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Routes
Gravel rides
United States
New Hampshire
Sullivan County

Plainfield

The best gravel rides around Plainfield

5.0

(1)

18

riders

6

rides

Gravel biking around Plainfield is characterized by scenic back roads, rolling hills, and connections to state forests. The terrain often includes packed gravel, some muddy sections, and class 4 roads, providing a varied riding experience. Riders can expect considerable elevation changes and hilly terrain, offering engaging rides through rural landscapes. The area features numerous unmaintained dirt roads and farm roads, connecting to natural features and offering panoramic views.

Best gravel bike trails around Plainfield

  • The most popular gravel bike trail…

Last updated: June 27, 2026

5.0

(1)

5

riders

#1.

Cornish-Windsor Covered Bridge – Woodstock Middle Covered Bridge loop from Windsor

79.5km

05:49

1,700m

1,700m

Hard gravel ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.

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Hard

Hard gravel ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.

Hard
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Hard gravel ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.

Hard

Hard gravel ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.

Hard

Hard gravel ride. Very good fitness required. Mostly paved surfaces. Suitable for all skill levels.

Hard

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Popular around Plainfield

Hiking around Plainfield

Road Cycling Routes around Plainfield

Tips from the Community

mtm05005
February 26, 2024, Lake Runnemede

Lake Runnemede is a great place for a break during a long ride. The large body of water is home to many species of birds and fish. The water is visible from the road, so if you don't have time to stop, you can still get a great view as you ride by.

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Billings Farm is an outdoor museum and dairy farm and a hidden gem of Vermont. It is an especially good place to come if you're cycling with children who will love seeing the farm animals up close, especially the herd of Jersey cows with their beautiful big brown eyes.

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Alex
January 29, 2024, Sheep Cemetery

A lovely old cemetery surrounded by a stone wall. Jump off the bike to take a closer look on foot.

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Alex
January 29, 2024, Lovers Lane

A lovely quiet lane winding through the trees. Keep your eyes peeled for the varied bird species that inhabit the trees canopy.

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The Cornish-Windsor Bridge was built in 1866 and is the longest wooden covered bridge in the country. It's an iconic way to cross the Connecticut River and travel between New Hampshire and Vermont. Despite being nearly 160 years old, it still carries traffic every day. There is a pull-out here, where you can stop and take photos.

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The Cornish-Windsor Bridge was built in 1866 and is the longest wooden covered bridge in the country. It's an iconic way to cross the Connecticut River and travel between New Hampshire and Vermont. Despite being nearly 160 years old, it still carries traffic every day. There is a pull-out here, where you can stop and take photos.

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Grace Mulligan
December 22, 2023, Lake Runnemede

This is a lovely run around the shores of Lake Runnemede along a relatively flat and grassy footpath that's right up on the water's edge, creating lovely scenes as you make your way around.

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On the north side of the river there is a viewing spot where you can have a closer look at the Mill ponds and old dam waterfall. In the winter, the water freezes; a spectacular sight.

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Frequently Asked Questions

How many gravel bike trails are available around Plainfield?

There are 5 gravel biking routes documented around Plainfield, offering a variety of challenging rides through the scenic Vermont and New Hampshire landscape.

What is the typical difficulty level of gravel biking routes in the Plainfield area?

The gravel biking routes around Plainfield are generally considered difficult, featuring significant elevation changes and long distances. Riders should be prepared for challenging terrain and sustained climbs.

What kind of terrain can I expect on gravel bike trails near Plainfield, Vermont?

Expect a mix of packed gravel, some potentially muddy sections, and Class 4 roads (unmaintained dirt roads). The area is characterized by rolling hills and considerable elevation changes, providing engaging rides through rural landscapes and state forests.

Are there any circular gravel bike routes around Plainfield?

Yes, several routes are designed as loops. For example, you can explore the Taftsville Covered Bridge – Woodstock Middle Covered Bridge loop from Windsor, or the Carriage Barn Visitor Center – Taftsville Covered Bridge loop from Hartland. Another option is the Lovers Lane – Walker Cemetery loop from Hartland.

What are some notable landmarks or attractions along the gravel bike routes?

The routes often pass by historical and natural points of interest. You might encounter the Cornish-Windsor Covered Bridge, the Willard Covered Bridge, or the Saint-Gaudens National Historical Park. For natural beauty, look out for True's Ledges waterfalls or Lake Runnemede.

Are there any routes that feature covered bridges?

Yes, several routes highlight the region's iconic covered bridges. Consider the Quechee Covered Bridge – Taftsville Covered Bridge loop from Hartland, which includes two historic bridges. The Taftsville Covered Bridge – Woodstock Middle Covered Bridge loop from Windsor also features multiple covered bridges.

What is the best time of year for gravel biking in the Plainfield area?

The best time for gravel biking in this region is typically from late spring through early autumn. During these months, the weather is generally milder, and the trails are less likely to be muddy or covered in snow, offering optimal riding conditions.

Are there any routes that offer scenic views or connect to state forests?

Many routes in the Plainfield area provide panoramic views due to the hilly terrain. Routes often pass through rural landscapes, and some connect to areas like Groton State Forest, offering picturesque scenery. The Kenyon Hill – Blow-Me-Down Mill loop from Kimball Union Academy offers varied landscapes.

What do other gravel bikers enjoy most about gravel biking in Plainfield?

The area is highly rated by the komoot community, with an average score of 5.0 stars. Riders often praise the challenging terrain, the quiet rural roads, and the beautiful natural and historical landmarks encountered along the way, such as covered bridges and waterfalls.

What are the longest gravel bike routes available?

The longest route currently available is the Taftsville Covered Bridge – Woodstock Middle Covered Bridge loop from Windsor, which spans nearly 80 kilometers and features over 1700 meters of elevation gain, making it a significant endurance challenge.

Are there any routes suitable for a full day of riding?

Given the distances and elevation profiles, all the listed routes are suitable for a full day of riding. For instance, the Carriage Barn Visitor Center – Taftsville Covered Bridge loop from Hartland covers over 52 kilometers with substantial climbing, requiring several hours to complete.

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