the C&O Canal once again.
0
0
When riding along the C&O Canal make sure you have a bike that can absorb the small pot holes and bumps along the way otherwise it will be a ruff ride in some areas and that's not enjoyable.
0
0
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.
0
0
Pinesburg is ideally located for touring cyclists, offering access to the historic Chesapeake & Ohio Canal Towpath and the paved Western Maryland Rail Trail (WMRT). The C&O Canal Towpath provides a gently sloped, crushed gravel path through shaded sections, past historic locks and aqueducts. The WMRT, running parallel for much of its length, offers a smoother, paved surface, suitable for all ages and fitness levels. Both trails are car-free and provide extensive cycling opportunities.
Yes, Pinesburg offers several easy routes. The Bike loop from Halfway is an easy 10.1-mile (16.2 km) trail that takes about 58 minutes to complete, leading through varied local landscapes. The paved Western Maryland Rail Trail is also excellent for a smoother, leisurely experience, perfect for families.
For those seeking a longer challenge, the Dam Number 5 – Big Pool loop from Williamsport is a difficult 36.5-mile (58.7 km) route, typically taking over 5 hours to complete. This route offers a more extensive exploration of the region's terrain.
The routes around Pinesburg are rich in both natural beauty and history. You'll cycle past historic locks and aqueducts along the C&O Canal Towpath, offering a glimpse into the canal's past. The Western Maryland Rail Trail provides scenic views, including preserved canal structures and the ruins of the Round Top Cement Mill. The Potomac River forms the southern border of Washington County, offering beautiful riverside scenery on many routes.
Yes, several routes are designed as loops. For example, the Little Slackwater loop from Williamsport is a moderate 15.3-mile (24.6 km) trail that follows historic waterways and offers views of the Potomac River. Another option is the Cumberland Valley campsite – Conococheague Aqueduct loop from Opequon Farms, a moderate 19.0-mile (30.6 km) path featuring sections along the C&O Canal Towpath.
The touring cycling routes around Pinesburg are highly rated by the komoot community, with an average score of 4.5 stars from 4 reviews. Cyclists often praise the historic canal towpaths, paved rail trails, and the scenic riverside views that define the area's cycling experience.
The primary trails offer varied surfaces. The C&O Canal Towpath is predominantly crushed gravel, which can sometimes be muddy after rain. The Western Maryland Rail Trail, however, is fully paved, providing a smooth and comfortable ride. Some detours or connecting sections might involve short stretches on country roads.
While cycling, you'll pass numerous historic locks and aqueducts along the C&O Canal. The Western Maryland Rail Trail offers views of preserved canal structures and the ruins of the Round Top Cement Mill. For a unique natural feature, the region is also home to Crystal Grottoes Caverns, Maryland's only tourable cave system, which can be a cool stop off the bike.
Towns like Williamsport, Hancock, and Sharpsburg, located along the C&O Canal in Washington County, provide essential amenities for cyclists. These include options for meals, bike repairs, and lodging, making them convenient stops for day trips or multi-day tours.
Absolutely. Washington County offers a diverse range of outdoor pursuits. Beyond cycling, you can explore sections of the Appalachian Trail for hiking, enjoy water activities on the Potomac River, or visit state parks like Greenbrier State Park, which features a 42-acre freshwater lake for swimming and paddleboating. The region also has historical sites like Antietam National Battlefield.
There are 7 touring cycling routes available around Pinesburg on komoot, catering to various skill levels. This includes 2 easy routes, 3 moderate routes, and 2 difficult routes, ensuring options for different preferences and fitness levels.
Yes, the Cumberland Valley campsite – Halfway Point loop from Williamsport is a moderate 15.6-mile (25.1 km) route that connects a campsite with a significant point, offering a convenient option for those looking to combine cycling with camping.


Browse the best Cycling routes in other regions.