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Trail Running Calendar near Wallingford 2026-2027

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Explore the top trail runs near Wallingford for 2026-2027! We've gathered 24 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.

May 2027
May
15
Sa

Camp Mountain Laurel Color Run & Trail Run

Road Race Trail Run 5 km
Family Color Run plus a 5K trail run and 5K trail walk at Camp Mountain Laurel in Hamden on May 15, 2027, with pre-registration benefits and on-site registration.
May
15
Sa

Forgotten Forest Ultra Run - Stratford, CT

Backyard Ultra 2 mi
A nine hour timed trail ultra on a 2.2 mile loop through Roosevelt Forest in Stratford, CT. Entry is limited to 50 participants and awards go to the runners with the most miles by the race end.
May
22
Sa

Run Ragged Last One Standing

Backyard Ultra 3 mi
A Last Person Standing trail race on Ragged Mountain in Berlin, CT using repeat one-hour 3.11-mile loops until one runner remains; field limited to 55.
June 2027
Jun
12
Sa

Gaylord Gauntlet

Obstacle Run 5 km
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