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Check availability on Winter Park Luxury Hotels

Next weekend
26 Jun - 28 Jun
In two weeks
3 Jul - 5 Jul

Our top choices for Winter Park luxury hotels

3 outdoor pools

Disney's Yacht Club Resort

Disney's Yacht Club Resort
4.0 star property
Bay Lake
9.0 out of 10, Wonderful, (726 reviews)
Disney's Yacht Club Resort
Exterior

Hyatt Regency Orlando International Airport

Hyatt Regency Orlando International Airport
4.0 star property
Orlando
9.4 out of 10, Exceptional, (4,234 reviews)
The price is S$261
includes taxes & fees
5 Jul - 6 Jul
Hyatt Regency Orlando International Airport
3 outdoor pools

Disney's Beach Club Resort

Disney's Beach Club Resort
5.0 star property
Bay Lake
8.8 out of 10, Excellent, (710 reviews)
Disney's Beach Club Resort
Lounge

JW Marriott Orlando Bonnet Creek Resort & Spa

JW Marriott Orlando Bonnet Creek Resort & Spa
4.0 star property
Orlando
9.4 out of 10, Exceptional, (656 reviews)
The price is S$474
includes taxes & fees
18 Jul - 19 Jul
JW Marriott Orlando Bonnet Creek Resort & Spa
Exterior

Wyndham Grand Orlando Resort Bonnet Creek

Wyndham Grand Orlando Resort Bonnet Creek
4.0 star property
Orlando
8.8 out of 10, Excellent, (2,971 reviews)
The price is S$277
includes taxes & fees
15 Jul - 16 Jul
Wyndham Grand Orlando Resort Bonnet Creek
Exterior

Waldorf Astoria Orlando - An Official Walt Disney World® Hotel

Waldorf Astoria Orlando - An Official Walt Disney World® Hotel
5.0 star property
Orlando
9.2 out of 10, Wonderful, (546 reviews)
  • cleanliness
    Exceptional luxury awaits at this 5-star resort featuring a full-service spa, 2 outdoor pools, and 12 restaurants near Walt Disney World®.
The price is S$590
includes taxes & fees
5 Jul - 6 Jul
Waldorf Astoria Orlando - An Official Walt Disney World® Hotel
Courtyard

Universal’s Loews Royal Pacific Resort

Universal’s Loews Royal Pacific Resort
4.0 star property
Florida Center
9.2 out of 10, Wonderful, (1,871 reviews)
The price is S$796
includes taxes & fees
5 Jul - 6 Jul
Universal’s Loews Royal Pacific Resort
Outdoor pool, pool cabanas (surcharge), pool umbrellas

Conrad Orlando at Evermore

Conrad Orlando at Evermore
5.0 star property
Orlando
9.6 out of 10, Exceptional, (472 reviews)
  • cleanliness
    Nestled on a white sand beach, this Orlando resort pampers with a full-service spa, golf course, and private cabanas.
The price is S$802
includes taxes & fees
5 Jul - 6 Jul
Conrad Orlando at Evermore
Outdoor pool, pool loungers

Drury Plaza Hotel Orlando - Disney Springs Area

Drury Plaza Hotel Orlando - Disney Springs Area
4.0 star property
Lake Buena Vista
9.8 out of 10, Exceptional, (5,949 reviews)
  • cleanliness
    Luxurious Disney Springs lodging offers three restaurants, poolside bar, and hot tub for relaxation.
The price is S$210
includes taxes & fees
5 Jul - 6 Jul
Drury Plaza Hotel Orlando - Disney Springs Area
3 outdoor pools, pool cabanas (surcharge), pool umbrellas

Four Seasons Resort Orlando at WALT DISNEY WORLD® Resort

Four Seasons Resort Orlando at WALT DISNEY WORLD® Resort
5.0 star property
Golden Oak
9.6 out of 10, Exceptional, (915 reviews)
  • cleanliness
    Experience lavish relaxation at this lake-adjacent Disney resort with a full-service spa and 3 pools.
The price is S$1,431
includes taxes & fees
28 Jun - 29 Jun
Four Seasons Resort Orlando at WALT DISNEY WORLD® Resort
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

Courtyard by Marriott across Universal Orlando

Courtyard by Marriott across Universal Orlando

10/10 Excellent
"Everything was good, the staff was very nice"
hany 2-night trip
Posted less than an hour ago
Courtyard by Marriott across Universal Orlando

Frequently asked questions

Are you searching for a great accommodation for your luxury trip to Winter Park?
During your visit, you might want to enjoy the university which Winter Park is known for.
What's the best high-end place to stay in Winter Park?
The Alfond Inn is a luxury hotel with 2 outdoor pools and spa services, and it's a popular choice for Expedia travellers looking for an elegant place to stay.
When can I expect good weather in Winter Park?
Planning for the weather is an important factor for making your trip to Winter Park a success, especially when you're splurging. 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 there to see and do in Winter Park?
When you're in Winter Park, enjoy exploring the sights and attractions here including Winter Park Village, Lee Road Shopping Center and Winter Park Country Club. If you have some spare time during your trip, you might want to check out Rollins Museum of Art and Morse Museum of American Art.
How can I get around Winter Park?
It's easier to get around town comfortably when you know your options. To see more of the larger area, hop aboard a train at Winter Park Station.

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