Woodstock is a town in Vermont. Historic buildings surrounding the central square, known as the Green, include the 1880s pink sandstone Norman Williams Public Library. Just north, Billings Farm & Museum is a functioning dairy farm, with an 1890 farmhouse and exhibits re-creating 19th-century farm life. Trails lace Marsh-Billings-Rockefeller National Historical Park, which contains an 1800s Queen Anne–style mansion.
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"In Woodstock, one of the most beautiful towns in the U.S. (think: picture-book New England foliage complete with a cute town green), you can be up and down 1,250-foot Mount Tom in about 90 minutes. Stay at grand dame Woodstock Inn & Resort, which is celebrating its 130th anniversary this year. Visit the property’s Kelly Way Gardens a mile away—it’s home to organic produce and also a 135-foot ‘gourdwalk’ trellis covered in 17 different kinds of gourds and vines. Back at the hotel, you’ll be greeted with a roaring oversized fire in the lobby." - Todd Plummer, Cassie Shortsleeve