Vermont Events

  • Stone Skipping Festival in North Bennington

    Lake Paran 269 Houghton Street, North Bennington, VT, United States

    Don't miss the annual Stone Skipping Festival in North Bennington. Watch or enter the competition yourself. Free admission. Pay a small fee to enter the competition.  

  • The TAM Trek in Middlebury

    Wright Park Seymour Street Extension, Middlebury, VT, United States

    The annual TAM Trek is a trail race and fun run to help raise funds for the Trail Around Middlebury (TAM). Choose from a 5K, 10K or 19-mile course, or a family fun run. The Middlebury Area Land Trust (MALT) started building the TAM in...

  • Island Vines 5K & 10K in South Hero

    Snow Farm Vineyard 190 West Shore Road, South Hero, VT, United States

    RunVermont presents the annual Island Vines Road Race at Snow Farm Vineyard. The event will feature 10K and 5K options on South Hero’s scenic West Shore Road. -Courtesy image / Run Vermont 

  • Hungry Lion Bike Tour in Whitingham

    Hungry Mountain Bike Tour Whitingham, VT, United States

    The Hungry Lion Bike Tour in Whitingham has road, gravel, and family and walking routes available for the The Deerfield Valley Lions Club's fall foliage ride. Registration begins at 8 a.m. You can also register in advance at: https://www.hungrylionbiketour.com. The ride followed by a barbecue and...

  • Scenic Route Weekends at Jay Peak

    Recurring
    Jay Peak 830 Jay Peak Road, Jay, VT, United States

    Scenic Route Weekends at Jay Peak is a chance to enjoy seasonal festivities like guided hikes and scenic Tram rides. Press some cider, paint a pumpkin, eat a hot doughnut, and soak up foliage season from the summit or trails.

  • Annual Fall Foliage Bike Ride in Groton

    Fall Ride Route 302, South Ryegate, United States

    Take a fall foliage bike ride on the Cross Vermont Trail in Groton State Forest. The ride starts at the parking lot next to the ball field off Route 302 in South Ryegate at 9:30 a.m., where riders will sign-in, receive route directions, and undergo...

  • Silver Heist Walk/Run 5K in Orwell

    Don't miss the Second Annual Silver Heist Walk/Run 5K & Little Bandits Bolt in Orwell. The event supports the Orwell Village School Booster Club and Orwell Historical Museum. Entry fee: $20-$25. Orwell is no stranger to bandit heists. In October 1862, just before the town fair, outlaws swept...

  • Cirque Series at Jay Peak

    Jay Peak 830 Jay Peak Road, Jay, VT, United States

    Cirque Series makes its Jay Peak debut on Saturday, September 26. The course covers 7.1 miles with 3,044 feet of vertical gain, beginning and ending at Tramside and combining ski trails, service roads and technical alpine terrain on its way to the summit ridge of...

  • Scenic Route Weekends at Jay Peak

    Recurring
    Jay Peak 830 Jay Peak Road, Jay, VT, United States

    Scenic Route Weekends at Jay Peak is a chance to enjoy seasonal festivities like guided hikes and scenic Tram rides. Press some cider, paint a pumpkin, eat a hot doughnut, and soak up foliage season from the summit or trails.

  • Scenic Route Weekends at Jay Peak

    Recurring
    Jay Peak 830 Jay Peak Road, Jay, VT, United States

    Scenic Route Weekends at Jay Peak is a chance to enjoy seasonal festivities like guided hikes and scenic Tram rides. Press some cider, paint a pumpkin, eat a hot doughnut, and soak up foliage season from the summit or trails.

  • Grateful Bike Race in Newport

    Grateful Race 3600 Darling Hill Rd, Newport, VT, United States

    Get ready for an epic return to Memphremagog Trails—secretly home to some of the most fun, flowy, and technical singletrack in the region. Grateful 2026 is back and is calling all mountain bikers to rally together, ride, race, and reconnect. Whether you’re chasing the podium...