Best Small Towns in Vermont to Visit This Winter
When the snow begins to fall and the air turns crisp, there’s no better place to be than Vermont. The Green Mountain State shines in winter, with ski slopes, cozy cafes, and charming downtowns that feel like they belong in a storybook. It’s the small towns in Vermont that truly capture this magic; villages where historic churches stand out against snowy hillsides, local shops glow with sparkling lights, and friendly faces greet you at every turn.
For travelers searching for a winter escape that combines outdoor adventure with New England charm, Vermont delivers in spades. Among the many small towns in Vermont, Warren and Waitsfield are standout destinations. Both are located in the Mad River Valley, an area that offers the best of the season: world-class skiing, covered bridges blanketed in snow, and a thriving arts and food scene. These neighboring towns balance the thrill of adventure with the calm of a winter retreat, making them the perfect places to enjoy all that Vermont has to offer.
Whether you’re looking to ski at Sugarbush Resort, explore boutique shops, or sip hot cider by a fire, West Hill House B&B in Warren is the ideal home base. With inviting guest rooms, hearty breakfasts, and welcoming hospitality, you’ll be able to relax in comfort after a day of exploring. Our historic bed and breakfast is just minutes from skiing, hiking, and shopping, but it also offers the peace and quiet you crave on a winter getaway. Staying with us means you’ll be right in the heart of one of the best small towns in Vermont, with everything you need for a memorable trip. Book your room today!
Small Towns in Vermont: Things to Do in Warren & Waitsfield this Winter
Warren may be a small town, but it has a big reputation for charm. The town center feels timeless, with its general store, post office, and small collection of local shops that draw visitors year-round. In winter, the pace slows, and Warren takes on a quiet beauty.
The historic Warren Store is a must-visit for warm drinks, baked goods, and Vermont-made gifts. Locals and visitors gather here, making it the heart of the community. From the store’s porch, you can take in a snowy view of the Mad River as it winds its way through town.
Winter in Warren also means easy access to the outdoors. Sugarbush Resort, one of the largest ski areas in New England, is just up the road. With miles of ski terrain and après-ski spots, it’s a dream for skiers and snowboarders. If skiing isn’t on your list, you’ll still find plenty to enjoy. Snowshoeing trails and cross-country skiing make Warren one of the most picturesque small towns in Vermont.
Just a short drive from Warren, Waitsfield offers another side of the Mad River Valley experience. While Warren feels tucked away and cozy, Waitsfield is lively and full of character. The town is well-known for its thriving arts community, with galleries and craft shops. Winter brings a fresh layer of charm, with the downtown holiday decor and twinkling lights.
Food lovers will especially enjoy Waitsfield. The town boasts a mix of casual eateries and fine dining establishments, with menus that highlight local Vermont ingredients. Pair your meal with a Vermont craft beer or cider for an authentic taste of the state. And don’t miss the chance to see the iconic covered bridges along your scenic drives.
More Small Towns in Vermont to Visit
While Warren and Waitsfield are our favorites, they’re not the only small towns in Vermont that deserve your attention this winter. Each one offers a unique slice of New England life, and exploring them makes for a memorable trip.
- Stowe is known for its ski resort, with big mountain energy and small-town charm. You’ll find boutique shops, breweries, and scenic drives all around.
- Middlebury is a college town with a historic downtown. It has great dining, craft beer, and a vibrant arts scene. The Otter Creek running through town adds to its beauty in winter.
- One of the most photographed small towns in Vermont, Woodstock is renowned for its village green, covered bridges, and shops stocked with locally made goods. It’s especially festive during the holiday season.
- The smallest state capital in the country, Montpelier, also feels like one of the most welcoming. Its downtown streets are lined with bookstores, cafés, and restaurants, making it an excellent stop in winter.
Winter Getaways: Stay at our Vermont Bed and Breakfast
Ultimately, your lodging choice shapes your entire trip, and our Vermont Bed and Breakfast in Warren offers everything you’d expect from a stay in one of the best small towns in Vermont: comfort, charm, and genuine hospitality. Many of our relaxing guest rooms feature cozy fireplaces and spa tubs, the perfect combination after a day in the snow.
Breakfast at our Vermont B&B is a highlight of every stay, with a fresh, homemade three-course meal served each morning. Guests enjoy a starter such as fruit or yogurt, followed by warm baked goods straight from the oven, and a main dish like pancakes, quiche, or French toast, often featuring local Vermont ingredients. With plenty of coffee, tea, and juices, it’s the perfect way to fuel your day before exploring the small towns in Vermont or heading to the slopes at Sugarbush.
Our bed and breakfast is designed to make you feel at home. Whether you’re chatting with us about the best places to explore, relaxing in one of our shared rooms, or strolling the snowy garden paths, you’ll find that West Hill House is the kind of place you’ll want to return to year after year. Book your winter getaway with us, and experience firsthand why Warren is one of the most special small towns in Vermont. Book your lodging today!
