
Events Calendar
There’s an event for everyone at Rutland Winterfest! Outdoor activities, indoor gatherings, community building opportunities, and so much more.

Teen Ice Skating-CANCELLED
A special night of ice skating just for high school students! Grab your skates and enjoy music, snacks, and good company on the rink. It’s the perfect way to end Winterfest on a high note.

Evening Adult Snowshoe Hike
Enjoy a guided snowshoe hike followed by light refreshments and a drink ticket at the club. This scenic winter experience is a great way to connect with nature and unwind. RSVP is required to reserve your spot.

Tour Around the World Again
Explore cultural diversity through food tastings, performances, and artisan displays at the Farmers Market. Sample a variety of locally produced goods with global inspiration. Celebrate Vermont’s rich cultural heritage without leaving town!

Human Foosball
Dive into a life-sized version of foosball with tournaments for all age groups. The schedule includes Kids Free Play, a Free Teen Tournament, and an Adult Team Tournament. Grab your teammates and join the fun for an unforgettable, action-packed experience!

Great Bigfoot Chase
Join a town-wide scavenger hunt to track down Bigfoot, starting at the library and exploring various downtown locations. Solve clues, enjoy snacks, and watch for sightings of the elusive cryptid. Wrap up your adventure by meeting Bigfoot himself back at the library!
Center Street Night Sledding
Experience the thrill of sledding on Center Street, transformed into a snow-covered hill. Snow tubes are provided, so bundle up, wait your turn, and enjoy the ride! It’s the perfect winter activity for all ages.

Downtown Storywalk™
Walk along downtown Rutland and read a story in merchant windows! Pick up a map and worksheet at Phoenix Books Rutland, where one lucky winner will get a gift card.

Kissing Booth with BIGFOOT
Just in time for Valentine's Day and Rutland Winterfest, come to our kissing booth and fall in love! The therapy dogs of Bark For Life of Rutland County will be taking over Rutland Appliances on Friday, 2/14 from 3 to 5:PM and then they will bring their sloppy wet, doggy kisses to Depot Park on Sunday 2/16 from 11 to 1 for Winterfest along side the Chili Cookoff and the Ice Sculptures! Proceeds will benefit Bark For Life of Rutland County. Hot Cocoa and light refreshments will also be available.

Chili Cook-Off
Taste a variety of chili recipes and vote for your favorite in this community competition. Enjoy delicious food and warm up while celebrating Winterfest. Chili tasting is free and open to the public!

Snow Sculpting National Qualifier
Watch talented teams craft stunning snow sculptures from massive blocks of snow during this Vermont Qualifier for the National Snow Sculpting Competition. A true showcase of winter artistry and community spirit!

Snowmobile Festival
Discover the thrill of snowmobiling at this family-friendly festival. Check out exciting snowmobiles and connect with local enthusiasts. A great way to celebrate Vermont’s winter recreation scene!

Tour Around the World
Explore cultural diversity through food tastings, performances, and artisan displays at the Farmers Market. Sample a variety of locally produced goods with global inspiration. Celebrate Vermont’s rich cultural heritage without leaving town!

Looking for Love in all The Rut-Places
Join a fun-filled Valentine’s Day pub crawl through local bars in downtown Rutland.

Winterfest Kickoff
Check out ice sculptures and partake in special Valentine’s Day activities at local bars and restaurants in Downtown Rutland.

Kissing Booth with Therapy Dogs
Just in time for Valentine's Day and Rutland Winterfest, come to our kissing booth and fall in love! The therapy dogs of Bark For Life of Rutland County will be taking over Rutland Appliances on Friday, 2/14 from 3 to 5:PM and then they will bring their sloppy wet, doggy kisses to Depot Park on Sunday 2/16 from 11 to 1 for Winterfest along side the Chili Cookoff and the Ice Sculptures! Proceeds will benefit Bark For Life of Rutland County. Hot Cocoa and light refreshments will also be available.

Free Snowshoe Rentals
Enjoy free snowshoe rentals to explore and embrace the beauty of winter!
FREE LOVE AND FREE YOGA
This event offers Free class for all New Students on 2/14/2025, Valentines Day. 3 classes on 2/14 . All suitable for beginners, and all fitness levels! 6AM, 9AM, and 11AM.

Women’s Group -CANCELLED
CANCELLED.
Women's Circle is a welcoming and inclusive community social and learning space for women and gender expansive folks.