Events Calendar

Welcome to the VT Sports calendar of regional outdoor events.

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

May
5
Sun
Middlebury Maple Run
May 5 2019 @ 9:00 am – May 5 2020 @ 1:00 pm
Middlebury Maple Run
USATF-certified half marathon and 2-person relay, and a 3-mile fun run. Beautiful, scenic routes with views of the Green Mountains and Adirondacks. 50/50 mix of paved and dirt roads for the half marathon, all paved for 3-mile fun run. Well organized, great t-shirts, live music on course from Middlebury College student bands, post-race pancake breakfast with Vermont maple syrup. New for 2019—prize money and age group awards for the fun run. One of New England’s “must do” races.
Jun
1
Sat
New Mountain Biking at Mont Sutton @ Mont Sutton
Jun 1 @ 9:00 am – Nov 3 @ 4:00 pm
New Mountain Biking at Mont Sutton @ Mont Sutton

Come have fun in the 30 km of cross-country mountain biking trails offered by Plein air Sutton / MTB. There will be for everyone’s tastes: from beginners to experts trails! Discover the trail map.

The project’s long-term aim is to offer distinctive and original trails that emphasize the protection of the terrain as well as the originality of the points of interest. The members of the NPO at the root of the project have practiced mountain biking elsewhere in Quebec, in Vermont, in British Colu

Jul
1
Mon
@ Stratton Mountain Resort
Jul 1 @ 6:00 am – Nov 1 @ 8:00 pm
 @ Stratton Mountain Resort
Pickleball is a paddle sport for all ages and ability levels. A fun sport combining elements of tennis, badminton and table tennis. It is played with a paddle, plastic ball with holes in it and can be played as doubles or singles. Four courts available. Price: $5.00 + tax per person, $25.00 + tax for 60 minutes outdoor court. Call 802-297-4230 to reserve a time.
Sep
14
Sat
Fall Festival at Mont Sutton @ Mont Sutton
Sep 14 @ 2:20 pm – Oct 14 @ 3:20 pm
Fall Festival at Mont Sutton @ Mont Sutton
During five weekends, from September 14th to October 14th, 2019 come take in autumn and all its beauty at the Mont SUTTON Fall Festival!

Our calendar of activities will delight the whole family, as well as hiking, nature and even ski enthusiasts! Come out and take full advantage of the fall season, take in some fresh air, and enjoy the stunning views the Eastern Townships have to offer at the Mont SUTTON Fall Festival!

Sep
20
Fri
2019 Wine and Harvest Festival
Sep 20 @ 5:00 pm – Sep 22 @ 5:00 pm
Set in the backdrop of our world renowned Vermont fall foliage,
attendees of the 10th Annual Vermont Wine & Harvest Festival
will discover, savor and enjoy Vermont vintners, small specialty food producers, chefs, painters, publishers, cheese makers, potters, jewelers, photographers and farmers.
Sep
21
Sat
The Red Line Scramble @ Magic Mountain Ski Area
Sep 21 @ 9:30 am – 11:00 am
The Red Line Scramble @ Magic Mountain Ski Area

“Because misery loves company”
A point-to-point foot race up the Red Line ski trail
Approximately 1 mile, 1500 foot vertical
Day-of registration: Base lodge, ends 30 minutes before race start
Fees: pre-reg $25, day-of $35
Overall awards, ATRA member

Peacham Fall Fondo
Sep 21 @ 10:00 am – 5:00 pm
Peacham Fall Fondo
Join Professional Cyclist Ian Boswell on his home roads in and around Peacham for a fun, 50-mile ride presented by Wahoo. Enjoy foliage season with the notorious apple pie rest stop, local craft beer and food from Woodbelly Pizza and Genuine Jamaican after the ride (food included). This year’s silent auction includes prizes from Wahoo, Oakley, Cabot, Smyth Adventureworks, Perfect Storm and more! NEW this year is the 5$5K ride — a kid and family friendly 3-mile loop for $5 (food not included).
Sep
22
Sun
Trapp Cabin 5km, 10km and 1/2 Marathon Trail Race @ Trapp Family Outdoor Center
Sep 22 @ 9:00 am – 2:00 pm
Trapp Cabin 5km, 10km and 1/2 Marathon Trail Race @ Trapp Family Outdoor Center
Join us for this idyllic 5km, 10 km or 1/2 Marathon trail run! Beginning and ending in the Trapp Family Lodge Meadow, the races wind through 800 vertical feet of idyllic forest, bubbling streams, and wildflowers. The races follow a dirt road briefly before merging with double track cross-country trails. Come with friends and family to race, walk, or volunteer! All proceeds benefit Friends of Stowe Adaptive Sports. Find us on Facebook: https://www.facebook.com/events/358672181714951/
Harpoon Flannel 5K
Sep 22 @ 10:00 am – 2:00 pm
The Harpoon Flannel 5k kicks off in Windsor, VT on Sunday, September 22nd, 2019 at 10:00 AM! Enjoy a scenic, foliage filled 5k course that starts and ends at Harpoon Brewery. Post-race, we’ll have a flannel-themed party with fresh Harpoon beers, a light lunch provided by North Country Smokehouse, live music from the local band Hot Flannel, games and more! Grab your favorite flannel and join us as we celebrate all things fall! Net proceeds will go to The Friends of Norris Cotton Cancer Center.
Sep
28
Sat
Hungry Lion Bike Tour
Sep 28 @ 8:00 am – 5:00 pm
5, 35, 50, 75 mile road bike rides, as well as a 25 mile gravel grinder through Southern Vermont and Western Massachusetts. Sag wagon and rest stop supported as well as a post ride barbecue. This great foliage ride is a benefit for the local Lions Club holiday food program. Raffles, live music and “ elevator “support help to make this an outstanding event in it’s eighth season.
She Casts- A Women’s Fly-Fishing Weekend
Sep 28 @ 8:00 am – Sep 29 @ 5:00 pm
She Casts- A Women's Fly-Fishing Weekend
The program will be hosted by our Orvis Endorsed Lodge, the Woodstock Inn & Resort and taught by resident guide, Chandra Anderson at Suicide Six and surrounding waters. Whatever your ability level, Ms. Anderson will guide you through an intensive Two-Day Program that will teach you everything from Fly Fishing basics to more advanced tactics and skills. All Orvis equipment and gear will be provided.
$449, plus lodgingSign up: fish@woodstockinn.com, 802-457-6661; Lodging: 866-283-4001
Poultney Chilli Cook-Off 5K
Sep 28 @ 9:00 am – 11:00 am
Poultney Chilli Cook-Off 5K

Come out and enjoy the start of fall with a 5K run/walk through Poultney, VT. After the race you will be lured onto the main street with the amazing aroma of chile simmering in pots as contestants vie to win the 30th annual Chili Cook-off blue ribbon!