Luxury Hotels & Resorts in Winter Park from AU$122

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Check availability on Winter Park Luxury Hotels

Our top choices for Winter Park luxury hotels

The Alfond Inn

The Alfond Inn
4.0 star property
Winter Park
9.6 out of 10, Exceptional, (1,002 reviews)
  • cleanliness
    Tuscan-style elegance in Winter Park offers a boutique retreat with spa services, an outdoor pool, and southern fine dining nearby.
The price is AU$467
includes taxes & fees
7 June - 8 June
The Alfond Inn

Hyatt House Orlando International Drive

Hyatt House Orlando International Drive
4.0 star property
International Drive District
9.4 out of 10, Exceptional, (1,894 reviews)
The price is AU$169
includes taxes & fees
21 June - 22 June
Hyatt House Orlando International Drive

Hilton Orlando Lake Buena Vista - Disney Springs® Area

Hilton Orlando Lake Buena Vista - Disney Springs® Area
4.0 star property
Lake Buena Vista
8.6 out of 10, Excellent, (1,634 reviews)
  • cleanliness
    Exquisite resort near Disney Springs features pillowtop beds, premium amenities, and poolside relaxation.
The price is AU$281
includes taxes & fees
7 June - 8 June
Hilton Orlando Lake Buena Vista - Disney Springs® Area

Disney's Port Orleans Resort - Riverside

Disney's Port Orleans Resort - Riverside
4.0 star property
Golden Oak
8.8 out of 10, Excellent, (1,000 reviews)
Disney's Port Orleans Resort - Riverside

Pinnacle Apartments W Amenties by Heavenly Homes

Pinnacle Apartments W Amenties by Heavenly Homes
4.0 star property
Orlando
The price is AU$475
includes taxes & fees
9 June - 10 June
Pinnacle Apartments W Amenties by Heavenly Homes

Westgate Lakes Resort & Spa Universal Studios Area

Westgate Lakes Resort & Spa Universal Studios Area
4.0 star property
Orlando
8.4 out of 10, Very good, (6,531 reviews)
Westgate Lakes Resort & Spa Universal Studios Area

Solara Apartments Spacious 2BR Apartment Sleeps 6 Pet-Friendly

Solara Apartments Spacious 2BR Apartment Sleeps 6 Pet-Friendly
4.0 star property
Kirkman North
The price is AU$611
includes taxes & fees
10 June - 11 June
Solara Apartments Spacious 2BR Apartment Sleeps 6 Pet-Friendly

Hyatt Regency Orlando International Airport

Hyatt Regency Orlando International Airport
4.0 star property
Orlando
9.4 out of 10, Exceptional, (4,198 reviews)
The price is AU$297
includes taxes & fees
17 June - 18 June
Hyatt Regency Orlando International Airport

Wyndham Grand Orlando Resort Bonnet Creek

Wyndham Grand Orlando Resort Bonnet Creek
4.0 star property
Orlando
8.8 out of 10, Excellent, (2,963 reviews)
The price is AU$301
includes taxes & fees
21 June - 22 June
Wyndham Grand Orlando Resort Bonnet Creek

Rosen Shingle Creek

Rosen Shingle Creek
4.5 star property
Orlando
9.4 out of 10, Exceptional, (4,891 reviews)
  • cleanliness
    Opulent Orlando retreat with 4 outdoor pools, 11 restaurants, and a luxurious spa experience.
The price is AU$177
includes taxes & fees
5 July - 6 July
Rosen Shingle Creek
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.

Top Winter Park Hotel Reviews

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, Rollins Museum of Art and Morse Museum of American Art. If you have some spare time during your trip, you might want to check out Casa Feliz Historic Home Museum and Winter Park History Museum.
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.