A two-story house with a balcony, surrounded by lush greenery and trees.

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

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Check availability on Winter Park Luxury Hotels

Tonight
4 Oct - 5 Oct
Tomorrow
5 Oct - 6 Oct
Next weekend
9 Oct - 11 Oct
In two weeks
16 Oct - 18 Oct

Our top choices for Winter Park luxury hotels

A hotel with multiple floors, outdoor seating areas, and a well-lit courtyard.
A spacious hall with a grand piano, large windows, and a central floral arrangement.
A spacious lobby with a high ceiling, large windows, and a grand piano.
A multi-story hotel with balconies, a swimming pool, and a landscaped courtyard.

1. The Alfond Inn

The Alfond Inn
Winter Park
  • Tuscan-style elegance in Winter Park offers a boutique retreat with spa services, an outdoor pool, and southern fine dining nearby.
€321
includes taxes & fees
5 Oct - 6 Oct
The Alfond Inn
A modern lobby with a reception desk, seating area, and decorative columns.
A bar area with a curved counter, multiple bar stools, and hanging pendant lights.
A swimming pool with lounge chairs, a brick building, and palm trees.
A hotel lobby with a long corridor, large textured pillars, seating areas, and potted plants.

2. Hilton Orlando/Altamonte Springs

Hilton Orlando/Altamonte Springs
Altamonte Springs
  • Upscale hotel offers pillowtop beds with Egyptian cotton sheets, outdoor pool, hot tub, sauna, and 24-hour fitness centre.
€111
includes taxes & fees
18 Oct - 19 Oct
Hilton Orlando/Altamonte Springs
An aerial view of a resort with multiple swimming pools, landscaped gardens, and outdoor seating areas.
A spacious lobby with high ceilings, arched columns, and a mix of seating areas.
A large hotel with multiple towers, a well-maintained lawn, and a reflective water body in front.
A spacious hotel lobby with a central staircase, multiple seating areas, and large windows offering views of the outdoor area.

3. Rosen Shingle Creek

Rosen Shingle Creek
Orlando
  • Opulent Orlando retreat with 4 outdoor pools, 11 restaurants, and a luxurious spa experience.
€119
includes taxes & fees
30 Oct - 31 Oct
Rosen Shingle Creek
A modern dining area with multiple tables and chairs, large windows, and a wooden accent wall with artwork.
A stainless steel outdoor kitchen with a gas grill, a side burner, and a built-in sink.
A Comfort Inn & Suites hotel with a modern design, featuring a covered entrance and outdoor seating area.
A reception area with a wooden reception desk, a digital display, and a vending machine.

4. Comfort Inn & Suites Orlando Sanford Airport

Comfort Inn & Suites Orlando Sanford Airport
Sanford
€104
includes taxes & fees
26 Oct - 27 Oct
Comfort Inn & Suites Orlando Sanford Airport
A bar area with a long counter, multiple stools, and a chandelier.
A luxurious lobby with a checkered floor, a chandelier, and black and gold decor.
A rooftop pool area with seating and a covered patio.
A modern outdoor seating area with wicker furniture, a white sofa, and round tables.

5. Hotel Beauden, Autograph Collection

Hotel Beauden, Autograph Collection
Downtown Orlando
  • City centre luxury hotel with spa sanctuary offers poolside relaxation and upscale dining just steps from Orlando's entertainment district.
€220
includes taxes & fees
15 Oct - 16 Oct
Hotel Beauden, Autograph Collection
A nighttime view of a hotel pool area with a large pool, sun loungers, and a palm tree.
A hotel with a modern design, featuring a large building with multiple floors and a central tower.
A spacious hall with a blue carpet, a blue car, and a chandelier.
A group of people dining outdoors with a waterfall in the background.

6. Rosen Plaza on International Drive

Rosen Plaza on International Drive
International Drive District
  • Luxurious retreat offers poolside indulgence and multiple dining options near Orange County Convention Centre.
€114
includes taxes & fees
8 Oct - 9 Oct
Rosen Plaza on International Drive
A modern living room with a white sofa, a dining table with chairs, a fireplace, and a staircase leading to an upper level.
A compact kitchen with white cabinets, a built-in microwave, a coffee maker, and a sink.
A staircase with a white railing, surrounded by potted plants and a small rock garden at the base.
Two wicker rocking chairs with colorful cushions on a patterned rug, a white fence, and a window with blinds.

