Winterfest is Waterbury, Vermont’s premier celebration of winter recreation. Indoor and outdoor events bring community members and visitors together for hilarity, comradery, food and drink, entertainment, and a little bit of good old-fashioned competition. All proceeds from events and sponsorships go towards scholarships, grants, and supporting recreational activities in Waterbury throughout the year.

SCHEDULE

January 31, 2024 @ 5:00 PM - 7:30 PM

Bluegrass Night

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

Join us at the Pro Big Brewery for an evening of foot-stomping fun with the Pro Pig House Bluegrass Band: Kalev Freeman (fiddle), Hollace Pratt and Johnny Bridgewater (mandolin and guitar), and Matt McGibney (bass), plus special guests.

This creative blend of NE/VT hot pickin’ bluegrass players bring an Americana vibe and lots of crowd-favorite tunes. The brewery offers $5.00 Pro Pig Beer Specials, seasonal margaritas, amazing sandwiches and small bites. The music is indoors; however, there are outdoor fire pits to enjoy if you’re bringing a pup!

No registration required.

January 31, 2024 @ 7:30 PM - 9:30 PM

VT Beer Quiz

Blackback Pub 1 Stowe Street, Waterbury, VT, United States

The VT Beer Quiz returns to Blackback Pub! Bring your taste buds and hop downtown to Waterbury’s friendly beer pub to enjoy this exciting event. The evening promises a bevy of bountiful brews bound to create a lingering taste sensation to last throughout the Winterfest season. Blackback Pub will have six Vermont beers to blind taste.

The cost is $15 per flight. Participants write down the correct beer and the winner receives a $50 gift certificate to Blackback Pub. In the event of a tie you will be placed into a drawing to choose the winner.

No registration required.

February 1, 2024 @ 6:00 PM - 8:00 PM

Wassailing

Wassailing Downtown Waterbury Waterbury, VT, United States

This signature Winterfest event showcases cabin fever-inspired caroling, vaudeville variety, and foot-tapping entertainment by your friends and neighbors who perform by rotating through participating venues. Participants don musical instruments and colorful costumes sure to entertain patrons and bring laughter and light to our short winter days.

Performers rotate through downtown venues, then the evening concludes in a finale of songs by all participants celebrating creativity and camaraderie at the American Legion Post 59.

Participating venues include: Blackback Pub, Prohibition Pig Brewery, The Reservoir Tap Room, Old Stagecoach Inn, and The American Legion Post 59.

Individuals and small groups are welcome to join the fun! All levels of ability are welcome. While some groups are professionals, many of us just love singing (sometimes off-key), playing music, and getting creative with lyrics.

February 2, 2024 @ 4:00 PM - 7:00 PM

Wine Tasting

The Wine Vault 1 Elm Street, Waterbury, VT, United States

This great winter wine tasting features fantastic reds and whites from around the world and close to home.

February 2, 2024 @ 4:00 PM - 7:00 PM

Beer Tasting

Craft Beer Cellar 3 Elm Street, Waterbury, Vermont

February 2, 2024 @ 6:00 PM - 9:00 PM

Game Show

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

The Game Show is back!

Is trivia your jam? Assemble a think tank team of 4–6 friends and colleagues to compete for prizes in our trivia game show. We’ll challenge your general knowledge with questions, riddles, puzzles and more! Doors open at 6:00 p.m. and the game begins at 6:30 p.m.

REGISTRATION IS REQUIRED FOR THIS VERY POPULAR EVENT as space is limited.  

February 3, 2024

PARTY IN THE PARK: Snow Volleyball

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

Snow Volleyball returns to the Party in the Park at Rusty Parker Memorial Park. All ages are welcome and invited to join in the fun of playing volleyball in the snow.

February 3, 2024

PARTY IN THE PARK – Beer Tasting

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

Hosted by VT Beer Shepherd. 

February 3, 2024 @ 9:00 AM - 1:00 PM

Family Broomball Tournament

Anderson Field 27 Butler Street, Waterbury, VT

The Family Broomball Tournament is a signature Winterfest event featuring fun for the whole family!

Played on the outdoor ice rink at Anderson Park, broomball is similar to hockey but without the skates. Players wear their own boots/shoes and helmets. We provide sticks, balls, and goals.

