Trail Running calendar near Norfolk 2026-2027

A third annual cross country event in Warwick, NY on July 25, 2026 featuring a 5k mass start race and a free 400 m kids dash where all youth finishers receive a ribbon.

Test your endurance at Soapstone Mountain with a five point five mile circuit featuring six mountain ascents. Run through rocky trails and finish at the mountain tower in Shenipsit State Forest.

Experience the wooded trails of the historic Ward Pound Ridge Reservation in New York. This event offers 25K, 50K, and 50 mile distances featuring a mix of technical singletrack and runnable carriage roads.

Experience an obstacle course with over a dozen mud pits at the 508 INTL Adventure Sports Center. Enjoy a non competitive environment featuring music, food, and a festive atmosphere for both participants and spectators.

An eight hour track ultramarathon at Clapp Park in Pittsfield, MA, run on a certified 0.355 mile dirt and cinder loop with lap counting, midrace direction change, bottle drop aid station, awards, and proceeds benefiting the AYJ Fund.

The Running Wild at Wildwood Trail 2.5 Mile Trail Run/Walk will take place in Wading River on Saturday 8 August 2026. You can run 3 miles.

The third annual Tappen Brook 5K in Bridgewater, CT, uses newly opened trails through Bridgewater Town Park with packed dirt and natural paths and views of Lake Lillinonah. Participants receive a race-day gift and top finishers earn prizes.

A community eight hour trail event of roughly 5K loops at Crandall's Park in Tolland, CT on August 15, 2026. The day includes a potluck, raffles per loop with prizes, and a 50th anniversary gift for runners who complete at least one loop.

Trail races at Fahnestock State Park near Cold Spring NY offer three distances on mixed runnable dirt roads and technical single track. Multiple aid stations and a post race meal are provided and proceeds support park conservation.

Experience a rolling cross country run through the forests and meadows of the Landis Arboretum. This sanctioned 5K race offers views of the Schoharie Valley and access to scenic trails and gardens.

A chip timed 5K at Brimfield Winery on August 15, 2026 featuring a mostly grass cross country style course and a post-race pour of wine. Registration opens February 20 and the fee is $30.

Experience the beauty of the Catskill Mountains at this zero carbon event featuring a 25K trail run and an 8K ski slope course. Both distances are open to runners and hikers looking for significant elevation gain and mountain views.

A 6 hour loop ultra and a 4.2 mile memorial run at Jug End State Reservation in Egremont, MA on August 22, 2026. The 4.2 mile trail runs through woods, fields and an apple orchard with about 830 feet elevation per lap.

This 4-mile trail run in Schenectady Central Park uses a flexible time trial format. All proceeds support addiction recovery services, honoring a personal legacy. A pre race stretching session is included.

Trail races at Thacher State Park on August 23, 2026, with 10K, half marathon, marathon, and 50K options that share the same opening 10K loop. The event is cupless with multiple aid stations and race day packet pick up.

Experience a classic 5k cross country race through the scenic fields of Waters Farm in Sutton. Join the USATF New England Grand Prix season opener on a spike friendly course with both open and masters divisions.

A 6.5 mile trail race at Westmoreland Sanctuary in Mount Kisco on August 23, 2026, with start and finish at the Fox Lane High School campus and a non-perishable food collection for the Mt. Kisco Food Pantry.

Traverse the scenic ski slopes and forest trails of Wachusett Mountain in this timed event featuring loops from 7 to 28 miles. Earn a finisher medal within 10 hours and enjoy a post trek party at the mountain base.

A family friendly 5k obstacle race at Stratford Short Beach on September 5, 2026, featuring more than 18 obstacles with sand and water elements. The event raises funds for Sterling Community Center programs and supports team and individual..

Experience a scenic 3.3 mile trail run or hike through the Oswegatchie Hills Nature Preserve. Support local land conservation while enjoying a timed course around Clark Pond followed by an awards ceremony with refreshments.