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  • Bluegrass Night

    Pro Pig Brewery 2 Elm Street, Waterbury, VT, United States

    Join us at the Pro Pig Brewery for an evening of foot-stomping fun! The music is indoors; however, there are outdoor fire pits to enjoy if you're bringing a pup! […]

  • Wassailing

    Historic Downtown Waterbury Waterbury, VT

    Bored of the same old winter nights? Come join the ultimate downtown music crawl! Grab your friends, dress up, and bring your instruments (or just your singing voice) for a […]

  • Winterfest Block Party

    Elm Street Elm Street, Waterbury, United States

    Winterfest Block Party event on Elm Street FEATURING: Beer and wine tasting and sales from Cask & Cork & The Tropic Brewing Live music at Pro Pig Chili and other […]

  • Backcountry Film Night @ Grange Hall

    Grange Hall Cultural Center 317 Howard Ave, Waterbury Center, VT, United States

    The Winter Wildlands Alliance creates a Film series annually to promote Winter and getting outside. They focus on outdoor adventuring in Winter. There are 10 short films in the series […]

    $10

  • Intro to TRX

    Concentric Fitness/Joey Clark 475 street Gallagher Acres, Waterbury, United States

    Unleash your strength with local fitness pro Joey Clark in this powerful intro TRX session! TRX—Total Body Resistance Exercise—isn’t just a workout… it’s a full-body training revolution. Using nothing but […]

  • Winter KidsFest

    Waterbury Public Library 28 N. Main Street, Waterbury, VT, United States

    Join the Waterbury Public Library and The Children's Room for a morning of indoor and outdoor fun planned just for the kids! Once again, we'll be hosting a sledding and […]

  • Fat Tire Bike

    PARTY IN THE PARK – Fat Tire Demo Biking

    Rusty Parker Memorial Park Waterbury Village Historic District, Waterbury, VT, United States

    Party in the Park - Fat Tire Demo Biking Come learn the joy and excitement of biking in the snow with the stability and performance of a Fat Tire bike. […]

  • PARTY IN THE PARK (Adjacent) – Winter Soccer

    State Complex Horseshoe 103 S. Main Street, Waterbury, VT, United States

    ***SNOW SOCCER HAS BEEN MOVED INDOORS AT BROOKSIDE PRIMARY SCHOOL*** Waterbury Winterfest, along with Waterbury Youth Soccer and Capital Soccer, present the return of Winter Soccer! This is a chance […]

  • PARTY IN THE PARK – Winter Bocce Tournament

    Rusty Parker Memorial Park Waterbury Village Historic District, Waterbury, VT, United States

    Party in the Park - Winter Bocce Tournament Games begin at 2:00 p.m.   Teams of 4 compete for the top prize on the unpredictably tricky, slicky bocce courts in […]

    $20

  • PARTY IN THE PARK – Beer Tasting with The Tropic Brewing

    Rusty Parker Memorial Park Waterbury Village Historic District, Waterbury, VT, United States

    Beer tasting in the Gazebo at Rusty Parker Park! Join us during Party in the Park for beer tastings by The Tropic Brewing!Sip and savor a selection of craft beers […]

  • Game Show

    American Legion Post #59 16 Stowe Street, Waterbury, Vermont

    🎉 The Winterfest Game Show is Baaaack! 🎉 Get ready to compete, laugh, and amaze yourselves at a new Game Show event as part of Waterbury Winterfest 2026. Join us […]

  • Ice Skating Disco

    The Ice Center 546 River Road, Waterbury, United States

    Looking for all the dancing royalty in Waterbury and beyond! Mark your calendars for Saturday, January 31 at the Ice Center. The event will benefit Waterbury Common Market with entry […]

  • Big Games

    Waterbury Municipal Building Steele Community Room 28 N. Main Street, Waterbury, VT, United States

    BIG GAMES ARE BACK! Come have some fun with MakerSphere in a family friendly event for all ages at the Steele Community Room in the Waterbury Municipal building! We're bringing […]

  • ConnectorTrail

    The Connector Trail Descent: Ski & Snowshoe Tour

    Blush Hill CC to Little River Park 141 Lonesome Trail, Waterbury, VT, United States

    Starting point: Blush Hill Country Club parking lot. Ski (XC & tele) and snowshoe participants are welcome to enjoy this delightful tour, which includes several sweet sidebar tree shots for […]

  • Ski-A-Thon

    Dascomb Rowe Field Pavilion 33 N. Main Street, Waterbury, VT, United States

    Join Brookside Primary School PTO and Waterbury Winterfest for a x-country Ski-A-Thon to be held at DASCOMB ROWE FIELD on Mainstreet in Waterbury on Sunday Feb. 1st, 1 pm – […]