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Running Calendar near Pittsfield 2026-2027

Monthly updates for Pittsfield

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

Explore the top running races near Pittsfield for 2026-2027! We've gathered 24 exciting races in the area. Check out our detailed list below to find your next local race.

Half Marathons Marathons Trail Runs Triathlons
January 2026
Jan
15-17
Th - Sa

Winter Spartan Death Race

Obstacle Run
Jan
16-17
Fr - Sa

Vermont Spartan Winter 24 Hour Hurricane Heat

Obstacle Run 24 hr
Jan
16-17
Fr - Sa

Snow Devil Snowshoe Spartan Ultra

March 2026
Mar
14
Sa

Lebanon Shamrock Shuffle

5 km
April 2026
Apr
11
Sa

Runamuck 50k

Trail Run 50 km
Apr
25
Sa

Running For Prevention

5 km
May 2026
May
6-9
We - Sa

Bloodroot Spartan Ultra

Obstacle Run 10 mi 200 mi
May
10
Su

Vermont Sun Run & Triathlon Series

5 km 10 km Half Marathon
May
17
Su

Race Around the Lake

5 km 10 km
May
21-30
Th - Sa

Infinitus - Ripton

Trail Run 9 mi Marathon ... 422 km 888 km
June 2026
Jun
7
Su

Covered Bridges Half Marathon

13 mi
Jun
21
Su

Skip Matthews Memorial Run

4 mi
Jun
26-28
Fr - Su

Summer Spartan Death Race

Obstacle Run
Jun
26-27
Fr - Sa

Vermont Spartan Summer 24 Hour Hurricane Heat

Obstacle Run 24 hr
Jun
27-28
Sa - Su

Mount Sparta Challenge

Obstacle Run 2 mi
Jun
27
Sa

Cirque Series - Killington

Trail Run 8 mi
July 2026
Jul
4
Sa

Red, White, Blue 6.2

5 km 10 km
Jul
11
Sa

Goshen Gallop

Trail Run 5 km 10 km
Jul
12
Su

Mad Marathon

5 km 10 km Half Marathon Marathon
August 2026
Aug
1
Sa

Moosalamoo Ultra

Trail Run 14 mi 36 mi