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Trail Running Calendar near Forest Park 2026-2027

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Explore the top trail runs near Forest Park for 2026-2027! We've gathered 12 exciting trail runs in the area. Check out our detailed list below to find your next local trail run.

August 2026
An eight hour, free trail running event in Tolland, CT with an approximately 5K loop, food at Crandall's Pavilion, a potluck format, and a donation jar.
A chip-timed 5K run/walk at Brimfield Winery on a two-lap grass course with hills, race swag, a wine pour, and age group awards; a one-lap 1.5 mile division is available.
September 2026
Charity 5K run and 1.5 mile walk in Huntington MA on a mixed pavement, field and trail course that finishes at Littleville Dam.
A noncompetitive fundraising group run along the Farmington Canal Heritage Trail covering about 56 miles from West Suffield to New Haven with a 14-hour cut-off.
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.
October 2026
A 26.4 mile trail marathon in Ashford CT on October 4, 2026 with a two person relay option and a course of rocks, roots, mud, and wood bridges.
Join the annual Run Stanley event at Stanley Park for a variety of trail races including a 5K K9 run and an accessible 1 mile stroll. Support local wildlife sanctuary maintenance while enjoying a community day in the park.
A fall trail race at Mt. Tom State Park on October 24, 2026, with single and relay options from 5k to 25k on rugged single-track terrain. The event supports Kestrel Land Trust and includes aid stations, medical crews, and awards.
November 2026
Trail 10K in Bloomfield CT on Nov 1, 2026 honoring Kevin Hutt, run on rocky single track in Penwood State Park with proceeds partly to NAMI.
March 2027
A roughly 16 mile out and back on the Nipmuck Trail in Union CT with minimal aid stations, blue blazes, and proceeds supporting local trail stewardship.
April 2027
Trail ultramarathon in Bloomfield CT with 50K and 17K loop options on technical single track and rocky forest roads; cupless event with a nine hour cutoff for the 50K.
June 2027
Point to point trail running on the New England Trail with 112 mile and 50 mile options, requiring self support and crew assistance along a blue blazed unmarked route.
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