The Retreat Trails in Brattleboro VT are a very pleasant change from many of the rocky steep trail systems in the Berkshires.

Located just south of the Green Mountain National Forest and just north of the Massachusetts border the Retreat Trails range from old jeep roads to winding singletracks. They wander through the woods with many informational signs that describe the area’s natural topography and vegetation.

There are hills to climb, one of which leads you to the top of the town’s ski jump where you can get a great view of the surrounding countryside.

There are trails to explore on both sides of Cedar Street. However, rather than starting your ride from the Retreat Farm parking lot I’d suggest starting at the northern trailhead on Upper Dummerston Road. That way you’ll avoid having to begin your ride with an extended hillclimb. Check the map for additional trailhead parking areas.

While many of the trails here are perfectly suited for beginners and families, some of the singletracks are quite challenging.

The Retreat Farm has a petting zoo and offers refreshments and is wellworth a visit on its own.