Massachusetts Trail Running Calendar 2025-2026

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Explore the best trail runs in Massachusetts for 2025-2026! Our updated list features 216 exciting races across the region. Find your next race in Massachusetts below and join the running community at these great events!

April 2025
Apr
12
Saturday

Spring Fever 5K | 5M | 8H

Trail Run 5 km 5 mi 8 hr
Apr
12
Saturday

Black Excellence 5K

5 km
Apr
12
Saturday

Merrimack River Trail Race

Trail Run 10 mi
Apr
12
Saturday

Branches School of the Berkshires 5k

5 km
Apr
12
Saturday

Big Cheese 5K

5 km
Apr
12
Saturday

Holliston High School Panther Prowl 5k

5 km
Apr
13
Sunday

Marblehead Half Marathon

13 mi
Apr
13
Sunday

F.O.R 5k Trail Race

Trail Run 5 km
Apr
13
Sunday

Dirty Rabbit 5K

5 km
Apr
13
Sunday

Sunshine Stride 5K

5 km
Apr
19
Saturday

Tortoise and the Hare Trail Race

Trail Run 5 km 10 km
Apr
19
Saturday

TRUE Marathon

26 mi
Apr
19
Saturday

Ipswich Ale Half Marathon

13 mi
Apr
19
Saturday

Lexington Lions Patriots Day 5 Mile Road Race

5 mi
Apr
20
Sunday

Run Through the Pines Half Marathon

5 km 13 mi
Apr
21
Monday

Boston Marathon

26 mi
Apr
26
Saturday

TARC Spring Classic

Trail Run 10 km 13 mi 26 mi 50 km
Apr
26
Saturday

Rally for Research

5 km
Apr
26
Saturday

Not a Walk in the Park 5K

5 km
Apr
26
Saturday

Sgt. Joshua D. Desforges Walk/Run Challenge

3 mi
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