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Trail Running Calendar near Middlefield 2026-2027

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Explore the top trail runs near Middlefield for 2026-2027! We've gathered 23 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.

April 2027
Apr
17
Sa

Traprock 50

Trail Run 17 km 50 km
Looped trail event in Bloomfield CT featuring technical Metacomet Trail single track, with 50K and 17K options and a cupless aid approach.
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
22
Sa

Run Ragged Last One Standing

Backyard Ultra 3 mi
A Last Person Standing trail race on Ragged Mountain near Berlin CT with repeated 3.11 mile loops, a 55 runner field, and proceeds supporting local trail organizations.
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