Trail Running calendar near Ripton 2026-2027

Join the Millstone Madness Snowshoe Race on Feb 7 in Websterville VT for a scenic 3 mile loop around old granite quarries on single and double track trails. Snowshoes are required; enjoy friendly competition, prizes, warming fire and raffle..

Join the Frigus Snowshoe Festival at Moreau Lake State Park for fun snowshoe races from a kids mile to a 60K on scenic winter trails. Snowshoes are required and all finishers get medals while top racers earn awards.

Runamuck 50K is a rugged trail ultramarathon around South Pomfret, Vermont, weaving hilly dirt roads and scenic backcountry. Expect changeable weather and a true test of endurance on this challenging 50K course.

Run or walk the Ledge Rock Hill Wine Run 5k at Ledge Rock Hill Winery in Lake George on Sunday May 17 2026, a scenic vineyard course welcoming all paces. Enjoy a T shirt, collapsible wine glass and finisher medal while supporting Nik's Wish..

Infinitus is a multiday endurance festival May 21 to 30 in Ripton, Vermont, with distances from 9 miles to 551 miles. Tackle a marathon or join an epic ultrarunning challenge amid scenic Green Mountain forests.

Run the Sunapee Scramble in New Hampshire on June 7, 2026, a tough 9.2 mile mountain course with 3,250 feet of climbing. As the USATF National Classic Mountain Championship, it also selects the US Classic Up and Down Mountain Running Team.

Race the Cirque Series at Cannon Mountain on June 13, 2026, a rugged 6.9 mile climb to the 4,031 foot summit with 3,080 feet of gain. Expect rocky, steep trails and sweeping views on this demanding mountain course.

Run scenic loops around Trapp Family Lodge on June 20 in Stowe Vermont with 25K and 50K options. Wide hard packed trails wind through pastures and hardwood forest with well stocked aid stations for a scenic, challenging race.

Tackle 8.2 miles and 3,010 ft of climbing at the Cirque Series Killington on June 27, 2026, a steep, technical loop that visits three resort peaks and finishes at the K1 Lodge. Expect rocky, grassy trails and a brutal Needle's Eye climb.

Mountain races at Whiteface Mountain Ski Resort on July 4, 2026 featuring one- and two-loop alpine courses, a steep Vertical K, and a short Kids Klymber, all on utility roads and alpine slopes with on-course aid stations.

Celebrate July Fourth with the Freedom Run in Newport and Derby, a run or walk along gravel paths and wooded trails. Pick a distance up to a half marathon, enjoy post run ice cream and watermelon, and support NAMI Vermont.

Tackle scenic trail and gravel road courses through the Moosalamoo area of Green Mountain National Forest with sweeping views from Hogback. Choose 5K or 10K and support the Blueberry Hill Outdoor Center while enjoying a friendly community r..

UltraTrax Gore Mountain is a forest to summit timed trek in North Creek, NY on July 19, 2026 offering looped distances of 7, 14, 21, and 28 miles. Participants can add a weighted vest, follow well marked mountain trails, and have ten hours..

Celebrate the 10th anniversary Ragged 75 around Lake Sunapee, a three stage trail challenge of about 75 miles with 15,500 ft of climbing, or tackle the one day 50k of roughly 33 miles. Camp by the lake, race rugged trails and push your limi..

Run rugged singletrack to Mount Moosalamoo in Goshen Vermont with Lake Dunmore views, choosing 14 mile or 36 mile distances that test your climbing legs. Entry includes a shirt, postrace meal, finishers award and primitive camping.

The Slate Valley Scramble will take place in Poultney on Saturday 8 August 2026. You can run between 8 and 13 miles.

Jigger Johnson Ultras offers rugged, technical trail races in New Hampshire's White Mountain National Forest, August 14 to 16, 2026. Choose 20, 50 or 100 mile routes that test navigation, endurance and reward big mountain views.

The Triple Dam 10k will take place in Weathersfield on Sunday 23 August 2026. You can run 10 kilometers.

Join the Black Bear Trail Races in Waterville Valley on Aug 29, 2026. Distances range from a rugged 50K with big climbs to a family friendly 1 mile fun run on beautiful single and double track trails.

A timed walking and trekking event on Cannon Mountain in Franconia, NH with 7, 14, 21, and 28 mile loop options across forest, rocky scrambles, and ridgelines. Optional weighted vests are allowed and finishers within 10 hours earn patches o..