Off-Road Trails in Massachusetts

Discover off-road trails in Massachusetts

Learn more about Adams Road
Adams Road

Adams Road

Adams Road is a deeply rutted and muddy road that descends from near an active fire tower (with a gated access road, but hiking up to it is permitted) down the northeast side of Borden…
Learn more about Adams Road
Total Miles
1.7
Tech Rating
2 Easy
Best Time
Summer, Fall
Learn more about Ashley Lake Road
Ashley Lake Road

Ashley Lake Road

Ashley Lake Road is an old, unmaintained road through October Mountain State Forest. It rolls through hardwood forests past multiple lakes/reservoirs, including Ashley Lake, Sandwash Reservoir (this has a unique "aerator" which is a large…
Learn more about Ashley Lake Road
Total Miles
2.3
Tech Rating
3 Easy
Best Time
Spring, Summer, Fall
Learn more about Bannis Road
Bannis Road

Bannis Road

Bannis Road is an unmaintained road, open June 1st through December 30th. A rolling, wooded trail, it is easily completed with any high-clearance vehicle, with only a few deep gullies and ledges. It does feed…
Learn more about Bannis Road
Total Miles
2.6
Tech Rating
2 Easy
Best Time
Summer, Fall
Learn more about Brown Road
Brown Road

Brown Road

Brown Road offers a host of challenges through a heavily wooded mix of private property and Savoy State Forest. The north end of the trail is dry and rocky, but this soon gives way to…
Learn more about Brown Road
Total Miles
2.6
Tech Rating
5 Moderate
Best Time
Summer, Spring, Fall
Learn more about Copicut - Quanapoag Connector
Copicut - Quanapoag Connector

Copicut - Quanapoag Connector

Take a ride through the historically haunted Freetown State Forest with this easy off-road route. The route is on public roads and all vehicles running this trail must be road registered. Trail conditions can vary…
Learn more about Copicut - Quanapoag Connector
Total Miles
4.8
Tech Rating
3 Easy
Best Time
Spring, Summer, Fall, Winter
Learn more about Greylock Road
Greylock Road

Greylock Road

This is a quiet and usually easy alternative route to ascend Mount Greylock, Massachusetts highest peak. While only open June through October, this gravely jaunt through the woods is more peaceful than the paved and…
Learn more about Greylock Road
Total Miles
2.9
Tech Rating
1 Easy
Best Time
Summer, Fall
Learn more about Hallockville Road
Hallockville Road

Hallockville Road

Hallockville Road is a well-maintained dirt road through the Kenneth Dubuque State Forest. History abounds as you drive through this dense, but young mixed-wood forest. Incredibly good condition stone fences dart in and out of…
Learn more about Hallockville Road
Total Miles
2.4
Tech Rating
1 Easy
Best Time
Spring, Summer, Fall
Learn more about Mass-Bell
Mass-Bell

Mass-Bell

This is a short but very steep hill climb/rock crawl with an almost unlimited number of lines to take. This trail offers something for everyone. Lesser built vehicles/newer drivers have an optional green route to…
Learn more about Mass-Bell
Total Miles
0.5
Tech Rating
6 Moderate
Best Time
Spring, Summer, Fall
Learn more about Middle Road
Middle Road

Middle Road

Middle Road is a well-maintained state forest road traversing the Kenneth Dubuque State Forest from South to North. Like the nearby Hallockville Road, this easy drive brings you through a young forest with a deep…
Learn more about Middle Road
Total Miles
3.7
Tech Rating
1 Easy
Best Time
Spring, Summer, Fall
Learn more about Monroe/ Raycroft Road
Monroe/ Raycroft Road

Monroe/ Raycroft Road

Low risk, high reward. This trail through Monroe State has it all: a wooded drive, fantastic views, and amazing waterfalls. The trail has two names because it is a town road that passes through two…
Learn more about Monroe/ Raycroft Road
Total Miles
2.5
Tech Rating
2 Easy
Best Time
Summer, Spring, Fall
Learn more about Race Point North Entrance
Race Point North Entrance

Race Point North Entrance

Race Point North is a great starting point for driving the Cape Cod National Seashore. A permit will need to be acquired at this entrance, as well as watching a short video, vehicle inspection, and…
Learn more about Race Point North Entrance
Total Miles
1.1
Tech Rating
3 Easy
Best Time
Spring, Summer, Fall
Learn more about Race Point South Entrance
Race Point South Entrance

Race Point South Entrance

Race Point South is at the park entrance to Cape Cod National Seashore. A permit will need to be acquired along with a vehicle inspection and checklist to make sure you have all required safety…
Learn more about Race Point South Entrance
Total Miles
1.5
Tech Rating
3 Easy
Best Time
Spring, Summer, Fall
Learn more about Roaring Brook Road
Roaring Brook Road

Roaring Brook Road

This trail skirts the edge of a very marshy section of the Housatonic River. This trail is mostly flat, with some large dried-up mud holes and a few washed-out sections. 4WD is not necessary, though…
Learn more about Roaring Brook Road
Total Miles
1.9
Tech Rating
1 Easy
Best Time
Spring, Summer, Fall
Learn more about Savoy Road/New State Road
Savoy Road/New State Road

Savoy Road/New State Road

This is a very gentle dirt road with a mildly more difficult center section that is not maintained. The real gem of this trail is the access it provides to Bog Pond, which includes a…
Learn more about Savoy Road/New State Road
Total Miles
4.1
Tech Rating
1 Easy
Best Time
Summer, Fall, Spring, Winter
Learn more about Stetson Road
Stetson Road

Stetson Road

This trail starts and ends on easier terrain, but the middle section is a nice little challenge. Dense hardwood forests, numerous babbling brooks, ancient stone bridges, a grassy field, and even a couple of mud…
Learn more about Stetson Road
Total Miles
2.1
Tech Rating
2 Easy
Best Time
Spring, Summer, Fall
Learn more about Torrey Mountain Road
Torrey Mountain Road

Torrey Mountain Road

This is an unmaintained road in Florida, Massachusetts. The northern end is about a mile from the eastern portal of the Hoosac Tunnel, once the world's second-largest tunnel, and climbs southward out of the beautiful…
Learn more about Torrey Mountain Road
Total Miles
1.4
Tech Rating
6 Moderate
Best Time
Spring, Summer, Fall
Learn more about Washington Mountain Road
Washington Mountain Road

Washington Mountain Road

For fans of history's mysteries, this is a can't-miss trail. Hints of a once well-maintained way periodically peek out from beneath years of leaves and decay. However, don't let the fire hydrants and mile markers…
Learn more about Washington Mountain Road
Total Miles
3.6
Tech Rating
5 Moderate
Best Time
Fall, Summer, Spring
Learn more about Whitney Place to New Lenox Road
Whitney Place to New Lenox Road

Whitney Place to New Lenox Road

This is an easier trail with some deep mud holes and numerous small rocks along the trail. It brings you to the secluded and picturesque Farnham Reservoir (City of Pittsfield) which provides plenty of cascading…
Learn more about Whitney Place to New Lenox Road
Total Miles
3.7
Tech Rating
3 Easy
Best Time
Spring, Summer, Fall

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