If you’re a mountain biking enthusiast, test your mettle on the best mountain biking trails in the Berkshires. Mountain biking is a great aerobic exercise, an incredible stress reliever, and a mood enhancer. The positive benefits of cruising off-road alone should convince you to give it a try. And the scenic beauty of the Berkshires and the pristine natural environment surrounding our charming country estate in Lee, MA, ups the ante for a memorable ride.
When you set out from the Devonfield Inn, you’ll find plenty of options for bikers of all skill levels. Let’s look at some possibilities heading north, south, east, or west.
Trails Heading North
October Mountain Loop: Loop trail for intermediate riders. This much-loved trail in October Mountain State Forest is 7 miles long and features gorgeous mountain and lake views.
Jiminy Peak: Get lift tickets and enjoy going down the mountain on intermediate and expert-level trails.
The Boulders: Loop trail for intermediate riders. Enjoy 5.1 miles of trail with beautiful views and plenty of shade.
Deer Hill, Rotten Apple, Fuzzy Bunny, and Bear Claw Loop: Loop trail for any skill level. This 4-mile trail in Pittsfield State Forest brings you across creeks, near a lake, and through wooded hills.
Taconic Skyline Trail: Out-and-back trail for experienced riders. Enjoy 13.3 miles of breathtaking mountain views in Pittsfield State Forest that traverse much of the Taconic Range. Be aware that this trail allows motorized vehicles as well as mountain bikes.
Trails Heading South
Wild Cat Trail: A loop trail for any skill level. Another path in Beartown State Forest, the 5-mile journey will bring you to beautiful scenic overlooks and plentiful wildflowers in the spring.
Turkey Trail: An out-and-back trail for intermediate riders. Enjoy the beauty of Beartown State Forest near Great Barrington, MA, on this 3.2-mile trail.
Hubbard River Trail: Out-and-back trail for intermediate riders. There’s a little bit of everything on this 6.1-mile trail, including wildflowers, riverside views, and beautiful, dense forest.
Trails Heading East
Finerty Pond via Appalachian Trail: Out-and-back trail for intermediate riders. This 5.9-mile path will take you along a beautiful October Mountain State Forest pond.
Ashley Lake Loop Trail: Loop trail for all skill levels. The 3.6-mile trail is quick but full of all kinds of beauty, including views of the lake, spring flowers, and various birds.
Keystone Arch Bridges Trail: An out-and-back trail for intermediate riders. Tucked into the Walnut Hill Wildlife Management Area, this 4.5-mile path through the woods includes beautiful stone arches, river views, and a small waterfall.
Trails Heading West
Burbank Trail: Loop trail for intermediate riders. Ride on this 3.1-mile path to get excellent views of the rolling mountains and seasonal wildflowers.
Bowkers Woods Lower Trail: A quick, easy 1-mile loop that could make for a fun stop between other activities.
We love offering our guests ideas for fun activities in and around our inn. We hope you find a favorite trail among the ones we’ve listed. And if you find another that we should add to the list, just let us know.
Sports enthusiasts of all kinds love staying at our inn. It’s a quiet and comfortable place to come “home” to after a day of strenuous exercise. Relax in one of our soothing and comfortable guest rooms, out on the lawn, or around the pool. Each morning you wake to a gourmet breakfast served in the main dining room or out in the 3-season sunroom. Book a stay with us today and experience the thrills and chills of mountain biking in the Berkshires.
 Updated July 2023
