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

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Check availability on Winter Park Luxury Hotels

Tonight
22 Oct - 23 Oct
Tomorrow
23 Oct - 24 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 spacious hall with a grand piano, large windows, and a central floral arrangement.
An outdoor dining area with tables and chairs, string lights, and a building with arches and balconies.

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.
Rp5.327.431
Rp6.539.958 total
includes taxes & fees
1 Nov - 2 Nov
The Alfond Inn
A modern lobby with a reception desk, seating area, and decorative columns.
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.
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.
Rp2.129.299
Rp2.456.905 total
includes taxes & fees
25 Oct - 26 Oct
Hilton Orlando/Altamonte Springs
A rooftop pool area with seating and a covered patio.
A modern outdoor seating area with wicker furniture, a white sofa, and round tables.
A bar area with a long counter, multiple stools, and a chandelier.
A modern interior with a black and white patterned floor, a bar area, and a seating area with sofas and chairs.

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.
Rp4.264.104
Rp4.797.118 total
includes taxes & fees
29 Oct - 30 Oct
Hotel Beauden, Autograph Collection
A pool area with lounge chairs, a water slide, and a building with illuminated signage.
A modern living room with a sectional sofa, a blue armchair, and a dining area with a table and chairs.
A hallway with a sign reading "STEAKHOUSE" and framed pictures on the wall.
A modern hotel with a unique architectural design, featuring a prominent overpass and lush landscaping.

4. Disney's Contemporary Resort

Disney's Contemporary Resort
Bay Lake
Rp12.738.336
Rp14.330.628 total
includes taxes & fees
3 Nov - 4 Nov
Disney's Contemporary Resort
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 large hotel with multiple floors, surrounded by a well-maintained golf course and a lake.

5. Rosen Shingle Creek

Rosen Shingle Creek
Orlando
  • Opulent Orlando retreat with 4 outdoor pools, 11 restaurants, and a luxurious spa experience.
Rp2.144.646
Rp2.412.727 total
includes taxes & fees
30 Oct - 31 Oct
Rosen Shingle Creek
A hotel with a swimming pool, palm trees, and a large building with multiple floors.
A water slide at a pool with a rocky background and greenery.
A couple dining at an outdoor table with candles, surrounded by greenery and a building in the background.
A hotel lobby with a reception desk, seating area, and a staircase leading to upper floors.

6. Caribe Royale Orlando, WorldHotels Elite

Caribe Royale Orlando, WorldHotels Elite
Orlando
  • Lavish Orlando retreat featuring a full-service spa, 3 pools, and 5 restaurants for discerning travellers.
Rp3.135.828
Rp4.298.247 total
includes taxes & fees
19 Nov - 20 Nov
Caribe Royale Orlando, WorldHotels Elite
A modern dining area with multiple tables and chairs, large windows, and a wooden accent wall with artwork.
A modern hotel room with a large bed, bedside tables with lamps, a desk, and a chair.
A Comfort Inn & Suites hotel with a modern design, featuring a covered entrance and outdoor seating area.
A stainless steel outdoor kitchen with a gas grill, a side burner, and a built-in sink.

7. Comfort Inn & Suites Orlando Sanford Airport

Comfort Inn & Suites Orlando Sanford Airport
Sanford
Rp2.004.046
Rp2.276.071 total
includes taxes & fees
17 Nov - 18 Nov
Comfort Inn & Suites Orlando Sanford Airport
A modern lobby with a sofa, chairs, a reception desk, and a patterned carpet.
A hotel lobby with a modern design, featuring a seating area with sofas and armchairs, a patterned carpet, and wooden accents on the ceiling.
A hotel room with two beds, a large window, a nightstand, and a wall-mounted lamp.
An outdoor patio with round tables and orange chairs, blue umbrellas, and a glass building facade.

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

Holiday Inn Express & Suites Sanford- Lake Mary by IHG
Sanford
Rp1.784.178
Rp2.061.357 total
includes taxes & fees
26 Oct - 27 Oct
Holiday Inn Express & Suites Sanford- Lake Mary by IHG
A hotel pool area with lounge chairs, palm trees, and a large building with vertical lines and green lighting.
A large hotel with a prominent central tower and a sign reading "Beverly Centre".
A modern hotel lobby with a large window, a chandelier, seating area, and a bar with various amenities.
Two individuals at a reception desk in a hotel lobby with artwork on the walls.

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.
Rp2.189.266
Rp2.487.555 total
includes taxes & fees
28 Oct - 29 Oct
Rosen Centre Hotel
A swimming pool with palm trees and umbrellas, surrounded by a building with a curved facade and multiple balconies.
A modern living room with a Christmas tree, a sofa, a coffee table, and a large window with a view of a green landscape.
A modern bar area with a long counter, multiple seating options, and a television screen.
A balcony with a table set for two, overlooking a golf course.

10. Waldorf Astoria Orlando - An Official Walt Disney World® Hotel

Waldorf Astoria Orlando - An Official Walt Disney World® Hotel
Orlando
  • Exceptional luxury awaits at this 5-star resort featuring a full-service spa, 2 outdoor pools, and 12 restaurants near Walt Disney World®.
Rp6.081.524
Rp7.855.453 total
includes taxes & fees
22 Nov - 23 Nov
Waldorf Astoria Orlando - An Official Walt Disney World® Hotel
View all properties

Top Winter Park Hotel Reviews

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

10/10 Excellent
"Family friendly, clean, lots of room and activities. Easy to transport to Disney"
Debbie 3-night trip
Posted 5 hours ago
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando
Marriott's Grande Vista

Marriott's Grande Vista

10/10 Excellent
"It was nice and spacious. The room came equipped with a full kitchen w/ washer and dryer. Definitely ideal for a short stay"
Larry 5-night trip
Posted 9 hours ago
Marriott's Grande Vista
Courtyard by Marriott across Universal Orlando

Courtyard by Marriott across Universal Orlando

10/10 Excellent
"We had a prank fire alarm 1:30 am and then a second time. First time I’ve had that in all my years of traveling."
Sharaz 3-night trip
Posted 11 hours ago
Courtyard by Marriott across Universal Orlando
Westgate Lakes Resort & Spa Universal Studios Area

Westgate Lakes Resort & Spa Universal Studios Area

10/10 Excellent
"Went for 4 days. 3 nights. Perfect getaway and good amenities"
Latrice 3-night trip
Posted 20 hours ago
Westgate Lakes Resort & Spa Universal Studios 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 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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