| Ashuwillticook Rail Trail | |
| Source: | Mass. DCR |
| Also in: | Adams Cheshire Lanesborough |
| Barker Road Conservation Land | |
| Source: | City of Pittsfield |
| The Boulders | |
| Source: | Berkshire Natural Resources Council |
| Other maps: | aerial topo |
| Also in: | Dalton Lanesborough |
| Canoe Meadows Wildlife Sanctuary | |
| Source: | Mass. Audubon |
| Other maps: | color map |
| Chalet Wildlife Management Area | |
| Source: | MassWildlife |
| Also in: | Cheshire Dalton Lanesborough Windsor |
| Hancock Shaker Village Farm & Forest Trail | |
| Source: | OpenStreetMap - Hancock Shaker Village |
| Other maps: | Village map with trailheads |
| Also in: | Hancock |
| The High Road - Yokun Ridge and connecting trails | |
| Source: | Berkshire Natural Resources Council |
| Also in: | Lenox Richmond |
| Mahanna Cobble | |
| Source: | Berkshire Natural Resources Council |
| Other maps: | topo aerial |
| Also in: | Lenox |
| October Mountain State Forest | |
| Source: | Mass. DCR |
| Other maps: | Washington Mountain Marsh Interpretive Trail suggested hikes and rides |
| Also in: | Lee Lenox Washington |
| Pittsfield State Forest | |
| Source: | Mass. DCR |
| Other maps: | suggested hikes, rides, and paddles |
| Also in: | Hancock Lanesborough |
| Pittsfield State Forest - Family Trails Area | |
| Source: | Mass. DCR |
| Other maps: | Tranquility Trail- Wheelchair Accessible Shaker Trail |
| Also in: | Hancock Lanesborough |
| Springside Park | |
| Source: | Springside Now |
Sully says check out the Masstrails Big Map! Interactive, zoomable, clickable map of every rail-trail in Massachusetts plus highlights of open spaces from the Cape to the Berkshires!