Events Calendar

Welcome to the VT Sports calendar of regional outdoor events.

If you would like have your event featured in our print and online calendars Submit Here.

May 6 – May 7 all-day

Test the newest canoes, kayaks and stand-up paddleboards at the largest on-water sale in the east. Attend water-sport-related clinics, demos, lectures and classes, and enjoy food and fun for the whole family.

Middlebury Maple Run
May 7 @ 9:00 am – 10:30 am

Middlebury hosts its signature springtime half marathon, starting and finishing at Porter Medical Center near downtown Middlebury. An additional 3-mile fun run is new this year.

Adirondack Paddlefest
May 19 – May 21 all-day

Test the newest canoes, kayaks and stand-up paddleboards at the country’s largest on-water sale. Attend water-sport-related clinics, demos, lectures and classes, and enjoy food and fun for the whole family.

16th Annual Whiteface Mountain Uphill Bike Race
Jun 4 @ 8:00 am – 12:00 pm

Challenge yourself to 11 miles of hardcore uphill-pedaling punishment to the ultimate finish line, a breathtaking 360 degree panoramic view of the Adirondacks, New England and Canada! This course climbs 3,500 feet up the scenic Whiteface Mountain Veterans Memorial Highway, New York’s 5th highest peak! Are you up for the challenge?

NH-VT Covered Bridge Half Marathon and Relay
Jun 17 @ 9:00 am – 12:00 pm

The race route features a beautiful, mostly flat, looped course that starts & finishes in Colebrook NH. Runners enter Vermont for 6.3 miles, then cross back on the historic Columbia Covered Bridge to cover the last 6.8 mi in NH.
Event categories include: Individual, 2 person & 4 person relays & the free Healthy Kids Half Marathon. Millennium Running provides online registration and bib chip timing. Medals to all finishers. Finish Line festivities include Bluegrass band, free massages to runners, food and award ceremony.

Vermont Sun Triathlon
Jun 18 @ 8:30 am – 12:30 pm

Vermont Sun in Middlebury organizes their annual triathlon series with a 600-yard swim, a 14-mile bike ride and a 3.1-mile run on the shores of Lake Dunmore. Event repeats on July 16 and August 13.

7th Annual Long Trail Century Ride
Jun 24 @ 7:00 am – 6:30 pm

The Long Trail Century Ride to benefit Vermont Adaptive is an event established by Vermont Adaptive Ski and Sports, with Long Trail Brewing returning for a sixth year as the title sponsor plus main sponsor Killington Resort and many local businesses in the Killington region. 100-, 60- and 20- routes are available. The goal of the annual event is to enjoy the beauty of Vermont through cycling all while raising funds for the state’s largest nonprofit organization committed to providing sports and recreation to people with disabilities.

Catamount Ultra 25/50k Trail Race
Jun 24 @ 7:00 am – 4:00 pm

The Catamount Ultra Marathon starts and finishes at Trapp Family Lodge outside of Stowe, VT. The 25K course is primarily wide, hard-packed dirt trail. The course rolls through highland pastures and hardwood forest complete with maple sugar tap lines in place and ready for the spring “run.” Our course circumnavigates the incredibly well maintained and protected Trapp Family Lodge trail system at the foot of Mount Mansfield, Vermont’s highest peak.

Lake Dunmore Triathlon
Jun 24 @ 8:30 am – 12:30 pm

Starting at Branbury State Park, this triathlon includes a .9-mile swim, a 28-mile bike ride and a 6.2-mile run. Event repeats August 13.

Vermont Gran Fondo
Jul 1 @ 8:00 am – 2:00 pm

This non-competitive race offers three options: the Gran Fondo, a 108-mile race that traverses the Appalachian Gap, Lincoln Gap and Middlebury Gap; the Medio Fondo, a 67-mile race that includes Lincoln and Appalachian Gaps, and the Picollo Fondo, a 39-mile race that includes over 2,900 feet of climbing.

The Prouty
Jul 6 – Jul 7 all-day

The Prouty Ultimate invites cyclists to a two-day 200-mile ride, starting and ending in Hanover, New Hampshire with the course looping through Vermont. Walkers, rowers and golfers are also invited to challenge courses of varying lengths. Proceeds are donated to Dartmouth-Hitchcock’s Norris Cotton Cancer Center.

Farm to Fork Fondo
Jul 15 – Jul 16 all-day

“Green Mountains, quaint villages, quiet meandering roads, fresh and fantastic local foods–this is Vermont, the heart of the small farm movement.” The Farm to Fork Fondo offers five levels of rides, from the Gran Fondo (100 miles) to the Kids’ Mini Fondo. Each on-farm aid stop features chef-prepared treats made from farm-fresh ingredients. Visit for more details.