A clock with 'Winter Park' and 'Central Park' inscribed, surrounded by lush greenery and trees.

Search Resorts in Winter Park

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Dates

November 2026

December 2026

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Our top choices for Winter Park resorts

A swimming pool with a waterfall feature, surrounded by palm trees and lounge chairs.

1. DoubleTree by Hilton Orlando Theme Park Resort

International Drive District

Ashley

AED 264 total

includes taxes & fees

22 Nov - 23 Nov

A hotel pool area with lounge chairs, palm trees, and a large building with vertical lines and green lighting.

2. Rosen Centre Hotel

International Drive District

Max

AED 474 total

includes taxes & fees

11 Nov - 12 Nov

A hotel pool area with clear blue water, lounge chairs, umbrellas, and a large building with a curved glass facade in the background.

3. Hilton Orlando

International Drive District

Karina

AED 809 total

includes taxes & fees

22 Nov - 23 Nov

A clear blue pool with lounge chairs and umbrellas, surrounded by palm trees and a rock formation.

4. Hilton Grand Vacations Club SeaWorld® Orlando

Orlando

BRIDGETTE

AED 571 total

includes taxes & fees

11 Nov - 12 Nov

A poolside area with lounge chairs and umbrellas, a fire pit, and a pool.

5. Holiday Inn Resort Orlando - Lake Buena Vista by IHG

Orlando

Jesus

AED 442 total

includes taxes & fees

22 Nov - 23 Nov

A high-rise hotel with a swimming pool, tennis courts, and a landscaped area.

6. Hilton Grand Vacations Club Las Palmeras Orlando

Orlando

Chester

AED 572 total

includes taxes & fees

22 Nov - 23 Nov

An aerial view of a resort with a large swimming pool surrounded by palm trees and lounge chairs.

7. Wyndham Grand Orlando Resort Bonnet Creek

Orlando

Oscar

AED 798 total

includes taxes & fees

15 Nov - 16 Nov

A large outdoor swimming pool with multiple water features and lounge areas.

8. Wyndham Garden Lake Buena Vista – Disney Springs® Area

Lake Buena Vista

Hazel

AED 516 total

includes taxes & fees

24 Nov - 25 Nov

An aerial view of a resort with a winding pool, sun loungers, and palm trees.

9. Hilton Orlando Buena Vista Palace - Disney Springs® Area

Lake Buena Vista

Adam

AED 798 total

includes taxes & fees

22 Nov - 23 Nov

A resort with a pool, lounge chairs, palm trees, and a stone bridge.

10. Signia by Hilton Orlando - An Official Walt Disney World® Hotel

Orlando

Carlos

AED 870 total

includes taxes & fees

29 Nov - 30 Nov

11. DoubleTree Suites by Hilton Orlando - Disney Springs® Area

Lake Buena Vista

Nancy

AED 534 total

includes taxes & fees

25 Nov - 26 Nov

A hotel with a pool area, including a water slide and lounge chairs.

12. Embassy Suites by Hilton Orlando Lake Buena Vista Resort

Orlando

Jacqueline

AED 556 total

includes taxes & fees

23 Nov - 24 Nov

A nighttime pool area with multiple pools, palm trees, and a dining setup.

13. Hilton Orlando Lake Buena Vista - Disney Springs® Area

Lake Buena Vista

Kristi

AED 728 total

includes taxes & fees

22 Nov - 23 Nov

An aerial view of a resort with multiple swimming pools, sun loungers, and palm trees.

14. Hilton Grand Vacations Club Tuscany Village Orlando

International Drive District

Tina

AED 583 total

includes taxes & fees

11 Nov - 12 Nov

A dining area with a table, chairs, a lamp, and a view of an outdoor pool area.

15. Disney Studio 2 Queens & Shuttle

Kissimmee

Louise

AED 439 total

includes taxes & fees

16 Nov - 17 Nov

A well-lit outdoor dining area with stone walls and multiple seating arrangements.

16. Arnold Palmer's Bay Hill Club & Lodge

Bay Hill

Justin

AED 1,429 total

includes taxes & fees

9 Nov - 10 Nov

A swimming pool with a large dragon slide and a mermaid statue.

