Cleveland, Ohio
Waiting until the winter to visit Cleveland isn’t such a bad idea, either. Once the summer crowds have cleared, you’ll get the chance to experience the city’s best sights and bites like a local. We suggest starting your day at the Cleveland Museum of Art, which offers free admission to the public, followed by a trip to the historic West Side Market, where you’ll find over 100 food vendors. Don’t foget to grab a seasonal donut and craft beer at the Insta-worthy Brewnuts or check out Cleveland’s Winter Beerfest, where $45 will get you 25 sample drink tickets — a total steal, IMO.