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Winter Getaways - VT Statewide


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.

Winter Getaways in Vermont
Winter Getaways
Hill Farm

458 Hill Farm Road Sunderland, VT, 05250 Phone: 802-375-2269

Escape to a Winter Retreat You'll Never Want to Leave.

Close to Bromley Mountain and Stratton Mountain Resort, Hill Farm offers a different way to spend a Vermont winter. A historic working farm turned boutique hotel in Sunderland trades ski-town bustle for woodsmoke and quiet snow-covered fields, with cross-country skiing and snowshoeing right on campus. Ski groomed downhill slopes by day, or skip the slopes entirely, then settle in for an inviting winter cocktail and a delicious meal just a short distance from the warmth of your room at The Restaurant at Hill Farm. Near Manchester, it's the slower half of a ski trip, or a whole trip on its own.
Lobby & Fireplace - The Pointe Hotel at Castle Hill Resort - Proctorsville, VT
The Pointe 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.
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

On-site amenities and nearby activities make mountain resort a must for winter vacations

Experience the magic of a Vermont winter at Sterling Ridge Resort. Nestled in the mountains of northern Vermont with views of Mount Mansfield, our private log cabins and vacation homes offer the perfect setting for a cozy winter getaway. Spend your days snowshoeing on miles of on-site trails, sledding nearby hills, or skiing at Smugglers’ Notch, Stowe Mountain Resort, and Jay Peak. Then retreat to your cabin to warm up by a crackling wood stove, gas log stove, or fireplace. Looking for a romantic escape? Stay in, relax, and enjoy thoughtful add-ons like hot chocolate baskets, wine and cheese packages, and spa services. Whether you're seeking outdoor adventure, a romantic retreat, or a dog-friendly winter getaway, Sterling Ridge is the perfect place to slow down and savor the season.
Winter Getaways
Lang House on Main Street

360 Main Street Burlington, VT, 05401 Phone: 802-652-2500 Toll-Free: 877-919-9799

Make a Winter Weekend of Skiing, Strolling, and Cozy Fireside Evenings

Curl up for a cozy winter escape at the Lang House on Main Street, a Queen Anne Victorian bed-and-breakfast just blocks from downtown Burlington, VT.  Mornings bring a hearty, seasonally inspired breakfast, from spiced pancakes to savory egg dishes, with fresh-baked treats waiting each afternoon. After a day of skiing nearby slopes or browsing the shops and cafés of Church Street Marketplace, unwind by the fire with the inn's Romance Package — prosecco, an artisanal cheese plate and breakfast in bed.
Winter View from Indoors - Mountain Top Resort - Chittenden, VT - Photo Credit Idena Beach
Mountain Top Resort

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

On-site activities, accommodations at this resort make winter a time filled with marvels, magic

Are the marvels of winter any more magical than they are in Vermont? At the Mountain Top Resort, winter means horse-drawn sleigh rides, ice skating on an outdoor rink, kids sledding down a hill, cross-country skiing or snowshoeing through woods and meadows, then relaxing in a year-round outdoor hot tub or booking a hot-stone massage in the on-site spa. It means a short drive for alpine skiing at Killington, VT. It means dining on the perfect rib-eye at a restaurant with sweeping mountain and lake views, then adjourning to a cozy tavern for a local craft beer. It means mornings waking to meadow or lake views in your lodge room or suite, or evenings spent with a glass of wine by the fireplace in your luxury cabin or spacious guest house.
Winter Getaways - TLTUSA
The Landmark Trust USA

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

Historic vacation rentals 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 of the Landmark Trust USA. On the charming Scott Farm apple orchard property, there’s the cozy one-bedroom Sugarhouse and an 1849 farmhouse that sleeps up to eight with an expansive morning view. You’re also half an hour to skiing and snowboarding at Mount Snow. You can also rent Rudyard Kipling’s four-bedroom Naulakha home or its neighboring Carriage House or Stable, all of which are 10 minutes from Brattleboro’s shops, restaurants, museums, and brew pubs. Easy access to cross-country skiing, and snowshoes are always provided.

Visit our working farm, Scott Farm Orchard.