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
Sat
Paddlefest
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. mountainmanoutdoors.com

May
7
Sun
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. middleburymaplerun.com

May
19
Fri
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. mountainmanoutdoors.com

Jun
4
Sun
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?
https://www.bikereg.com/whiteface-mountain-16th-annual-uphill-bike-race

Jun
18
Sun
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. vermontsuntriathlonseries.com

Jun
24
Sat
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. http://www.longtrailcenturyride.com

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. vermontsuntriathlonseries.com

Jul
1
Sat
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. vermontgranfondo.com

Jul
16
Sun
Vermont Sun Triathlon
Jul 16 @ 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 August 13. vermontsuntriathlonseries.com

Jul
30
Sun
Colchester Triathlon
Jul 30 all-day

This triathlon lets your choose: either swim 500 meters or kayak 1.5 miles in Malletts Bay. Then bike for 12 miles along the waterfront and run 3 miles through Colchester neighborhoods. The event starts and ends at Bayside Park.

Aug
13
Sun
Lake Dunmore Triathlon
Aug 13 @ 8:00 am – 9:00 am

Starting at Branbury State Park, this triathlon includes a .9-mile swim, a 28-mile bike ride and a 6.2-mile run. vermontsuntriathlonseries.com

Vermont Sun Triathlon
Aug 13 @ 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. vermontsuntriathlonseries.com