Trail Running calendar near Wolcott 2026-2027

Trail races of 60K, 30K and 15K take place at Red Wing Recreation Area in Lagrangeville NY. The 60K is four laps of a 15K loop with about 6500 ft of climb and on-course aid stations and post race food.

A five-race Monday evening cross country series at Wickham Park in Manchester CT, the 35th edition features roughly 2.4 to 2.6 mile courses, a discounted full-series entry, and proceeds supporting the Manchester High School Shoe Fund.

Part of the Shawangunk Runners summer series, this week features a 4.7 mile Undercliff Overcliff loop plus kid races, held at Trapps Bridge with parking at Mohonk Preserve West Trapps and no registration fee.

Notchview Ultra in Windsor, MA runs July 10 to 13, 2026 and offers multiple timed and distance events from 6 hours to 100.7 miles. The race uses a groomed 1.9 mile perimeter loop with an aid station and on-site amenities.

A point-to-point 5K run starting at the Connecticut Draft Horse Rescue and finishing at the Old Home Days grounds, featuring a shaded two-mile section on the Air Line Trail, shuttle transport to the start, evening bib pickup, and pre-regist..

Experience a unique four mile trail race through the historic Forest Park in Queens. Run along naturally carved glacial terrain and pine groves with your dog to support a local animal rescue organization.

A timed loop trail race at Putnam Memorial State Park on July 11, 2026. Runners repeat a 1.776 mile loop on carriage roads and short singletrack in 12, 6, or 3 hour formats.

Experience a midweek evening trail run through the diverse terrain of Bowdoin Park. This 5 mile race features a mix of grass and rocky trails with awards for top finishers and a food drive for the local pantry.

A memorial 5K run and walk at Owen Bell Park in Dayville CT that raises funds for a scholarship for Killingly Ag-Ed seniors. The day includes a 5K, a walk, and a kids fun run on off-road paths with possible trip hazards.

A 1 mile out and back on the Farmington Canal Heritage Trail with a crushed gravel surface and hand timing. Held July 19, 2026 in East Granby in two waves with limited parking; proceeds benefit charities.

Two trail-focused races at Beartown State Forest in Great Barrington, MA: a 5-mile loop around Benedict Pond and a roughly 13.5-mile half with significant climbing and technical terrain. The event is cupless with limited parking and shuttle..

Part of the Shawangunk Runners summer series since 1974, the Blueberry Run in Kerhonkson features a 4.1 mile loop around Lake Minnewaska plus shorter kids races, with parking at Minnewaska State Park and no registration fee.

A third annual cross country event in Warwick, NY on July 25, 2026, featuring a mass-start 5k and a non-timed 400 m Kids Dash with finishers ribbons.

A trail race at Soapstone Mountain in Somers, CT featuring a 5.5 mile loop with six ascents, a cupless water stop, a 50 runner cap, and course sections that can be steep and rocky; organized by the Shenipsit Striders.

A trail running event at Ward Pound Ridge Reservation offering 25K, 50K and 50M courses across wooded singletrack and carriage roads with runnable sections, ridge views, aid stations, and GPX course files.

Muddy Dash Boston is a family-friendly 5K mud run at 508 INTL Adventure Sports Center on August 1, 2026, with obstacles, mud pits and slides, plus a pre-party and an after-party with music and food.

A 7-mile USATF sanctioned trail race in Barkhamsted, CT on 08/01/2026. Registration runs 05/03/2026 to 07/31/2026 with a $20 fee and no race day registration; results posted online by Greystone Electronics.

A community cross country meet at Stonington High School offering a 5K and a children's 1/2 mile. The course mixes track, quiet campus streets, trails, grass, and finishes back on the track.

Experience a technical seventeen mile trail run along the Hudson River cliffs with over five thousand feet of elevation change. High endurance is required for this rugged course featuring boulder scrambles and scenic river views.

An eight hour track event at Clapp Park in Pittsfield with a virtual option, chip timing, on course bottle drop aid, and age division awards. Proceeds support the AYJ Fund and several discount codes are available.