Teams should be parent-child co-ed and up to 11 players per team, with a 6 player minimum. Five players and a goalie are on the ice at a time. This is a double elimination tournament.

Captains meet at 9:00AM and games begin at 10:00AM.

COST: $10/adult  |  $5/child

Team registration and signed waivers are required. To register, team captains complete the sign-up form and pay online ($50.00 minimum). Player waivers and additional payment will be collected at the tournament event. Registration will open mid-January.

Gather your team – there is a trophy, prizes and bragging rights to be won!

February 3, 2024 @ 11:00 AM - 1:00 PM

Valentine Card-Making

Seminary Arts Center 201 Hollow Road, Waterbury Center, Vermont

Join MakerSphere at the Seminary Arts Center for a fun Valentine card making event!

Surprise your special someone with a handmade Valentine card they will be sure to treasure. We’ll use a wide variety of decorative papers and embellishments to create beautiful cards – from simple cards for makers of any age, to more elaborate designs with 3D hearts and more! Bring a special photo to include if you’d like – whatever your heart desires! There will be plenty of materials to show your love!

Free family event for all ages (children under 8 must be accompanied by a parent). No registration required.

February 3, 2024 @ 11:00 AM - 3:00 PM

PARTY IN THE PARK Fat Tire Demo Biking

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

Come learn the joy and excitement of biking in the snow with stability and performance of a Fat Tire bike. Bring family and friends to try a free demo ride at the Waterbury Winterfest Party in the Park.

Bicycle Express and Pinnacle Sports join forces to provide a full fleet of new demo fat bikes and helpful hints from trained professionals for riding the groomed trails surrounding Waterbury Village and Perry Hill Trails. Find out why so many are flocking to this new winter sport!

All participants will be entered into a drawing to win a free full day rental of the Waterbury Winterfest Fat Bike on the day of your choice.

No registration required.

February 3, 2024 @ 1:00 PM - 4:00 PM

PARTY IN THE PARK – Bocce

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

Teams of 4 compete for the top prize on the unpredictably tricky, slicky bocce courts in Rusty Parker Memorial Park!

Cost: $20/team

Registration opens mid-January.

February 4, 2024 @ 11:00 AM - 2:00 PM

The Connector Trail 11th Descent

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

The 11th descent of the Village to Little River Connector Trail will depart from the Blush Hill Country Club parking lot. Ski and snowshoe participants are welcome to enjoy this delightful tour, which includes several sweet sidebar tree shots for backcountry telemarkers, picturesque giant rocks, and a steep twisting final descent that drops onto a lovely rolling finish with scenic views of multiple bends of the Little River. Cross the snow-machine bridge to a warm shuttle bus waiting to bring you back to the start.

The trek is between 3.0 and 3.5 miles. It is mostly single track trails and an old VAST route in the woods with a couple of short uphill climbs and quite a bit of downhill, including some steeper sections. Overall, we would rate the trail as moderate depending on snow conditions.

Carry a backpack with water, snacks, and extra layers.

This event aims to benefit Winterfest and the local VAST club, the Green Mountain Roamers, who can no longer afford to maintain the section of their trail that we will ski on this tour. 

No registration required.

February 4, 2024 @ 1:00 PM - 4:00 PM

Family Friendly BINGO!

Waterbury Area Senior Center 14 Stowe Street, Waterbury, VT, United States

All ages welcome to this family-friendly BINGO event at the Waterbury Area Senior Center. Hot dogs, sandwiches, snacks, chips, and bottled water will be available for purchase, as well as 50/50 raffle tickets.

Minimum cost to play is $5 for six cards, and proceeds will benefit both the Senior Center and Winterfest’s grants for recreation programs in Waterbury.

Concession opens at noon and players are encouraged to arrive between 12-12:30PM so they don’t miss the 1:00PM start time.

Registration not required.

February 4, 2024 @ 2:00 PM - 4:00 PM

VT Candyland

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

Waterbury Winterfest invites you to join MakerSphere in playing a life-sized version of the traditional Candyland game. This is a family-friendly activity on an oversized gameboard with local sweet treats and prizes.

Registration not required.

Date: January 31 - February 4, 2024

Location: Various Venues in Waterbury, VT 

Click Here For More Information