17. Disney's Port Orleans Resort French Quarter

Lake Buena Vista

Robert James

AED 1,674 total

includes taxes & fees

17 Nov - 18 Nov

A hotel with a swimming pool, lounge chairs, and palm trees.

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

Orlando

John

AED 1,643 total

includes taxes & fees

22 Nov - 23 Nov

A spacious kitchen with a large island, bar stools, and a view through large windows.

19. The Fold Hotels Orlando

Orlando

Melissa

AED 675 total

includes taxes & fees

1 Dec - 2 Dec

A living room with a grey sofa, a wooden table with a menu, a grey armchair with a leopard print pillow, and a view of a backyard through large windows.

20. SPACIOUS 1 BEDROOM HOUSE IN DISNEY AREA 5 STAR RATED MILL CREEK RESORT 2752

Kissimmee

Alexis B.

AED 847 total

includes taxes & fees

28 Nov - 29 Nov

View all properties

Learn more about Winter Park

Stroll through the Morse Museum to see the world's largest collection of Tiffany glass, then boat through the Winter Park Chain of Lakes. Charming Park Avenue offers upscale shopping and outdoor cafés where you can people-watch before catching a sunset concert in Central Park.

See all hotels in Winter Park

Top reviews in Winter Park

Rosen Centre Hotel

International Drive District

10/10 Excellent

Jennifer

Wyndham Grand Orlando Resort Bonnet Creek

Orlando

10/10 Excellent

Holly

Signia by Hilton Orlando - An Official Walt Disney World® Hotel

Orlando

10/10 Excellent

Alyssa

Waldorf Astoria Orlando - An Official Walt Disney World® Hotel

Orlando

10/10 Excellent

samuel

Hilton Orlando Buena Vista Palace - Disney Springs® Area

Lake Buena Vista

10/10 Excellent

James

Hilton Grand Vacations Club Tuscany Village Orlando

International Drive District

10/10 Excellent

Shamone Lata'e

Hilton Orlando Lake Buena Vista - Disney Springs® Area

Lake Buena Vista

10/10 Excellent

Mary

Hilton Grand Vacations Club Las Palmeras Orlando

Orlando

10/10 Excellent

The staff was amazing and very friendly! They remembered me every time and were always genuinely kind. I thought the room was clean and organized! Very clean, along with the bathroom. The balcony was great and had a great view of the convention center which lit up at night! Even though it was by a busier road the noise was minimal and easy to tone out! What I can complain about though is we did get a call at 8:15 am the first morning we were there, my husband answered and was asleep. I was in...

Anonymous traveler

Hilton Grand Vacations Club SeaWorld® Orlando

Orlando

10/10 Excellent

The property is just phenomenal, the staff are all just out standing when I needed anything they were quick to help and execute me and my family will most definitely be back here one thing that stood out to me most was the lady name Tasha she was just a wonderful and honest person I ask a few questions and she was so honest with me and that goes along way in my book she was always so pleasant. We enjoyed our stay thank you guys for making that possible for us

Taneka

A hotel with a large pool, multiple balconies, and palm trees.

Hilton Grand Vacations Club Parc Soleil Orlando

Orlando

10/10 Excellent

Oscar

Holiday Inn Resort Orlando - Lake Buena Vista by IHG

Orlando

10/10 Excellent

Lisa

Wyndham Garden Lake Buena Vista – Disney Springs® Area

Lake Buena Vista

10/10 Excellent

Amy

Arnold Palmer's Bay Hill Club & Lodge

Bay Hill

10/10 Excellent

I almost hate to write a great review because I want to keep Bay Hill as much of a secret as possible! The truth is that it is one of the most quaint and comfortable places to stay ANYWHERE. We have visited here many times in the past and will surely be back many more times. For this stay, my wife and I decided to alter our reservations upon arrival and stay here for a full week, which was a great decision. Bay Hill once again didn't disappoint us with the level of comfort and service far beyond...

Darcy2944

A resort with multiple swimming pools, lounge areas, and a modern building with balconies.

Conrad Orlando at Evermore

Orlando

10/10 Excellent

Jiefeng

Disney's Port Orleans Resort French Quarter

Lake Buena Vista

10/10 Excellent

louise

DoubleTree by Hilton Orlando Theme Park Resort

International Drive District

10/10 Excellent

Anabel

A hotel with a central courtyard, a reflective pool, and a large building with a prominent entrance.

