| The Amy and Rolf Anderson Memorial Trails - Fawn Ridge Trails | |
| Source: | Hopkinton Trails Club |
| Berry - Terry Trails | |
| Source: | Hopkinton Trails Club |
| Other maps: | aerial photo |
| Betty Fitzpatrick Trail | |
| Source: | Hopkinton Trails Club |
| Braim Farm | |
| Source: | Hopkinton Area Land Trust |
| Brook Hollow | |
| Source: | Hopkinton Area Land Trust |
| Brook Hollow - Susan DeGozzaldi Memorial Trail | |
| Source: | Hopkinton Trails Club |
| Cameron Woods - also known as Sylvan Way, Whisper Way | |
| Source: | Hopkinton Area Land Trust |
| Cameron Highlands - Phipps | |
| Source: | Town of Hopkinton |
| Center Trail | |
| Source: | Hopkinton Area Land Trust |
| Center Trail | |
| Source: | Hopkinton Trails Club |
| College Rock Park | |
| Source: | Town of Hopkinton |
| Also in: | Upton |
| College Rock - Rocky Woods | |
| Source: | Hopkinton Trails Club |
| Also in: | Holliston |
| Deer Run | |
| Source: | Hopkinton Area Land Trust |
| Deneen Conservation Area | |
| Source: | Hopkinton Area Land Trust |
| Deneen-Austin Powder Trail | |
| Source: | Hopkinton Trails Club |
| Douglas B. Sands Memorial Trail - Greenwood Road Trails | |
| Source: | Hopkinton Trails Club |
| Eagle Farms - also known as Hopkinton Highlands | |
| Source: | Hopkinton Area Land Trust |
| Echo Trail | |
| Source: | Hopkinton Trails Club |
| Elmwood Farm | |
| Source: | Hopkinton Trails Club |
| Fruit Street - also known as Mary C. O'Brien Pratt Trail | |
| Source: | Hopkinton Area Land Trust |
| Fruit Street Fields | |
| Source: | Hopkinton Trails Club |
| Hopkinton Meadows | |
| Source: | Hopkinton Area Land Trust |
| Other maps: | Trailforks.com |
| Hopkinton Meadows Nature Trail - North Street | |
| Source: | Hopkinton Trails Club |
| Hopkinton Reservoir | |
| Source: | Bikerag.net |
| Also in: | Ashland |
| Hopkinton State Park | |
| Source: | Mass. DCR |
| Also in: | Ashland |
| Hopkinton State Park | |
| Source: | Trailforks.com |
| Also in: | Ashland |
| Hopkinton Town Forest - Cameron Woods | |
| Source: | Hopkinton Trails Club |
| Other maps: | aerial photo |
| Hopkinton Town Forest | |
| Source: | Hopkinton Trails Club |
| Hopkinton Area Land Trust - interactive index map | |
| Source: | Hopkinton Area Land Trust |
| Hopkinton Trails Club - trails locator map | |
| Source: | Hopkinton Trails Club |
| Hopkinton Trail Guide | |
| Source: | Hopkinton Open Space Preservation Commission |
| Other maps: | Field Map |
| Hughes Property Trail | |
| Source: | Hopkinton Trails Club |
| Judy Wiley Memorial Trail | |
| Source: | Hopkinton Trails Club |
| Legacy Farms South | |
| Source: | Hopkinton Trails Club |
| Mighton Woods - also known as North Mill Trail Head | |
| Source: | Hopkinton Area Land Trust |
| Karl Mighton Memorial Trail | |
| Source: | Hopkinton Trails Club |
| Ora Cheney Conservation Area | |
| Source: | Hopkinton Area Land Trust |
| Peloquin Woods | |
| Source: | Hopkinton Area Land Trust |
| Peppercorn Hill and Snow Family Conservation Areas | |
| Source: | Town of Upton |
| Also in: | Upton |
| Peppercorn Hill | |
| Source: | Hopkinton Trails Club |
| Also in: | Upton |
| Phipps Woods | |
| Source: | Hopkinton Area Land Trust |
| Rockwood Meadows | |
| Source: | Hopkinton Area Land Trust |
| Rocky Woods | |
| Source: | Holliston Conservation Associates |
| Also in: | Holliston |
| Saddle Hill and Highland Park | |
| Source: | Sudbury Valley Trustees |
| Saddle Hill | |
| Source: | Hopkinton Trails Club |
| Sands Conservation Area | |
| Source: | Hopkinton Area Land Trust |
| Spring-Hill Conservation Area | |
| Source: | Hopkinton Area Land Trust |
| Tamarack Farm Trails | |
| Source: | Hopkinton Trails Club |
| Other maps: | aerial photo |
| Upper Charles Trail - Hopkinton section - Center Trail | |
| Source: | Bike It or Hike It |
| Upper Charles Trail - current and proposed sections | |
| Source: | Upper Charles Trail.org |
| Also in: | Holliston Milford Sherborn |
| Upton State Forest | |
| Source: | Mass. DCR |
| Other maps: | suggested hikes, rides, and paddles |
| Also in: | Upton |
| Upton State Forest | |
| Source: | Bikerag.net |
| Also in: | Upton |
| Waseeka Wildlife Sanctuary | |
| Source: | Mass. Audubon |
| Other maps: | digital map color map |
| Also in: | Holliston |
| Waseeka Audubon Sanctuary | |
| Source: | Hopkinton Trails Club |
| Also in: | Holliston |
| Waseeka - Audubon Property | |
| Source: | Walking Trails of Holliston |
| Also in: | Holliston |
| Whitehall State Park | |
| Source: | Mass. DCR |
| Whitehall State Park | |
| Source: | Trailforks.com |
| Whitehall Reservoir topo map - large | |
| Source: | Friends of Whitehall |
| Other maps: | small topo map Whitehall Conservation Area Trails |
| Whitehall Reservoir | |
| Source: | Bikerag.net |
| Whitehall Conservation Area | |
| Source: | Hopkinton Area Land Trust |
| Whitehall Conservation Area - Parker Point | |
| Source: | Hopkinton Trails Club |
| Whitehall Woods | |
| Source: | Hopkinton Area Land Trust |
| Whitehall Woods | |
| Source: | Sudbury Valley Trustees |
| Also in: | Upton |
| Wiley Woods Conservation Restriction | |
| Source: | Sudbury Valley Trustees |
| Wiley Woods | |
| Source: | Hopkinton Area Land Trust |
| Woodville Trail | |
| Source: | Hopkinton Trails Club |
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!