Off-road trails in undefined

Off-Road TrailsUnited States of AmericaPittsfield, Vermont

Off-Road Trails
Near Pittsfield, Vermont

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Off-Road Trails Near Pittsfield, Vermont

Discover the best offroad trails near you. Browse trail maps, check difficulty ratings, and find your next adventure — whether you're looking for a quick ride or an all-day expedition.

Learn more about Liberty Hill / FR 223
Liberty Hill / FR 223

Liberty Hill / FR 223

Located in Vermont's Green Mountain National Forest this short trail bypasses a section of Scenic Route 100 north of Pittsfield. A fairly narrow and sometimes muddy section of a few miles is back-ended by a smooth well maintained gravel road. There are some slightly off-camber sections, but nothing ...
Learn more about Liberty Hill / FR 223

Total Miles
5
Tech Rating
2Easy
Best Time
Summer, Fall
Learn more about South Hill Road
South Hill Road

South Hill Road

This trail is open seasonally from May 23rd until the first snowfall. The route begins at the bridge just off the highway, starting on a gravel surface before transitioning to dirt as you climb the side of South Hill, where you will be rewarded with sporadic mountain views. Please exercise caution, ...
Learn more about South Hill Road

Total Miles
4.6
Tech Rating
1Easy
Best Time
Spring, Summer, Fall
Learn more about Fletcher Brook Road
Fletcher Brook Road

Fletcher Brook Road

Fletcher Brook Road is a seasonal route that opens on May 23rd and closes at the first snowfall. The surface consists primarily of loose dirt and gravel, featuring several rough sections. Please be aware that this is an active logging road and a popular powersports route; remain vigilant and always ...
Learn more about Fletcher Brook Road

Total Miles
1.8
Tech Rating
1Easy
Best Time
Spring, Summer, Fall
Learn more about Pit Road
Pit Road

Pit Road

Also known as Forest Road 330, this route follows the White River to a dead-end turnaround point. The road surface consists of well-maintained gravel with occasional potholes. Several pull-offs along the route are large enough for car camping, and there is a dedicated parking area for White River ac...
Learn more about Pit Road

Total Miles
1
Tech Rating
1Easy
Best Time
Spring, Summer, Fall
Learn more about Stock Bridge Road to Woodstock
Stock Bridge Road to Woodstock

Stock Bridge Road to Woodstock

Mainly a dirt and farm road with short sections of class 4. Be on the look out for dairy cattle and farm equipment. This is a great drive any time of the year, but when fall foliage is at peak it's mind-blowing. This scenic drive through central Vermont can be connected with other routes in the area...
Learn more about Stock Bridge Road to Woodstock

Total Miles
29.8
Tech Rating
3Easy
Best Time
Summer, Fall
Learn more about New Boston Road
New Boston Road

New Boston Road

A quick journey up this well-maintained gravel road offers beautiful views of the White River Valley below. There is one pull-off spot along the route, which is wide enough to accommodate passing traffic. The trail concludes at the entrance of a private horse ranch marked with "No Trespassing" signs...
Learn more about New Boston Road

Total Miles
1.6
Tech Rating
1Easy
Best Time
Spring, Summer, Fall
Learn more about Dailey Hollow Road
Dailey Hollow Road

Dailey Hollow Road

This route follows a feeder stream, offering scenic views from elevated shelf road sections. The trail consists primarily of maintained gravel, though it features a few rough patches, particularly following mud season. The route transitions from a stretch lined with private residences on one end to ...
Learn more about Dailey Hollow Road

Total Miles
3.3
Tech Rating
1Easy
Best Time
Spring, Summer, Fall
Learn more about Bridgewater Hollow Road
Bridgewater Hollow Road

Bridgewater Hollow Road

This fantastic, well-maintained out-and-back spur branches off from Chateauguay Road. The trail transitions between a scenic shelf road and a path that closely follows a feeder stream, which eventually empties into the North Branch of the Ottauquechee River. Along the route, you will encounter beaut...
Learn more about Bridgewater Hollow Road

Total Miles
0.9
Tech Rating
1Easy
Best Time
Spring, Summer, Fall
Learn more about Bridgewater Hill Road
Bridgewater Hill Road

Bridgewater Hill Road

This route features a smooth gravel surface that winds through a dense hardwood forest before transitioning into clearings that offer spectacular views of the surrounding mountains. While the track is bordered by large private residential properties on both sides, the area remains heavily forested, ...
Learn more about Bridgewater Hill Road

