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Historic town, charming main street, shops, restaurants, Upstate Films. Near the Amtrak station (in Rhinecliff). Dutchess County fairgrounds are the home of the Sheep and Wool festival and the county fair.
Just a short (35 min) drive from Millbrook up the scenic Taconic Parkway, Rhinebeck is a historic, charming town. It's like Millbrook's more popular cousin - livelier, more to choose from in terms of shopping and restaurants, but both towns are equally charming and beautiful.
Probably the cutest town of the Hudson Valley towns, with restaurants, shops and galleries. Rhinecliff has beautiful views of the Hudson and there are a number of historic mansions in the area. It is also home to the Rhinebeck Aerodrome.