Routes

Planner

Features

Updates

App

Login or Signup

Get the App

Login or Signup

Bike touring routes & trails

Berkshire County

Ashuwillticook Rail Trail Head – Fitch Overlook loop from Lanesborough

Bike touring routes & trails

Berkshire County

Ashuwillticook Rail Trail Head – Fitch Overlook loop from Lanesborough

Expert

14

riders

Ashuwillticook Rail Trail Head – Fitch Overlook loop from Lanesborough

04:11

61.9km

1,000m

Expert bike ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels. The starting point of the route is accessible with public transport.

Last updated: August 18, 2025

Download GPX

Save

Move start point

Edit route

Navigate

Send to Phone

Waypoints

A

Start point

Bus stop

Get Directions

1

6.66 km

Cheshire Reservoir

Lake

2

20.7 km

Ashuwillticook Rail Trail Head

Highlight • Cycleway

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.

Tip by

3

39.3 km

Fitch Overlook

Highlight • Viewpoint

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 …

Tip by

4

43.1 km

View of Adams from Adams Overlook

Highlight • Viewpoint

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 …

Tip by

5

44.1 km

Veterans War Memorial Tower at Mount Greylock Summit

Highlight • Monument

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 …

Tip by

B

61.9 km

End point

Bus stop

Way Types & Surfaces

Way Types

32.2 km

15.5 km

9.63 km

4.44 km

177 m

Surfaces

58.0 km

3.43 km

356 m

177 m

Sign up to see more specific route details

Sign up for free

Elevation

Elevation

Highest point (1,060 m)

Lowest point (210 m)

Sign up to see more specific route details

Sign up for free

Weather

Powered by AerisWeather

Today

Wednesday 29 October

11°C

3°C

0 %

If you start your activity now...

Max wind speed: 7.0 km/h

to get more detailed weather forecasts along your route

Our route recommendations are based on thousands of hikes, rides, and runs completed by other people on komoot.

Nearby routes

How to understand each route’s difficulty level

Hiking

Bike

Mountain Bike

Road Bike

Running

Up to 2 hours and 1,000 ft. of elevation gain. Great for any fitness level.Easily-accessible paths. Suitable for all skill levels.
Corresponds approx.to SAC 1.

Up to 5 hours and 3,000 ft. of elevation gain. Requires good fitness.Mostly accessible paths. Sure-footedness required.
Corresponds approx. to SAC 2-3.

More than 5 hours long or 3000 ft. of elevation gain. Requires very good fitness.Sure-footedness, sturdy shoes and alpine experience required.
Corresponds approx. to SAC 4–6.

Technical difficulty rating based on the Swiss Alpine Club (SAC) Hiking Scale.

Intermediate

5.0

101

Ashuwillticook Rail Trail — Cheshire

02:30h

43.8km

140m

How to understand each route’s difficulty level

Hiking

Bike

Mountain Bike

Road Bike

Running

Up to 2 hours and 1,000 ft. of elevation gain. Great for any fitness level.Easily-accessible paths. Suitable for all skill levels.
Corresponds approx.to SAC 1.

Up to 5 hours and 3,000 ft. of elevation gain. Requires good fitness.Mostly accessible paths. Sure-footedness required.
Corresponds approx. to SAC 2-3.

More than 5 hours long or 3000 ft. of elevation gain. Requires very good fitness.Sure-footedness, sturdy shoes and alpine experience required.
Corresponds approx. to SAC 4–6.

Technical difficulty rating based on the Swiss Alpine Club (SAC) Hiking Scale.

Easy

5.0

39

Ashuwillticook Rail Trail Head loop from North Adams

01:51h

32.0km

130m

How to understand each route’s difficulty level

Hiking

Bike

Mountain Bike

Road Bike

Running

Up to 2 hours and 1,000 ft. of elevation gain. Great for any fitness level.Easily-accessible paths. Suitable for all skill levels.
Corresponds approx.to SAC 1.

Up to 5 hours and 3,000 ft. of elevation gain. Requires good fitness.Mostly accessible paths. Sure-footedness required.
Corresponds approx. to SAC 2-3.

More than 5 hours long or 3000 ft. of elevation gain. Requires very good fitness.Sure-footedness, sturdy shoes and alpine experience required.
Corresponds approx. to SAC 4–6.

Technical difficulty rating based on the Swiss Alpine Club (SAC) Hiking Scale.

