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
4 Sept - 5 Sept
Tomorrow
5 Sept - 6 Sept
This weekend
4 Sept - 6 Sept
Next weekend
11 Sept - 13 Sept

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.
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.
S$365
includes taxes & fees
13 Sept - 14 Sept
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 spacious lobby with multiple seating areas, including sofas and chairs, a coffee table, and a bar area with a television.

2. DoubleTree by Hilton Hotel Orlando Downtown

DoubleTree by Hilton Hotel Orlando Downtown
Ivanhoe Village
S$147
includes taxes & fees
10 Sept - 11 Sept
DoubleTree by Hilton Hotel Orlando Downtown
A bar area with a long counter, multiple stools, and a chandelier.
A rooftop pool area with seating and a covered patio.
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.

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.
S$312
includes taxes & fees
7 Sept - 8 Sept
Hotel Beauden, Autograph Collection
A modern lobby with a reception desk, seating area, and decorative columns.
A bar area with a curved counter, multiple bar stools, and hanging pendant lights.
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.

4. 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.
S$162
includes taxes & fees
8 Sept - 9 Sept
Hilton Orlando/Altamonte Springs
A hotel atrium with a central fountain, palm trees, and a circular seating area.
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.
A spacious living room with a large sofa, a coffee table, and a dining area with a chair and table.

5. Hyatt Regency Orlando International Airport

Hyatt Regency Orlando International Airport
Orlando
S$298
includes taxes & fees
14 Sept - 15 Sept
Hyatt Regency Orlando International Airport
A spacious living area with a grand piano, comfortable seating, and modern decor.
A park with a fountain, a pathway, and a building in the background.
A poolside area with lounge chairs and round tables, some with flower arrangements.
A dining area with a sofa and table set for a meal, featuring a candle centerpiece.

6. Renaissance Orlando Airport Hotel by Marriott

Renaissance Orlando Airport Hotel by Marriott
Airport North
S$156
includes taxes & fees
13 Sept - 14 Sept
Renaissance Orlando Airport Hotel by Marriott
An aerial view of a resort with a swimming pool, lush greenery, and a river.
A spacious lobby with high ceilings, large columns, and modern lighting fixtures.
An indoor seating area with tables and chairs, large windows with a view of greenery, and hanging pendant lights.
An outdoor wedding venue with round tables and chairs, string lights, and a lake view.

7. Marriott Orlando Airport Lakeside

Marriott Orlando Airport Lakeside
Airport North
S$168
includes taxes & fees
21 Sept - 22 Sept
Marriott Orlando Airport Lakeside
A resort with a large pool, multiple buildings, and palm trees.
A stone bridge with arches over a water feature, surrounded by tropical plants and palm trees.
A hotel with a large pool, reflecting buildings, and a sunset sky.
A spiral staircase with stone walls and hanging lights.

8. Universal's Loews Sapphire Falls Resort

Universal's Loews Sapphire Falls Resort
Florida Center
S$382
includes taxes & fees
7 Sept - 8 Sept
Universal's Loews Sapphire Falls Resort
A modern bar area with green bar stools, a long counter, and multiple televisions displaying tropical scenes.
A modern bar area with a circular ceiling light, wooden staircase, and colorful chairs.
A wooden boardwalk through a dense forest with tall pine trees.
A modern hotel with the name 'WAVE' prominently displayed on the facade. It features a curved glass design and is surrounded by palm trees.

9. Lake Nona Wave Hotel

Lake Nona Wave Hotel
Orlando
S$293
includes taxes & fees
5 Oct - 6 Oct
Lake Nona Wave Hotel
A fountain with a decorative figure in the center, surrounded by outdoor seating and greenery.
A modern living room with a flat-screen TV, a wooden cabinet, and a dining area with a round table and chairs.
A kitchen with a stainless steel microwave, coffee maker, and a toaster.
A modern dining area with a round table and two chairs.

10. Suites by The Wellborn

Suites by The Wellborn
Lake Cherokee
S$183
includes taxes & fees
6 Sept - 7 Sept
Suites by The Wellborn
View all properties

Top Winter Park Hotel Reviews

Universal's Cabana Bay Beach Resort

Universal's Cabana Bay Beach Resort

10/10 Excellent
"Me and my Son loved it! We’ll definitely be back!"
Nicole 2-night trip
Posted 4 hours ago
Universal's Cabana Bay Beach Resort
Caribe Royale Orlando, WorldHotels Elite

Caribe Royale Orlando, WorldHotels Elite

10/10 Excellent
"place was great , very well located ,super clean ,well maintained , pool was awesome restaurants were great"
Pericles Brito and lumenia 6-night trip
Posted 6 hours ago
Caribe Royale Orlando, WorldHotels Elite
Coco Key Hotel & Water Park Resort

Coco Key Hotel & Water Park Resort

10/10 Excellent
"Our family stay was great. The water park on site is clean, and has areas for younger children as well as older children and adults. It doesnt open until 11am, however the other pool areas are open earlier and stay open later (waterpark closes at 7) The waterpark had lifeguards standing by the pool areas for the smallers kids, however I was surprised that there wasnt a lifeguard by the larger, outdoor pool area. That larger pool was open very late, as we went night swimming and my kids had tons of fun. The only thing I would keep in mind while booking is that due to the pool being open late, if youre planning on getting to bed around 8 or 9pm don't expect it to be quiet outside. You will hear kids laughing and having fun in the pool, so if that's not for you ask for a room not near the outdoor pool. Also, Im not a big fan of the gradual incline of the pool... it gradually gets deeper and for my child it was difficult to notice. Id rather a pool were one side is specific dept and the other side is deeper, possibly with a floating rope in between so that children realize when they're going in the deep end. Kids are having fun swimming and not looking at the liner of the pool to read the gradual increase in dept. For us, it was so convienient having to step out of our room and right to the pool area. Rooms were very clean!! I appreciate the abundance of towels that were left in the room and the hairdryers."
Joseph Gene 3-night trip
Posted 9 hours ago
Coco Key Hotel & Water Park Resort
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

10/10 Excellent
"All was fine"
Vincent M. 5-night trip
Posted 10 hours ago
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando
Sheraton Vistana Villages Resort Villas, I-Drive/Orlando

Sheraton Vistana Villages Resort Villas, I-Drive/Orlando

10/10 Excellent
"I didn't like being put by the kid pool when we stood there, I wish someone would of told us that side was people with kids."
Karen 3-night trip
Posted 10 hours ago
Sheraton Vistana Villages Resort Villas, I-Drive/Orlando
Holiday Inn Resort Orlando Suites - Waterpark by IHG

Holiday Inn Resort Orlando Suites - Waterpark by IHG

10/10 Excellent
"My son and I enjoyed our stay"
Jamella 2-night trip
Posted 11 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
"Price was good for everything that was included, breakfast, dinner, and complimentary drinks daily. Kids had fun at the pool and was close to every where we were going"
Ramiro 4-night trip
Posted 11 hours ago
Drury Plaza Hotel Orlando - Disney Springs Area
Rosen Inn Lake Buena Vista

Rosen Inn Lake Buena Vista

8/10 Good
"No"
MARIE 2-night trip
Posted 14 hours ago
Rosen Inn Lake Buena Vista
Avanti International Resort

Avanti International Resort

10/10 Excellent
"none"
Edgar 2-night trip
Posted 2 days ago
Avanti International 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 Winter Park Country Club and Rollins Museum of Art.
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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