2026 Pumpkin Run
Tyngsboro, Massachusetts, United States
Trail races in Massachusetts
2026 and 2027 race calendar. 10 upcoming, updated daily.
Map of races in Massachusetts
RunningTrailCyclingTriathlonObstacleGroup of races
Boston14Worcester6Lexington5Newburyport5Wakefield5Bridgewater4Framingham4Gloucester4Longmeadow4Brighton3Danvers3East Longmeadow3Hopkinton3Marblehead3Melrose3Nantucket3Salisbury3Amesbury2Athol2Barre2Braintree2Cambridge2Canton2Chatham2
All 147 cities and towns
Boston14Worcester6Lexington5Newburyport5Wakefield5Bridgewater4Framingham4Gloucester4Longmeadow4Brighton3Danvers3East Longmeadow3Hopkinton3Marblehead3Melrose3Nantucket3Salisbury3Amesbury2Athol2Barre2Braintree2Cambridge2Canton2Chatham2Clinton2Falmouth2Grafton2Greenfield2Haverhill2Holyoke2Ipswich2Norwell2Oak Bluffs2Peabody2Raynham2Somerville2Sturbridge2Sudbury2Tyngsboro2Westfield2Westminster2Wilbraham2Wrentham2Acushnet1Adams1Amherst1Andover1Arlington1Ashland1Auburn1Ayer1Belmont1Berkley1Berlin1Beverly1Brockton1Brookline1Concord1Devens1Dorchester1Dover1Dracut1Easthampton1Fairhaven1Fiskdale1Foxboro1Franklin1Gardner1Hadley1Hanover1Harvard1Haydenville1Hingham1Holden1Hopedale1Jamaica Plain1Kingston1Lancaster1Lawrence1Leominster1Lowell1Ludlow1Lynn1Lynnfield1Malden1Manchester-by-the-Sea1Mansfield1Marion1Marlborough1Marshfield1Mattapoisett1Medway1Mendon1Merrimac1Middleton1Milton1Monson1Natick1Needham1New Bedford1Newbuyport1Newton1North Andover1North Attleboro1North Grafton1North Reading1Northampton1Northborough1Norwood1Orange1Pembroke1Plainville1Provincetown1Randolph1Rockport1Rowley1Sagamore Beach1Salem1Sandwich1Seekonk1Shrewsbury1Shutesbury1South Hamilton1Southboro1Southbridge1Sterling1Stoneham1Stow1Sutton1Swampscott1Templeton1Topsfield1Upton1Vineyard Haven1Walpole1Wellesley1Wellesley Hills1West Boylston1West Roxbury1Westford1Westport1Weymouth1Whitinsville1Wilmington1Winchendon1Winchester1Winthrop1
October 2026
Powisset Farm Trail Run - Fall
Dover, Massachusetts, United States
Race for the Refuge
Sudbury, Massachusetts, United States
Run for the Hills
Harvard, Massachusetts, United States
The Baystate Dirty Dog Trail Run-Ruck-Walk 5k
Berkley, Massachusetts, United States
November 2026
Upton 10.5K and Half Marathon Trail Race
Upton, Massachusetts, United States
Trailblaze 5 Miler
Westford, Massachusetts, United States
2026 GFRC Busa Bushwhack Trail Races
Framingham, Massachusetts, United States
March 2027
Tortoise and the Hare Trail Races
Salisbury, Massachusetts, United States
August 2027
UltraTrax Wachusett
Westminster, Massachusetts, United States