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Routes
United States
Massachusetts
Franklin County
Greenfield

Stillwater Bridge – Bissell Bridge loop from Greenfield

Routes
United States
Massachusetts
Franklin County
Greenfield

Stillwater Bridge – Bissell Bridge loop from Greenfield

Hard

2.9

(24)

82

riders

Stillwater Bridge – Bissell Bridge loop from Greenfield

07:50

100.0km

2,020m

Gravel riding

Hard gravel 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: March 30, 2026

Tips

Temporary access restrictions

Includes segments with temporary access restrictions.

After 98.5 km for 59 m

Customers only

Waypoints

A

Start point

Train Station

Get Directions

1

8.90 km

Stillwater Bridge

Highlight • Bridge

Stillwater Bridge on Upper Road gives you fantastic views over the Deerfield River. This is a beautiful spot to pause and take in the views over the water as you ride around the area.

Tip by

2

50.3 km

Bissell Bridge

Highlight • Bridge

Historic covered bridges such as this one are traditional in the area, and it is great to see them maintained. The Bissel Covered Bridge was built in 1881. By the …

Tip by

53.4 km

Meek Cr

Nature Reserve

4

69.4 km

Heath Town Common

Highlight • Settlement

Settlers first established Heath in 1765 and named it after General Heath, who served as a commanding officer in the national army during the American Revolution. This location serves as …

Tip by

75.0 km

Town Property

Nature Reserve

B

100.0 km

End point

Train Station

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Way Types & Surfaces

Way Types

74.9 km

20.5 km

3.23 km

794 m

511 m

136 m

Surfaces

39.9 km

31.9 km

27.1 km

1.15 km

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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 (520 m)

Lowest point (40 m)

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Weather

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Thursday 25 June

26°C

12°C

-- %

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

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Description

If you're looking for a truly epic gravel biking challenge that combines significant mileage with relentless climbing, the Stillwater Bridge – Bissell Bridge loop from Greenfield is a difficult 62.1-mile (100.0 km) route that packs in 6627 feet (2020 metres) of elevation gain, taking around 7 hours and 49 minutes to complete. This route is for experienced gravel riders ready for a full day in the saddle, tackling varied terrain and earning those panoramic views.

What to expect on Stillwater Bridge – Bissell Bridge loop from Greenfield

While the specific "Bissell Bridge" in a loop from Greenfield, Massachusetts, might require some local knowledge to pinpoint, this route, as described, promises a demanding gravel biking experience. Expect a journey through the kind of varied terrain common in areas like the St. Croix River Valley, which features a mix of paved sections, well-maintained crushed limestone paths, and potentially rougher gravel roads. The scenery will likely shift from rural countryside with rolling farmland and wooded areas to impressive river vistas, especially if the route incorporates iconic bridge crossings. The significant elevation gain suggests you'll be earning your views with sustained climbs, followed by thrilling descents. This is a route for those who enjoy a physical challenge and the satisfaction of covering long distances on mixed surfaces.

Planning your visit

Given the substantial distance and elevation, planning is key for this difficult route. Ensure your bike is in top condition and you carry ample water and nutrition for nearly eight hours of riding. While specific parking for a "Stillwater Bridge – Bissell Bridge loop from Greenfield" isn't detailed, starting points for long gravel rides often involve public parking in towns or designated trailheads. Always check local conditions, especially after rain, as gravel roads can become muddy or develop wash-outs. The best time to tackle such a long route is typically during dry seasons to ensure optimal trail conditions and comfortable temperatures for a full day out.

Trail details

  • Distance: 62.1 miles (100.0 km)
  • Elevation gain: 6627 feet (2020 metres)
  • Difficulty: difficult
  • Estimated time: 7 hours and 49 minutes

Nearby routes

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5.0

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Green River Covered Bridge – Green River Road, Colrain loop from Greenfield

06:12h

92.0km

1,640m

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