Park Plaza Hotel Winter Park

A historic Winter Park landmark with timeless charm.

The Park Plaza Hotel has been part of Winter Park’s story since 1922, blending old-world style with a front-row seat to the energy of Park Avenue. Its modest size—just 28 rooms—gives the place a private, club-like atmosphere, yet its location is anything but quiet. Step outside, and the brick-lined sidewalks lead straight into a stretch of galleries, boutiques, and cafés that keep Winter Park lively day and night.

Inside, the hotel leans into its history. Expect vintage furnishings, patterned carpets, and the kind of quirks only a century-old building can offer. Some rooms open onto wrought-iron balconies overlooking Park Avenue, where mornings begin with fresh coffee and evenings wind down to the hum of the street below. Others feature clawfoot tubs that nod to an earlier era. Rather than offering a sleek, uniform design, the Park Plaza favors personality—each space feels slightly different, with its own character.

Mornings start with a tray of continental breakfast delivered to the room, a ritual that fits the hotel’s pace. Wi-Fi runs throughout the property, though its strongest appeal remains its sense of place. The staff is available around the clock, whether arranging local dining or offering directions to Rollins College or the Morse Museum.

The hotel does not shy away from its quirks—no elevator, no sprawling resort amenities—yet that’s exactly the appeal. Staying here means trading polish for atmosphere, convenience for character. It is an address that carries the weight of time, and in Winter Park, that’s something to hold onto.