Trail Running calendar near Waterbury 2025-2026

We have found 79 Trailruns within 80 miles of Waterbury. See below where and when you can find the races.

Forgotten Forest 9-Hour Ultra : May 16, 2026 The Forgotten Forest 9-Hour Ultra takes place at Roosevelt Forest in Stratford, CT (GPS address: 700 Peters Lane). The event is limited to 50 participants. Registration is final; there are no ref..

Event overview Run The Farm is a series of trail races held at Muscoot Farm in Katonah/Somers, NY (51 Route 100, Katonah, NY 10536). The event includes a 5 mile trail race and two age-group kids races (one for ages 7-12 and one for ages 2-6..

Event overview C'mon Armageddon is a trail race held May 17, 2026 in Norvin Green State Park, Old Jungle Habitat, 109 Airport Rd, West Milford, NJ. The event offers multiple race distances and registration opens on Mon. Nov 17, 2025. Awards..

June 2026

IronHike Series Spring '26 at Mohawk Mountain June 4 to 7, 2026 offers solo and team FlexRelay options with repeat climbs by day and night to amass mountain level elevation. Expect on course support and finisher medals.

Enjoy the Nipmuck South Trail Race in Mansfield CT, a 15.7 mile out and back along the Fenton River that winds through woods, fields and over small bridges. Organized by Shenipsit Striders, proceeds benefit local trail stewardship.

Manitou’s Revenge is a 53 mile ultramarathon through the Catskill Mountains on June 20, 2026, starting near Windham and finishing in Phoenicia. Expect about 15,000 feet of climbing, rocky technical trails and long stretches between aid stat..

Event overview The Centurion Ultra Trail Event takes place in Roosevelt Forest, Stratford, Connecticut on Saturday June 27, 2026. The main race challenges runners to complete 100 miles within a 33-hour limit. The field is limited to 50 part..

July 2026

Pinky’s Rock n Rolla is a unique 4-mile trail race held in Richmond Hill, New York, offering runners an authentic trail running experience on natural hiking trails rather than typical bridle paths or gravel roads. The course, located in For..

August 2026

Take on the Interstate 17 Trail Run, a 17 mile looped trail race at State Line Lookout with serious elevation and rugged technical terrain. Rocky scrambles, waterfalls and required loop check ins make this a scenic tough challenge.

Join the Stonington Cross Country 5K in Pawcatuck CT on Wednesday August 12 2026 for a free community race that blends one track loop, quiet campus roads and scenic trails. A children's 1/2 mile for ages 10 and under also finishes on the sc..

The Old Goat Track Club XC Classic will take place in Sutton on Sunday 23 August 2026. You can run between 5 and 5 kilometers.

September 2026

The Run for the Hills - Niantic will take place in Niantic on Saturday 12 September 2026. You can run 5 kilometers.

Run the scenic Shawangunk Ridge in Rosendale NY with 70 mile, 30 mile and half marathon trail options through cliffs, lakes and pine barrens. Minimally supported and self supported, the event is a true test of endurance and trail skill.

Push your limits at the Pawling 24 Hour Trail Festival in Lakeside Park Sept 19 to 20 with timed 3 to 24 hour loop races day or night. Enjoy a scenic loop, food, music and a welcoming runner community.

Wawayanda State Park in Hewitt NJ hosts a trail festival on September 19 and 20, 2026 with races from a kids mile to a 100 mile challenge, evening panels and free camping. Join a welcoming community supporting Bigger Than The Trail.

The Cat's Tail Marathon is a rugged 26 mile point to point trail through Slide Mountain Wilderness, summiting four Catskills High Peaks on steep, technical terrain with demanding descents. Limited entries support conservation and wild place..

The Moosup Valley 10K All Trail Race will take place in Moosup on Sunday 27 September 2026. You can run between 5 and 10 kilometers.

October 2026

The IronHike Endurance Series will take place in Cornwall from Thursday 1 October 2026 to Sunday 4 October 2026. You can run 152 miles.

November 2026

Run a scenic 13.1 mile trail half in Roosevelt Forest with eight laps on a marked loop, aid on every lap, awards and costume prizes, plus a book drive for local kids. All get a medallion and Athletic Brewing non alcoholic beer.