Boutique pick
The Alfond Inn
Why we like it: Art-filled hotel owned by Rollins College, near Park Avenue.
Typical mid-range rate in Winter Park: ~$230/night
Orlando
A charming, leafy town north of Downtown Orlando, with the boutiques of Park Avenue, lake boat tours and the Morse Museum's Tiffany glass.
Best for Upscale
Typical mid-range hotel ~$230/night · 25 min to Downtown Orlando
See hotels in Winter ParkWinter Park is Orlando's most attractive town: brick-paved Park Avenue with its shops and cafés, Central Park and its weekend farmers' market, the Scenic Boat Tour through a chain of lakes, and the Morse Museum's famous collection of Tiffany glass. Rollins College gives it a lively, academic feel.
It's a great base for a grown-up trip or a few calm days away from the parks, and SunRail connects it to Downtown Orlando. The theme parks are 30–45 minutes away by car, and hotels are few.
Park Avenue
Boutiques, cafés and restaurants.
Central Park
Green with the Saturday farmers' market.
Hannibal Square
Restaurants and galleries west of Park Avenue.
A few hotels we'd book in this area, at different budgets.
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Hotels in Winter ParkMid-range from ~$230/night
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