Intermediate

5.0

68

Ashuwillticook Rail Trail Head loop from Lanesborough

02:30h

42.0km

270m

How to understand each route’s difficulty level

Hiking

Bike

Mountain Bike

Road Bike

Running

Up to 2 hours and 1,000 ft. of elevation gain. Great for any fitness level.Easily-accessible paths. Suitable for all skill levels.
Corresponds approx.to SAC 1.

Up to 5 hours and 3,000 ft. of elevation gain. Requires good fitness.Mostly accessible paths. Sure-footedness required.
Corresponds approx. to SAC 2-3.

More than 5 hours long or 3000 ft. of elevation gain. Requires very good fitness.Sure-footedness, sturdy shoes and alpine experience required.
Corresponds approx. to SAC 4–6.

Technical difficulty rating based on the Swiss Alpine Club (SAC) Hiking Scale.

Expert

14

Ashuwillticook Rail Trail Head – Fitch Overlook loop from Lanesborough

04:10h

61.9km

1,000m

How to understand each route’s difficulty level

Hiking

Bike

Mountain Bike

Road Bike

Running

Up to 2 hours and 1,000 ft. of elevation gain. Great for any fitness level.Easily-accessible paths. Suitable for all skill levels.
Corresponds approx.to SAC 1.

Up to 5 hours and 3,000 ft. of elevation gain. Requires good fitness.Mostly accessible paths. Sure-footedness required.
Corresponds approx. to SAC 2-3.

More than 5 hours long or 3000 ft. of elevation gain. Requires very good fitness.Sure-footedness, sturdy shoes and alpine experience required.
Corresponds approx. to SAC 4–6.

Technical difficulty rating based on the Swiss Alpine Club (SAC) Hiking Scale.

Expert

24

The Spoke bicycle shop – Fitch Overlook loop from Williamstown

02:44h

36.0km

900m

How to understand each route’s difficulty level

Hiking

Bike

Mountain Bike

Road Bike

Running

Up to 2 hours and 1,000 ft. of elevation gain. Great for any fitness level.Easily-accessible paths. Suitable for all skill levels.
Corresponds approx.to SAC 1.

Up to 5 hours and 3,000 ft. of elevation gain. Requires good fitness.Mostly accessible paths. Sure-footedness required.
Corresponds approx. to SAC 2-3.

More than 5 hours long or 3000 ft. of elevation gain. Requires very good fitness.Sure-footedness, sturdy shoes and alpine experience required.
Corresponds approx. to SAC 4–6.

Technical difficulty rating based on the Swiss Alpine Club (SAC) Hiking Scale.

Expert

17

Housatonic River Reservoir – Card Pond loop from West Stockbridge

02:46h

42.9km

510m

How to understand each route’s difficulty level

Hiking

Bike

Mountain Bike

Road Bike

Running

Up to 2 hours and 1,000 ft. of elevation gain. Great for any fitness level.Easily-accessible paths. Suitable for all skill levels.
Corresponds approx.to SAC 1.

Up to 5 hours and 3,000 ft. of elevation gain. Requires good fitness.Mostly accessible paths. Sure-footedness required.
Corresponds approx. to SAC 2-3.

More than 5 hours long or 3000 ft. of elevation gain. Requires very good fitness.Sure-footedness, sturdy shoes and alpine experience required.
Corresponds approx. to SAC 4–6.

Technical difficulty rating based on the Swiss Alpine Club (SAC) Hiking Scale.

Expert

14

Ashuwillticook Rail Trail Head – Adams Overlook loop from North Adams

04:19h

61.7km

1,080m

How to understand each route’s difficulty level

Hiking

Bike

Mountain Bike

Road Bike

Running

Up to 2 hours and 1,000 ft. of elevation gain. Great for any fitness level.Easily-accessible paths. Suitable for all skill levels.
Corresponds approx.to SAC 1.

Up to 5 hours and 3,000 ft. of elevation gain. Requires good fitness.Mostly accessible paths. Sure-footedness required.
Corresponds approx. to SAC 2-3.

More than 5 hours long or 3000 ft. of elevation gain. Requires very good fitness.Sure-footedness, sturdy shoes and alpine experience required.
Corresponds approx. to SAC 4–6.

Technical difficulty rating based on the Swiss Alpine Club (SAC) Hiking Scale.

Expert

7

The Clark Art Institute – 1753 House loop from Williamstown

06:12h

84.9km

1,810m