Luxury Hotels in Winter Park, Florida

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Check prices for these dates

Tonight
Nov 6 - Nov 7
Tomorrow
Nov 7 - Nov 8
This weekend
Nov 6 - Nov 8
Next weekend
Nov 13 - Nov 15

Our top choices for Winter Park luxury hotels

A hotel with multiple floors, outdoor seating areas, and a well-lit courtyard.

1. The Alfond Inn

The Alfond Inn
4.0 star property
Winter Park
9.6 out of 10, Exceptional, (1,003 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 P18,474
P22,697 total
includes taxes & fees
Nov 30 - Dec 1
The Alfond Inn
A modern lobby with a reception desk, seating area, and decorative columns.

2. Hilton Orlando/Altamonte Springs

Hilton Orlando/Altamonte Springs
4.0 star property
Altamonte Springs
9.0 out of 10, Wonderful, (1,593 reviews)
  • cleanliness
    Upscale hotel offers pillowtop beds with Egyptian cotton sheets, outdoor pool, hot tub, sauna, and 24-hour fitness center.
The price is P7,881
P9,079 total
includes taxes & fees
Nov 23 - Nov 24
Hilton Orlando/Altamonte Springs
A hotel with a swimming pool, lounge chairs, and palm trees.

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

Waldorf Astoria Orlando - An Official Walt Disney World® Hotel
5.0 star property
Orlando
9.4 out of 10, Exceptional, (684 reviews)
  • cleanliness
    Exceptional luxury awaits at this 5-star resort featuring a full-service spa, 2 outdoor pools, and 12 restaurants near Walt Disney World®.
The price is P21,903
P28,184 total
includes taxes & fees
Nov 23 - Nov 24
Waldorf Astoria Orlando - An Official Walt Disney World® Hotel
A grand piano in a lobby with a bar in the background.

4. Hotel Beauden, Autograph Collection

Hotel Beauden, Autograph Collection
4.5 star property
Downtown Orlando
9.0 out of 10, Wonderful, (1,002 reviews)
  • cleanliness
    Downtown luxury hotel with spa sanctuary offers poolside relaxation and upscale dining just steps from Orlando's entertainment district.
The price is P12,285
P13,821 total
includes taxes & fees
Nov 22 - Nov 23
Hotel Beauden, Autograph Collection
A pool area with lounge chairs, a water slide, and a building with illuminated signage.

5. Disney's Contemporary Resort

Disney's Contemporary Resort
4.5 star property
Bay Lake
8.6 out of 10, Excellent, (1,001 reviews)
The price is P44,984
P50,607 total
includes taxes & fees
Nov 9 - Nov 10
Disney's Contemporary Resort
A resort with multiple swimming pools, lounge areas, and a modern building with balconies.

6. Conrad Orlando at Evermore

Conrad Orlando at Evermore
5.0 star property
Orlando
9.6 out of 10, Exceptional, (615 reviews)
  • cleanliness
    Nestled on a white sand beach, this Orlando resort pampers with a full-service spa, golf course, and private cabanas.
The price is P29,400
P36,225 total
includes taxes & fees
Nov 20 - Nov 21
Conrad Orlando at Evermore
A water park with multiple slides and a pool area surrounded by palm trees and a golf course.

7. The Ritz-Carlton Orlando, Grande Lakes

The Ritz-Carlton Orlando, Grande Lakes
5.0 star property
Orlando
9.2 out of 10, Wonderful, (1,004 reviews)
  • cleanliness
    Opulent five-star haven boasts a full-service spa, championship golf course, and 7 restaurants in Orlando.
The price is P30,191
P37,863 total
includes taxes & fees
Nov 25 - Nov 26
The Ritz-Carlton Orlando, Grande Lakes
A pool with a waterfall, surrounded by tropical vegetation and a stone bridge.

8. Four Seasons Resort Orlando at WALT DISNEY WORLD® Resort

Four Seasons Resort Orlando at WALT DISNEY WORLD® Resort
5.0 star property
Golden Oak
9.6 out of 10, Exceptional, (972 reviews)
  • cleanliness
    Experience lavish relaxation at this lake-adjacent Disney resort with a full-service spa and 3 pools.
The price is P84,738
P99,583 total
includes taxes & fees
Dec 4 - Dec 5
Four Seasons Resort Orlando at WALT DISNEY WORLD® Resort
A water slide structure with a person at the bottom of the slide, water splashing around.

9. The Cabins at Disney's Fort Wilderness Resort

The Cabins at Disney's Fort Wilderness Resort
4.5 star property
Bay Lake
9.2 out of 10, Wonderful, (574 reviews)
The price is P37,171
P41,818 total
includes taxes & fees
Nov 8 - Nov 9
The Cabins at Disney's Fort Wilderness Resort
A modern dining area with multiple tables and chairs, large windows, and a wooden accent wall with artwork.

10. Comfort Inn & Suites Orlando Sanford Airport

Comfort Inn & Suites Orlando Sanford Airport
4.0 star property
Sanford
9.8 out of 10, Exceptional, (274 reviews)
The price is P7,342
P8,334 total
includes taxes & fees
Nov 29 - Nov 30
Comfort Inn & Suites Orlando Sanford Airport
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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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.