Total Miles
3
Tech Rating
1Easy
Best Time
Spring, Summer, Fall
Learn more about Chateauguay Road
Chateauguay Road

Chateauguay Road

This scenic, well-maintained route follows the North Branch Ottauquechee River, gradually gaining elevation to offer sweeping vistas before winding back into the forest. Along the way, you will encounter historic barns and charming houses that border a local conservation area, providing a perfect bl...
Learn more about Chateauguay Road

Total Miles
4.4
Tech Rating
1Easy
Best Time
Spring, Summer, Fall
Learn more about Webster Hill Road
Webster Hill Road

Webster Hill Road

This smooth, well-maintained gravel road winds through historic farmland, frequently lined by classic stone walls and dotted with vintage farmhouses and barns. The route offers periodic breaks in the forest, providing views of the surrounding mountain valley. There is no camping available along this...
Learn more about Webster Hill Road

Total Miles
2.7
Tech Rating
1Easy
Best Time
Spring, Summer, Fall
Learn more about Bruyn Road
Bruyn Road

Bruyn Road

This scenic two-track shelf trail winds through a parcel of the Coolidge State Forest, featuring a challenging switchback and views of a shallow gorge. Throughout the route, you will encounter multiple waterfalls, one campsite pull off located directly beside the trail, eventually leading to a seclu...
Learn more about Bruyn Road

Total Miles
2.4
Tech Rating
1Easy
Best Time
Spring, Summer, Fall
Learn more about Messer Hill Road
Messer Hill Road

Messer Hill Road

This trail offers a diverse experience, transitioning through a variety of surfaces ranging from well-maintained gravel to classic dirt two-track. As you drive the path, you will be accompanied by the scenic beauty of nearby streams and cascading waterfalls. The trail concludes at a spacious turnaro...
Learn more about Messer Hill Road

Total Miles
1.1
Tech Rating
1Easy
Best Time
Spring, Summer, Fall
Learn more about Patterson Brook Road Fire Service 50
Patterson Brook Road Fire Service 50

Patterson Brook Road Fire Service 50

A very well-maintained fire service road that follows the boundary of the bread loaf wilderness in the Green Mountain Forest. There are many amazing off-grid camping spots with some amazing views. This out-and-back road crosses mountain streams with good bridges and solid road surfaces. Verizon has ...
Learn more about Patterson Brook Road Fire Service 50

Total Miles
5.2
Tech Rating
2Easy
Best Time
Spring, Summer, Fall
Learn more about Rix Road
Rix Road

Rix Road

This scenic route winds through the heart of Vermont’s picturesque farm country, following a meandering creek through forested sections and open pasture land. Featuring smooth gravel surfaces and frequent opportunities to stop and admire the numerous waterfalls located directly alongside the road, t...
Learn more about Rix Road

Total Miles
1.8
Tech Rating
1Easy
Best Time
Spring, Summer, Fall
Learn more about Quarry Road
Quarry Road

Quarry Road

This route features a smooth, well-maintained gravel trail winding through Coolidge State Forest. It includes several primitive roadside campsites, one of which is situated directly next to a small waterfall. While the trail is wide enough for two vehicles to pass in most areas, please be aware that...
Learn more about Quarry Road

Total Miles
1.2
Tech Rating
1Easy
Best Time
Spring, Summer, Fall
Learn more about Mill Road
Mill Road

Mill Road

Beginning at the historic mill site bridge over the First Branch of the White River, this route follows a feeder stream toward its source. The trail features a well-maintained gravel road that winds through the countryside, offering several scenic pull-offs ideal for trout fishing. Please note that ...
Learn more about Mill Road

Total Miles
2.6
Tech Rating
1Easy
Best Time
Spring, Summer, Fall
Learn more about Bartlett Brook Road
Bartlett Brook Road

Bartlett Brook Road

The route begins on a smooth gravel surface before transitioning to dirt as you near the end. Please note that the trail concludes at the start of a Class 4 road, where the turnaround area is tight and bordered by a steep drop-off into the brook; please exercise extreme caution. Camping is strictly ...
Learn more about Bartlett Brook Road

Total Miles
2.3
Tech Rating
1Easy
Best Time
Spring, Summer, Fall
Learn more about Hale Hollow Road
Hale Hollow Road

Hale Hollow Road

This upper portion of Hale Hollow features a well-maintained gravel road that offers scenic views of the Vermont countryside, winding through dense forest and open pasture land. The route follows the path of Broad Brook as it flows down toward the Arthur Davis Wildlife Management Area. There are num...
Learn more about Hale Hollow Road

