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

Luxury Hotels in Winter Park, Orlando

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Check availability on Winter Park Luxury Hotels

Tonight
Sep 22 - Sep 23
Tomorrow
Sep 23 - Sep 24
This weekend
Sep 25 - Sep 27
Next weekend
Oct 2 - Oct 4

Our top choices for Winter Park luxury hotels

A hotel with multiple floors, outdoor seating areas, and a well-lit courtyard.
A multi-story hotel with balconies, a swimming pool, and a landscaped courtyard.
A spacious lobby with a high ceiling, large windows, and a grand piano.
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.
P16,901
P20,921 total
includes taxes & fees
Sep 27 - Sep 28
The Alfond Inn
A spacious lobby with a central seating area, a bar, and a well-lit ceiling with chandeliers.
A DoubleTree by Hilton hotel with a modern design, featuring a large glass facade and a prominent sign at the top.
A food display area with a refrigerated section, a microwave, and a variety of packaged snacks.
A hotel room with a large bed, a flat-screen TV, a wooden dresser, and a city view through large windows.

2. DoubleTree by Hilton Hotel Orlando Downtown

DoubleTree by Hilton Hotel Orlando Downtown
Ivanhoe Village
P6,644
P7,474 total
includes taxes & fees
Oct 11 - Oct 12
DoubleTree by Hilton Hotel Orlando Downtown
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 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.

3. 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.
P6,949
P8,034 total
includes taxes & fees
Sep 28 - Sep 29
Hilton Orlando/Altamonte Springs
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 modern interior with a black and white patterned floor, a bar area, and a seating area with sofas and chairs.
A modern outdoor seating area with wicker furniture, a white sofa, and round tables.

4. 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.
P11,682
P13,142 total
includes taxes & fees
Oct 4 - Oct 5
Hotel Beauden, Autograph Collection
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.
Two wicker rocking chairs with colorful cushions on a patterned rug, a white fence, and a window with blinds.
A staircase with a white railing, surrounded by potted plants and a small rock garden at the base.

5. The Tiny Cottage in The Springs

The Tiny Cottage in The Springs
Altamonte Springs
P8,368
P43,915 total
includes taxes & fees
Sep 23 - Sep 24
The Tiny Cottage in The Springs
A modern kitchen with a central island, bar stools, and a dining area with a sofa and table.
An outdoor seating area with a sofa, chairs, and a table.
A modern kitchen with a central island, bar stools, and a seating area with a sofa and table.
A modern hotel lobby with a glass staircase, a reception desk, and a view of the outdoors.

6. Virelli Apartments Upscale King Suite in the Heart of Orlando w Pool

Virelli Apartments Upscale King Suite in the Heart of Orlando w Pool
Downtown Orlando
P6,547
P24,841 total
includes taxes & fees
Sep 27 - Sep 28
Virelli Apartments Upscale King Suite in the Heart of Orlando w Pool
A spacious living area with a grand piano, comfortable seating, and modern decor.
A poolside area with lounge chairs and round tables, some with flower arrangements.
A park with a fountain, a pathway, and a building in the background.
A spacious living room with a sofa, armchairs, and a coffee table.

7. Renaissance Orlando Airport Hotel by Marriott

Renaissance Orlando Airport Hotel by Marriott
Airport North
P6,887
P7,747 total
includes taxes & fees
Sep 23 - Sep 24
Renaissance Orlando Airport Hotel by Marriott
An aerial view of a resort with a swimming pool, lush greenery, and a river.
An outdoor dining area with long wooden tables and chairs, surrounded by lush greenery and palm trees.
An outdoor wedding venue with round tables and chairs, string lights, and a lake view.
A spacious lobby with high ceilings, large columns, and modern lighting fixtures.

8. Marriott Orlando Airport Lakeside

Marriott Orlando Airport Lakeside
Airport North
P8,730
P9,821 total
includes taxes & fees
Sep 23 - Sep 24
Marriott Orlando Airport Lakeside
An aerial view of a resort with multiple swimming pools, landscaped gardens, and outdoor seating areas.
A spacious hotel lobby with a central staircase, multiple seating areas, and large windows offering views of the outdoor area.
A spacious lobby with high ceilings, arched columns, and a mix of seating areas.
A large hotel with multiple floors, surrounded by a well-maintained golf course and a lake.

9. Rosen Shingle Creek

Rosen Shingle Creek
Orlando
  • Opulent Orlando retreat with 4 outdoor pools, 11 restaurants, and a luxurious spa experience.
P7,482
P8,417 total
includes taxes & fees
Oct 17 - Oct 18
Rosen Shingle Creek
A hotel atrium with a central fountain, palm trees, and a circular seating area.
A spacious living room with a large sofa, a coffee table, and a dining area with a chair and table.
A modern restaurant with a panoramic view of the airport, featuring high ceilings, hanging spherical light fixtures, and a mix of seating arrangements.
A multi-level hotel lobby with a central atrium, seating areas, and a reception desk.

10. Hyatt Regency Orlando International Airport

Hyatt Regency Orlando International Airport
Orlando
P13,747
P15,465 total
includes taxes & fees
Sep 28 - Sep 29
Hyatt Regency Orlando International Airport
View all properties

Top Winter Park Hotel Reviews

Holiday Inn Resort Orlando Suites - Waterpark by IHG

Holiday Inn Resort Orlando Suites - Waterpark by IHG

10/10 Excellent
"."
Justin 3-night trip
Posted 8 hours ago
Holiday Inn Resort Orlando Suites - Waterpark by IHG
Drury Plaza Hotel Orlando - Disney Springs Area

Drury Plaza Hotel Orlando - Disney Springs Area

10/10 Excellent
"It’s a great hotel with a great breakfast and two every person who is over 21 receives two free drinks. The rooms are nice and roomy and clean"
Milagros 3-night trip
Posted 9 hours ago
Drury Plaza Hotel Orlando - Disney Springs Area
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

10/10 Excellent
"Great staff and very clean room. Will stay again!"
Abbigail 1-night trip
Posted 9 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

10/10 Excellent
"Nice stay we enjoyed it. We live the bunk beds for the kids and second TV"
Genaro 3-night trip
Posted 16 hours ago
Fairfield Inn & Suites Lake Buena Vista in Marriott Village
Lake Buena Vista Resort Village & Spa

Lake Buena Vista Resort Village & Spa

8/10 Good
"We have been coming here for years. And noticed the furniture is becoming in need of replacement. Couch and chairs were terribly uncomfortable. We also understand lightening un area pool closes. But thr people working there were so rude on sunday. My daughter n her friend had bought a pretzel and were sitting under the awning due to rain to eat the pretzel and the bartender lso rudely told them they could not sit there the pool was closed and they had to leave. Mind u would u want a soggy pretzel after walking to your building in the rain. Also as everyone knows in florida rain and lightening come and go literally 40 mins later pool was reopened. And we were not thr only ppl complaing on their rudeness also he was literally making rude comment on a tip he received. It is a great getaway but be prepared the staff has gone down hill"
Jenny 4-night trip
Posted 16 hours ago
Lake Buena Vista Resort Village & Spa
Rosen Inn Lake Buena Vista

Rosen Inn Lake Buena Vista

10/10 Excellent
"Clean and helpful staff"
Alejandra 1-night trip
Posted 19 hours ago
Rosen Inn Lake Buena Vista
Rosen Inn International

Rosen Inn International

8/10 Good
"Todo muy bien en el hotel"
Edgardo 1-night trip
Posted 19 hours ago
Rosen Inn International

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