4.6
(13)
212
riders
11
rides
Touring cycling around Adams, Massachusetts, offers diverse terrain within the Berkshire Mountains. The region features a blend of paved rail trails, such as the Ashuwillticook Rail Trail, which follows former railroad corridors alongside the Cheshire Reservoir and Hoosic River. Cyclists can also find more challenging routes with significant elevation gains around Mount Greylock, the highest point in Massachusetts. The landscape provides options ranging from gentle, scenic paths through wetlands to strenuous climbs in forested areas.
Last updated: June 23, 2026
5.0
(9)
102
riders
43.8km
02:30
140m
140m
Embark on a touring bicycle adventure along the Ashuwillticook Rail Trail, a moderate 27.2 miles (43.8 km) route that follows a former railroad corridor. You will enjoy a smooth, level…
5.0
(1)
39
riders
32.0km
01:51
130m
130m
Easy bike ride. Great for any fitness level. Mostly paved surfaces. Suitable for all skill levels.

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26
riders
The Spoke bicycle shop – Fitch Overlook loop from Harriman-and-West Airport offers a challenging touring cycling experience through the Berkshire Mountains near Adams, Massachusetts. You'll navigate varied terrain, primarily on…
14
riders
61.7km
04:19
1,080m
1,080m
Embark on a challenging touring cycling adventure with the Ashuwillticook Rail Trail Head – Adams Overlook loop from North Adams, a route that combines the gentle beauty of the rail…
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Popular around Adams
This is the most beautiful rail trail in Massachusetts hands down.
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A great monument with a magnificent view once you have conquered the stairs. Tip: hike to the summit!
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Converted from an old railroad track, the Ashuwillticook Rail Trail is now a 10 foot wide, 14.2 mile, paved multi use trail meandering along the Cheshire Reservoir while offering sublime views of Mt. Greylock.
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Located just north of Adams, the Ashuwillticook Rail Trail Head sets a lovely tone for the rest of your ride along the trail, perfectly smooth and easy to use for families.
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Fitch Overlook is located on Notch Road at an elevation of 2,850 feet, just below Mount Fitch itself, at Mount Greylock State Reservation. It is not a large overlook by any means, but it has great views out over towards Mount Prospect and Stony Ledge.
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Here's the Trail Head of the Ashuwillticook Rail Trail. The trail is perfectly smooth and easy to use for families.
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This is the highest point in Massachusetts. At the summit of Mount Greylock you will find the Veterans War Memorial Tower. The 92ft high tower stands as a beacon for peace, to honour those who died during World War I. You can even walk up the inside of the tower for even better views of the surrounding area.
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Adam's Overlook is a great place to stop for a rest on your way up to the summit of Mount Greylock. From here you will be rewarded with beautiful views over Adams. This is a small parking lot with no facilities, but if you keep going up to the summit there is a lodge with facilities. It is worth
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Adams offers a selection of 11 touring cycling routes. These routes cater to various skill levels, with 4 easy, 2 moderate, and 5 difficult options available.
Touring cycling in Adams, Massachusetts, features a mix of paved rail trails and more challenging routes with significant elevation gains. You'll find paths alongside the Cheshire Reservoir and Hoosic River, as well as climbs in the forested areas around Mount Greylock, the highest point in Massachusetts.
Yes, Adams has several easy routes suitable for families. The Ashuwillticook Rail Trail Head loop from North Adams is an excellent choice, offering a gentle 19.9-mile experience on a well-maintained rail trail.
Absolutely. For experienced cyclists seeking a challenge, routes around Mount Greylock offer substantial ascents. An example is The Spoke bicycle shop – Fitch Overlook loop from Harriman-and-West Airport, which covers 22.3 miles with significant elevation changes.
The best seasons for touring cycling in Adams are typically spring, summer, and fall. These months offer pleasant weather for exploring the paved rail trails and mountain ascents. Fall is particularly scenic with the changing foliage in the Berkshire Mountains.
Many routes offer scenic views of the Cheshire Reservoir and Hoosic River. For those tackling higher elevations, you can visit landmarks like the Veterans' War Memorial Tower at the summit of Mount Greylock or enjoy views from Stony Ledge and Summit View - The Cobbles.
Yes, many routes in Adams are designed as loops. For instance, the Ashuwillticook Rail Trail Head loop from North Adams provides a circular path, allowing you to start and end at the same point.
The Ashuwillticook Rail Trail, a popular touring cycling route, offers amenities like parking along its path. Specific trailheads, such as the Ashuwillticook Rail Trail Head, typically provide designated parking areas for cyclists.
While the region is known for its scenic routes, public transport options directly to trailheads may be limited. It's advisable to check local transit schedules or consider driving to a designated parking area near your chosen route.
The touring cycling routes in Adams are highly rated by the komoot community, with an average score of 4.6 stars from over 10 reviews. Cyclists often praise the blend of accessible rail trails and challenging mountain climbs, as well as the scenic views of reservoirs and rivers.
While the Ashuwillticook Rail Trail is popular, exploring some of the more challenging routes in the Mount Greylock area, such as the Ashuwillticook Rail Trail Head – Adams Overlook loop from North Adams, might offer a more secluded experience due to their higher difficulty and elevation.


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