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Trail Running calendar near Windsor 2025-2026

We have found 43 Trailruns within 80 miles of Windsor. See below where and when you can find the races.

Groton Town Forest Trail Races

Groton - 75 mi from Windsor

Run scenic, rooty trails in Groton Town Forest on October 4 with 9.5 mile and 3.4 mile options through rolling hills and rocks. Limited to 250 runners with refreshments and awards.

Midstate Massive Ultra Trail

New Ipswich - 61 mi from Windsor

Run the Midstate Massive Ultra Trail on October 10 to 11, 2026 across central New England, a UTMB Index point to point ultramarathon along the Midstate Trail. Choose 100 mile, 50 mile or 50K courses that wind through mountains, fields and r..

Mohawk Mountain Race

West Cornwall - 47 mi from Windsor

Run the Mohawk Mountain Race at Mohawk Ski Area in Connecticut on Oct 12 with distances from 5K to marathon and rolling trails through Mohawk State Forest. Expect big climbs, rugged singletrack, aid stations and a finisher medal.