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United States
New Hampshire
Cheshire County

Bear Mountain State Forest

The best cycling routes in Bear Mountain State Forest

5.0

(1)

24

riders

7

rides

Touring cycling in Bear Mountain State Forest offers diverse terrain with scenic beauty, featuring routes that range from moderate to challenging. The region is characterized by its location on the west bank of the Hudson River, providing views of the waterway and surrounding mountainous landscape. Cyclists can expect mostly paved surfaces with varied elevation gains, traversing dense hardwood forests and areas with rocky outcrops. The geological formations include ancient metamorphic rock, rugged cliffs, and exposed bedrock.

Best touring cycling routes…

Last updated: June 29, 2026

4

riders

#1.

Wantastiquet River Trailhead – Wantastiquet Trailhead loop from Brattleboro

24.1km

01:39

310m

310m

Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

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Moderate

Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

Moderate
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5.0

(1)

3

riders

Hard bike ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.

Hard

2

riders

Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

Moderate

Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels.

Moderate
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Popular around Bear Mountain State Forest

Running Trails in Bear Mountain State Forest

Hiking in Bear Mountain State Forest

Road Cycling Routes in Bear Mountain State Forest

Tips from the Community

Salvador Hernández
February 1, 2024, Weatherhead Hollow Pond

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.

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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.

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Feel yourself hovering over Sawyer Pond as you fly on Old Vernon Road. The brown fallen leaves of autumn make this place picture-worthy.

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Jamie S.
January 23, 2024, Sawyer Pond

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.

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Alex
January 4, 2024, Cushman Park

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.

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The trail is a pleasant, peaceful hike through the woods along a number of waterfalls.

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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.

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mtm05005
October 16, 2023, Cheshire Rail Trail

The Cheshire Rail Trail is a 42-mile long multiuse trail. The path is made of packed gravel and crushed rock, so it is best suited for a bike with thicker tires. The path is fully off-road, so it is a perfect option for a relaxed ride.

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Frequently Asked Questions

What kind of terrain can I expect when touring cycling in Bear Mountain State Forest?

Bear Mountain State Forest offers diverse terrain for touring cyclists. You'll find mostly paved surfaces, with routes featuring varied elevation gains. The landscape includes dense hardwood forests, rugged cliffs, and exposed bedrock, all within the scenic Hudson Highlands.

Are there routes suitable for experienced touring cyclists looking for a challenge?

Yes, the region provides challenging routes for experienced touring cyclists. For instance, the Cheshire Rail Trail loop from Brattleboro is a difficult 68.1 km (42.3 miles) path with significant elevation changes, offering views of the Hudson River and winding through rugged mountain terrain. Another demanding option is the Cannon Hill – Round Hill loop from Brattleboro, which is 68.3 km (42.5 miles) and also rated difficult.

What are some notable landmarks or viewpoints I can see along the cycling routes?

The park is rich with scenic viewpoints. Many routes offer stunning views of the Hudson River and the surrounding Hudson Highlands. Perkins Memorial Drive, which leads to Perkins Memorial Tower at the summit of Bear Mountain, provides breathtaking panoramic vistas. On clear days, you might even spot the distant New York City skyline. The park also features Hessian Lake, a picturesque spot for a break.

How many touring cycling routes are available in Bear Mountain State Forest?

There are 7 touring cycling routes available in Bear Mountain State Forest, offering a range of experiences from moderate to difficult.

Are there any family-friendly cycling options in the area?

While specific 'family-friendly' routes are not detailed, many paths feature mostly paved surfaces and moderate elevation gains, which can be suitable for families depending on their cycling experience. The park also offers amenities like a large play field, picnic areas, and a merry-go-round, which can enhance a family outing.

Can I find loop trails for touring cycling in Bear Mountain State Forest?

Yes, many of the touring cycling routes in Bear Mountain State Forest are loops. For example, the Black Mountain Trailhead – West River loop from Brattleboro is a moderate 24.9 km (15.5 miles) loop, and the Bike loop from Brattleboro is another moderate 27.4 km (17.0 miles) option.

What is the best time of year to go touring cycling in Bear Mountain State Forest?

Perkins Memorial Drive, a key scenic route, is open to cyclists throughout the year, even when seasonal closures restrict car access. This suggests that cycling is possible for much of the year, though conditions will vary. Spring and fall often offer pleasant temperatures and vibrant foliage, making them popular times for outdoor activities.

What do other touring cyclists say about the routes in Bear Mountain State Forest?

The touring cycling routes in Bear Mountain State Forest are highly rated by the komoot community, with an average score of 5.0 stars from 2 reviews. Over 22 touring cyclists have used komoot to explore the varied terrain, often praising the scenic beauty and diverse landscapes.

Are there any facilities or attractions near the cycling routes?

Yes, Bear Mountain State Park offers several facilities and attractions. You can visit the Trailside Museums and Zoo, which house local wildlife and offer educational exhibits. Hessian Lake is available for pedal boating, and there are shaded picnic areas. The Appalachian Trail also traverses the park, including its lowest elevation point near the Hudson River.

What is the typical elevation gain on touring cycling routes in this region?

The elevation gains on touring cycling routes in Bear Mountain State Forest vary. You can find rides with moderate gains, such as those under two hours with around 150 meters (500 feet) of climbing. More demanding tours can involve over 450 meters (1500 feet) of elevation, catering to cyclists looking for a significant challenge.

Is there much traffic on the cycling roads in Bear Mountain State Forest?

The roads within Bear Mountain State Park are generally in excellent condition with mild traffic. Perkins Memorial Drive, a popular route to the summit, is particularly cyclist-friendly as it remains open to bikes even when car access is restricted seasonally.

Are there any longer touring cycling routes for multi-hour rides?

Yes, for longer rides, routes like the Cheshire Rail Trail loop from Brattleboro and the Cannon Hill – Round Hill loop from Brattleboro are both over 68 km (42 miles) and can take over four hours to complete, offering substantial distance and elevation for extended touring.

Most popular routes in Bear Mountain State Forest

Running Trails in Bear Mountain State Forest

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