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Running Calendar near Great Barrington 2026-2027

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Explore the top running races near Great Barrington for 2026-2027! We've gathered 19 exciting races in the area. Check out our detailed list below to find your next local race.

Half Marathons Marathons Trail Runs Triathlons
October 2026
Oct
10
Sa

Hartland Harvest Run

5 km
Oct
10
Sa

Chesterwood 5K Walk & Run

5 km
Oct
11
Su

Mohawk Mountain Race

Trail Run 5 km 10 km Half Marathon Marathon
Oct
11
Su

Lime Rock Park 5K

5 km
Oct
11
Su

Veeder Tree Farm 5K

Trail Run 5 km
Monthly updates for Great Barrington

Get new running races (and updates) in your inbox every month.
Oct
17
Sa

The Little Guild Run & Wag 5K

5 km
Oct
18
Su

The Salisbury Beast

3 mi
Oct
18
Su

Run for the Revolution

5 km 10 km 15 km
Oct
18
Su

SMP Lymphoma Research Foundation Charity 5K

Trail Run 5 km
Oct
18
Su

Bill Lewis Memorial 5K Fun Run

5 km
Oct
24
Sa

Monster Dash 5K - Great Barrington

5 km
Oct
25
Su

Ghostly Gallop - Hudson

5 km
November 2026
Nov
7
Sa

Ed McGuire Memorial Cannonball Run

5 km
Nov
8
Su

Soldier On Veterans Day 5K

5 km
Nov
26
Th

Thankful 5K - Pittsfield

5 km
January 2027
Jan
10
Su

HTC Winter Series Barkhamsted 17 Mile

9 mi 17 mi
June 2027
Jun
12
Sa

Kinderhook OK5K

5 km
Jun
27
Su

Stissing Triathlon

Triathlon AquaBike 800 m 12.6 mi Sprint 800 m 12.6 3.3 mi RELAY TEAM 800 m 12.6 3.3 mi
July 2027
Jul
10
Sa

Litchfield Hills Triathlon

Triathlon Olympic 1500 m 40 km Olympic 1500 m 40 10 km
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