16 Mountain Bike Trails near Pittsfield, MA 01201
first prev 1 next lastShowing Mountain Bike Trails within 50 miles Distance miles of Pittsfield, MA 01201, USA City, Zip, or Address
Harvey Mountain Trail
Austerlitz, New York
13.1 miles SWA short out-and-back ride through the woods that opens into a large blueberry field before climbing to Harvey Mountain and the New York/Massachusetts state line.
Mountain Bike
Beebe Hill
Chatham, New York
14.0 miles SWThree trails of interest in a forested area, ranging from a serene pond out-and-back to an expert fire-tower climb to a technical white diamond singletrack loop.
Mountain Bike
Greenport Conservation
Hudson, New York
29.7 miles SWFlat meadow XC riding with Hudson River views transitions to twisty, rooty singletrack through the woods at Greenport Conservation in Hudson.
Mountain Bike
Granville Gorge
Southwick, Massachusetts
33.7 miles SEGranville Gorge is a magical little slice of the southern Berkshire Hills — a lush, green gorge where the Hubbard River carves a series of mini waterfalls and clear swimming holes through the...
Mountain Bike, Swim
Gilbert Mountain / Winsted Woods
Winchester, Connecticut
37.0 miles SA mountain bike trail with remnants of old race markings and newer connecting singletrack winding through Gilbert Mountain — expect some washout and route-finding between segments.
Mountain Bike
Robinson state park
Agawam, Massachusetts
37.2 miles SEA fun two-hour MTB network with trails ranging from technical singletrack to fast smooth descents — watch for unmarked trails that drop off cliffs near Robinson State Park.
Mountain Bike
Provin Mountain
Southwick, Massachusetts
37.6 miles SEA moderate climb with fun descents and great views — a well-rounded mountain bike ride at Provin Mountain in western Massachusetts.
Mountain Bike
Carpenter's Falls
Granby, Connecticut
40.1 miles SERough dirt road and rooty singletrack near Granby with a waterfall tucked off to the left about half a mile in — a rewarding find for riders who explore.
Mountain Bike
Round Top MTB Trails
Round Top, New York
42.2 miles WA mountain bike trail network near Round Top ranging from beginner to expert, with singletrack trails and doubletrack connector roads through the Hudson Valley hills.
Mountain Bike
Mohawk Mountain State Park
Cornwall, Connecticut
42.7 miles SA 15-mile backcountry route of logging roads and singletrack climbing to the top of Mohawk Mountain, with trail junctions, river sections, and cross-country ski terrain.
Cross-country Ski, Hike, Mountain Bike
Metacomet Trail
East Granby, Connecticut
43.4 miles SEA 62.7-mile Blue-Blazed trail along Connecticut's Metacomet Ridge — part of the New England National Scenic Trail — open to hikers, backpackers, bikers, horseback riders, and in winter, snowshoers.
Hike, Mountain Bike
Central
Simsbury, Connecticut
45.0 miles SEA constantly changing trail in Simsbury with one huge drop, plenty of jumps, and a lively crowd — great for riders who want airtime and variety.
Mountain Bike
Cowles Park
East Granby, Connecticut
45.2 miles SEWell-maintained trails with a great variety of descents, climbs, flat technical sections, and fire roads — a fun, wide-ranging trail system in East Granby worth returning to.
Mountain Bike
Windsor Locks Canal Trail
Suffield, Connecticut
45.9 miles SEA 4.5-mile towpath trail along a 170-year-old historic canal with scenic vistas of both the Connecticut River and the old waterway itself.
Hike, Mountain Bike
Penwood State Park
Simsbury, Connecticut
48.5 miles SEAn epic ridgeline trail system at Penwood State Park with single track inches from 200-foot cliffs, sweeping Farmington River Valley views, and links to trails north and south.
Mountain Bike
Nassahegan State Forest
Burlington, Connecticut
49.9 miles SA good network of trails in Nassahegan State Forest with a main loop, side trails, and a large outer loop — parking available across from the trailhead in Burlington, CT.
Mountain Bike
