Cushman Park – Weatherhead Hollow Pond loop from Brattleboro
Cushman Park – Weatherhead Hollow Pond loop from Brattleboro
4.9
(6137)
8,008
riders
03:30
55.5km
440m
Cycling
Moderate bike ride. Good fitness required. Mostly paved surfaces. Suitable for all skill levels. The starting point of the route is accessible with public transport.
Last updated: May 22, 2026
Waypoints
Start point
Train Station
Get Directions
22.4 km
Highlight • Lake
Tip by
29.7 km
Highlight • Natural
Tip by
41.2 km
Highlight • Lake
Tip by
41.7 km
Weatherhead Hollow Pond
Lake
55.5 km
End point
Train Station
Way Types & Surfaces
Way Types
36.8 km
16.2 km
2.46 km
< 100 m
Surfaces
50.6 km
4.80 km
< 100 m
< 100 m
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Elevation
Highest point (220 m)
Lowest point (60 m)
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Weather
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Friday 10 July
28°C
19°C
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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 touring cycling adventure that combines a solid workout with scenic Vermont charm, the Cushman Park – Weatherhead Hollow Pond loop from Brattleboro offers a moderate challenge. This route covers 34.5 miles (55.5 km) with 1427 feet (435 metres) of elevation gain, typically taking around 3 hours and 30 minutes to complete. It's a great option for cyclists who enjoy rolling terrain and are comfortable navigating less formally documented routes in the Brattleboro area.
What to expect on Cushman Park – Weatherhead Hollow Pond loop from Brattleboro
While specific details for this particular Cushman Park – Weatherhead Hollow Pond loop are not widely published, you can generally expect a classic Brattleboro touring cycling experience. The region is known for its picturesque routes through Vermont's rolling hills, often utilizing a mix of paved and well-maintained dirt roads. You'll encounter a balance of challenging climbs and rewarding descents, with views of the natural landscape. This route is best suited for confident touring cyclists who appreciate exploring local roads and perhaps discovering hidden gems, rather than following a strictly defined, formally marked trail.
Planning your visit
Given the limited public information on this specific loop, planning your visit will require a bit more local insight. For the best experience on Brattleboro cycling routes, it's highly advisable to consult local cycling maps, forums, or speak directly with local bike shops in Brattleboro. They can provide up-to-date information on road conditions, suitable sections for touring bikes, and any specific points of interest along the way. Parking in Brattleboro is available in various downtown locations, which could serve as a convenient starting point.
Trail details
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