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. 

Lodging

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

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Dining

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

View Dining locations →