Search Resort Hotels in Winter Park from CA $54

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Check prices for these dates

Next weekend
Nov 13 - Nov 15
In two weeks
Nov 20 - Nov 22
In one month
Dec 4 - Dec 6
In two months
Jan 1 - Jan 3

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

DoubleTree by Hilton Orlando Theme Park Resort
4.0 star property
International Drive District
7.6 out of 10, Good, (6,513 reviews)
"We love this location"
United States
Ashley
The price is CA $89
CA $100 total
includes taxes & fees
Nov 22 - Nov 23
DoubleTree by Hilton Orlando Theme Park Resort
A hotel pool area with lounge chairs, palm trees, and a large building with vertical lines and green lighting.

2. Rosen Centre Hotel

Rosen Centre Hotel
4.0 star property
International Drive District
9.0 out of 10, Wonderful, (4,417 reviews)
"Great place to stay"
United States
Max
The price is CA $151
CA $172 total
includes taxes & fees
Nov 12 - Nov 13
Rosen Centre Hotel
A clear blue pool with lounge chairs and umbrellas, surrounded by palm trees and a rock formation.

3. Hilton Grand Vacations Club SeaWorld® Orlando

Hilton Grand Vacations Club SeaWorld® Orlando
4.0 star property
Orlando
9.0 out of 10, Wonderful, (2,404 reviews)
"Great place to stay when in Orlando."
United States
BRIDGETTE
The price is CA $144
CA $217 total
includes taxes & fees
Nov 12 - Nov 13
Hilton Grand Vacations Club SeaWorld® Orlando
A hotel pool area with clear blue water, lounge chairs, umbrellas, and a large building with a curved glass facade in the background.

4. Hilton Orlando

Hilton Orlando
4.0 star property
International Drive District
8.8 out of 10, Excellent, (1,000 reviews)
"Great lady minute stay"
United States
Karina
The price is CA $205
CA $308 total
includes taxes & fees
Nov 22 - Nov 23
Hilton Orlando
A high-rise hotel with a swimming pool, tennis courts, and a landscaped area.

5. Hilton Grand Vacations Club Las Palmeras Orlando

Hilton Grand Vacations Club Las Palmeras Orlando
4.0 star property
Orlando
9.0 out of 10, Wonderful, (1,000 reviews)
"Extra large rooms and the A/C was super quiet."
United States
Chester
The price is CA $159
CA $218 total
includes taxes & fees
Nov 22 - Nov 23
Hilton Grand Vacations Club Las Palmeras Orlando
A large outdoor swimming pool with multiple water features and lounge areas.

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

Wyndham Garden Lake Buena Vista – Disney Springs® Area
3.5 star property
Lake Buena Vista
8.4 out of 10, Very good, (4,096 reviews)
"Great facilities- amazing location. Would definitely recommend."
United Kingdom
Hazel
The price is CA $124
CA $196 total
includes taxes & fees
Nov 24 - Nov 25
Wyndham Garden Lake Buena Vista – Disney Springs® Area
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

Wyndham Grand Orlando Resort Bonnet Creek
4.0 star property
Orlando
8.8 out of 10, Excellent, (3,185 reviews)
"Great experience, will definitely stay here in the future!"
United States
Oscar
The price is CA $211
CA $304 total
includes taxes & fees
Nov 15 - Nov 16
Wyndham Grand Orlando Resort Bonnet Creek
A poolside area with lounge chairs and umbrellas, a fire pit, and a pool.

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

Holiday Inn Resort Orlando - Lake Buena Vista by IHG
3.5 star property
Orlando
8.6 out of 10, Excellent, (3,981 reviews)
"I really enjoy staying here friendly staff great for kids"
United States
Jesus
The price is CA $108
CA $168 total
includes taxes & fees
Nov 22 - Nov 23
Holiday Inn Resort Orlando - Lake Buena Vista by IHG
An aerial view of a resort with a winding pool, sun loungers, and palm trees.

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

Hilton Orlando Buena Vista Palace - Disney Springs® Area
4.0 star property
Lake Buena Vista
8.6 out of 10, Excellent, (2,077 reviews)
"Very nice and great staff"
United States
Adam
The price is CA $212
CA $303 total
includes taxes & fees
Nov 22 - Nov 23
Hilton Orlando Buena Vista Palace - Disney Springs® Area
A resort with a pool, lounge chairs, palm trees, and a stone bridge.

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

Signia by Hilton Orlando - An Official Walt Disney World® Hotel
4.0 star property
Orlando
9.0 out of 10, Wonderful, (1,082 reviews)
"Family hotel"
United States
Carlos
The price is CA $224
CA $331 total
includes taxes & fees
Nov 30 - Dec 1
Signia by Hilton Orlando - An Official Walt Disney World® Hotel
Executive lounge

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

DoubleTree Suites by Hilton Orlando - Disney Springs® Area
4.0 star property
Lake Buena Vista
8.2 out of 10, Very good, (1,001 reviews)
"The staff was great, the room was clean and well equipped. Bonus were the warm chocolate chip cookies when we checked jn."
United States
Nancy
The price is CA $146
CA $203 total
includes taxes & fees
Nov 25 - Nov 26
DoubleTree Suites by Hilton Orlando - Disney Springs® Area
A hotel with a pool area, including a water slide and lounge chairs.

