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Routes
Road cycling routes
United States
Massachusetts
Berkshire County

Taconic Trail State Forest

The best road cycling routes in Taconic Trail State Forest

4.7

(5)

339

riders

28

rides

Road cycling routes in Taconic Trail State Forest traverse a diverse landscape within the Taconic Mountains, encompassing parts of Massachusetts, New York, and Vermont. The region features varied terrain, including well-paved roads and some unpaved segments, catering to different fitness levels. Cyclists will encounter forested hills, varied woodlands of oak, hickory, and maple, and moderate elevation changes. This area provides a backdrop of mountainous terrain and offers views of the surrounding natural features.

Best road cycling routes in Taconic Trail State Forest

  • The most popular road cycling route is Cheshire Reservoir – Ashuwillticook Rail Trail Head loop from The Clark Art Institute, a 44.2 miles (71.1 km) trail that takes 3 hours 22 minutes to complete. This moderate route offers a balanced cycling experience, incorporating sections of the paved Ashuwillticook Rail Trail.
  • Another top favourite among local road cyclists is Mount Greylock – Cold Spring Preserve loop from The Clark Art Institute, a difficult 62.2 miles (100.1 km) path. This route includes significant elevation gain, challenging cyclists with sustained climbs towards Mount Greylock, the highest point in Massachusetts.
  • Local road cyclists also love the The Clark Art Institute – Hoosic River loop from The Clark Art Institute, a 45.5 miles (73.2 km) trail leading through river valleys and hills, often completed in about 3 hours 49 minutes.
  • Road cycling in Taconic Trail State Forest is defined by mountainous terrain, picturesque ponds, and views of the Hudson River Valley. The network offers options for different ability levels, from moderate rides to challenging routes with substantial elevation.
  • The routes in Taconic Trail State Forest are highly rated by the komoot community with an average score of 4.7 stars from over 5 reviews. More than 300 road cyclists have used komoot to explore Taconic Trail State Forest's varied terrain.

Last updated: July 12, 2026

5.0

(1)

22

riders

#1.

The Clark Art Institute – Cheshire Reservoir loop from The Clark Art Institute

71.6km

03:29

590m

590m

Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.

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Moderate

Hard road ride. Very good fitness required. Mostly well-paved surfaces and easy to ride.

Hard
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Hard road ride. Very good fitness required. Mostly well-paved surfaces and easy to ride.

Hard

Moderate road ride. Good fitness required. Some segments of this route may be unpaved and difficult to ride.

Moderate

Hard road ride. Very good fitness required. Mostly well-paved surfaces and easy to ride.

Hard
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Popular around Taconic Trail State Forest

Hiking in Taconic Trail State Forest

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Cycling in Taconic Trail State Forest

Tips from the Community

Alex
February 8, 2024, 1753 House

The 1753 House stands as a faithful reproduction of a settler's home from 1753 in The Berkshires. Situated in Field Park at Williamstown's west end, it was built by volunteers in 1953 to commemorate the town's Bicentennial. Early settlers in the Hoosac Valley, including Williamstown and North Adams, were obligated by contract to construct a house of specific dimensions and clear a designated amount of land to secure their lot. You can see the house from the roadside.

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Alex
January 22, 2024, Cheshire Reservoir

Cheshire Reservoir captivates riders with its tranquil beauty. The scenic reservoir, nestled in the Berkshires, offers stunning views along the route. Cyclists can enjoy a peaceful ride surrounded by nature, appreciating the serenity of Cheshire Reservoir as a highlight of their cycling experience.

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The Clark Art Institute is an art museum in Williamstown, Massachusetts, that houses an exceptional collection of European and American art. Notable for its emphasis on 19th-century French Impressionist and Academic paintings, the institute boasts works by renowned artists like Pierre-Auguste Renoir, John Singer Sargent, Edgar Degas, and Winslow Homer, among others. The beautiful campus, set in the picturesque Berkshires, includes the original Clark Center, Manton Research Center, and the Stone Hill Center designed by Tadao Ando. Apart from exhibitions, The Clark offers academic programs, research opportunities, and hosts diverse events.

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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 past the Cheshire Reservoir and then on past the Hoosic River. It has particularly good views.

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The Cold Spring Preserve borders the southern grounds of The Clark Art Institute, a well known local art museum with an impressive collection of 19th-century French Impressionist and Academic paintings and beautiful grounds. This is a nice place to slow down as you ride to admire the views and look out for wildlife.

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The Clark Art Institute is an art museum in Williamstown, Massachusetts, that houses an exceptional collection of European and American art. Notable for its emphasis on 19th-century French Impressionist and Academic paintings, the institute boasts works by renowned artists like Pierre-Auguste Renoir, John Singer Sargent, Edgar Degas, and Winslow Homer, among others. The beautiful campus, set in the picturesque Berkshires, includes the original Clark Center, Manton Research Center, and the Stone Hill Center designed by Tadao Ando. Apart from exhibitions, The Clark offers academic programs, research opportunities, and hosts diverse events.

