Dirt Bike Trails Near Chestertown, New York

Tannery road is a nice connecting off-road trail between Rt 125 and Rt 30. From north to south it starts off with a rocky uphill that transitions to some nice wooded trail. There is a…
Learn more about Tannery Rd

The trail starts as a dirt road passing a few farms, then into the woods. Once you're into the wood line, expect a narrower trail you could still fit a full-size truck through, with a…
Learn more about Mason Hill

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…
Learn more about Old Military Road/TH-35

This is a well-maintained gravel road flanked by forests and dispersed campsites on either side. There is a gate at the entrance which is closed from December 15th to May 1st. Camping is allowed at…
Learn more about US FSR 74

The route starts on the East side, goes roughly 2.5 mi to a lookout point, and returns. Options to enter/exit the trail area to the west are available as well, but this route seems to…
Learn more about Belvedere Mountain Road

This trail starts at the end of Cobble Hill Rd and ends at Stones Mill Rd. It is primarily uphill on wet, uneven, rocky terrain consisting of large rocks to climb over and loose gravel.…
Learn more about Cobble Hill Road Trail

This trail follows the original route of the Baily-Hazen Military Road, which was built in the 1780s, and in places, you can still see the original cobblestones. There are some truly beautiful views of northern…
Learn more about Lowell MTN / Baily-Hazen Military Road