Total Miles
2.7
Tech Rating
1Easy
Best Time
Spring, Summer, Fall
Learn more about Rangers Road
Rangers Road

Rangers Road

This is a smooth gravel trail leading into Coolidge State Forest. Whetstone Brook runs alongside the route for much of the way, offering numerous scenic photo opportunities and fishing spots for the adventurous. Please be mindful that the southern end of the trail features a large parking area for V...
Learn more about Rangers Road

Total Miles
1.9
Tech Rating
1Easy
Best Time
Spring, Summer, Fall

ATV trails near Pittsfield, Vermont

Explore ATV-friendly trails near you. These trails are accessible for vehicles up to 50 inches wide, perfect for ATVs and smaller off-road machines.

Learn more about South Hill Road
South Hill Road

South Hill Road

This trail is open seasonally from May 23rd until the first snowfall. The route begins at the bridge just off the highway, starting on a gravel surface before transitioning to dirt as you climb the side of South Hill, where you will be rewarded with sporadic mountain views. Please exercise caution, ...
Learn more about South Hill Road

Total Miles
4.6
Tech Rating
1Easy
Best Time
Spring, Summer, Fall
Learn more about Fletcher Brook Road
Fletcher Brook Road

Fletcher Brook Road

Fletcher Brook Road is a seasonal route that opens on May 23rd and closes at the first snowfall. The surface consists primarily of loose dirt and gravel, featuring several rough sections. Please be aware that this is an active logging road and a popular powersports route; remain vigilant and always ...
Learn more about Fletcher Brook Road

Total Miles
1.8
Tech Rating
1Easy
Best Time
Spring, Summer, Fall
Learn more about Chateauguay Road
Chateauguay Road

Chateauguay Road

This scenic, well-maintained route follows the North Branch Ottauquechee River, gradually gaining elevation to offer sweeping vistas before winding back into the forest. Along the way, you will encounter historic barns and charming houses that border a local conservation area, providing a perfect bl...
Learn more about Chateauguay Road

Total Miles
4.4
Tech Rating
1Easy
Best Time
Spring, Summer, Fall
Learn more about Rangers Road
Rangers Road

Rangers Road

This is a smooth gravel trail leading into Coolidge State Forest. Whetstone Brook runs alongside the route for much of the way, offering numerous scenic photo opportunities and fishing spots for the adventurous. Please be mindful that the southern end of the trail features a large parking area for V...
Learn more about Rangers Road

Total Miles
1.9
Tech Rating
1Easy
Best Time
Spring, Summer, Fall

UTV/side-by-side trails near Pittsfield, Vermont

Find UTV and side-by-side trails near you. These trails accommodate vehicles up to 60 inches wide, ideal for UTVs, side-by-sides, and wider off-road rigs.

Learn more about South Hill Road
South Hill Road

South Hill Road

This trail is open seasonally from May 23rd until the first snowfall. The route begins at the bridge just off the highway, starting on a gravel surface before transitioning to dirt as you climb the side of South Hill, where you will be rewarded with sporadic mountain views. Please exercise caution, ...
Learn more about South Hill Road

Total Miles
4.6
Tech Rating
1Easy
Best Time
Spring, Summer, Fall
Learn more about Fletcher Brook Road
Fletcher Brook Road

Fletcher Brook Road

Fletcher Brook Road is a seasonal route that opens on May 23rd and closes at the first snowfall. The surface consists primarily of loose dirt and gravel, featuring several rough sections. Please be aware that this is an active logging road and a popular powersports route; remain vigilant and always ...
Learn more about Fletcher Brook Road

Total Miles
1.8
Tech Rating
1Easy
Best Time
Spring, Summer, Fall
Learn more about Chateauguay Road
Chateauguay Road

Chateauguay Road

This scenic, well-maintained route follows the North Branch Ottauquechee River, gradually gaining elevation to offer sweeping vistas before winding back into the forest. Along the way, you will encounter historic barns and charming houses that border a local conservation area, providing a perfect bl...
Learn more about Chateauguay Road

Total Miles
4.4
Tech Rating
1Easy
Best Time
Spring, Summer, Fall
Learn more about Rangers Road
Rangers Road

Rangers Road

This is a smooth gravel trail leading into Coolidge State Forest. Whetstone Brook runs alongside the route for much of the way, offering numerous scenic photo opportunities and fishing spots for the adventurous. Please be mindful that the southern end of the trail features a large parking area for V...
Learn more about Rangers Road

Total Miles
1.9
Tech Rating
1Easy
Best Time
Spring, Summer, Fall

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