Winter Getaway Lodging in Western Massachusetts

When you think about winter travel, what words come to mind? If they include “cozy” and “inviting,” then book your vacation at the Deerfield Inn. The inn, which dates back to the late 19th century, offers 24 uniquely decorated and comfortable guest rooms in the main house and carriage house. Champney’s Restaurant and Tavern is a cozy place for breakfast, lunch and dinner, with warming fireplaces and wing chairs. And there’s plenty to do in the area, from strolling down Main Street with its historic homes to visiting the Memorial Hall Museum with local antiquities (including the world’s largest pumpkin pie pan and oldest rag doll in America) and nearby Hancock Shaker Village and Sturbridge Village, which both re-create early New England life.

There may be more beautiful places than the Berkshires in the winter, but you’ll be hard-pressed to think of them when you stay at The Ponds at Foxhollow. Framed by breathtaking snow-capped mountains and towering pines, the secluded 223-acre estate offers superb hiking, biking and cross-country skiing opportunities – or you can just cozy up in a comfy chair next to the library fireplace, or the fireplace in your one- or two-bedroom condo unit. There’s so much to do in the Berkshires in the winter, from alpine skiing, snowboarding, skating and snowshoeing to browsing the shops and galleries in picture-postcard towns like Stockbridge and Lenox. Lots of restaurants to choose from, and great museums like the Gilded Age Museum at Ventfort Hall Mansion.