Upcoming Trail Running Races in Connecticut

Endurance Grid lists 8 trail running races in Connecticut, from October 2026 to June 2027 across 7 cities.

8
Races
7
Cities

Trail Running Races in Connecticut

The trail running race calendar in Connecticut is busiest in November, March, and June, with races most often in Stratford and West Hartford.

What trail running is

Trail running takes the sport off the pavement and onto dirt trails, singletrack, fire roads, and mountain paths. It’s quieter than a road race. Depending on the course, you might spend long stretches alone with the woods and your own breathing.

If you already run roads, trails are a natural next step, but they ask for different things: power on the climbs, control on the descents, and attention to every footfall. There’s a distance for every level, from a rolling trail 5K to 100-mile mountain ultras.

Frequently Asked Questions

How many trail running races are in Connecticut?
Endurance Grid's Race Calendar lists 8 upcoming trail running races in Connecticut across 7 cities, from October 2026 to June 2027.
What trail running distances are offered in Connecticut?
Trail running races in Connecticut include 2 Mile / 3K, 4 Mile, 5K, 8K / 5 Mile, Half Marathon, and Other distances.
When is trail running season in Connecticut?
Trail Running season in Connecticut runs spring through fall. Of the upcoming trail running races on Endurance Grid's Race Calendar, the most are in November and March.
Which Connecticut cities have trail running races?
Trail running races in Connecticut are held in Stratford, Hamden, Mystic, Thompson, West Hartford, Wolcott, and Woodbridge.

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