Southington
Trail Running Calendar near Southington 2026-2027
Explore the top trail runs near Southington for 2026-2027! We've gathered 25 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.
September 2026
A 56 mile group run along the Farmington Canal Heritage Trail from West Suffield to New Haven on September 12, 2026, fundraising for Mental Health Connecticut with mostly self support.
A community trail event at Ives Farm featuring a 5K trail race, a team relay for elementary students, a free kids Pumpkin Dash, and family fall activities.
A 5K trail run at Winding Trails in Farmington on the designated course around Walton Pond, with registration from February 20 to September 20 and a $35 fee; overall and age-group awards plus a prize for the first local finishers.
Trail races in Burlington CT on September 26, 2026 offering 8K and 5K routes on varied single and double track through Tunxis Trail landmarks.
October 2026
A veteran-run series of elevation-based mountain endurance events at Mohawk Mountain CT and Amicalola Falls GA, offering seven solo and team formats from 12 to 84 hours.
Trail races at Mohawk Mountain Ski Area on October 11, 2026 offering 5K, 10K, Half Marathon and Marathon over steep ski slopes and forest trails.
A 3.5 mile trail run and walk on the scenic, flat Mill Pond Trail at Woodtick Recreation in Wolcott CT on October 17, 2026. Tiered online registration is available and a post-event meal is included with registration.
A community 5K in Bolton, CT on 10/17/2026 along the Hop River rails to trails, with a $30 entry donated to Project Purple to support pancreatic cancer awareness.
Trail 5K and a kids one mile fun race on a 33 acre campus in Middlefield CT with breakfast treats and finisher medals.
An off road 50K from Guilford Lakes School through rocky forest roads and single track, with aid stations, time cutoffs, and staggered entry fees.
November 2026
Timed trail running on a 4 mile loop at Gurski Farm in Brookfield CT with 8 hour and 4 hour options plus a new 5K Canicross for 2026.
10K trail race in Bloomfield, CT on Nov 1, 2026 featuring technical single-track on the Metacomet Trail and proceeds partly to NAMI.
A 5K fundraiser at Riverside Park offering run, walk, erg and rowing options to support Riverfront Recapture's community rowing program.
Trail races at YMCA Camp Sloper offering a 400-minute loop event and a 4-mile two-lap race on a roughly two-mile wooded course with one main aid station.
An accurately measured 8K cross-country race at the MDC Reservoir Complex in West Hartford with gravel, trails and fields and USATF sanction pending.
Inaugural 5K at Southington High School on November 22, 2026 supporting Southington Track & Field, with a campus course and a Kid's Fun Run.
A Thanksgiving trail event at Scoville Reservoir with a 3.5 mile run or walk, chip timing, post-race yoga, swag, and proceeds supporting the Endometriosis Foundation of America.
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.