61
riders
10
rides
Road cycling routes in Fort Dummer State Park traverse a landscape characterized by rolling hills, local ponds, and river valleys. The region, situated in Windham County, offers varied terrain with elevations that provide both challenging climbs and scenic descents. Road cyclists can expect routes that navigate through parklands and offer views of natural water features.
Last updated: April 27, 2026
8
riders
53.1km
02:17
460m
460m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
8
riders
94.3km
04:16
960m
960m
Hard road ride. Very good fitness required. Some segments of this route may be unpaved and difficult to ride.

Sign up for free
7
riders
55.6km
02:31
600m
600m
Moderate road ride. Good fitness required. Some segments of this route may be unpaved and difficult to ride.
6
riders
27.5km
01:18
360m
360m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
5
riders
59.8km
02:49
750m
750m
Moderate road ride. Good fitness required. Some segments of this route may be unpaved and difficult to ride.
Get access to more routes and recommendations from other explorers.
Sign up for free
Already have an account?
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 Fort Dummer State Park
A place of tranquility. Weatherhead Hollow pond is the ideal place to relax yourself and embrace some of the nature finest gifts: the soothing of the mind with smooth sound. The pond has a parking on the south end, which allows you to bring your non-motor sailing vehicle and float on its waters.
0
0
A place of tranquility. Weatherhead Hollow pond is the ideal place to relax yourself and embrace some of nature's finest gifts: the soothing of the mind with smooth sound. The pond has parking on the south end, which allows you to bring your non-motor sailing vehicle and float on its waters. The views of the mountains and the forest are the ones you desire to find on your probably chilled bike touring adventure. Don't miss the opportunity to immortalize the scene.
0
0
Feel yourself hovering over Sawyer Pond as you fly on Old Vernon Road. The brown fallen leaves of autumn make this place picture-worthy.
0
0
Cushman Park, being right next to the Darwin Scott Wildlife Management Area, provides a green space for the public to enjoy. The park was donated back in 1908, and the adjacent Darwin Scott Wildlife Management Area provides 27.92 acres of explorable space. Cushman Park is an important part of the community, with local events and art displays happening here quite often.
0
0
Sawyer Pond lies on both sides of Old Vernon Road. This is a pretty spot to ride by because you are surrounded by water on both sides.
0
0
Cushman Park, being right next to the Darwin Scott Wildlife Management Area, provides a green space for the public to enjoy. The park was donated back in 1908, and the adjacent Darwin Scott Wildlife Management Area provides 27.92 acres of explorable space. Cushman Park is an important part of the community, with local events and art displays happening here quite often.
0
0
The Native Americans of the region used to call the West River "Wantastiquet" which means "waters of the lonely way”. The Wantastiquet Trail is connected to both the mountains and the West River. This path was an important link that connected Fort Drumner and the Green Mountains.
0
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
The road cycling routes in Fort Dummer State Park primarily feature moderate to difficult terrain. You'll encounter rolling hills and significant elevation changes, making them suitable for cyclists looking for a challenge. There are no easy routes listed in this guide, with 8 routes rated moderate and 1 rated difficult.
While the routes in this guide are generally moderate to difficult, the region's character of rolling hills means even moderate routes can be challenging for beginners. For those new to road cycling, it's advisable to choose shorter moderate routes and be prepared for climbs. The Roadbike loop from Brattleboro is one of the shorter moderate options at 27.5 miles.
The road cycling routes in Fort Dummer State Park vary in length and duration. For instance, the Sawyer Pond – Cushman Park loop from Brattleboro typically takes around 2 hours 17 minutes to complete, covering 33 miles. Longer routes, like the difficult West River overlook – Newfane Store loop from Brattleboro, can take over 4 hours 15 minutes for its 58.6 miles.
Yes, all the road cycling routes highlighted in this guide are circular loops, starting and ending in the same general area, typically Brattleboro. This makes planning your ride and return convenient. Examples include the Weatherhead Hollow Pond – Cushman Park loop from Brattleboro and the Weatherhead Hollow Pond – Spencer Mountain loop from Brattleboro.
The best season for road biking in Fort Dummer State Park is generally from late spring through early fall. During these months, the weather is most favorable, and the scenic beauty of the rolling hills and river valleys is at its peak. Autumn offers spectacular fall foliage, making it a particularly popular time for scenic rides.
Road cycling in Fort Dummer State Park during winter can be challenging due to snow and ice. Vermont winters are cold, and many roads may be unpaved or not regularly plowed, making them unsuitable for road bikes. It's generally recommended to avoid road cycling in the park during the winter months and opt for other activities or seasons.
Yes, the routes in Fort Dummer State Park offer several scenic viewpoints. Cyclists can enjoy views of local ponds, parklands, and the West River. The West River overlook – Newfane Store loop from Brattleboro is specifically noted for its scenic overlooks of the West River.
Fort Dummer State Park and the surrounding areas are home to various wildlife. While cycling, you might spot white-tailed deer, wild turkeys, and a variety of bird species. Keep an eye out, especially in quieter sections of the routes that pass through wooded areas or near water bodies.
The road cycling routes in this guide typically start from or pass near Brattleboro, which offers a good selection of cafes, restaurants, and stores where you can refuel and refresh. While specific cafes aren't directly on the routes within the park itself, Brattleboro serves as an excellent base for pre- and post-ride amenities.
For road cycling in Fort Dummer State Park, it's essential to bring appropriate gear. This includes a well-maintained road bike, helmet, water bottles, snacks, a repair kit (spare tube, pump, tire levers), and navigation tools. Given the varied terrain and potential for elevation changes, comfortable cycling apparel and layers are also recommended.
Road cyclists using komoot often praise the varied terrain, which includes both challenging climbs and scenic descents through rolling hills. The views of local ponds, parklands, and the West River are frequently highlighted as enjoyable aspects of the rides. The region's natural beauty and the well-curated routes make for a rewarding experience.


Browse the best Road cycling routes in other regions.