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Trail Running Calendar near Westfield 2025-2026

Explore the top trail runs near Westfield for 2025-2026! We've gathered 32 exciting races in the area. Check out our detailed list below to find your next local race.

January 2026
Jan
4
Sunday

Brian Aselton East Hartford 5K

5 km
Jan
11
Sunday

HTC Winter Series Barkhamsted 17 Mile

9 mi 17 mi
March 2026
Mar
14
Saturday

HTC Winter Series Simsbury 10K

10 km
Mar
22
Sunday

Annual Johnny's Jog for Charity 5K

5 km
Mar
28
Saturday

Bradley Road Race - 10K

5 km 10 km
April 2026
Apr
18
Saturday

Traprock 50

Trail Run 17 km 50 km
May 2026
May
3
Sunday

Runway 5k - Northampton

May
3
Sunday

Dandelion Dash

Trail Run 5 km
June 2026
Jun
7
Sunday

Ironman 70.3 Western Massachusetts

Triathlon
Jun
13
Saturday

Norbrook Farm Brewery Trail Festival

Trail Run 5 km 10 km 4 hr
July 2026
Jul
11
Saturday

Litchfield Hills Triathlon

Triathlon
October 2026
Oct
4
Sunday

Covered Bridge Classic

10 km
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