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

Winter Park Hotel Guide - Luxury Hotels in Winter Park, Orlando

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Check availability on Winter Park Luxury Hotels

Tonight
20 Aug - 21 Aug
Tomorrow
21 Aug - 22 Aug
This weekend
21 Aug - 23 Aug
Next weekend
28 Aug - 30 Aug

Our top choices for Winter Park luxury hotels

1. The Alfond Inn

The Alfond Inn
Winter Park
  • Tuscan-style elegance in Winter Park offers a boutique retreat with spa services, an outdoor pool, and southern fine dining nearby.
€259
includes taxes & fees
31 Aug - 1 Sept
The Alfond Inn

2. DoubleTree by Hilton Hotel Orlando Downtown

DoubleTree by Hilton Hotel Orlando Downtown
Ivanhoe Village
€99
includes taxes & fees
6 Sept - 7 Sept
DoubleTree by Hilton Hotel Orlando Downtown

3. Hilton Orlando/Altamonte Springs

Hilton Orlando/Altamonte Springs
Altamonte Springs
  • Upscale hotel offers pillowtop beds with Egyptian cotton sheets, outdoor pool, hot tub, sauna, and 24-hour fitness centre.
€105
includes taxes & fees
7 Sept - 8 Sept
Hilton Orlando/Altamonte Springs

4. Grand Bohemian Orlando, Autograph Collection

Grand Bohemian Orlando, Autograph Collection
Downtown Orlando
  • City centre luxury hotel with spa sanctuary offers poolside relaxation and upscale dining just steps from Orlando's entertainment district.
€179
includes taxes & fees
6 Sept - 7 Sept
Grand Bohemian Orlando, Autograph Collection

5. Virelli Apartments Upscale King Suite in the Heart of Orlando w Pool

Virelli Apartments Upscale King Suite in the Heart of Orlando w Pool
Downtown Orlando
€329
includes taxes & fees
31 Aug - 1 Sept
Virelli Apartments Upscale King Suite in the Heart of Orlando w Pool

6. The Tiny Cottage in The Springs

The Tiny Cottage in The Springs
Altamonte Springs
€625
includes taxes & fees
23 Aug - 24 Aug
The Tiny Cottage in The Springs

7. Renaissance Orlando Airport Hotel by Marriott

Renaissance Orlando Airport Hotel by Marriott
Airport North
€106
includes taxes & fees
23 Aug - 24 Aug
Renaissance Orlando Airport Hotel by Marriott

8. Hyatt Regency Orlando International Airport

Hyatt Regency Orlando International Airport
Orlando
€174
includes taxes & fees
7 Sept - 8 Sept
Hyatt Regency Orlando International Airport

9. Marriott Orlando Airport Lakeside

Marriott Orlando Airport Lakeside
Airport North
€122
includes taxes & fees
3 Sept - 4 Sept
Marriott Orlando Airport Lakeside

10. Holiday Inn Express & Suites Sanford- Lake Mary by IHG

Holiday Inn Express & Suites Sanford- Lake Mary by IHG
Sanford
€103
includes taxes & fees
26 Aug - 27 Aug
Holiday Inn Express & Suites Sanford- Lake Mary by IHG
View all properties

Top Winter Park Hotel Reviews

Holiday Inn Resort Orlando Suites - Waterpark by IHG

Holiday Inn Resort Orlando Suites - Waterpark by IHG

10/10 Excellent
"Excellent"
Dairis 2-night trip
Posted 9 hours ago
Holiday Inn Resort Orlando Suites - Waterpark by IHG
Caribe Royale Orlando, WorldHotels Elite

Caribe Royale Orlando, WorldHotels Elite

10/10 Excellent
"We had connecting rooms and they were spacious, clean and fresh towels daily. Property amenities like the restaurant, pool, mini games room were a great hit for our family. The proximity to the Disney parks were about 10 mins by uber. Will definitely be booking here again whenever we come to Disney."
Nelia 5-night trip
Posted 11 hours ago
Caribe Royale Orlando, WorldHotels Elite
Drury Plaza Hotel Orlando - Disney Springs Area

Drury Plaza Hotel Orlando - Disney Springs Area

10/10 Excellent
"Great stay for the price, clean, staff was extremely pleasant and helpful. Breakfast included, complimentary drinks and appetizers served nightly."
Jonathan 2-night trip
Posted 18 hours ago
Drury Plaza Hotel Orlando - Disney Springs Area
Waldorf Astoria Orlando - An Official Walt Disney World® Hotel

Waldorf Astoria Orlando - An Official Walt Disney World® Hotel

10/10 Excellent
"If I could give this resort a 6/5, I would. Every staff member was so incredibly kind. We enjoyed our room, loved the pool. The food was exceptional! We will be back and cannot wait to stay here again!"
Rachel 1-night trip
Posted 21 hours ago
Waldorf Astoria Orlando - An Official Walt Disney World® Hotel

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 Morse Museum of American Art, Casa Feliz Historic Home Museum and Winter Park Village. If you have some spare time during your trip, you might want to check out Lee Road Shopping Center and Albin Polasek Museum and Sculpture Gardens.
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.