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United States
Massachusetts
Berkshire County

East Mountain State Forest

The best cycling routes in East Mountain State Forest

4.0

(1)

13

riders

9

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Touring cycling in East Mountain State Forest is situated within a rugged landscape characterized by a vast plateau, bedrock outcroppings, and extensive upland oak forests. While the forest itself features challenging terrain, the surrounding Great Barrington area offers complementary experiences for touring cyclists. Elevated points provide views of the Taconic Mountains and the Housatonic Valley. The region's roads, including sections of the U.S. Bicycle Route 7, offer opportunities for exploring the scenic Berkshire landscape.

Best touring cycling routes in East…

Last updated: July 9, 2026

4.0

(1)

1

riders

#1.

Mill Pond – Piano Pond loop from Great Barrington

37.1km

02:11

210m

210m

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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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

2

riders

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

Moderate
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Popular around East Mountain State Forest

Hiking in East Mountain State Forest

Road Cycling Routes in East Mountain State Forest

Running Trails in East Mountain State Forest

Tips from the Community

David Howells
January 29, 2024, View of the Housatonic River from US Bicycle Route 7

The U.S. Bicycle Route 7 (USBR 7) is a super good, north-south bike trail that follows the Western New England Greenway through Connecticut, Massachusetts, and Vermont. This section in Massachusetts goes down the Rannapo Road and over the Housatonic River, where you have great views over the river. Then the road twists its way through the open countryside, sticking close to the river. It is a fantastic bike ride.

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W.E.B. Du Bois National Historic Site, or Boyhood Homesite, is located in Great Barrington, Massachusetts, and preserves the former home of renowned African American scholar and civil rights activist W.E.B. Du Bois. The site includes his residence, known as the "Cedars," where Du Bois wrote prolifically on race, sociology, and civil rights. Visitors can explore exhibits showcasing Du Bois's life and contributions, including his role as a co-founder of the NAACP. The site also features the Burghardt Du Bois Memorial Park, honoring Du Bois's legacy. This historic place provides insight into the life and achievements of a key figure in the fight for racial equality in the United States.

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Jamie S.
January 13, 2024, Mill Pond

The Mill Pond sits right at the intersection of North Under Mountain Road and Hillsdale Road/Main Street (Route 23). This small, scenic pond is in a nice place to slow down and look out for turtles, frogs, and waterfowl as you ride around this scenic and historic area in western Massachusetts.

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Jamie S.
December 31, 2023, Barbieri Reservoir

The Barbieri Reservoir is a scenic lake right on Monument Valley Road. It's a nice spot to keep an eye out for geese, ducks, and other animals as you fly by on your ride.

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Frequently Asked Questions

How many touring cycling routes are available in East Mountain State Forest and the surrounding area?

There are approximately 8 touring cycling routes available in East Mountain State Forest and its vicinity. These routes offer a variety of experiences, from moderate loops around local ponds to more challenging rides through the Berkshire landscape.

What is the general difficulty level of touring cycling routes in East Mountain State Forest?

While East Mountain State Forest itself features rugged terrain more suited for mountain biking and hiking, the touring cycling routes in the surrounding Great Barrington area are generally moderate. For example, routes like Piano Pond – Christian Hill loop from Great Barrington and Mill Pond – Piano Pond loop from Great Barrington are rated as moderate, offering enjoyable rides without extreme technical challenges.

Are there any family-friendly touring cycling routes in the East Mountain State Forest area?

Yes, while the forest's interior can be rugged, the broader Great Barrington area offers routes suitable for families. Many of the touring cycling routes are on well-paved surfaces and pass through open countryside, providing a pleasant experience for various fitness levels. Routes described as moderate, such as the Barbieri Reservoir loop from Great Barrington, can be good options for families looking for shorter rides.

What kind of scenery can I expect on touring cycling routes around East Mountain State Forest?

Touring cycling routes in this region offer diverse scenery, including views of the Taconic Mountains, the Housatonic Valley, and local ponds. You'll cycle through upland oak forests and open countryside, experiencing the serene ambiance of the Berkshire region. Elevated points along some routes provide panoramic vistas of downtown Great Barrington and neighboring towns.

What do other touring cyclists enjoy most about cycling in East Mountain State Forest?

The area's touring cycling routes are highly rated by the komoot community, with an average score of 4.0 stars. Reviewers often praise the scenic beauty, the peaceful ambiance, and the variety of routes that allow for exploration of the local countryside and charming towns around Great Barrington.

Are there any loop touring cycling routes available?

Yes, many of the touring cycling routes in the East Mountain State Forest area are designed as loops, making them convenient for starting and ending at the same point. Examples include the popular Piano Pond – Christian Hill loop from Great Barrington and the Harts Pond – Schiffman Woods Reserve loop from Great Barrington.

Is public transportation available to access East Mountain State Forest for cycling?

Public transportation options directly to East Mountain State Forest are limited. Most visitors typically access the area by car, often parking in or around Great Barrington, which serves as a common starting point for many touring cycling routes. It's advisable to plan your transport accordingly.

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

The best time for touring cycling in the East Mountain State Forest area is generally spring through autumn. Spring offers fresh greenery, while summer provides warm weather. Autumn is particularly stunning due to the vibrant fall foliage of the extensive upland oak forests, offering breathtaking views across the landscape.

Are there any specific permits required for touring cycling in East Mountain State Forest?

There is no information indicating that specific permits are required for touring cycling on the established routes in and around East Mountain State Forest. However, it's always a good practice to respect local regulations and private property signs.

Where can I find places to eat or stay near the touring cycling routes?

The town of Great Barrington, located near East Mountain State Forest, offers a variety of cafes, pubs, and accommodation options. Many touring cycling routes start from or pass through Great Barrington, making it a convenient base for your cycling adventures and a place to find refreshments and lodging.

Are there any advanced touring cycling routes for experienced riders?

While most routes are moderate, experienced touring cyclists can find challenging sections or combine routes to create longer, more demanding rides. The rugged nature of the broader Berkshire region means that even moderate routes can include significant elevation changes. For a different challenge, the Appalachian Trail traverses a section of the forest, though this is primarily for hiking and mountain biking, not traditional touring cycling.

Can I bring my dog on touring cycling routes in East Mountain State Forest?

While East Mountain State Forest is a natural area with diverse wildlife, specific rules regarding dogs on touring cycling routes are not explicitly stated. It's generally recommended to keep dogs on a leash and ensure they are well-behaved to protect wildlife and ensure a pleasant experience for all users. Always check local signage for any specific restrictions.

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