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Check availability on Winter Park Luxury Hotels

This weekend
Jun 5 - Jun 7
Next weekend
Jun 12 - Jun 14

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, (1,002 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 ₩412,403
₩510,511 total
includes taxes & fees
Jun 18 - Jun 19
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, (1,894 reviews)
The price is ₩164,134
₩184,650 total
includes taxes & fees
Jun 21 - Jun 22
Hyatt House Orlando International Drive
2 outdoor pools, sun 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, (1,635 reviews)
  • cleanliness
    Exquisite resort near Disney Springs features pillowtop beds, premium amenities, and poolside relaxation.
The price is ₩212,378
₩309,621 total
includes taxes & fees
Jun 21 - Jun 22
Hilton Orlando Lake Buena Vista - Disney Springs® Area
5 outdoor pools

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
Lobby

Pinnacle Apartments W Amenties by Heavenly Homes

Pinnacle Apartments W Amenties by Heavenly Homes
4.0 star property
Orlando
The price is ₩134,708
₩519,981 total
includes taxes & fees
Jun 9 - Jun 10
Pinnacle Apartments W Amenties by Heavenly Homes
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, (6,531 reviews)
Westgate Lakes Resort & Spa Universal Studios Area
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 ₩160,038
₩669,368 total
includes taxes & fees
Jun 10 - Jun 11
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, (4,198 reviews)
The price is ₩310,031
₩348,785 total
includes taxes & fees
Jul 5 - Jul 6
Hyatt Regency Orlando International Airport
Exterior

Wyndham Grand Orlando Resort Bonnet Creek

Wyndham Grand Orlando Resort Bonnet Creek
4.0 star property
Orlando
8.8 out of 10, Excellent, (2,964 reviews)
The price is ₩232,945
₩334,476 total
includes taxes & fees
Jul 2 - Jul 3
Wyndham Grand Orlando Resort Bonnet Creek
Outdoor banquet area

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 ₩182,678
₩205,514 total
includes taxes & fees
Jul 5 - Jul 6
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.
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Top Winter Park Hotel Reviews

Marriott's Grande Vista

Marriott's Grande Vista

10/10 Excellent
"Great resort to stay at. Room was clean. Staff was friendly. Definitely going back."
Jaime 1-night trip
Posted less than an hour ago
Marriott's Grande Vista

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 hotel 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 travelers 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 temp of 82°F, while the coldest months are January and February with an average of 64°F. The rainiest months in Winter Park are August, September, July, and June, with each month seeing an average of 7 inches 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. If you want to venture outside of the area, hop on a train at Winter Park Station.