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David Howells
January 10, 2024, Hoosic River

The beautiful Hoosic River runs through three states and is fed by streams from the Green Mountains of Vermont, the Taconics of New York and the lofty sides of Mount Greylock, the highest peak in Massachusetts (3,491 ft.). Its meandering journey travels 70 miles from where it begins at the Cheshire Reservoir in Massachusetts, to where it eventually enters the Hudson River at Stillwater, NY.

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Close to the confluence of the Ohio and Green rivers, this area features gently rolling green hills, contributing to its picturesque scenery. Committed to supporting fish, wildlife, and habitat conservation, it plays a role in maintaining the area's natural beauty.

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Frequently Asked Questions

What kind of terrain can I expect when road cycling in Taconic Trail State Forest?

The Taconic Trail State Forest region offers a diverse landscape for road cyclists. You'll find a mix of well-paved roads suitable for leisurely rides, alongside more challenging routes that may include unpaved segments. Expect varied terrain with common elevation gains, ranging from moderate climbs to significant ascents, especially on routes like the Mount Greylock – Cold Spring Preserve loop.

Are there road cycling routes suitable for beginners or those seeking an easier ride?

Yes, the area offers routes for various fitness levels. While many routes involve elevation, there are options that are less demanding. Look for routes described as 'moderate' which typically offer a balanced cycling experience without extreme challenges. The guide features 7 easy routes and 12 moderate routes, providing good options for those newer to road cycling or looking for a more relaxed pace.

What are some challenging road cycling routes for experienced riders in Taconic Trail State Forest?

Experienced cyclists looking for a rigorous workout will find several challenging options. Routes like the Mount Greylock – Cold Spring Preserve loop, which covers over 62 miles with significant elevation gain, demand very good fitness. There are 12 difficult routes in total, often exceeding five hours or 3,000 feet of elevation gain, providing sustained climbs and scenic mountain views.

What natural features and viewpoints can I see along the road cycling routes?

The Taconic Trail State Forest region is rich in natural beauty. Road cycling routes often provide views of the dramatic Taconic Mountains, the Hudson River Valley, and the Catskill Mountain Range. You might also encounter picturesque ponds such as Cranberry Pond, Twin Ponds, and Berry Pond. While primarily a hiking trail, the nearby Taconic Crest Trail offers panoramic views from ridgecrests, showcasing the region's diverse landscape.

Are there any notable landmarks or attractions accessible from the road cycling routes?

Beyond the natural beauty, the region boasts unique attractions. While cycling, you'll be in proximity to areas that offer access to features like Bash Bish Falls, Massachusetts' tallest waterfall. The unique geological depression known as the Snow Hole, where snow can persist into summer, is another interesting feature in the broader Taconic Crest Trail area. For more information on the extensive trail system, you can visit the Taconic Crest Trail Wikipedia page.

What is the best time of year to go road cycling in Taconic Trail State Forest?

The diverse landscape of Taconic Trail State Forest makes it appealing across seasons, but spring, summer, and fall generally offer the best conditions for road cycling. Spring brings fresh greenery, while summer provides warm weather for longer rides. Fall is particularly scenic with vibrant foliage, though cooler temperatures and potential for wet leaves should be considered. Always check local weather conditions before heading out.

Are there circular road cycling routes available in the area?

Yes, many of the road cycling routes in Taconic Trail State Forest are designed as loops, allowing you to start and end at the same point. Examples include the Cheshire Reservoir – Ashuwillticook Rail Trail Head loop and the 1753 House – Hoosic River loop, both offering a complete circuit for your ride.

What do other road cyclists say about their experience in Taconic Trail State Forest?

The road cycling routes in Taconic Trail State Forest are highly rated by the komoot community, with an average score of 4.7 stars from over 5 reviews. Cyclists often praise the varied terrain, the scenic mountain views, and the challenging climbs that make for a rewarding experience. Over 300 road cyclists have used komoot to explore this area, highlighting its popularity and appeal.

Is there parking available for road cyclists in Taconic Trail State Forest?

Access points for many routes, such as those originating from The Clark Art Institute, typically offer parking facilities. It's advisable to check specific route details or local visitor information for designated parking areas, especially for longer rides or routes that start in more remote locations within the State Forest.

Are there any family-friendly road cycling options in Taconic Trail State Forest?

While many routes in Taconic Trail State Forest involve elevation and varied terrain, some of the easier or moderate routes might be suitable for families with older children who are comfortable with road cycling. For younger children or those seeking very flat, traffic-free options, it's best to look for routes that specifically mention paved rail trails or very low-traffic roads, which can be found within the broader region.

What should I consider bringing for a road cycling trip in Taconic Trail State Forest?

Given the varied terrain and potential for elevation changes, it's wise to bring appropriate gear. This includes a well-maintained road bike, a helmet, water, snacks, and navigation tools. Depending on the route, you might encounter unpaved sections, so consider tire choice. Always carry a repair kit, and dress in layers to adapt to changing weather conditions, especially when cycling in mountainous areas.

How many road cycling routes are available in Taconic Trail State Forest?

There are over 30 road cycling routes available in Taconic Trail State Forest. These routes cater to a range of abilities, with options from easy to difficult, ensuring there's a suitable ride for almost every road cyclist.

Most popular routes in Taconic Trail State Forest

Easy hikes in Taconic Trail State Forest

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