7Chicago, Illinois

Chicago needs no introduction. With great activities all year round, this charming city has a myriad of fun things to do, and it’s a must-go if what you’re looking for is a cosmopolitan Thanksgiving getaway.

On Thanksgiving Day, take the kids to watch the Chicago Thanksgiving Day Parade, a festival with gigantic balloons, marching bands, performance groups, and a special appearance from Santa Claus.