Four Seasons Resort Orlando at WALT DISNEY WORLD® Resort

Golden Oak

10/10 Excellent

Alex

The Fold Hotels Orlando

Orlando

10/10 Excellent

Melissa

Frequently Asked Questions

What can I expect from a resort vacation in Winter Park?

Longing for a relaxing getaway? Indulge in all the comforts of a resort, where you can find everything you need for your vacation from tasty dining options to activities and shopping. One of the 110 comfortable resorts in the area might be just what you're looking for, whether you're hoping for great restaurants on site, shopping possibilities, or activities for the kids.

What's the best resort for my stay in Winter Park?

Our top-rated resorts around Winter Park: Waldorf Astoria Orlando - An Official Walt Disney World® Hotel - Luxury resort. 20.7 mi (33.4 km) from Winter Park. Features 2 outdoor pools, 6 restaurants, and 4 bars. Wyndham Grand Orlando Resort Bonnet Creek - Family-friendly resort. 20.6 mi (33.1 km) from Winter Park. Has 5 outdoor pools, 4 restaurants, and a lazy river. Popular for its pool. Signia by Hilton Orlando - An Official Walt Disney World® Hotel - Family-friendly resort. 20.6 mi (33.1 km) from Winter Park. Guests love the pool. Enjoy the 12 restaurants, 2 poolside bars, and golf course. DoubleTree by Hilton Orlando Theme Park Resort - Family-friendly resort less than 10 minutes from Aquatica. 14.6 mi (23.4 km) from Winter Park. Amenities include 2 outdoor pools, 2 restaurants, and 3 bars. Guests love the pool. Evermore Orlando Resort - Beach resort. 17.7 mi (28.5 km) from Winter Park. Access to 3 outdoor pools, 11 restaurants, and a private beach.

What can I do in Winter Park?

Travelers enjoy the shopping and other activities in Winter Park, and also have good things to say about the dining options here. Grab your golf clubs for a game at Winter Park Country Club and Winter Pines Golf Club, or catch the latest production at Winter Park Playhouse or Conduit. Other top attractions in the area include Universal Studios Florida and Universal Orlando Resort.

What's the seasonal weather like in Winter Park?

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 the best way to get to and around Winter Park?

Fly into Orlando Intl. Airport (MCO), which is located 11.8 mi (19 km) from the city center. Otherwise, look for flights into Orlando Sanford Intl. Airport (SFB), which is 13.4 mi (21.6 km) away. To venture out into the surrounding area, hop aboard a train at Winter Park Station.

Search Resorts in Winter Park

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Winter Park resorts

1. DoubleTree by Hilton Orlando Theme Park Resort

2. Rosen Centre Hotel

3. Hilton Orlando

4. Hilton Grand Vacations Club SeaWorld® Orlando

5. Holiday Inn Resort Orlando - Lake Buena Vista by IHG

6. Hilton Grand Vacations Club Las Palmeras Orlando

7. Wyndham Grand Orlando Resort Bonnet Creek

8. Wyndham Garden Lake Buena Vista – Disney Springs® Area

9. Hilton Orlando Buena Vista Palace - Disney Springs® Area

10. Signia by Hilton Orlando - An Official Walt Disney World® Hotel

11. DoubleTree Suites by Hilton Orlando - Disney Springs® Area

12. Embassy Suites by Hilton Orlando Lake Buena Vista Resort

13. Hilton Orlando Lake Buena Vista - Disney Springs® Area

14. Hilton Grand Vacations Club Tuscany Village Orlando

15. Disney Studio 2 Queens & Shuttle

16. Arnold Palmer's Bay Hill Club & Lodge

17. Disney's Port Orleans Resort French Quarter

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

19. The Fold Hotels Orlando

20. SPACIOUS 1 BEDROOM HOUSE IN DISNEY AREA 5 STAR RATED MILL CREEK RESORT 2752

Learn more about Winter Park

Top reviews in Winter Park

Rosen Centre Hotel

10/10 Excellent

Frequently Asked Questions

What can I expect from a resort vacation in Winter Park?

What's the best resort for my stay in Winter Park?

What can I do in Winter Park?

What's the seasonal weather like in Winter Park?

What's the best way to get to and around Winter Park?

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