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

Best Luxury Hotels in Winter Park

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Check availability on Winter Park Luxury Hotels

Tonight
19 Oct - 20 Oct
Tomorrow
20 Oct - 21 Oct
This weekend
23 Oct - 25 Oct
Next weekend
30 Oct - 1 Nov

Our top choices for Winter Park luxury hotels

A hotel with multiple floors, outdoor seating areas, and a well-lit courtyard.
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.
A spacious hall with a grand piano, large windows, and a central floral arrangement.

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.
RM1,209
RM1,484 total
includes taxes & fees
1 Nov - 2 Nov
The Alfond Inn
A modern lobby with a reception desk, seating area, and decorative columns.
A banquet hall with round tables, white chairs, teal tablecloths, and chandeliers.
A swimming pool with lounge chairs, a brick building, and palm trees.
A bar area with a curved counter, multiple bar stools, and hanging pendant lights.

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.
RM482
RM556 total
includes taxes & fees
25 Oct - 26 Oct
Hilton Orlando/Altamonte Springs
A bar area with a long counter, multiple stools, and a chandelier.
A modern outdoor seating area with wicker furniture, a white sofa, and round tables.
A modern interior with a black and white patterned floor, a bar area, and a seating area with sofas and chairs.
A luxurious lobby with a checkered floor, a chandelier, and black and gold decor.

3. 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.
RM967
RM1,088 total
includes taxes & fees
29 Oct - 30 Oct
Hotel Beauden, Autograph Collection
A modern dining area with multiple tables and chairs, large windows, and a wooden accent wall with artwork.
A Comfort Inn & Suites hotel with a modern design, featuring a covered entrance and outdoor seating area.
A modern hotel room with a large bed, bedside tables with lamps, a desk, and a chair.
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
RM448
RM508 total
includes taxes & fees
26 Oct - 27 Oct
Comfort Inn & Suites Orlando Sanford Airport
An aerial view of a resort with multiple swimming pools, landscaped gardens, and outdoor seating areas.
A large hotel with multiple towers, a well-maintained lawn, and a reflective water body in front.
A large hotel with multiple floors, surrounded by a well-maintained golf course and a lake.
A spacious hotel lobby with a central staircase, multiple seating areas, and large windows offering views of the outdoor area.

5. Rosen Shingle Creek

Rosen Shingle Creek
Orlando
  • Opulent Orlando retreat with 4 outdoor pools, 11 restaurants, and a luxurious spa experience.
RM487
RM547 total
includes taxes & fees
30 Oct - 31 Oct
Rosen Shingle Creek
A modern lobby with a sofa, chairs, a reception desk, and a patterned carpet.
A hotel room with two beds, a large window, a nightstand, and a wall-mounted lamp.
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.

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

Holiday Inn Express & Suites Sanford- Lake Mary by IHG
Sanford
RM363
RM421 total
includes taxes & fees
25 Oct - 26 Oct
Holiday Inn Express & Suites Sanford- Lake Mary by IHG
A nighttime view of a hotel pool area with a large pool, sun loungers, and a palm tree.
A group of people dining outdoors with a waterfall in the background.
A hotel with a modern design, featuring a large building with multiple floors and a central tower.
A bar area with a long counter, multiple stools, and shelves stocked with bottles.

7. 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.
RM487
RM561 total
includes taxes & fees
30 Oct - 31 Oct
Rosen Plaza on International Drive
A man holding a glass of champagne overlooking a resort with a pool, lounge chairs, and a large building in the background.
Room
Lobby
A high-rise hotel with a swimming pool, palm trees, and a clear blue sky.

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.
RM584
RM885 total
includes taxes & fees
29 Oct - 30 Oct
Hyatt Regency Orlando
A hotel pool area with lounge chairs, palm trees, and a large building with vertical lines and green lighting.
Two individuals at a reception desk in a hotel lobby with artwork on the walls.
A modern hotel lobby with a large window, a chandelier, seating area, and a bar with various amenities.
A bar area with wooden bar counters, bar stools, and a large aquarium.

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.
RM497
RM564 total
includes taxes & fees
28 Oct - 29 Oct
Rosen Centre Hotel
A modern bar area with seating, a sports screen, and a ceiling with a starry design.
A modern kitchen with a central island, bar stools, and a dining table.
An outdoor patio with wicker furniture, a wooden table, and a view of a building with a green awning.
A modern hotel room with a grey sofa, a dining table, and a TV mounted on the wall.

10. Orlando Marriott Lake Mary

Orlando Marriott Lake Mary
Lake Mary
RM518
RM593 total
includes taxes & fees
25 Oct - 26 Oct
Orlando Marriott Lake Mary
View all properties

Top Winter Park Hotel Reviews

Marriott's Grande Vista

Marriott's Grande Vista

10/10 Excellent
"It was me and my partners second trip back to orlando and the Marriott grande vista exceeded our expectations. All of the staff were amazing, the property was beautiful, good fast dining options and great bars. When we come back to orlando we will definitely be staying here."
Eliza 4-night trip
Posted 1 hour ago
Marriott's Grande Vista
Avanti International Resort

Avanti International Resort

10/10 Excellent
"Great stay and close to everything! Staff was great to."
Herbie 4-night trip
Posted 1 hour ago
Avanti International Resort
Westgate Lakes Resort & Spa Universal Studios Area

Westgate Lakes Resort & Spa Universal Studios Area

8/10 Good
"Very family friendly property."
Veronica 2-night trip
Posted 1 hour ago
Westgate Lakes Resort & Spa Universal Studios Area
Rosen Inn Lake Buena Vista

Rosen Inn Lake Buena Vista

8/10 Good
"It was decent room for this price point and met our immediate need for accommodations."
Erica 1-night trip
Posted 1 hour ago
Rosen Inn Lake Buena Vista
Holiday Inn Resort Orlando Suites - Waterpark by IHG

Holiday Inn Resort Orlando Suites - Waterpark by IHG

10/10 Excellent
"Great place for families"
Javier 3-night trip
Posted 10 hours ago
Holiday Inn Resort Orlando Suites - Waterpark by IHG
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

10/10 Excellent
"Great stay 5 stars"
Bryan 2-night trip
Posted 11 hours ago
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando
Fairfield Inn & Suites Lake Buena Vista in Marriott Village

Fairfield Inn & Suites Lake Buena Vista in Marriott Village

8/10 Good
"We were told we had to pay for parking but would be reimbursed that hadnt happened"
Tahiti 2-night trip
Posted 13 hours ago
Fairfield Inn & Suites Lake Buena Vista in Marriott Village
DoubleTree by Hilton Orlando Theme Park Resort

DoubleTree by Hilton Orlando Theme Park Resort

10/10 Excellent
"The hotel was very clean and excellent location to go to the parks."
Emmely 3-night trip
Posted 14 hours ago
DoubleTree by Hilton Orlando Theme Park Resort

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.

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