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Cheshire Rail Trail loop from Brattleboro

Routes

Bike touring routes & trails

Cheshire Rail Trail loop from Brattleboro

Hard

3.5

(26)

riders

Cheshire Rail Trail loop from Brattleboro

04:37

68.1km

770m

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: February 20, 2026

Waypoints

Start point

Train Station

Get Directions

2.33 km

West River Trail — Spring Tree Road Trailhead

Highlight • Trail

You park near the marina at the southern end of Spring Tree Road in a large gravel lot by the river. From here you follow the river north on the road to where it quickly becomes a bike path.

Tip by

35.9 km

Cheshire Rail Trail

Highlight (Segment) • Trail

The Cheshire Rail Trail is a 42-mile long multiuse trail. The path is made of packed gravel and crushed rock, so it is best suited for a bike with thicker …

Tip by

64.7 km

Wantastiquet Mountain Natural Area River Trail

Highlight (Segment) • Trail

The trail is a pleasant, peaceful hike through the woods along a number of waterfalls.

Tip by

68.1 km

End point

Train Station

Way Types & Surfaces

Way Types

32.5 km

22.7 km

6.98 km

6.01 km

Surfaces

54.1 km

8.93 km

3.17 km

1.91 km

< 100 m

Elevation

Nothing selected – click and drag below to see the stats for a specific part of the route.

Highest point (230 m)

Lowest point (70 m)

Weather

Today

Saturday 9 May

11°C

-1°C

96 %

Additional weather tips

Max wind speed: 8.0 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.

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Cheshire Rail Trail loop from Brattleboro

West River Trail — Spring Tree Road Trailhead

Cheshire Rail Trail

Wantastiquet Mountain Natural Area River Trail

Nearby routes

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