3.0
(1)
22
riders
5
rides
Road cycling around West Dummerston, Vermont, features a landscape of low riverside valleys and upland rolling hills. The region is characterized by diverse forests and the presence of the Connecticut and West Rivers, offering varied terrain for cyclists. The area includes a mix of paved and unpaved rural roads, with significant elevation changes providing challenging ascents and descents.
Last updated: July 9, 2026
7
riders
28.4km
01:27
370m
370m
Moderate road ride. Good fitness required. Some segments of this route may be unpaved and difficult to ride.
3.0
(1)
4
riders
51.6km
02:29
700m
700m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.

Sign up for free
3
riders
46.0km
02:13
670m
670m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
4
riders
47.9km
02:56
600m
600m
Moderate road ride. Good fitness required. Some segments of this route may be unpaved and difficult to ride.
2
riders
108km
05:19
1,420m
1,420m
Hard road ride. Very good fitness required. Some segments of this route may be unpaved and difficult to ride.
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
Popular around West Dummerston
This statue honors Elizabeth Page "Molly" Stark, the wife of General John Stark, who won the Battle of Bennington during the American Revolutionary War. Molly herself is said to have been a staunch, fierce, and devoted woman during the difficult times of war.
1
0
You park near the marina at the southern end of Spring Tree Road in a large gravel lot by the river. From here you follow the river north on the road to where it quickly becomes a bike path.
0
0
There are 5 road cycling routes around West Dummerston available on komoot, all rated as moderate difficulty. These routes offer a variety of experiences across the region's diverse terrain.
Road cycling in West Dummerston features a compelling mix of low riverside valleys and upland rolling hills. You'll encounter both paved and unpaved rural roads, with many local roads being dirt. The area is notably hilly, providing significant elevation changes for a challenging ride. A gravel-friendly bicycle with wider tires (around 32mm) is highly recommended for optimal comfort on the unpaved sections.
While all routes listed on komoot are currently rated as moderate, the Roadbike loop from Dutton Pines State Forest Park is the shortest at 17.7 miles. For a flatter, multi-use option, the West River Valley Trail, built on a former railroad bed, offers a 3.5-mile pathway parallel to the West River, which can be a good starting point for families or those seeking a less strenuous ride. Its lower section near Brattleboro is particularly flat.
The region offers beautiful natural scenery, including views of the Connecticut and West Rivers. You can also cycle past the historic West Dummerston Covered Bridge, Vermont's longest covered bridge still in use. The Black Mountain Conservation Area provides diverse landscapes with lush forests and potential expansive views from its summit. The Park Hill loop from New Hampshire Liquor & Wine Outlet offers a journey through some of these picturesque areas.
Yes, parking is generally available at various points. For routes starting from Dutton Pines State Forest Park, you can typically find parking there. For accessing the West River Valley Trail, parking is available near its lower section in Brattleboro, from where you can connect to local roads like Rice Farm Road and Quarry Road to reach the West Dummerston Covered Bridge.
The best time for road cycling in West Dummerston is typically from late spring through early fall. During these seasons, the weather is generally mild, and the natural scenery is at its peak, with lush greenery in spring and summer, and vibrant foliage in the fall. Spring snowmelt can make some unpaved roads muddy, and Old Jelly Mill Falls particularly impressive.
Absolutely. West Dummerston's hilly terrain ensures a challenging experience for experienced riders. Routes like the Kurn Hattin Hill loop from Putney and the Kurn Hattin Hill loop from Dutton Pines State Forest Park feature significant elevation gains over their moderate distances, traversing rural roads and forested areas that will test your endurance.
Yes, many of the road cycling routes in West Dummerston are designed as loops, allowing you to start and end at the same point. Examples include the Roadbike loop from Dutton Pines State Forest Park and the Newfane Store loop from Dutton Pines State Forest Park, providing convenient circular journeys through the region.
The area is highly rated by the komoot community, with an average score of 3.0 stars. Cyclists often praise the varied topography, including rolling hills and scenic riverside views, as well as the quiet, rural roads that offer a peaceful cycling experience away from heavy traffic.
Given that approximately 90% of Dummerston's road miles are unpaved, a gravel-friendly bicycle with wider tires (around 32mm) is highly recommended. This will provide better comfort and traction on the dirt roads, which can have bumps and loose gravel. Appropriate gearing is also advisable to tackle the numerous ascents and descents across the hilly terrain.
West Dummerston itself is a small, rural community. While direct amenities on every route might be limited, nearby towns like Putney offer cycling amenities and places to refuel. It's always a good idea to carry sufficient water and snacks, especially on longer rides like the Newfane Store loop from Dutton Pines State Forest Park.


Browse the best Road cycling routes in other regions.