Massachusetts Trail Running Calendar 2025-2026

Header image

Explore the best trail runs in Massachusetts for 2025-2026! Our updated list features 182 exciting races across the region. Find your next race in Massachusetts below and join the running community at these great events!

March 2025
Mar
9
Sunday

Raynham Knights of Columbus Charity 5 Miler

3 mi 5 mi
Mar
15
Saturday

Marshfield St. Patrick's Day 5k

5 km
Mar
15
Saturday

Mick Morgan's 5K

5 km
Mar
16
Sunday

New Bedford Half Marathon

13 mi
Mar
16
Sunday

Rás na hÉireann USA 5K

5 km
Mar
16
Sunday

South Boston St Patrick's Day Race

5 km
Mar
16
Sunday

Ayer Police Association St. Paddy's Day Foot Race

5 km
Mar
22
Saturday

Tarc to Hale and Back

Trail Run 3 mi 6 hr
Mar
23
Sunday

St. Pat's Day 5K

5 km
Mar
29
Saturday

Boys and Girls Club of Greater Westfield Half Marathon

5 km 10 km 13 mi
Mar
29
Saturday

Fools 4 Miler - Winners Circle Running Club

4 mi
Mar
30
Sunday

Hill Thrill 10 Mile Road Race

5 km 10 mi
Mar
30
Sunday

Spring Classic 5K - Cambridge

5 km
Mar
30
Sunday

Black Birch Vineyard 10 Miler

10 mi
April 2025
Apr
5
Saturday

Sterling Recreation Road Race

5 km 10 km
Apr
5
Saturday

Fool's Dual Half Marathon

5 km 13 mi
Apr
5
Saturday

Mt. Toby Ultra

Trail Run 13 km 24 km 50 km
Apr
5
Saturday

Police and Fire 5k for Autism

5 km
Apr
6
Sunday

Bailey's Run for Autism

5 km
Apr
6
Sunday

Linclusion 5K

5 km
Articles
Mizuno Wave Rider 28: Elevating the Legacy of a Running Icon
Garmin Forerunner Review: Garmin Forerunner Series
Stride with Confidence: A Comprehensive Guide to Saucony Running Shoes
Essential Running Form Techniques for Enhanced Performance and Injury Prevention