Winter Getaway Lodging in Vermont

For people around the world, and even in New England, the state of Vermont is considered the gold standard for beauty and adventure in the winter. The snow-covered mountains, flat river valleys, and warm small towns welcome visitors for active outdoor fun, like skiing and ice skating, relaxed outdoor fun, like horse-drawn sleigh rides, and spectator fun, at pond hockey and winter festivals. Vermont innkeepers and ski mountains understand visitor needs: you can easily hire a guide, rent equipment, take some lessons, find a babysitter, or track down a steak dinner – whatever is your winter pleasure, Vermont hospitality is ready for you.

Vermont Winter Getaways
Sleigh Ride - Mountain Top Inn - Chittenden, VT
Mountain Top Resort

195 Mountain Top Road Chittenden, VT, 05737 Phone: 802-483-2311

Go skiing, snowshoeing, skating – or set up a spa day – at this luxurious resort

The mountains of Vermont beckon everyone who celebrates winter, and that is true nowhere more than the Mountain Top Resort, which sits high on a mountain, offering guests unparalleled access to cross-country skiing and snowshoeing on its miles of groomed trails. There’s also an ice-skating rink and sledding hill. And you can take the shuttle to nearby Killington and Pico Mountains for the best in alpine skiing. But for those who come to relax, well, there are plenty of ways to do that at this scenic resort, too, like an on-site spa, sauna and year-round hot tub. Or there’s always snuggling by the wood-burning or gas fireplace in your lodge room or suite, cozy cabin or spacious guest house (perfect for multifamily and group ski vacations).
Naulahka Snow Day - Landmark Trust - Dummerston, VT
The Landmark Trust USA

707 Kipling Road Dummerston, VT, 05301 Phone: 802-254-6868

Historic properties close to winter activities a unique way to celebrate winter

This winter, try something different for your seasonal getaway. Instead of a ski resort or condo community, rent one of the unique historic homes owned by the Landmark Trust USA. On the historic Scott Farm, there’s the cozy one-bedroom Sugarhouse and an 1849 farmhouse that sleeps up to eight, both with expansive views and access to cross-country skiing, snowshoeing and hiking. The 1802 Amos Brown House sleeps six, and you can walk out your front door to hike, ski, snowshoe or go snowmobiling. You’re also half an hour to skiing and snowboarding at Mount Snow. Larger groups can rent Rudyard Kipling’s four-bedroom Naulakha home and the nearby Carriage House, both of which are 10 minutes from Brattleboro’s shops, restaurants and brew pubs.
Frozen Lake Fun - Lake Morey Resort - Fairlee, VT
Lake Morey Resort

82 Clubhouse Road Fairlee, VT, 05045 Phone: 802-333-4311 Toll-Free: 800-423-1211

Planning a winter getaway? Resort in Vermont hills offers skating, skiing, snowshoeing and cozy accommodations

Take your winter escape in the hills of Vermont, at the Lake Morey Resort, where you can get comfy in a room, suite or private cottage, most with lake views and all with modern amenities expected of a world-class resort. Go cross-country skiing or snowshoeing on the property, or glide along the lake shore on the 4.3-mile ice skating trail, the longest in the United States. You can rent skates and accessories right at the resort. You can also roast marshmallows by the fire pit, soak in the sauna, work out in the health club or take a refreshing dip in the indoor pool. There’s a movie theater, billiards and card room, and live entertainment and trivia nights in the pub.
First Snowfall - Castle Hill Resort - Proctorsville, VT
Castle Hill Resort

Junction of Routes 103 and 131 Proctorsville, VT, 05149 Phone: 802-226-7361 Toll-Free: 888-764-6836

Winter means time to frolic in the snow, or relax by the fireplace, at this year-round resort

Come frolic in the winter wonderland that is Vermont – and plan your days from the comfort of a two- or three-bedroom condo at the Castle Hill Resort and Spa. Those days might include skiing and snowboarding at Okemo Mountain Resort, hiking to Buttermilk Falls in Okemo State Forest, snowshoeing or cross-country skiing along trails or exploring the shops and restaurants in picturesque Ludlow, VT. Visit the Billings Farm and Museum, the Vermont Country Store or the Plymouth Cheese Factory. Or just relax at the resort, reading by the library fire, dining in the superb restaurant or chilling out in your spacious condo with a gourmet kitchen, gas fireplace and two-person jetted tub. And don’t forget booking a massage or facial at the spa.

Visit our sister property - The Pointe Hotel
Winter Getaway Cabin - Sterling Ridge Resort - Jeffersonville, VT
Sterling Ridge Resort

155 Sterling Ridge Drive Jeffersonville, VT, 05464 Phone: 802-644-8265

Something special about spending a winter vacation at this mountain resort

Although it’s open (and delightful) all year, there’s something special about spending a winter vacation at the Sterling Ridge Resort in the mountains of Jeffersonville, VT. It’s paradise for skiers and snowboarders, with alpine resorts just a short drive away and cross-country skiing right on the property. You can also take out a pair of snowshoes to explore trails along the 350-acre property. Go horseback riding, sleigh-riding or dog-sledding across groomed trails. Ice skate outdoors or inside. Enjoy the area’s many shops and restaurants. Come home to your comfortable cabin or, if you’re part of a larger group, to your stunning private mountain home. Relax by the fireplace or roast marshmallows by the fire pit. Some cabins have whirlpool tubs; some homes have stunning mountain views.
Lobby & Fireplace - The Pointe Hotel at Castle Hill Resort - Proctorsville, VT
The Pointe Hotel at Castle Hill Resort

Junction of Routes 103 and 131 Proctorsville, VT, 05149 Phone: 802-226-7361 Toll-Free: 888-764-6836

Come celebrate the joys of winter with Vermonters at cozy Green Mountains resort

No one celebrates the joys of winter like Vermonters. Come join them by booking a room or suite at The Pointe at Castle Hill Resort and Spa, Vermont’s premier hotel near Okemo Mountain. From your home-away-from-home, you can unwind and recharge after a day skiing or snowboarding on the slopes, cross-country skiing or snowshoeing on fresh snow, ice skating, hiking or snowmobiling. Or visit the picturesque area’s many intriguing stores and antiques shops, take a brewery tour or pop into the Vermont Country Store. The resort’s suites have fully equipped kitchens, gas fireplaces and jetted tubs. Dine on French-influenced American cuisine in the elegant Castle Hill Resort and Spa dining room or head out to one of the area’s many restaurants.

Visit our sister property - Castle Hill Resort
Calvin Coolidge Room - Manchester View - Manchester Center, VT
Manchester View

77 High Meadow Way Manchester Center, VT, 05255 Phone: 802-362-2739 Toll-Free: 800-548-4141

Hit the slopes, relax by your fireplace: Mountain inn helps you truly enjoy your winter break

Does a winter break for you mean hitting the ski slopes, hiking or snowshoeing scenic trails, or skating along smooth rink ice? Or does it mean dining in a cozy restaurant, doing a little shopping or antiquing or just relaxing by a toasty fire? At the Manchester View in Southern Vermont, you can do both! The 36-room inn is nestled in a tranquil valley between the Green and Taconic Mountains, a short drive away from Bromley, Stratton and Magic Mountains ski resorts, a variety of hiking trails and a skating rink. After enjoying the winter wonderland, you can snuggle by your gas or wood-burning fireplace or in your two-person spa tub. Most of the rooms and suites have jaw-dropping mountain views; some have private balconies.