| Boulder Brook Reservation, Kelly Memorial Park and Rocky Ledges Trails | |
| Source: | Town of Wellesley |
| Centennial Reservation, MassBay Community College and Maugus Hill Trails | |
| Source: | Town of Wellesley |
| Other maps: | Centennial Reservation Self-Guided Nature Trail |
| Charles River Link Trail | |
| Source: | Town of Wellesley |
| Other maps: | printable booklet Google Map |
| Also in: | Dover Medfield Natick Needham Newton |
| Cronk's Rocky Woodland | |
| Source: | Wellesley Conservation Council |
| Elm Bank Reservation | |
| Source: | Massachusetts Horticultural Society |
| Also in: | Dover |
| Guernsey Sanctuary | |
| Source: | Wellesley Conservation Council |
| Also in: | Needham |
| Heyl and Susan Lee Sanctuaries | |
| Source: | Wellesley Conservation Council |
| Lineau Memorial Sanctuary and Carisbrooke Reservation | |
| Source: | Wellesley Conservation Council |
| Also in: | Weston |
| Morses Pond, Cochituate Aqueduct and Wellesley College North Forty Trails | |
| Source: | Town of Wellesley |
| Pickle Point | |
| Source: | Wellesley Conservation Council |
| Wellesley Town Forest, Longfellow Pond and Ollie Turner Park Trails | |
| Source: | Town of Wellesley |
| Wellesley Trails - Interactive Map | |
| Source: | Town of Wellesley |
| Wellesley Trails and Open Space - overview | |
| Source: | Town of Wellesley |
| Other maps: | Wellesley Grand Tour - 10 mile loop using all the interconnecting paths |
| Wellesley Trails and Open Space - with streets | |
| Source: | Town of Wellesley |
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!