Brattleboro, Vermont
An elegant Bed and Breakfast in Brattleboro, Vermont featuring six luxury rooms or suites, lush river-front gardens, gourmet breakfast and easy walking access to downtown.
Winter reveals a quieter, more rewarding side of travel, and the best things to do in New England during the colder months go far beyond skiing alone. Snowy villages, cultural attractions, and outdoor experiences create the perfect backdrop for winter weekend getaways in Vermont. From scenic back roads to lively small towns, this season invites travelers to slow down and explore.
Southern Vermont is an excellent place to experience Northeast winter vacations, especially around Brattleboro. Located near the borders of New Hampshire and Massachusetts, this town offers easy access to outdoor recreation while maintaining a strong sense of local character. Days here can be filled with exploration, followed by evenings spent dining, listening to live music, or relaxing indoors.
One of the best places to visit in New England during winter is Mount Snow, just a short drive from Brattleboro. Skiing and snowboarding attract visitors from across the region, but non-skiers will also enjoy tubing, snowshoeing, and scenic gondola rides. Back in town, downtown Brattleboro provides a more relaxed pace with bookstores, galleries, and locally owned shops.
Outdoor enthusiasts will appreciate the Retreat Trails, a wooded network just minutes from downtown, ideal for snowshoeing or cross-country skiing. For a unique local tradition, the Harris Hill Ski Jump hosts one of the longest-running ski jumping events in the country, drawing spectators each winter. Nearby villages like Chester add even more charm, offering historic architecture and inviting lunch spots within easy driving distance.
Choosing the right lodging makes winter travel more enjoyable, especially for couples and adults seeking comfort and convenience. Boutique hotels in Brattleboro, VT, place guests close to the best things to do in New England while offering a more personal experience. The Inn on Putney Road offers welcoming guest rooms, a satisfying breakfast each morning, and a location that lets visitors spend the crisp winter days outside and warm, cozy evenings by the fire.
Whether you are planning a short winter escape or a more extended seasonal stay, Brattleboro offers a thoughtful mix of adventure, culture, and relaxation. Winter is an ideal time to discover the best things to do in New England and create a getaway worth repeating.