My favorite thing to do every Thanksgiving weekend is to do the Putney Craft Tour. There are plenty of B&Bs and also the Putney Inn for lodging. There's casual dining at they Co-op, the Front Porch Cafe does fantastic brunches on Sunday and great breakfast and lunch every day but Monday (and Thanksgiving day), J. D. McCliment's Pub is great for dinner. Brattleboro is 15 mins south, and there's tons of places to eat there.
The artisans on the craft tour are phenomenal - painters, potters, cheese makers, glass blowers, stained glass, quilters, jewelers, the list goes on. The website is:
There's also a "soup kitchen" at the Westminster West church every year and for $5 you get a huge bowl of soup and a roll or cornbread. There's also a bunch of homemade desserts. My favorite soup is the West African Peanut, but there's also chili, thai soup, cream soups, broth soups, veggie only soups, a huge variety for all three days of the craft tour.
I can't wait to check out all the artists again this year!
Last year we stayed at the Latchis Hotel in Brattleboro Vt. We had Thanksgiving dinner at Newfane Inn.
We liked the Latchis, mainly for the location. Each one of us could walk around town at our own pace, or just hang out if we wanted. Mt. Snow is not a bad drive, if the weather is good for skiing/snowboarding. The hotel is old, but clean. The Newfane Inn was great for dinner, but it was pricey.