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Routes
Road cycling routes
United States
Vermont
Windham County
Brattleboro

Sawyer Pond – Cushman Park loop from Brattleboro

Routes
Road cycling routes
United States
Vermont
Windham County
Brattleboro

Sawyer Pond – Cushman Park loop from Brattleboro

Moderate

4.8

(7164)

19,680

riders

Sawyer Pond – Cushman Park loop from Brattleboro

02:17

53.1km

460m

Road cycling

Moderate road ride. Good fitness required. Mostly well-paved surfaces and easy to ride. The starting point of the route is right next to a parking lot.

Last updated: May 6, 2026

Waypoints

A

Start point

Parking

Get Directions

1

24.2 km

Sawyer Pond

Highlight • Lake

Sawyer Pond lies on both sides of Old Vernon Road. This is a pretty spot to ride by because you are surrounded by water on both sides.

Tip by

2

31.9 km

Cushman Park

Highlight • Natural

Cushman Park, being right next to the Darwin Scott Wildlife Management Area, provides a green space for the public to enjoy. The park was donated back in 1908, and the …

Tip by

B

53.1 km

End point

Parking

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Way Types & Surfaces

Way Types

31.3 km

19.5 km

2.27 km

Surfaces

53.1 km

< 100 m

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Elevation

Elevation

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

Highest point (200 m)

Lowest point (70 m)

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Weather

Powered by Foreca

Today

Tuesday 23 June

23°C

14°C

43 %

Additional weather tips

Max wind speed: 12.0 km/h

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Description

If you're looking for a classic Vermont road cycling experience that balances effort with incredible scenery, the Sawyer Pond – Cushman Park loop from Brattleboro is a solid choice. This moderate 33.0-mile (53.1 km) route packs in 1498 feet (457 metres) of climbing over about 2 hours and 17 minutes, making it perfect for cyclists who want a rewarding ride without an all-day commitment.

What to expect on Sawyer Pond – Cushman Park loop from Brattleboro

As you pedal through the rolling terrain of southeastern Vermont, you'll encounter a mix of challenging climbs and gentler stretches. The highlight is undoubtedly the section along Old Vernon Road, where Sawyer Pond appears on both sides, creating a unique sensation of riding right over the water. You'll also pass by Cushman Park, a pleasant green space perfect for a quick break. This route is best for cyclists with good fitness who appreciate picturesque views of river valleys, forests, and ponds, especially in autumn when the fallen leaves add a golden touch.

Planning your visit

While specific parking details aren't provided, the route starts and ends in Brattleboro, a town well-equipped for visitors. Given the scenic beauty, especially around Sawyer Pond, consider riding in the autumn for the most 'picture-worthy' views. This loop is a popular choice, so an early start might help you enjoy the quieter moments on the road.

Trail details

  • Distance: 33.0 miles (53.1 km)
  • Elevation gain: 1498 feet (457 metres)
  • Difficulty: moderate
  • Estimated time: 2 hours and 17 minutes

Nearby routes

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4.0

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Spofford Lake loop

02:39h

51.3km

710m

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