Massachusetts Triathlon Calendar 2025-2026

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Explore the best triathlons in Massachusetts for 2025-2026! Our updated list features 234 exciting races across the region. Find your next race in Massachusetts below and join the running community at these great events!

October 2025
Oct
25
Saturday

Book It for Books 10k

Trail Run 5 km 10 km
Oct
26
Sunday

Powisset Farm Trail Run - Fall

Trail Run 3 mi 5 mi 8 mi
November 2025
Nov
1
Saturday

TARC Stone Cat Trail Festival

Trail Run 10 km 21 km ... 50 mi 100 km
Nov
2
Sunday

Ocean View Half Marathon

5 km 13 mi
Nov
2
Sunday

South Shore Half Marathon

5 km 13 mi
Nov
2
Sunday

Cambridge Half Marathon

13 mi
Nov
2
Sunday

Western Mass 10

5 km 10 mi
Nov
8-9
Sa - Su

Fenway Spartan Stadion Event Weekend

Obstacle Run 5 km
Nov
8
Saturday

DAV 5K

5 km
Nov
8
Saturday

Orange Turkey Trot

5 km
Nov
9
Sunday

Harborside Half Marathon

5 km 13 mi
Nov
9
Sunday

Boston River Run

5 km
Nov
15
Saturday

Tarckey Trot 6 Hour - Winchester, MA

Backyard Ultra 6 hr
Nov
16
Sunday

The Baystate Dirty Dog Trail Run

Trail Run 5 km
Nov
22
Saturday

Roadtown Turkey Trot

5 km
Nov
22
Saturday

Rachel's Run

5 km
Nov
23
Sunday

Wobble Before You Gobble 5K

5 km
Nov
27
Thursday

Running of the Pilgrims 5K

5 km
Nov
27
Thursday

Will Run for Pie - Turkey Trot 5K

5 km
Nov
27
Thursday

Hingham Turkey Trot

5 km
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