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Check availability on Winter Park Boutique Hotels

Our top choices for Winter Park boutique hotels

Terrace/patio

The Alfond Inn

The Alfond Inn
4.0 star property
Winter Park
9.6 out of 10, Exceptional, (1,001 reviews)
"Location was great, friendly staff, beautiful hotel."
United States
Jessica
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.
View all properties

Top Winter Park Hotel Reviews

Hyatt Regency Orlando

Hyatt Regency Orlando

10/10 Excellent
"The woman at the check in counter was super friendly. The room was super clean. I stayed in tower Two and had one of my best nights of sleep I have ever had in a hotel. The bed was amazing and the bathroom was large and spacious. The lady that cleaned the room on my floor was so nice and kind and wished me a good morning. I was so impressed with everything "
Brian 1-night trip
Posted 6 days ago
Hyatt Regency Orlando
Waldorf Astoria Orlando - An Official Walt Disney World® Hotel

Waldorf Astoria Orlando - An Official Walt Disney World® Hotel

10/10 Excellent
"Loved our stay here, it was quiet, clean and great dining options, would come back again!"
Robert 7-night trip
Posted 6 days ago
Waldorf Astoria Orlando - An Official Walt Disney World® Hotel

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 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?
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.

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