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Trail Running Calendar near Southington 2026-2027

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Explore the top trail runs near Southington for 2026-2027! We've gathered 27 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.

November 2026
Nov
26
Th

Roxbury Thanksgiving Day Charity Race

Trail Run 3 mi
A ninth annual charity 5K in Roxbury, Connecticut on November 26, 2026, with a 3.1 mile out-and-back course near Everett B. Hurlburt Community Park. Proceeds support local ambulance and scholarship funds and a food pantry collection.
Nov
28
Sa

ODO Gobbler Run & Ruck

Trail Run 5 km 5 mi
Off-road 5 km and 5 mile run plus a 5 km ruck in South Glastonbury on November 28, with a kids fun run and a post-event chili, s'mores and brewery beverages.
December 2026
Dec
5
Sa

Tower Tag Challenge

Trail Run 3 mi
Test your endurance at Sleeping Giant State Park by completing as many 3.3 mile loops as possible in 4 or 8 hours on the scenic Tower Trail.
April 2027
Apr
4
Su

Sleeping Giant Trail Runs

Trail Run 25 km 50 km
Trail races on a 25K loop at Sleeping Giant State Park featuring technical singletrack, steep rock scrambles, and an optional second loop for the 50K.
Apr
17
Sa

Traprock 50

Trail Run 17 km 50 km
Trail loop races at Penwood State Park in Bloomfield CT offering 17K and 50K on rocky single-track and double-track, organized by the CT Trailmixers.
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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