Upcoming trail races in Massachusetts

19 trail races are coming up in Massachusetts, out of 226 races on the statewide calendar. Compare dates, distances and locations, then get ready with a personalized training plan.

19 upcoming races

September 2026

Sep 19, 2026Salisbury Rail Trail Road Race📍 Salisbury, MA3.1 mi · 1 mi · 6.2 mi
Sep 26, 2026Backyard Ultra - Princeton📍 Princeton, MA0 mi
Sep 27, 2026Holdenwood Trail Run 2K/5K/10K📍 Shirley, MA6.2 mi · 3.1 mi · 1.2 mi
Sep 27, 2026Race for the Refuge - MA📍 Sudbury, MA18.6 mi · 6.2 mi · 6 h

October 2026

Oct 3, 2026BLS Wolfpack 5K Cross Country Run or Walk📍 Boston, MA3.1 mi
Oct 10, 2026Power Of Horses 5 K X*C Run/Walk📍 Holyoke, MA3.1 mi
Oct 12, 2026Cloudsplitter 100📍 Norton, MA97.9 mi · 68.8 mi · 31.1 mi · 15.5 mi
Oct 24, 2026Sheriff's Meadow Foundation Trail Run📍 Edgartown, MA3.1 mi
Oct 25, 2026Powisset Farm Trail Run - Fall📍 Dover, MA1.5 mi · 3.1 mi · 5.6 mi · 8.3 mi
Oct 25, 2026The Baystate Dirty Dog Trail Run-Ruck-Walk 5k📍 Berkley, MA3.1 mi
Oct 25, 2026Ox Trot 5K📍 Sturbridge, MA3.1 mi

November 2026

Nov 7, 2026TARC Stone Cat Trail Festival📍 Ipswich, MA6.2 mi · 13.1 mi · 26.2 mi · 50 mi

December 2026

Dec 5, 2026TARC Winter Classic📍 Stoneham, MA8 mi · 32 mi · 40 mi

May 2027

May 2, 20277 Sisters Trail Race📍 Amherst, MA12 mi
May 8, 2027TARC Wapack and Back - Ashburnham, MA📍 Ashburnham, MA50 mi · 43 mi · 21.5 mi
May 8, 2027Wapack and Back Trail Races📍 Ashburnham, MA50 mi · 43 mi · 21.5 mi
May 29, 2027Chesterfield Gorge Ultra📍 Chesterfield, MA6.8 mi · 15.5 mi · 31.1 mi · 100 mi

July 2027

Jul 9, 2027Notchview Ultra📍 Windsor, MA100.7 mi · 6 h · 12 h · 24 h

October 2027

Oct 31, 2027The Next Loop Endurance Series - New England📍 Plainville, MA31.1 mi · 26.2 mi · 13.1 mi · 6.2 mi

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