7. The Tiny Cottage in The Springs

The Tiny Cottage in The Springs
Altamonte Springs
€621
includes taxes & fees
5 Oct - 6 Oct
The Tiny Cottage in The Springs
A man holding a glass of champagne overlooking a resort with a pool, lounge chairs, and a large building in the background.
A spacious lobby with a central bar area, multiple seating arrangements, and large windows offering views of the cityscape.
Room
Lobby

8. Hyatt Regency Orlando

Hyatt Regency Orlando
International Drive District
  • Unwind in ultimate comfort at this Orlando luxury hotel offering 2 outdoor pools, a full-service spa, and refined amenities on the strip.
€193
includes taxes & fees
8 Oct - 9 Oct
Hyatt Regency Orlando
A hotel pool area with lounge chairs, palm trees, and a large building with vertical lines and green lighting.
A bar area with wooden bar counters, bar stools, and a large aquarium.
A modern hotel lobby with a large window, a chandelier, seating area, and a bar with various amenities.
A large hotel with a prominent central tower and a sign reading "Beverly Centre".

9. Rosen Centre Hotel

Rosen Centre Hotel
International Drive District
  • Indulge in refined comfort at this Orlando resort offering full-service spa treatments, 7 upscale restaurants, and poolside relaxation.
€123
includes taxes & fees
10 Oct - 11 Oct
Rosen Centre Hotel
A modern lobby with a sofa, chairs, a reception desk, and a patterned carpet.
A modern breakfast area with a counter, seating, and a sign for 'EXPRESS START BREAKFAST'.
An outdoor patio with round tables and orange chairs, blue umbrellas, and a glass building facade.
A hotel room with two beds, a large window, a nightstand, and a wall-mounted lamp.

10. Holiday Inn Express & Suites Sanford- Lake Mary by IHG

Holiday Inn Express & Suites Sanford- Lake Mary by IHG
Sanford
€99
includes taxes & fees
11 Oct - 12 Oct
Holiday Inn Express & Suites Sanford- Lake Mary by IHG
View all properties

Top Winter Park Hotel Reviews

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

8/10 Good
"The place is great but you charge for a security deposit a little high and the parking fee a night is crazy but other than that I had a great time!"
Michael 3-night trip
Posted less than an hour ago
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando
Marriott's Grande Vista

Marriott's Grande Vista

10/10 Excellent
"Lovely place to stay"
Pamela J 4-night trip
Posted less than an hour ago
Marriott's Grande Vista
Buena Vista Suites Orlando

Buena Vista Suites Orlando

8/10 Good
"Bathroom cleanliness was a bit lacking and could also use updating. Staff was fantastic."
Paula 3-night trip
Posted less than an hour ago
Buena Vista Suites Orlando
Courtyard by Marriott across Universal Orlando

Courtyard by Marriott across Universal Orlando

10/10 Excellent
"Excelent"
FABIAN 2-night trip
Posted less than an hour ago
Courtyard by Marriott across Universal Orlando
Hyatt Regency Orlando International Airport

Hyatt Regency Orlando International Airport

10/10 Excellent
"Overall I'm impressed with my stay in this hotel."
ANA 1-night trip
Posted 1 hour ago
Hyatt Regency Orlando International Airport
Rosen Inn Lake Buena Vista

Rosen Inn Lake Buena Vista

10/10 Excellent
"Todo perfecto. Habitación cómoda. Hotel seguro. Hermosa zona"
Paolo 2-night trip
Posted 1 hour ago
Rosen Inn Lake Buena Vista
DoubleTree by Hilton Orlando Theme Park Resort

DoubleTree by Hilton Orlando Theme Park Resort

10/10 Excellent
"I really enjoyed my stay was for one day due to a convention 3 minutes from there. From check in to check out everything was on spot."
omar 1-night trip
Posted 1 hour ago
DoubleTree by Hilton Orlando Theme Park Resort
Westgate Lakes Resort & Spa Universal Studios Area

Westgate Lakes Resort & Spa Universal Studios Area

10/10 Excellent
"Our room was clean and big was remodeled staff was very nice and helpful will stay again our next time in Orlando"
Michael 3-night trip
Posted 2 hours ago
Westgate Lakes Resort & Spa Universal Studios Area
Fairfield Inn & Suites Lake Buena Vista in Marriott Village

Fairfield Inn & Suites Lake Buena Vista in Marriott Village

8/10 Good
"The front desk staff were very helpful. Good options for breakfast."
Kristen 2-night trip
Posted 3 hours ago
Fairfield Inn & Suites Lake Buena Vista in Marriott Village

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 Casa Feliz Historic Home Museum, Winter Park Village and Albin Polasek Museum and Sculpture Gardens. If you have some spare time during your trip, you might want to check out Lake Mizell and Winter Park Country Club.
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.