Dirt Bike Trails
Near New Windsor, New York

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...
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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...
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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...
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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

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

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

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

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