Dirt Bike Trails
Near Rhinebeck, New York

Mount Wilcox Road is the main loop that meanders through Beartown State Forest. The loop is 4.3 miles and climbs from 1,600 feet to 2,100 feet. The trail begins and ends off Benedict Pond Road. Halfway through the route from either direction is a short spur that breaks off and provides access to the...
Learn more about Mount Wilcox Road

Sky Peak Road is a short connector between Beartown Mountain Road and Wilcox Mountain Road. The trail begins from Beartown and climbs from 1760 to 1900 feet in the short 0.7 miles of the trail over loose rock. The trail is well-graded in most sections, with some showing exposed rock. The trail ends...
Learn more about Sky Peak Road

Thomaston Dam Loop is a moderate dual-sport style ride best suited for experienced dirt bike riders looking for a mix of flowing singletrack and faster gravel segments within a controlled OHV area. Located along the Naugatuck River corridor just north of Thomaston Dam, this motorcycle-only trail sys...
Learn more about Thomaston Dam Loop

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 fountain in the middle of the woods), Clapp Pond, and Mud Pon...
Learn more about Ashley Lake Road

This trail starts as a regular dirt road, transforming into a narrow two-track with large ruts and holes. The surface of the trail breaks up on the steeper grades, and there is a potential for deep water crossings. In the image, the water is just over a foot deep. Most high-clearance 4x4 vehicles wi...
Learn more about Benedict Trail

If entering from the south, the hard part is first. The northern end of the trail is an easy dirt track. Coming up the hill from the south are many differential dingers and under carriage crunchers. The trail gets a bit narrow at times but is easily passed with a good spotter. The rougher parts skir...
Learn more about Old Military Road/TH-35

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 Deerfield River valley. One of the more challenging trails in the Berkshires, this ...
Learn more about Torrey Mountain Road

Serving as a perfect connection point to other trails, this trail is an easy dirt road with limited obstacles. Overall, it's a well-graded forest road winding through mixed hardwoods. The trail is wide enough for comfortable passing, and grades are mild. There's potential for shallow standing water ...
Learn more about Klondike Road

Serving as a connection trail to County Road or the Klondike Trail, this trail is a simple, wide dirt road. Winding through the Vermont forest, you will be surrounded by a mix of hardwoods. It's a comfortable trail, with room to pass. If there's rain or wet ground, prepare to be muddy.
Learn more about County Road Connection

The trail starts off in Poyntelle as Township-727 and in Winterdale as T-743. This section of the O and W Trail is a recognized Township route open to street-licensed 4x4s. The trail follows the former route of the Ohio and Western Railroad. Multiple former stations can be observed along the route. ...
Learn more about T-743/T-727

This mellow backroad route through Meshomasic State Forest follows a rough, mostly dirt track with a few gravel sections mixed in. It’s doable in nearly any vehicle, but something with off-road durability makes the ride smoother, especially when the ruts deepen, or rain turns things muddy. You’ll pa...
Learn more about Del Reeves Road

Mount Wilcox Road is the main loop that meanders through Beartown State Forest. The loop is 4.3 miles and climbs from 1,600 feet to 2,100 feet. The trail begins and ends off Benedict Pond Road. Halfway through the route from either direction is a short spur that breaks off and provides access to the...
Learn more about Mount Wilcox Road

Sky Peak Road is a short connector between Beartown Mountain Road and Wilcox Mountain Road. The trail begins from Beartown and climbs from 1760 to 1900 feet in the short 0.7 miles of the trail over loose rock. The trail is well-graded in most sections, with some showing exposed rock. The trail ends...
Learn more about Sky Peak 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 fountain in the middle of the woods), Clapp Pond, and Mud Pon...
Learn more about Ashley Lake Road

This trail starts as a regular dirt road, transforming into a narrow two-track with large ruts and holes. The surface of the trail breaks up on the steeper grades, and there is a potential for deep water crossings. In the image, the water is just over a foot deep. Most high-clearance 4x4 vehicles wi...
Learn more about Benedict Trail

Mount Wilcox Road is the main loop that meanders through Beartown State Forest. The loop is 4.3 miles and climbs from 1,600 feet to 2,100 feet. The trail begins and ends off Benedict Pond Road. Halfway through the route from either direction is a short spur that breaks off and provides access to the...
Learn more about Mount Wilcox Road

Sky Peak Road is a short connector between Beartown Mountain Road and Wilcox Mountain Road. The trail begins from Beartown and climbs from 1760 to 1900 feet in the short 0.7 miles of the trail over loose rock. The trail is well-graded in most sections, with some showing exposed rock. The trail ends...
Learn more about Sky Peak 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 fountain in the middle of the woods), Clapp Pond, and Mud Pon...
Learn more about Ashley Lake Road

This trail starts as a regular dirt road, transforming into a narrow two-track with large ruts and holes. The surface of the trail breaks up on the steeper grades, and there is a potential for deep water crossings. In the image, the water is just over a foot deep. Most high-clearance 4x4 vehicles wi...
Learn more about Benedict Trail