Best Luxury Hotels in Winter Park

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Check availability on Winter Park Luxury Hotels

Next weekend
5 Jun - 7 Jun
In two weeks
12 Jun - 14 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, (1,003 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 RM1,067
RM1,321 total
includes taxes & fees
3 Jun - 4 Jun
The Alfond Inn
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, (1,628 reviews)
  • cleanliness
    Exquisite resort near Disney Springs features pillowtop beds, premium amenities, and poolside relaxation.
The price is RM543
RM794 total
includes taxes & fees
5 Jun - 6 Jun
Hilton Orlando Lake Buena Vista - Disney Springs® Area
Exterior

Wyndham Grand Orlando Resort Bonnet Creek

Wyndham Grand Orlando Resort Bonnet Creek
4.0 star property
Orlando
9.0 out of 10, Wonderful, (2,948 reviews)
The price is RM596
RM858 total
includes taxes & fees
1 Jul - 2 Jul
Wyndham Grand Orlando Resort Bonnet Creek
Exterior

Caribe Royale Orlando

Caribe Royale Orlando
4.5 star property
Orlando
9.2 out of 10, Wonderful, (5,091 reviews)
  • cleanliness
    Lavish Orlando retreat featuring a full-service spa, 3 pools, and 5 restaurants for discerning travellers.
The price is RM650
RM901 total
includes taxes & fees
5 Jun - 6 Jun
Caribe Royale Orlando
Lobby

Pinnacle Apartments W Amenties by Heavenly Homes

Pinnacle Apartments W Amenties by Heavenly Homes
4.0 star property
Orlando
The price is RM324
RM1,316 total
includes taxes & fees
7 Jun - 8 Jun
Pinnacle Apartments W Amenties by Heavenly Homes
Room

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 RM327
RM1,632 total
includes taxes & fees
7 Jun - 8 Jun
Solara Apartments Spacious 2BR Apartment Sleeps 6 Pet-Friendly
Lobby

Hyatt House Orlando International Drive

Hyatt House Orlando International Drive
4.0 star property
International Drive District
9.4 out of 10, Exceptional, (1,873 reviews)
The price is RM400
RM450 total
includes taxes & fees
21 Jun - 22 Jun
Hyatt House Orlando International Drive
Exterior

Hyatt Regency Orlando International Airport

Hyatt Regency Orlando International Airport
4.0 star property
Orlando
9.4 out of 10, Exceptional, (4,184 reviews)
The price is RM789
RM888 total
includes taxes & fees
8 Jun - 9 Jun
Hyatt Regency Orlando International Airport
Courtyard

DoubleTree by Hilton at the Entrance to Universal Orlando

DoubleTree by Hilton at the Entrance to Universal Orlando
4.0 star property
Florida Center
8.6 out of 10, Excellent, (6,935 reviews)
The price is RM367
RM413 total
includes taxes & fees
1 Jul - 2 Jul
DoubleTree by Hilton at the Entrance to Universal 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, (1,866 reviews)
The price is RM671
RM937 total
includes taxes & fees
21 Jun - 22 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.
View all properties

Top Winter Park Hotel Reviews

Drury Plaza Hotel Orlando - Disney Springs Area

Drury Plaza Hotel Orlando - Disney Springs Area

10/10 Excellent
"We love staying at the Drury! Staff is always friendly. Stay here everytime we come to Florida."
Lisa Marie 4-night trip
Posted less than an hour ago
Drury Plaza Hotel Orlando - Disney Springs 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, 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.

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