Trail Running calendar near Southington 2026-2027

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 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.

LIC Wellness Fest presents the Hurricane Fit Race on August 1, 2026 in Long Island City, Queens. The event runs a one block obstacle course with 20 obstacles and features live results, free finish photos, and on site wellness activities.

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.

A scenic 2.5 mile trail run and walk at Wildwood State Park on August 8, 2026 with online registration, personalized bibs if requested three weeks ahead, and proceeds benefiting the Friends of Wildwood State Park.

Tappen Brook 5K on August 9, 2026 in Bridgewater, CT is a 3rd annual trail race on the new Bridgewater Town Park trails, featuring packed-dirt paths, gentle hills and views of Lake Lillinonah. The event is organized by local land trust and..

Step Up for the Brave runs Aug 10–15, 2026 with 90 minute stair climb and walk challenges at Sacred Heart University plus a five day 40,000 step virtual challenge supporting veterans experiencing homelessness.