Past Events from September 24, 2022 – November 8, 2025 › Rutland County › – Happy Vermont

Vermont Events

  • Pittsfield Bazaar

    Pittsfield Village Green Route 100, Pittsfield, VT, United States

    The Pittsfield Bazaar is where you'll find vendors, food, live music, and a silent auction. Proceeds benefit the Pittsfield Volunteer Fire and Rescue, who will be providing sausage sandwiches, burgers, hot dogs, hand-cut fries and other freshmen's.

  • Recurring

    Danby Harvest Festival

    Yankee Vineyard 279 U.S. 7, Danby, VT, United States

    The second annual Danby Harvest Festival at Yankee Vineyard is where you'll find live music, food, craft vendors, pony rides, activities and more.

  • Tap to Table Autumn Market in Cuttingsville

    Stewart Maple 5444 VT Route 103, Cuttingsville, VT, United States

    Don't miss the 5th Annual Tap to Table Autumn Market, hosted by Stewart Maple in Cuttingsville. This family-friendly fall festival features over 80 small business vendors from across Vermont. Enjoy a day full of live music, kid’s activities, delicious local food, and tastings of Vermont...

  • Killington Harvest Faire

    Killington Killington Road, Killington, VT, United States

    Enjoy fall in the mountains at the Killington Harvest Fair at the Snowshed Base Area with amazing food, fun and games for all ages. Throughout the day, the resort will offer free children's activities, including pumpkin painting, tractor rides,, face painting and a bouncy house....

  • Recurring

    Art in the Park Festival in Rutland

    Main Street Park 5 South Main Street, Rutland, VT, United States

    Chaffee Art Center’s 64th Annual Art in the Park Fall Foliage Festival is Vermont's oldest continuously running art event. You’ll find juried fine artists, craftspeople, and specialty food producers, plus live music, demonstrations, kids’ activities, games, and food vendors. New this year are special demos by The Carving...

  • Recurring

    Cider Days in Mount Holly

    Mount Holly Cider Days 26 Maple Hill Road, Belmont, VT, United States

    Enjoy Cider Days in Mount Holly. Watch fresh cider being made on an antique press (available for purchase) and enjoy home-baked apple treats in our historic mountain village. The event also features live music, food, beer, craft and art vendors, and a library book sale....

  • VSO Jukebox: Strength and Hope in Rutland

    The Paramount Theatre 30 Centre Street, Rutland, VT, United States

    VSO Jukebox: Strength and Hope explores composers who have created music for hope, resistance, and change—music composed in prison camps, music that calls out injustice, music that shouts dissent, music that is charged with the need to speak out and be heard. This special concert brings...

  • Recurring

    Pittsford Haunted House

    Town of Pittsford 426 Plains Road, Pittsford, VT, United States

    Get into the Halloween spirit at the 42nd annual Pittsford Haunted House. There will be hayrides, too! The event is a fundraiser for the Pittsford Volunteer Fire Department. Tickets sold from 6 p.m. to 9 p.m. at the gate. Admission: $15 adult; $5 kids ages...

  • Rutland Halloween Parade

    Downtown Rutland Center Street & Merchants Row, Rutland, VT, United States

    Don't miss the Rutland Halloween Parade, an annual tradition since 1960. Parade route is Madison Street and Strongs Avenue to Wales Street, left to West Street, left onto Merchants Row, and ending at the plaza. Parade line up is at 5:30 p.m. Rain date: Oct. 26,...

  • Story of a Song: A 90s Unplugged Experience in Rutland

    The Paramount Theatre 30 Centre Street, Rutland, VT, United States

    Story of a Song: A 90s Unplugged Experience at the Paramount Theatre in Rutland features Chris Barron from Spin Doctors, Brian Vander Ark from The Verve Pipe, Vinnie Dombroski from Sponge, and John Hampson from Nine Days. This show is built around the spirit of a writers...

  • Turkey Trot Fun Run in Pittsford

    Pittsford Village Farm 42 Elm Street, Pittsford, VT, United States

    The annual 5K  Turkey Trot Fun Run in Pittsford raises funds to support Pittsford Christmas For Kids, providing gifts and holiday joy to families in need. Rain or shine. Registration $20-$25. Participants can register at the Google forms link.

  • Recurring

    Holiday Artisan Gift Show in Rutland

    Chaffee Art Center 16 South Main Street, Rutland, VT, United States

    The 5th Annual Holiday Artisan Gift Show at the Chaffee Art Center in Rutland is where you’ll find items that are unique, handmade and affordable. Come shop for one-of-a-kind treasures perfect for gift giving this holiday season. Perfect for gift giving or to treat yourself!...