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Road cycling routes
United States
Massachusetts
Berkshire County
Pittsfield

Ashuwillticook Rail Trail

Easy

2.8

(14)

40

riders

Ashuwillticook Rail Trail

01:47

44.0km

200m

Road cycling

The Ashuwillticook Rail Trail offers a delightful journey through the Hoosac River Valley, providing smooth, paved surfaces perfect for road cycling. You'll glide past the serene Cheshire Reservoir and the winding Hoosic River, with constant views of the majestic Hoosac Mountains and Mount Greylock. Keep an eye out for local wildlife like ducks, geese, and even eagles as you enjoy the gentle scenery.

This easy 27.4-mile (44.0 km) route, with only 651 feet (198 metres) of elevation gain, is suitable for all skill levels and takes about 1 hour and 47 minutes to complete. Multiple access points with parking and restrooms are available along the trail, making it easy to start your ride. It's a fantastic option for a leisurely outing, especially during the vibrant fall foliage season.

Converted from an old railroad line, the Ashuwillticook Rail Trail is a well-maintained, multi-use path that connects towns like Pittsfield, Lanesborough, and Adams. Its name, derived from an American Indian term meaning "pleasant river in between the hills," perfectly captures the charm of its surroundings. The trail even intersects with the Appalachian Trail in Cheshire, offering a unique point of interest.

Last updated: June 9, 2026

Waypoints

A

Start point

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1

7.31 km

Ashuwillticook Rail Trail

Highlight (Segment) • Trail

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.

Tip by

2

22.0 km

Ashuwillticook Rail Trail Head

Highlight • Cycleway

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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B

44.0 km

End point

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Way Types & Surfaces

Way Types

43.9 km

Surfaces

40.4 km

3.55 km

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Elevation

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Highest point (310 m)

Lowest point (230 m)

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Weather

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Today

Sunday 5 July

27°C

19°C

61 %

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Max wind speed: 8.0 km/h

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Frequently Asked Questions

What is the terrain like on the Ashuwillticook Rail Trail?

The trail is known for its smooth, paved, and generally level surface, making it ideal for road cycling. It follows a gentle grade, with a slight incline for about 2 miles if you're heading south out of Adams, and a gradual downhill for the last 3 miles when riding north into Adams.

Is the Ashuwillticook Rail Trail suitable for beginners or families?

Yes, absolutely! With its paved, wide, and mostly flat surface, the trail is considered easy and suitable for cyclists of all ages and abilities, including beginners and families.

What kind of scenery and natural features can I expect along the trail?

You'll enjoy breathtaking views as the trail runs alongside the picturesque Hoosic River Valley, nestled between Mount Greylock and the Hoosac Mountains. Expect extensive views of the Cheshire Reservoir, Berkshire Pond, and other lakes and rivers. The route also features wetlands, offering opportunities for wildlife and bird watching, with sightings of ducks, geese, kingfishers, hawks, and eagles. In autumn, the turning leaves provide vibrant colors.

What is the best time of year to cycle the Ashuwillticook Rail Trail?

While enjoyable year-round, autumn is particularly stunning due to the vibrant fall foliage. Spring and summer also offer pleasant cycling conditions with lush greenery and active wildlife. The trail is well-maintained, making it accessible in most seasons.

Where can I park to access the Ashuwillticook Rail Trail?

There are several parking lots conveniently located along the trail. You can find access points in towns like Pittsfield, Lanesborough, Cheshire, and Adams. These parking areas are generally well-marked.

Is the Ashuwillticook Rail Trail dog-friendly?

The trail is generally dog-friendly, but always ensure your dog is on a leash and that you clean up after them to maintain a pleasant experience for all users.

Do I need any permits or pay an entrance fee to use the trail?

No, there are no permits or entrance fees required to access and enjoy the Ashuwillticook Rail Trail. It is freely accessible to the public.

How long does it typically take to cycle the full length of the trail?

The full length of the trail is approximately 12.2 to 14.05 miles (around 22 km one way). A typical cycling duration for the entire out-and-back route, which is about 44 km, is around 1 hour and 47 minutes, depending on your pace.

Is the trail a loop or an out-and-back route?

The Ashuwillticook Rail Trail is primarily an out-and-back route, following the path of a converted historic railroad line. You can start at either end (Pittsfield or Adams) and cycle to the other, then return.

Are there any strategic tips for cycling the trail, especially regarding elevation?

If you prefer a more leisurely ride with less effort, consider starting your ride from Adams and heading north. The last 3 miles into Adams when riding north are a gradual downhill, allowing for some coasting without constant pedaling. Conversely, heading south out of Adams involves a slight incline for about 2 miles.

What notable features or towns will I pass along the way?

The trail passes through the towns of Cheshire, Lanesborough, and Adams, and extends into Pittsfield. You'll see old mill buildings and charming New England architecture. The trail itself is a notable feature, being a converted historic railroad line. You'll also pass by the Ashuwillticook Rail Trail and the Ashuwillticook Rail Trail Head.

Are there restrooms or other facilities available along the trail?

Yes, the trail is well-equipped with amenities. You'll find restrooms (seasonal), picnic areas, and benches strategically placed for rest and enjoying the views. Some sections also offer trailside stops in towns for snacks and refreshments.

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5.0

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Ashuwillticook Rail Trail

01:47h

44.0km

200m

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