Find Boutique Hotels in Winter Park, FL

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Check availability on Winter Park Boutique Hotels

Tonight
Dec 23 - Dec 24
Tomorrow
Dec 24 - Dec 25
This weekend
Dec 26 - Dec 28
Next weekend
Jan 2 - Jan 4

Our top choices for Winter Park boutique hotels

Exterior
The Alfond Inn

The Alfond Inn

The Alfond Inn
4.0 star property
Winter Park
9.6 out of 10, Exceptional, (1008)
"Amazing location, warm and friendly staff, beautiful property!"
Canada
Diandra
The Alfond Inn
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Winter Park Hotel Reviews

Waldorf Astoria Orlando - An Official Walt Disney World® Hotel

Waldorf Astoria Orlando - An Official Walt Disney World® Hotel

10/10 Excellent
"Excellent "
Rene 2-night trip
Posted 21 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 Walt Disney World® Resort are worth a visit. You might also want to see well-known spots like Kia Center, Orlando International Premium Outlets, and Florida Mall 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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