Killington, Vermont, is one of the Northeast’s best winter playgrounds—offering world-class skiing, festive events, and plenty of off-mountain adventures. Whether you’re here for the slopes, the après-ski scene, or family fun, you’ll find endless ways to make your winter getaway unforgettable. Here are the top things to do in Killington, VT, in the winter:
Subaru WinterFest (Jan to February)
In 2025, the Killington Resort celebrated Winterfest with three days of live music from Grace Potter and The Travelin’ McCourys, outdoor gear demos, and cozy après-ski vibes. Warm up in the Harman Kardon Warming Hut, sample free coffee and cocoa at the Wilderness Café, and relax by Solo Stove fire pits. Test gear from brands like Thule and Nordica, and support nonprofits with Subaru’s $5-per-form donation program. Dates for 2026 have not been announced, so stay tuned.
Vermont Holiday Festival
Kick off the season at the beloved Vermont Holiday Festival, hosted at the Killington Grand Hotel. Wander through a magical indoor Christmas Tree forest, enjoy family activities, and take in the cheerful atmosphere. Young children will love the free screenings of Disney movies, complete with holiday goodie bags. The event also features a virtual silent auction with Vermont-made products, making it a perfect way to shop local.
According to Killington’s official events calendar, the Vermont Holiday Festival was held in December at the Killington Grand Hotel, but there’s no listing yet for a 2025 event. Although the Vermont Holiday Festival for 2025 hasn’t been announced publicly, it's wise to keep an eye on official Killington event channels or contact KPAA later in the fall for updated details.
Vermont Symphony Orchestra Holiday Pops Concert
Experience the Vermont Symphony Orchestra this holiday season. In the past, the VSO has offered up a Holiday Pops series, conducted by Peter Askim and featuring soprano Melissa Wimbish. From White Christmas to music from The Nutcracker and The Polar Express, the program blends holiday classics with a few surprises. Special guest Tom Messner even conducted the ever-popular “Sleigh Ride.” Visit the Vermont Symphony Orchestra website for tickets.
Vermont Snowmobile & ATV Tours
Take a break from the hustle and bustle with a snowmobile ride through Vermont’s winter wonderland. Snowmobile Vermont is the state’s oldest, largest, and most experienced snowmobile tour company. They offer mountain and backcountry tours and even have the kiddies covered with small snowmobiles just for them. After a day of trail riding, come back to your cozy condo or private home and enjoy some cocoa in front of the fire. Tours come with helmets and boot rentals. Book your tour here.
Eat, Drink, and Be Merry
Are you looking for a place to relax and enjoy a great meal with friends after your day's activities or need to start your day with a great breakfast? Well from quaint breakfast spots, cozy eateries, fine dining, or for you sports and nightlife lovers, Killington has you covered with great dining spots to cozy up in the winter.
Skiing, Skiing, and More Skiing!
When it comes to things to do in Killington, VT, in the winter, we can’t forget skiing! Killington, Vermont, has some of the best skiing in the Northeast! Killington Mountain provides skiers and riders of all ability levels a choice of wide-open groomed cruisers, narrow classic New England runs, moguls, steeps, and trees, all serviced by 22 lifts, including two express gondolas and a new high-speed six-person bubble chair for 2018/19. The mountain also offers multiple terrain features for snowboarders and freeskiers in six terrain parks, including The Stash: an all-natural terrain park with more than 50 features, as well as a 500-foot-long Superpipe with 18-foot walls. Don’t forget about Killington’s little sister, Pico Mountain. Pico is a deceptively big mountain with a small mountain feel. The pace is a little slower, but that’s great for families and new skiers alike. Pico has one of the best views from the summit in all northern New England, with its 50 trails funneling to the same base lodge for that quick trip into the cozy lodge to enjoy some cocoa or a hot tottie.
New Years
People all over Killington will be celebrating the new year in different ways. You can stay in and watch the ball drop with family and friends or leave your vacation rental and hit the town. There’s something for everyone, like the torchlight parade at Killington’s Snowshed. Looking for a more family-friendly way to bring in the New Year? You can skate into 2019 at The Foundry at Summit Pond, which features food and drink and, weather permitting, an ice skating pond. If you want to rock and party like it’s 1999, then there are a few choices that can help you do so. Bring in the New Year at these great places, as they each know how to celebrate the old and bring in the new!
More Winter Adventures in Killington
But, wait, that's not all! There are still many more things to do in Killington, VT, in the winter. The town's magic extends far beyond its ski trails and headline events. Families can spend the day snow tubing at the lift-served tubing park or enjoy old-fashioned sledding on gentle hills. Nature lovers will find peace on snow-covered trails perfect for cross-country skiing and snowshoeing. For a storybook experience, climb aboard a horse-drawn sleigh and glide through the snowy countryside, or take the K-1 Gondola for breathtaking mountain views—no ski pass required. Off the slopes, browse local boutiques and art galleries, catch a live show, or take a scenic day trip for maple syrup tastings and charming Vermont towns blanketed in snow. Whether you’re chasing thrills or cozy moments, these activities round out a truly unforgettable Killington winter getaway.
Book a Holiday Vacation
See all of our Killington, VT vacation rentals or call (802) 422-7368 to talk with one of our helpful booking specialists who will help you make your next Vermont Holiday Getaway the perfect one.