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

Teen Video Game Night - DATE MOVE
A night just for teens with video game tournaments, music, and fun Valentine’s activities. Enjoy free food while hanging out in a relaxed, safe environment. Grab your friends for a night of excitement!

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.

Little Ones and Loved Ones Dance
Calling all moms, dads, parents, grandparents, and super special people! Join us for a magical evening of music, laughter, and memories at Wonderfeet's Loved Ones and Little Ones Dance.

Bigfoot Paint and Sip
Join this fun art experience and paint your own Bigfoot masterpiece while sipping on a cozy beverage. Follow along with an instructor and leave with a finished acrylic painting. Pre-registration is required, as spots are limited!

Plus-Size Clothing Swap
Refresh your wardrobe at this inclusive clothing swap, specifically designed for plus-size participants. Bring gently used items to exchange and find new pieces to love. A perfect way to reduce waste and connect with the community!

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!

Adult Trans, Non-Binary, and Gender Non-Conforming Affinity Space
An in-person peer support group for individuals aged 18+ who identify as transgender, non-binary, or gender non-conforming. This warm and welcoming space provides an opportunity to connect, share, and find community. No registration is required; come as you are.

Craft & Chat
Bring your work-in-progress projects, whether knitting, scrapbooking, or painting, come have fun and craft with us! No project? No problem—we've got you covered with some simple craft supplies at the center! Come join us for a fun, laid-back evening full of crafting.

Managing Anxiety For Caregivers and Crafts for Kids
Join us for a special event at Winterfest! Parents, caregivers, and community members are invited to participate in an insightful discussion on managing anxiety in children and youth.

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!

Teen Dining Club: Dare to Try (DATE CHANGE)
Join the chefs at Marble Valley Kitchen for a fun evening of trying unique flavors from around the globe.

Winter Wonderland
Enjoy a magical winter afternoon with crafts, hot cider, and sparkling winter lights at the gazebo. Explore the new walking path and connect with the community in a warm and inviting space. Come prepared for a cozy winter experience!

PJs at the Paramount
Cozy up in your pajamas for a free screening of Smallfoot. Enjoy a relaxed afternoon with family and friends in a classic theater setting. First come, first served seating, so arrive early!

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!

Family Yoga
Join RCPCC’s Miss Jessica for a fun morning of winter-themed yoga and mindfulness activities, including stories, games, and creative art projects.
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.

Gather Together
Gather Together is a loosely facilitated social meetup. We help you find your comfort zone in meeting other folks. We provide some games and puzzles for connection activities.

All-Recovery Meeting
A welcoming recovery space honoring all pathways to recovery, co-hosted by Rutland County Pride and the Turning Point Center of Rutland. This non-denominational meeting offers support for individuals in recovery and their allies. Certified Peer Recovery Specialists will facilitate the discussion.

Nerf Battle
Take aim in this thrilling indoor Nerf battle for all ages. Participants can test their skills in an exciting and friendly competition. Gear up for action and plenty of laughs!

Puzzle Palooza
Compete in teams of 2–4 to finish a 500-piece puzzle the fastest. This event combines teamwork, strategy, and fun for puzzle lovers of all ages. Bring your A-game for the chance to win prizes!

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.

CANCELLED: Play & Slay: An Afternoon of Gaming
Join the LGBTQIA+ community for an afternoon of tabletop campaigns, board games, and card games in a supportive environment. Campaign spots are limited, so RSVP to secure your place or ask questions. Snacks and great company are guaranteed!

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!

Real Rutland Feud
Watch local teams battle it out in this live game-show-style event based on Family Feud. With lots of laughs and competitive energy, this annual favorite raises funds for the Real Rutland Regional Marketing Initiative.

Valentine’s Day Dance
Celebrate Valentine’s Day with a lively community dance in Wallingford, Vermont.

Black History Month Art Festival
Celebrate Black History Month with a vibrant art festival showcasing the creativity and talent of young artists from Southern Vermont!

Just Play? No Way!
Enjoy a day of fun, hands-on activities that promote healthy brain development in young children. With themes including art, music, exercise, health, and nutrition, there’s something for every family to enjoy!