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Check availability on Winter Park Luxury Hotels

This weekend
29 May - 31 May
Next weekend
5 Jun - 7 Jun

Our top choices for Winter Park luxury hotels

Terrace/patio

The Alfond Inn

The Alfond Inn
4.0 star property
Winter Park
9.6 out of 10, Exceptional, (1,001 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 ฿8,488
฿10,467 total
includes taxes & fees
29 May - 30 May
The Alfond Inn
Exterior

Wyndham Grand Orlando Resort Bonnet Creek

Wyndham Grand Orlando Resort Bonnet Creek
4.0 star property
Orlando
9.0 out of 10, Wonderful, (2,951 reviews)
The price is ฿4,908
฿7,064 total
includes taxes & fees
24 Jun - 25 Jun
Wyndham Grand Orlando Resort Bonnet Creek
2 outdoor pools, pool loungers

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, (1,623 reviews)
  • cleanliness
    Exquisite resort near Disney Springs features pillowtop beds, premium amenities, and poolside relaxation.
The price is ฿3,987
฿5,991 total
includes taxes & fees
3 Jun - 4 Jun
Hilton Orlando Lake Buena Vista - Disney Springs® Area
Lobby

Pinnacle Apartments W Amenties by Heavenly Homes

Pinnacle Apartments W Amenties by Heavenly Homes
4.0 star property
Orlando
The price is ฿2,868
฿11,071 total
includes taxes & fees
1 Jun - 2 Jun
Pinnacle Apartments W Amenties by Heavenly Homes
Apartment, Patio

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 ฿3,778
฿14,669 total
includes taxes & fees
2 Jun - 3 Jun
Solara Apartments Spacious 2BR Apartment Sleeps 6 Pet-Friendly
Exterior

Hyatt Regency Orlando International Airport

Hyatt Regency Orlando International Airport
4.0 star property
Orlando
9.4 out of 10, Exceptional, (4,170 reviews)
The price is ฿6,625
฿7,453 total
includes taxes & fees
15 Jun - 16 Jun
Hyatt Regency Orlando International Airport
Lobby

Hyatt House Orlando International Drive

Hyatt House Orlando International Drive
4.0 star property
International Drive District
9.4 out of 10, Exceptional, (1,855 reviews)
The price is ฿3,301
฿3,714 total
includes taxes & fees
21 Jun - 22 Jun
Hyatt House Orlando International Drive
Water park

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, (6,463 reviews)
The price is ฿3,182
฿4,681 total
includes taxes & fees
1 Jun - 2 Jun
Westgate Lakes Resort & Spa Universal Studios Area
Exterior

Caribe Royale Orlando

Caribe Royale Orlando
4.5 star property
Orlando
9.2 out of 10, Wonderful, (5,088 reviews)
  • cleanliness
    Lavish Orlando retreat featuring a full-service spa, 3 pools, and 5 restaurants for discerning travellers.
The price is ฿4,089
฿5,996 total
includes taxes & fees
2 Jun - 3 Jun
Caribe Royale Orlando
Billiards

Riviere 2BR Apartment Pet Friendly Oasis Sleeps 6 Close to Epic Universe Pool & Gym

Riviere 2BR Apartment Pet Friendly Oasis Sleeps 6 Close to Epic Universe Pool & Gym
4.0 star property
International Drive District
The price is ฿3,917
฿14,988 total
includes taxes & fees
1 Jun - 2 Jun
Riviere 2BR Apartment Pet Friendly Oasis Sleeps 6 Close to Epic Universe Pool & Gym
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

Westgate Lakes Resort & Spa Universal Studios Area

Westgate Lakes Resort & Spa Universal Studios Area

10/10 Excellent
"My stay was great"
Sterling J 3-night trip
Posted 3 hours ago
Westgate Lakes Resort & Spa Universal Studios Area

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 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.