Vermont Events

  • Guilford Fair

    Recurring
    Guilford Fair 163 Fairground Road, Guilford, VT, United States

    The annual Guilford Fair features a classic car show, an ox pull, farmer Olympics, exhibits, a chicken barbecue, games, circus arts, live music and more.  The annual fair started in 1942 and has been a local favorite ever since. -courtesy image 

  • Guilford Fair

    Recurring
    Guilford Fair 163 Fairground Road, Guilford, VT, United States

    The annual Guilford Fair features a classic car show, an ox pull, farmer Olympics, exhibits, a chicken barbecue, games, circus arts, live music and more.  The annual fair started in 1942 and has been a local favorite ever since. -courtesy image 

  • Puppet Crimes by Sandglass Theater’s Jana Zeller in Brattleboro

    Recurring
    Sages Pub 6 Flat Street, Brattleboro, VT, United States

    Puppet Crimes by Sandglass Theater’s Jana Zeller in Brattleboro is not to be missed. Hand puppets traverse 400 years of rebellion, showing how humor, cunning, and courage reflect enduring human qualities. Recommended for ages 12+ No intermission. -courtesy photo 

  • Vermont Wine & Harvest Festival in Wilmington and Mount Snow

    Recurring
    Mount Snow Resort 39 Mount Snow Road, West Dover, VT, United States

    The annual Vermont Wine & Harvest Festival features local vintners, small specialty food producers, and more. Friday, September 18, 4-7 p.m. – Historic Downtown Wilmington  Enjoy over 15 soups to sample and judge and 20 different wines to taste. Stroll through Historic Downtown Wilmington, Vermont...

  • Vernon Food Truck Fridays

    Recurring
    Governor Hunt House Community Center 322 Governor Hunt Road, Vernon, VT, United States

    Enjoy Vernon Food Truck Fridays on the third Friday of the month from May to October. Games start at 6 p.m. The Oct. 9 event is on the second Friday of the month.

  • Vermont Wine & Harvest Festival in Wilmington and Mount Snow

    Recurring
    Mount Snow Resort 39 Mount Snow Road, West Dover, VT, United States

    The annual Vermont Wine & Harvest Festival features local vintners, small specialty food producers, and more. Friday, September 18, 4-7 p.m. – Historic Downtown Wilmington  Enjoy over 15 soups to sample and judge and 20 different wines to taste. Stroll through Historic Downtown Wilmington, Vermont...

  • Puppet Crimes by Sandglass Theater’s Jana Zeller in Brattleboro

    Recurring
    Sages Pub 6 Flat Street, Brattleboro, VT, United States

    Puppet Crimes by Sandglass Theater’s Jana Zeller in Brattleboro is not to be missed. Hand puppets traverse 400 years of rebellion, showing how humor, cunning, and courage reflect enduring human qualities. Recommended for ages 12+ No intermission. -courtesy photo 

  • Vermont Jazz Center Presents Gonzalo Rubalcaba in Brattleboro

    Vermont Jazz Center 72 Cotton Mill Hill, Brattleboro, VT, United States

    The Vermont Jazz Center will launch its 2026-2027 season with a concert featuring one of today’s most important living Cuban pianists, multi-Grammy Award-winning Gonzalo Rubalcaba. Rubalcaba will perform at the VJC’s Cotton Mill venue with Matt Brewer on acoustic bass and Eric Harland on drums. Rubalcaba’s...

  • 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...

  • Main Street Festival in Putney

    Putney Main Street Festival Main Street, Putney, VT, United States

    Discover Putney hosts its annual Main Street Festival to celebrate all this Southern Vermont town has to offer. Check for an up-to-date schedule here: https://www.discoverputney.com/events

  • Oktoberfest in Brattleboro

    Oktoberfest at Retreat Farm in Brattleboro features North Chair Brewing, Valley Craft Ales, and River Roost Brewery, as well as food from Just Two German Girls, a collaboration from Counter Cultures Kitchen and Big Boy Bagels. Grab a draught and a pretzel, relax to the...

  • First Fridays and Gallery Walk in Brattleboro

    Recurring
    Gallery Walk in Brattleboro Elliott Street, Brattleboro, VT, United States

    Visit Downtown Brattleboro to explore and enjoy galleries, live music, food trucks and more at the community's monthly First Fridays Gallery Walk. Enjoy a makers' market, live music, food trucks, and more. Gallery Walk is held rain or shine on the first Friday of the month from...