To view trail maps, you will need to register for free with TrailLink Register Now Massachusetts Ashuwillticook Rail Trail11.9 miles in the Berkshires. Follows MA 8 through the Hoosic River valley between Lanesborough and Adams. Assabet River Rail Trail8.6 miles from Marlborough to Acton, a midpoint dirt road gap connects five old mill towns. Blackstone River Greenway26.6 miles path connected by on-road routes between South Worcester to Providence, RI. Border to Boston Trail10.7 miles between Peabody, Danvers, Topsfield, and Boxford in northeastern MA. Bruce Freeman Rail Trail11.7 miles of paved asphalt trail from Lowell to Acton. Canalside Rail Trail3.6 miles near Deerfield along the Connecticut River. Cape Cod Canal Bikeway13.9 miles of dirt roads on either side of the waterway between the mainland and Cape Cod. Cape Cod Rail Trail27.5 miles between Yarmouth and Orleans. Completely paved and mostly flat. Charles River Bike Path22.9 miles from Boston to western suburbs. Connecticut Riverwalk and Bikeway5.4 miles from Springfield to Agawam, with an on-road gap in the middle. Independence Greenway5.3 miles in Essex, following the Ipswich River. Manhan Rail Trail9.6 miles between Easthampton and Northampton. Marblehead Rail-Trail4 miles between Swampscott and Salem, with Marblehead in the middle. Minuteman Commuter Bikeway10.1 miles from Cambridge to Bedford. One of the nation’s most popular trail trails! Mystic River Greenway4 miles from Assembly Square in Somerville to Arlington near the Minuteman Bikeway. Nashua River Rail Trail12.3 miles from Ayer, MA across state lines to Nashua, NH. Neponset River Greenway8.2 miles directly south of Boston. North Central Pathway8.9 miles from Winchedon to Gardner in, you guessed it, the northern central part of Massachusetts. Northern Strand Community Trail8 miles from Everett to Lynn in Boston’s North Shore. Old Colony Rail Trail8 miles in the “elbow” of Cape Cod, Chatham to Harwich. Phoenix Bike Trail4 miles from Fairhaven seaport towards the east. Province Lands Bike Trail7.7 miles among the sand dunes at the northern tip of Cape Cod. Shining Sea Bikeway10.7 miles from Falmouth to Woods Hole in Cape Cod. South Bay Harbor Trail3.8 miles connecting Boston neighborhoods - Roxbury, South End, Chinatown, and Fort Port Channel - to Boston Harbor. Southwest Corridor Park4.1 miles from downtown Boston to Jamaica Plain (also known as Pierre Lallement Bike Path). Southwick Rail Trail6.5 miles from MA/CT state line to Westfield. Spicket River Greenway3.5 miles along the revitalized Lawrence waterway. Upper Charles Trail13.2 miles through towns south of Framingham. New Hampshire Mine Falls Park9.7 miles along the Nashua River in NH. Northern Rail Trail57.5 miles between Lebanon and Boscawen in NH. Rhode Island Washington Secondary Bike Path19.2 miles from Providence, RI to the south and west. East Bay Bike Path14.3 miles from Providence, RI to Bristol along the harbor.