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

Boutique Hotels in Winter Park, Orlando

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Check availability on Winter Park Boutique Hotels

Tonight
Aug 8 - Aug 9
Tomorrow
Aug 9 - Aug 10
Next weekend
Aug 14 - Aug 16
In two weeks
Aug 21 - Aug 23

Our top choices for Winter Park boutique hotels

Terrace/patio
Exterior
Lobby sitting area
Meeting facility

1. The Alfond Inn

The Alfond Inn
Winter Park
United States
Elliott
P16,403
P20,305 total
includes taxes & fees
Aug 9 - Aug 10
The Alfond Inn
View all properties

Top Winter Park Hotel Reviews

Waldorf Astoria Orlando - An Official Walt Disney World® Hotel

Waldorf Astoria Orlando - An Official Walt Disney World® Hotel

8/10 Good
"The service is 11 out of 10. The best of the whole experience was the service."
maria J. 1-night trip
Posted 20 hours ago
Waldorf Astoria Orlando - An Official Walt Disney World® Hotel

Frequently asked questions

What's the best boutique-style hotel in Winter Park?
The Alfond Inn is a favorite hotel with Expedia travelers 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 Universal's Volcano Bay are worth a visit. You might also want to see well-known spots like Orange County Convention Center, Walt Disney World® Resort, and Kia Center during your trip.
What kind of weather should I plan for when I travel to Winter Park?
Getting an idea of what to expect from the weather in Winter Park is important when you plan your trip. The hottest months are usually July and August with an average temp of 82°F, while the coldest months are January and February with an average of 64°F. The rainiest months in Winter Park are August, September, July, and June, with each month seeing an average of 7 inches of rainfall.
What's the best way to get to my boutique hotel in Winter Park?
You have a few options for transportation to and around Winter Park. The nearest major airport is Orlando Intl. Airport (MCO), which is located 11.8 mi (19 km) from the heart of the city. If you want to explore the larger area, hop aboard a train at Winter Park Station.

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