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
Oct 20 - Oct 21
Tomorrow
Oct 21 - Oct 22
This weekend
Oct 23 - Oct 25
Next weekend
Oct 30 - Nov 1

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.
NT$9,594
NT$11,778 total
includes taxes & fees
Nov 1 - Nov 2
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 banquet hall with round tables, white chairs, teal tablecloths, and chandeliers.
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 center.
NT$3,841
NT$4,432 total
includes taxes & fees
Oct 25 - Oct 26
Hilton Orlando/Altamonte Springs
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.
A rooftop pool area with seating and a covered patio.
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
  • Downtown luxury hotel with spa sanctuary offers poolside relaxation and upscale dining just steps from Orlando's entertainment district.
NT$7,704
NT$8,667 total
includes taxes & fees
Oct 29 - Oct 30
Hotel Beauden, Autograph Collection
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 balcony with a table set for two, overlooking a golf course.
A golf course with sand bunkers, a pond, and tall trees in the background.

4. 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®.
NT$11,246
NT$14,480 total
includes taxes & fees
Nov 12 - Nov 13
Waldorf Astoria Orlando - An Official Walt Disney World® Hotel
A hotel with a swimming pool, palm trees, and a large building with multiple floors.
A bar area with a variety of seating options, including patterned chairs and stools, a bar counter with bottles, and a large mirror on the wall.
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.

5. 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 travelers.
NT$5,656
NT$7,753 total
includes taxes & fees
Nov 19 - Nov 20
Caribe Royale Orlando, WorldHotels Elite
A man holding a glass of champagne overlooking a resort with a pool, lounge chairs, and a large building in the background.
A high-rise hotel with a swimming pool, palm trees, and a clear blue sky.
Lobby
A spacious lobby with a central bar area, multiple seating arrangements, and large windows offering views of the cityscape.

6. 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.
NT$4,640
NT$7,022 total
includes taxes & fees
Oct 30 - Oct 31
Hyatt Regency Orlando
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 lobby with a central fountain, seating areas, and a large windowed wall.

7. Disney's Contemporary Resort

Disney's Contemporary Resort
Bay Lake
NT$22,940
NT$25,807 total
includes taxes & fees
Nov 4 - Nov 5
Disney's Contemporary Resort
A resort with multiple swimming pools, lounge areas, and a modern building with balconies.
An outdoor dining area with wicker furniture and hanging lights, overlooking a beach and hotel buildings.
A rooftop lounge with wicker furniture, round tables, and potted plants.
A modern hotel entrance with a large wooden ceiling structure, glass doors, and a view of the outdoors.

8. Conrad Orlando at Evermore

Conrad Orlando at Evermore
Orlando
  • Nestled on a white sand beach, this Orlando resort pampers with a full-service spa, golf course, and private cabanas.
NT$18,750
NT$22,714 total
includes taxes & fees
Nov 1 - Nov 2
Conrad Orlando at Evermore
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 reception area with a wooden reception desk, a digital display, and a vending machine.
A stainless steel outdoor kitchen with a gas grill, a side burner, and a built-in sink.

9. Comfort Inn & Suites Orlando Sanford Airport

Comfort Inn & Suites Orlando Sanford Airport
Sanford
NT$3,553
NT$4,036 total
includes taxes & fees
Oct 26 - Oct 27
Comfort Inn & Suites Orlando Sanford Airport
A water park with multiple slides and a pool area surrounded by palm trees and a golf course.
A dining area with tables set for service, large arched windows, and wall-mounted lighting.
A courtyard with outdoor seating, palm trees, and a pool.
A modern living room with a sofa set, coffee table, and decorative plants.

10. The Ritz-Carlton Orlando, Grande Lakes

The Ritz-Carlton Orlando, Grande Lakes
Orlando
  • Opulent five-star haven boasts a full-service spa, championship golf course, and 7 restaurants in Orlando.
NT$16,221
NT$20,261 total
includes taxes & fees
Oct 28 - Oct 29
The Ritz-Carlton Orlando, Grande Lakes
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
"Brilliant stay! The hotel is in a fantastic, convenient location with great staff who were helpful throughout. Having an excellent car park on-site made everything completely hassle-free. Highly recommended"
Michael 8-night trip
Posted less than an hour ago
Drury Plaza Hotel Orlando - Disney Springs Area
Avanti International Resort

Avanti International Resort

8/10 Good
"It was good. The only complaints are A soft cheap mattress in a screechy bed. Window with no curtains, just a blind that you can see inside the room from the outside"
Hector 5-night trip
Posted 1 hour ago
Avanti International Resort
DoubleTree by Hilton Orlando Theme Park Resort

DoubleTree by Hilton Orlando Theme Park Resort

10/10 Excellent
"Very nice hotel . Cute villas ,nice pool, and great location . Bonus : Hotel is Dog friendly ."
Nikki 2-night trip
Posted 2 hours ago
DoubleTree by Hilton Orlando Theme Park Resort
Marriott's Grande Vista

Marriott's Grande Vista

8/10 Good
"Property grounds were really nice, beautiful views all over. Loved the pool area near registration, with food options and live music. Staff was very friendly and welcoming. Only downside was the odor in our room, couldn't put my finger on what it was, but it definitely made our time in the room less enjoyable."
Stacey 4-night trip
Posted 3 hours ago
Marriott's Grande Vista
Westgate Lakes Resort & Spa Universal Studios Area

Westgate Lakes Resort & Spa Universal Studios Area

10/10 Excellent
"Great stay from start to finish! Everything we wanted & needed all in one property. We will be back!!"
Donald 4-night trip
Posted 3 hours ago
Westgate Lakes Resort & Spa Universal Studios Area
Rosen Inn Lake Buena Vista

Rosen Inn Lake Buena Vista

10/10 Excellent
"This was handy to everywhere. Staff were fantastic and room was cleaned daily. The location was a bonus as it’s handy to Disney the outlets and Longhorns steak house"
John Magee 3-night trip
Posted 6 hours ago
Rosen Inn Lake Buena Vista
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

10/10 Excellent
"Very clean, nice space"
Sonya 4-night trip
Posted 7 hours ago
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando
Courtyard by Marriott across Universal Orlando

Courtyard by Marriott across Universal Orlando

8/10 Good
"Bought the parking and breakfast. Spent just over and hour getting them to fix that, I came here to go on vacation. The person who checked me in was on some sort of cell phone discussion and wasn't paying attention we when checked in. He asked for my plate number and said it was taken care of, I came the next morning and had to get my breakfast vouchers and they saw my paid parking was being charged. Very very long time to fix this, I am here to go to Universal."
dirk 2-night trip
Posted 8 hours ago
Courtyard by Marriott across Universal Orlando
Buena Vista Suites Orlando

Buena Vista Suites Orlando

10/10 Excellent
"Room was clean. Breakfast had lots of choices! Tammy was wonderful in helping us."
Christine 2-night trip
Posted 10 hours ago
Buena Vista Suites Orlando

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 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. If you want to venture outside of the area, hop on a train at Winter Park Station.

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