A two-story house with a balcony, surrounded by lush greenery and trees.

Search Boutique Hotels in Winter Park

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Winter Park Boutique Hotels

Tonight
12 Oct - 13 Oct
Tomorrow
13 Oct - 14 Oct
This weekend
16 Oct - 18 Oct
Next weekend
23 Oct - 25 Oct

Our top choices for Winter Park boutique hotels

A hotel with multiple floors, outdoor seating areas, and a well-lit courtyard.
A spacious hall with a grand piano, large windows, and a central floral arrangement.
An outdoor dining area with tables and chairs, string lights, and a building with arches and balconies.
A multi-story hotel with balconies, a swimming pool, and a landscaped courtyard.

1. The Alfond Inn

The Alfond Inn
Winter Park
United States
Juan
฿9,901
฿12,157 total
includes taxes & fees
25 Oct - 26 Oct
The Alfond Inn
View all properties

Top Winter Park Hotel Reviews

Frequently asked questions

What's the best boutique hotel in Winter Park?
The Alfond Inn is a favourite hotel with Expedia travellers looking for a stylish stay, and features 2 outdoor pools and spa services.
What's there to see and do in Winter Park?
The shopping and restaurants are just some of the things to enjoy while you're in the area. While you're out and about in Winter Park, popular attractions like Universal Studios Florida, Universal Orlando Resort and Orange County Convention Center are worth a visit. You might also want to see well-known spots like Walt Disney World® Resort, Kia Center and Camping World Stadium during your trip.
What kind of weather should I plan for when I travel to Winter Park?
Having a good idea of the weather in Winter Park is important when planning your trip. The hottest months are usually July and August, with an average temperature of 28°C, while the coldest months are January and February, with an average of 18°C. The rainiest months in Winter Park are August, September, July and June, with each month seeing an average of 185 mm of rainfall.
What's the best way to get to my boutique hotel in Winter Park?
You have a few options for getting to Winter Park. The nearest major airport is Orlando International Airport (MCO), which is located 11.8 mi (19 km) from the heart of the city. To see more of the larger area, take a train from Winter Park Station.

Explore a world of travel with Expedia