Massachusetts Trail Running Calendar 2025-2026

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Explore the best trail runs in Massachusetts for 2025-2026! Our updated list features 214 exciting races across the region. Find your next race in Massachusetts below and join the running community at these great events!

June 2025
Jun
26
Thursday

St. Peter's Fiesta 5K

5 km
Jun
28
Saturday

Run Into Summer 5K

5 km
Jun
28
Saturday

Race for Open Space - Nantucket

2 mi 5 km 10 km
Jun
28
Saturday

Hanover Day 5K

5 km
Jun
29
Sunday

Summer Classic

5 km
July 2025
Jul
4
Friday

Mattapoisett Road Race

4 mi
Jul
4
Friday

Bill Feeney 5K

5 km
Jul
4
Friday

4th of July 5K - Plymouth

5 km
Jul
11-14
Fr - Mo

Notchview Ultra

Trail Run 6 hr 12 hr ... 48 hr 72 hr
Jul
12
Saturday

Christmas in July Tree Point One Walk and Run for Fun

5 km
Jul
12
Saturday

Cider Mash 5k at Cider Hill Farm

5 km
Jul
13
Sunday

Narragansett Summer Running Festival

10 km 13 mi
Jul
19
Saturday

Savage Race - Boston

Obstacle Run 3 mi 7 mi
Jul
19
Saturday

Nantucket Triathlon

Triathlon
Jul
20
Sunday

Knights of Columbus Scholarship 5k

5 km
Jul
20
Sunday

IPA Half Marathon - Newburyport

13 mi
Jul
20
Sunday

ASGCC Provincetown 5K

5 km
August 2025
Aug
3
Sunday

Funky Monkey

5 km 10 km 13 mi
Aug
3
Sunday

TripleThreat Half Marathon

5 km 13 mi
Aug
5
Tuesday

NCSL Fun Run 5K

5 km
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