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Massachusetts Running Calendar 2026-2027

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Monthly updates for Massachusetts

Get new running races (and updates) in your inbox every month.

Explore the best running races in Massachusetts for 2026-2027! Our updated list features 187 exciting races across the region. Find your next race in Massachusetts below and join the running community at these great events!

Half Marathons Marathons Trail Runs Triathlons
October 2026
Oct
11
Su

Wayland / HFC Striders XC Festival

Trail Run 3 km 5 km
Oct
11
Su

Nantucket Half Marathon

Half Marathon
Oct
17
Sa

Miles for Mary

5 km
Oct
18
Su

Around Cape Ann Half Marathon

13 mi
Oct
18
Su

Baystate Marathon

Half Marathon Marathon
Oct
24
Sa

Womp Romp

Trail Run 10 mi 50 km
Oct
25
Su

Esplanade 5k Run & Walk

5 km
Oct
25
Su

Scaredy Cat 5K

5 km
Oct-Nov
31-1
Sa - Su

Cambridge Half Marathon

5 km Half Marathon
November 2026
Nov
1
Su

Ocean View Half Marathon

5 km Half Marathon
Nov
7-8
Sa - Su

Fenway Spartan Stadion Event Weekend

Obstacle Run 5 km
Nov
7
Sa

TARC Stone Cat Trail Festival

Trail Run 10 km Half Marathon ... 50 mi 100 km
Nov
7
Sa

DAV 5K

5 km
Nov
8
Su

Boston River Run

5 km
Nov
8
Su

Harborside Half Marathon

5 km Half Marathon
Nov
14
Sa

Tarckey Trot 6 Hour - Winchester, MA

Backyard Ultra 5 km
Nov
14
Sa

Ryan Shaw Memorial 5k

5 km
Nov
21
Sa

Roadtown Turkey Trot

5 km
Nov
21
Sa

Rachel's Run

5 km
Nov
26
Th

Will Run for Pie - Turkey Trot 5K

5 km