12. Embassy Suites by Hilton Orlando Lake Buena Vista Resort

Embassy Suites by Hilton Orlando Lake Buena Vista Resort
4.0 star property
Orlando
8.0 out of 10, Very good, (1,531 reviews)
"Good breakfast, family friendly, nice pool"
United States
Jacqueline
The price is CA $153
CA $212 total
includes taxes & fees
Nov 23 - Nov 24
Embassy Suites by Hilton Orlando Lake Buena Vista Resort
An aerial view of a resort with multiple swimming pools, sun loungers, and palm trees.

13. Hilton Grand Vacations Club Tuscany Village Orlando

Hilton Grand Vacations Club Tuscany Village Orlando
4.0 star property
International Drive District
9.2 out of 10, Wonderful, (2,023 reviews)
"Amazing stay! A home away from home!"
United States
Tina
The price is CA $155
CA $222 total
includes taxes & fees
Nov 30 - Dec 1
Hilton Grand Vacations Club Tuscany Village Orlando
A nighttime pool area with multiple pools, palm trees, and a dining setup.

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

Hilton Orlando Lake Buena Vista - Disney Springs® Area
4.0 star property
Lake Buena Vista
8.6 out of 10, Excellent, (1,774 reviews)
"Excellent location, near Disney springs, a great walkable space."
United States
Kristi
The price is CA $189
CA $277 total
includes taxes & fees
Nov 22 - Nov 23
Hilton Orlando Lake Buena Vista - Disney Springs® Area
A dining area with a table, chairs, a lamp, and a view of an outdoor pool area.

15. Disney Studio 2 Queens & Shuttle

Disney Studio 2 Queens & Shuttle
2.5 star property
Kissimmee
7.8 out of 10, Good, (16 reviews)
"The room was clean and spacious. The staff was very helpful!"
United States
Louise
The price is CA $55
CA $163 total
includes taxes & fees
Nov 9 - Nov 10
Disney Studio 2 Queens & Shuttle
A swimming pool with a large dragon slide and a mermaid statue.

16. Disney's Port Orleans Resort French Quarter

Disney's Port Orleans Resort French Quarter
3.5 star property
Lake Buena Vista
8.8 out of 10, Excellent, (1,000 reviews)
"Love the property! Great location. Room was close to everything! Great beignets!! Would stay again! Very clean as well."
United States
Robert James
Disney's Port Orleans Resort French Quarter
A well-lit outdoor dining area with stone walls and multiple seating arrangements.

17. Arnold Palmer's Bay Hill Club & Lodge

Arnold Palmer's Bay Hill Club & Lodge
4.0 star property
Bay Hill
9.2 out of 10, Wonderful, (1,002 reviews)
"Awesome Hotel, Beautiful Restaurant, and Wonderful Golf course Highly recommend for lovers of the country club and Golf enthusiast!"
United States
Justin
The price is CA $457
CA $532 total
includes taxes & fees
Dec 6 - Dec 7
Arnold Palmer's Bay Hill Club & Lodge
A resort with multiple swimming pools, lounge areas, and a modern building with balconies.

18. Conrad Orlando at Evermore

Conrad Orlando at Evermore
5.0 star property
Orlando
9.6 out of 10, Exceptional, (614 reviews)
"Wonderful stay, everything was as advertised!"
United States
YASIR
The price is CA $675
CA $838 total
includes taxes & fees
Nov 19 - Nov 20
Conrad Orlando at Evermore
A spacious kitchen with a large island, bar stools, and a view through large windows.

19. The Fold Hotels Orlando

The Fold Hotels Orlando
3.5 star property
Orlando
9.2 out of 10, Wonderful, (118 reviews)
"Excellent stay! Very close to all parks. Staff was very helpful and kind. Will stay again."
United States
Melissa
The price is CA $207
CA $257 total
includes taxes & fees
Dec 3 - Dec 4
The Fold Hotels Orlando
A hotel with a swimming pool, lounge chairs, and palm trees.

20. 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)
"Very nice hotel in every way."
United States
John
The price is CA $485
CA $625 total
includes taxes & fees
Nov 22 - Nov 23
Waldorf Astoria Orlando - An Official Walt Disney World® Hotel
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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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
A clock with 'Winter Park' and 'Central Park' inscribed, surrounded by lush greenery and trees.

Top reviews in Winter Park

An aerial view of a resort with multiple swimming pools, sun loungers, and palm trees.
Hilton Grand Vacations Club Tuscany Village Orlando

Hilton Grand Vacations Club Tuscany Village Orlando

Hilton Grand Vacations Club Tuscany Village Orlando
International Drive District

10/10 Excellent

Great hotel. Check-in was easy. They only clean your room every few days which is totally fine. The smaller pool is nicely heated. There is a grocery store that is very close by. Only about a 10 minute drive from Epcot. Overall great stay and we will be staying again next year!
Canada
Anonymous traveller
Reviewed March 18, 2025
Hilton Grand Vacations Club Tuscany Village Orlando

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.

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