Lodging & Dining

An iconic diner, a restored train station, and a Bed and Breakfast with ties to Hemmingway, F.Scott Fitzgerald and other American literary greats are some of the unique lodging and dining experiences Windsor has to offer. 


Snapdragon Inn

Quaint B&B with great location and a lot of history

Holiday Inn Club Vacations at Ascutney Mountain Resort

Located about 5 miles from downtown Windsor



From Great burgers, pizza, and BBQ to African, American, and Chinese cuisine, Windsor offers something for every taste and occasion.

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