July 14-16, 2017 Friday: Estate Tasting, 6:00-8:00 p.m., Killington Peak Lodge Enjoy a scenic gondola ride and kick off the Killington Wine Festival Weekend in style at the Killington Peak Lodge for an exclusive wine tasting. Meet the vintners and representatives behind the weekend's wines and take in the best views in Vermont. Estate &…

Craft your perfect weekend this Autumn with a weekend getaway to Killington for hay rides, haunted bounce house, pumpkin hoisting, craft beer and more! Stay tuned for more information. October 8-9, 2016 Website: https://witchcraftbeerfest.com/

The summer season officially gets underway Memorial Day weekend when hundreds of cycling enthusiasts from throughout the Northeast converge on Killington for three days of professional bike racing. Following are the highlights of the summer schedule:

Killington Boot Camp Race to the Peak August 20, 2016 Experience summer in Killington at the Killington Boot Camp Race to the Peak. The race includes a 5K course from Snowshed Lodge to the Peak Lodge of Killington Resort. Hike or run to the second highest peak of Vermont’s Green Mountains. This challenging 5K hike/run…

Reebok Spartan Race September 17-18, 2016 If you have tried trail races, mud runs, tough mudder runs, or a warrior dash, it’s time to step up to a brutal Spartan Race obstacle course.  Step up and get out of your comfort zone, many will arrive, but few will leave! Spartan Beast – 10-12 mile Obstacle Race from…

Downhill Throwdown Thursday, June 16 – Saturday, June 18 2016 Killington’s Downhill Throwdown freeride event is back for a third year, with three days of high-speed action taking place June 16 - 18. The event draws downhill skateboard and street luge competitors from all over the world to ride a thrilling two miles of pavement down…

Dirty Girl Mud Run July 9, 2016

Killington Brewfest September 30 - October 1, 2016

Long Trail Century Ride June 25, 2016 With 100, 60, and 20-mile courses that cycle through several towns, including Killington, Pittsfield, Woodstock, Ludlow, and Plymouth, there’s a course for every ability level. 

Killington Junior Golf Championship July 3-7, 2016  The American Junior Golf Association returns to Green Mountain National Golf Course in 2016 as the top junior golfers from around the world compete in the 54-hole stroke play event.

Cooler in the Mountains Concert Series Saturdays - July 16th - September 3rd, 2016

Killington Wine Festival July 15-17, 2016 Taste over 400 wines from around the world at the Killington Wine Festival.

ANNUAL KILLINGTON CHILI COOK-OFF July 28, 2016 Sherburne Memorial Library Come join us at the Annual Killington Chili Cook-off, presented by the Mountain Times, and enjoy chili, beer, and live music.