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Trail Running Calendar near Southwick 2026-2027

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Explore the top trail runs near Southwick for 2026-2027! We've gathered 10 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.

October 2026
Trail event at Mt. Tom State Park on October 24, 2026 offering 5k, 10k, 25k and a two person relay; proceeds support Kestrel Land Trust.
November 2026
A 10K trail loop in Bloomfield CT on November 1, 2026, on technical single track in Penwood State Park with a three hour cutoff and proceeds supporting NAMI.
A fundraising 5K at Riverside Park supporting Riverfront Recapture's Community Rowing Program with running, rowing, and erg events.
An accurately measured 8K cross-country race at the MDC Reservoir Complex in West Hartford with gravel, trails and fields and USATF sanction pending.
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.
A family friendly 5k trail run and fun walk at Chesterfield Gorge with handmade hat prizes, cookie medals and a community potluck supporting Hilltown Land Trust.
April 2027
A 6.55 mile race at West Hartford Reservoir on April 10, 2027, run as two 3.275 mile paved loops with chip timing and a 150 runner limit.
Trail races in Bloomfield CT at Penwood State Park offering 50K or 17K on rocky single track and double-track loop courses.
Trail event in Hadley MA on April 25, 2027 with a 5K and a one mile Mushroom Mile, on-campus trails, a virtual 5K option, and proceeds to The Hartsbrook School.
June 2027
Point-to-point trail event on the New England Trail offering 112-mile and 50-mile routes to Guilford, CT, with self-supported crews and route navigation required.
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