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Trail Running Calendar near South Windsor 2026-2027

Monthly updates for South Windsor

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

Explore the top trail runs near South Windsor for 2026-2027! We've gathered 21 exciting races in the area. Check out our detailed list below to find your next local race.

May 2026
May
2
Sa

Chocolate Truffle Shuffle 5K Trail Run

Trail Run 5 km
May
9
Sa

Spring Fling 600

Trail Run Backyard Ultra 6 mi 600 min
May
17
Su

Soapstone Mountain Trail Races

Trail Run 6 km Half Marathon
May
17
Su

Running Battles Trail Race

Trail Run 4 mi
May
17
Su

Somers Summer Series

Trail Run 5 km
June 2026
Jun
5
Fr

Connecticut Ultra Traverse (CUT112)

Trail Run 50 mi 112 mi
Jun
7
Su

Run for RMC

Trail Run 5 km
Jun
13
Sa

Norbrook Farm Brewery Trail Festival

Trail Run
Jun
14
Su

Nipmuck South Trail Race

Trail Run 5 km 16 mi
Jun
20
Sa

Summer Solstice Trail Run

Trail Run 3 mi 5 mi 8 mi
July 2026
Jul
10
Fr

Rails-to-Trails 5K - East Hampton

Trail Run 5 km
Jul
19
Su

East Granby 1 Miler

Trail Run
Jul
26
Su

Soapstone Assault

Trail Run 6 mi
August 2026
Aug
15
Sa

Shenipsit Striders Fatass

Trail Run 5 km
Aug
15
Sa

Brimfield Wine Run 5K

Trail Run 5 km
September 2026
Sep
12
Sa

Cross-Connecticut Run for Mental Health Awareness

Trail Run 56 mi
Sep
20
Su

Farmington River Run 5K Trail Race

Trail Run 5 km
October 2026
Oct
4
Su

Nipmuck Trail Marathon

Trail Run 26 mi
Oct
24
Sa

Mt. Tom Trail Race

Trail Run 5 km 10 km 25 km
November 2026
Nov
21
Sa

Fall Fling

Trail Run 4 mi 400 min
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