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Running Calendar near Fitzwilliam 2025-2026

Monthly updates for Fitzwilliam

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

Explore the top running races near Fitzwilliam for 2025-2026! We've gathered 20 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
1
Th

New Year's Day Peanut Butter Chip Chase 5K

5 km
Jan
17
Sa

Fun Run/Walk 5K

5 km
February 2026
Feb
14
Sa

Heart & Soles 5K

5 km
May 2026
May
9
Sa

Tarc Wapack and Back

Trail Run 22 mi 43 mi 50 mi
May
16
Sa

Free Spirit 50k

Trail Run 50 km
May
17
Su

Runway 5k - Swanzey

5 km
May
23
Sa

Drummer Hill Trail Races

Trail Run 13 km 25 km 38 km 50 km
May
23
Sa

Gold Star Run for Honor

5 km 10 km
June 2026
Jun
6
Sa

Fitzwilliam to Troy Depot Day Cheshire Rail Trail Fun Run

Trail Run 5 mi
Jun
11
Th

Hollis Fast

5 km
Jun
27-28
Sa - Su

New England Spartan Event Weekend

Obstacle Run 5 km 10 km 4 hr
August 2026
Aug
1
Sa

Savage Race - Boston

Obstacle Run 3 mi 7 mi
Aug
2
Su

Greenfield Triathlon

Triathlon
Aug
23
Su

New England Green River Marathon

Marathon
September 2026
Sep
27
Su

Clarence DeMar Marathon

Half Marathon Marathon
October 2026
Oct
3
Sa

Friends of the Poor 5K

5 km
Oct
4
Su

Keene Family YMCA Fall Foliage Trail Race

Trail Run 5 km 10 km
Oct
10-11
Sa - Su

Midstate Massive Ultra Trail

Trail Run 50 km 50 mi 100 mi
November 2026
Nov
7-8
Sa - Su

The Hamsterwheel - New Boston, NH

Trail Run
Nov
21
Sa

Roadtown Turkey Trot

5 km