Boutique Hotels & Resorts in Winter Park

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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, (1,003 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.
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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
"Good service"
Xiaohan 5-night trip
Posted 5 days ago
Waldorf Astoria Orlando - An Official Walt Disney World® Hotel
Hyatt Regency Orlando

Hyatt Regency Orlando

10/10 Excellent
"Niceeee service I love it "
Bilal 6-night trip
Posted 7 days ago
Hyatt Regency Orlando

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.