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

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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 €258
includes taxes & fees
25 May - 26 May
The Alfond Inn
Lobby

Hyatt House Orlando International Drive

Hyatt House Orlando International Drive
4.0 star property
International Drive District
9.4 out of 10, Exceptional, (1,832 reviews)
The price is €98
includes taxes & fees
21 Jun - 22 Jun
Hyatt House Orlando International Drive
Outdoor banquet area

Rosen Shingle Creek

Rosen Shingle Creek
4.5 star property
Orlando
9.4 out of 10, Exceptional, (4,796 reviews)
  • cleanliness
    Opulent Orlando retreat with 4 outdoor pools, 11 restaurants, and a luxurious spa experience.
The price is €115
includes taxes & fees
26 May - 27 May
Rosen Shingle Creek
2 outdoor pools, open 8:00 AM to 10:00 PM, pool cabanas (surcharge)

Sheraton Orlando Lake Buena Vista Resort

Sheraton Orlando Lake Buena Vista Resort
4.0 star property
Orlando
7.8 out of 10, Good, (48 reviews)
The price is €113
includes taxes & fees
21 Jun - 22 Jun
Sheraton Orlando Lake Buena Vista Resort
Lobby

Pinnacle Apartments W Amenties by Heavenly Homes

Pinnacle Apartments W Amenties by Heavenly Homes
4.0 star property
Orlando
The price is €287
includes taxes & fees
26 May - 27 May
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 €374
includes taxes & fees
26 May - 27 May
Solara Apartments Spacious 2BR Apartment Sleeps 6 Pet-Friendly
Exterior

Holiday Inn Express & Suites Sanford- Lake Mary by IHG

Holiday Inn Express & Suites Sanford- Lake Mary by IHG
4.0 star property
Sanford
9.4 out of 10, Exceptional, (1,135 reviews)
The price is €102
includes taxes & fees
2 Jun - 3 Jun
Holiday Inn Express & Suites Sanford- Lake Mary by IHG
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, (6,513 reviews)
The price is €123
includes taxes & fees
4 Jun - 5 Jun
Westgate Lakes Resort & Spa Universal Studios Area
6 outdoor pools, free pool cabanas, pool umbrellas

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando
4.0 star property
Orlando
9.2 out of 10, Wonderful, (5,535 reviews)
The price is €123
includes taxes & fees
9 Jun - 10 Jun
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando
View from room

Hilton Orlando Buena Vista Palace - Disney Springs® Area

Hilton Orlando Buena Vista Palace - Disney Springs® Area
4.0 star property
Lake Buena Vista
8.6 out of 10, Excellent, (1,846 reviews)
The price is €182
includes taxes & fees
2 Jun - 3 Jun
Hilton Orlando Buena Vista Palace - Disney Springs® Area
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

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

10/10 Excellent
"I recommend everything about this property. Not one wrong thing I can think of, well maybe the water temperature fluctuations in shower. Besides that very minimal inconvenience, this property is amazing in all aspects. Would definitely return and will recommend."
Jennifer 4-night trip
Posted 1 hour ago
Sheraton Vistana Resort Villas, Lake Buena Vista/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 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.