4.7
(29)
1,898
riders
29
rides
Road cycling in Berkshire County offers a diverse landscape, characterized by rolling hills, mountains, and river valleys. The region features a mix of gentle, paved rail trails and more challenging routes with significant elevation changes. Cyclists can explore scenic views of the Hoosic River Valley, winding roads through farmlands and forests, and routes connecting quaint country towns. This varied terrain provides options for different skill levels, from easy, flat stretches to strenuous climbs.
Last updated: April 25, 2026
5.0
(7)
118
riders
44.0km
01:47
200m
200m
The Ashuwillticook Rail Trail offers a delightful road cycling experience, stretching for 27.4 miles (44.0 km) with a gentle elevation gain of 651 feet (198 metres). You can expect toβ¦
5.0
(6)
121
riders
Easy road ride. Great for any fitness level. Mostly well-paved surfaces and easy to ride.

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41
riders
61.3km
03:07
1,030m
1,030m
Hard road ride. Very good fitness required. Mostly well-paved surfaces and easy to ride.
33
riders
39.1km
02:19
910m
910m
Hard road ride. Very good fitness required. Mostly well-paved surfaces and easy to ride.
33
riders
21.3km
01:23
640m
640m
Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride.
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This is the most beautiful rail trail in Massachusetts hands down.
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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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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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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 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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There are over 30 dedicated no traffic road cycling routes in Berkshire County, ranging from easy to difficult. You'll find a diverse selection to suit various skill levels and preferences.
The spring, summer, and especially fall seasons offer ideal conditions for no traffic road cycling in Berkshire County. Fall is particularly stunning with vibrant foliage, though routes can be enjoyed throughout the warmer months. Winter cycling is possible but requires appropriate gear and awareness of conditions.
Yes, Berkshire County offers several easy, no traffic routes perfect for beginners and families. The Ashuwillticook Rail Trail is a prime example, offering a gentle, paved surface through scenic areas, suitable for all skill levels. There are 5 easy routes in total.
For those seeking longer rides, routes like the Ashuwillticook Rail Trail Head β Cheshire Reservoir loop from Adams offer significant distances, extending over 60 kilometers. The region's varied terrain allows for combining sections to create extended, low-traffic cycling experiences.
The komoot community highly rates the no traffic road cycling in Berkshire County, with an average score of 4.7 stars. Cyclists frequently praise the region's stunning natural beauty, the quiet roads winding through charming towns and farmlands, and the variety of terrain, from gentle rail trails to challenging climbs like those found around Mount Greylock.
Yes, you can find several circular no traffic road bike routes. An example is the Cheshire Reservoir β Ashuwillticook Rail Trail Head loop from Western District HQ, which provides a scenic loop experience. Many routes are designed to bring you back to your starting point, offering convenient cycling options.
Many popular no traffic routes, especially rail trails like the Ashuwillticook, have designated parking areas at their trailheads. For example, the Ashuwillticook Rail Trail Head offers convenient access and parking. Specific parking information is often available on individual route pages.
E-bike regulations can vary by specific trail or road. Generally, Class 1 and Class 2 e-bikes are permitted on paved rail trails and roads where traditional bicycles are allowed. Always check local signage or specific route guidelines for any restrictions before you ride.
Berkshire County's no traffic routes offer numerous scenic viewpoints. You can enjoy panoramic vistas from places like Olivia's Overlook. Routes around Mount Greylock, such as the Mount Greylock loop from The Clark Art Institute, also provide breathtaking views, especially from the summit.
While specific routes may not pass directly by all, Berkshire County is rich in natural features. Notable waterfalls in the region include Natural Bridge State Park, Tannery Falls, Wahconah Falls, and Race Brook Falls. Many routes wind through forests and past lakes like Cheshire Reservoir and Benedict Pond, offering beautiful natural scenery.
The region is dotted with cultural and historical landmarks. While cycling, you might pass by historic estates, charming small villages, and cultural institutions. The Veterans' War Memorial Tower at the summit of Mount Greylock is a significant landmark accessible on some routes. The overall landscape combines natural beauty with a rich cultural heritage.
Many no traffic routes, especially those passing through or near towns like Cheshire, Lanesborough, and Adams along the Ashuwillticook Rail Trail, offer access to cafes, restaurants, and other amenities. Planning your route can help you identify convenient stops for refreshments or supplies.


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