Ashuwillticook Rail Trail Head – Adams Overlook loop from North Adams
Ashuwillticook Rail Trail Head – Adams Overlook loop from North Adams
2.7
(18)
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riders
Ashuwillticook Rail Trail Head – Adams Overlook loop from North Adams
04:31
65.8km
1,060m
Cycling
Hard 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: June 3, 2025
Waypoints
Start point
Bus stop
Get Directions
7.39 km
Ashuwillticook Rail Trail Head
Highlight • Cycleway
Tip by
26.1 km
Cheshire Reservoir
Lake
49.5 km
View of Adams from Adams Overlook
Highlight • Viewpoint
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
Tip by
50.5 km
Veterans' War Memorial Tower at the summit of Mount Greylock
Highlight • Monument
Mount Greylock itself towers 3,489 feet above Massachusetts and is also the highest elevation in the state. The iconic Appalachian Trail leads up to it.
Tip by
55.3 km
Fitch Overlook
Highlight • Viewpoint
Tip by
65.8 km
End point
Bus stop
Way Types & Surfaces
Way Types
32.4 km
15.3 km
9.19 km
8.71 km
186 m
< 100 m
Surfaces
61.8 km
3.24 km
617 m
186 m
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Elevation
Highest point (1,060 m)
Lowest point (210 m)
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Weather
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Thursday 16 July
28°C
13°C
58 %
Additional weather tips
Max wind speed: 16.0 km/h
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Our route recommendations are based on thousands of hikes, rides, and runs completed by other people on komoot.
Description
If you're looking for a serious challenge on two wheels in the Berkshires, the Ashuwillticook Rail Trail Head – Adams Overlook loop from North Adams delivers. This is a difficult touring cycling route, covering 40.9 miles (65.8 km) with a substantial 3465 feet (1056 metres) of elevation gain, and typically takes around 4 hours and 30 minutes to complete. It's a demanding ride best suited for experienced cyclists ready to tackle significant climbs and varied terrain, offering a much more rigorous experience than the easy, paved rail trail alone.
What to expect on Ashuwillticook Rail Trail Head – Adams Overlook loop from North Adams
This loop takes you from North Adams, connecting to and utilizing sections of the Ashuwillticook Rail Trail, but also venturing onto roads or other paths to achieve its considerable elevation gain and create the full loop. While on the Ashuwillticook Rail Trail, you'll enjoy a smooth, paved surface winding through the scenic Hoosic River Valley, with picturesque views of mountains, lakes, and rivers, including the Cheshire Reservoir and Hoosic River. Expect to transition from the gentle grades of the rail trail to more challenging ascents and descents as you make your way towards the Adams Overlook and back to North Adams, making this a ride for those who appreciate a good workout alongside natural beauty.
Planning your visit
Starting from North Adams, this loop requires careful planning due to its length and difficulty. The Ashuwillticook Rail Trail itself is well-maintained with amenities like seasonal restrooms and picnic areas, but the full loop will take you beyond these facilities. Autumn is a particularly beautiful time to ride, as the changing leaves create a vibrant backdrop along the rail trail sections. Always carry plenty of water and be prepared for varying road conditions outside of the dedicated rail trail.
- Distance: 40.9 miles (65.8 km)
- Elevation gain: 3465 feet (1056 metres)
- Difficulty: difficult
- Estimated time: 4 hours and 30 minutes
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