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

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Check prices for these dates

Next weekend
Sep 18 - Sep 20
In two weeks
Sep 25 - Sep 27
In one month
Oct 9 - Oct 11
In two months
Nov 6 - Nov 8

Our top choices for Winter Park resorts

Bar (on property)

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, (6,598 reviews)
"Fantastic place to stay. The staff was amazing, the hallways and room smelled amazing, clean citrusy smell."
United States
Alexa
The price is ￥9,988
￥15,631 total
includes taxes & fees
Sep 25 - Sep 26
DoubleTree by Hilton Orlando Theme Park Resort
Pool

2. Rosen Centre Hotel

Rosen Centre Hotel
4.0 star property
International Drive District
9.0 out of 10, Wonderful, (4,558 reviews)
"beautiful place to stay"
United States
Eva
The price is ￥17,302
￥19,660 total
includes taxes & fees
Oct 2 - Oct 3
Rosen Centre Hotel
Aerial view

3. 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, (4,159 reviews)
"Great location to Disney Springs."
United States
Samon
The price is ￥10,750
￥18,423 total
includes taxes & fees
Sep 8 - Sep 9
Wyndham Garden Lake Buena Vista – Disney Springs® Area
Pool

4. 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, (1,001 reviews)
"Great pool!"
United States
Molly
The price is ￥17,739
￥24,353 total
includes taxes & fees
Sep 14 - Sep 15
Hilton Grand Vacations Club Las Palmeras Orlando
Pool

5. Hilton Grand Vacations Club SeaWorld® Orlando

Hilton Grand Vacations Club SeaWorld® Orlando
4.0 star property
Orlando
9.0 out of 10, Wonderful, (2,366 reviews)
"Awesome property , with clean room , friendly staff and full of amenities"
United States
Nishant
The price is ￥13,626
￥21,483 total
includes taxes & fees
Sep 14 - Sep 15
Hilton Grand Vacations Club SeaWorld® Orlando
Exterior

6. Hilton Orlando

Hilton Orlando
4.0 star property
International Drive District
8.6 out of 10, Excellent, (1,006 reviews)
"Great hotel, well located, breakfast options were amazing, we will be back soon"
United States
Maelys
The price is ￥24,295
￥35,948 total
includes taxes & fees
Sep 13 - Sep 14
Hilton Orlando
Lobby

7. 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, (4,028 reviews)
"Great service pool and pool bar are great rooms are nice and big great place to stay"
United States
juan
The price is ￥9,844
￥16,349 total
includes taxes & fees
Sep 10 - Sep 11
Holiday Inn Resort Orlando - Lake Buena Vista by IHG
Exterior

8. SPACIOUS 1 BEDROOM LOFT IN DISNEY AREA 5 STAR RATED MILL CREEK RESORT 2767

SPACIOUS 1 BEDROOM LOFT IN DISNEY AREA 5 STAR RATED MILL CREEK RESORT 2767
Kissimmee
9.4 out of 10, Exceptional, (32 reviews)
"Loved the house! Good location "
United States
Walt H.
The price is ￥13,923
￥37,446 total
includes taxes & fees
Sep 8 - Sep 9
SPACIOUS 1 BEDROOM LOFT IN DISNEY AREA 5 STAR RATED MILL CREEK RESORT 2767
Living area

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

SPACIOUS 1 BEDROOM HOUSE IN DISNEY AREA 5 STAR RATED MILL CREEK RESORT 2752
Kissimmee
9.6 out of 10, Exceptional, (5 reviews)
"Cozy, relaxing, and the entire community is so nice! We will be coming back! "
United States
Alexis B.
The price is ￥12,516
￥35,536 total
includes taxes & fees
Sep 8 - Sep 9
SPACIOUS 1 BEDROOM HOUSE IN DISNEY AREA 5 STAR RATED MILL CREEK RESORT 2752
Exterior

10. Wyndham Grand Orlando Resort Bonnet Creek

Wyndham Grand Orlando Resort Bonnet Creek
4.0 star property
Orlando
8.8 out of 10, Excellent, (3,128 reviews)
"Great stay!"
United States
Kimberly
The price is ￥21,126
￥31,149 total
includes taxes & fees
Sep 13 - Sep 14
Wyndham Grand Orlando Resort Bonnet Creek
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, (1,003 reviews)
"Amazing"
United States
Yaakov
The price is ￥15,760
￥22,127 total
includes taxes & fees
Sep 14 - Sep 15
DoubleTree Suites by Hilton Orlando - Disney Springs® Area
Pool

12. 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, (2,006 reviews)
"Great stay friendly staff"
United States
Jackie
The price is ￥24,295
￥34,540 total
includes taxes & fees
Sep 10 - Sep 11
Hilton Orlando Buena Vista Palace - Disney Springs® Area
Exterior

13. SPACIOUS 1 BEDROOM HOUSE IN DISNEY AREA 5 STAR RATED MILL CREEK RESORT 1377

SPACIOUS 1 BEDROOM HOUSE IN DISNEY AREA 5 STAR RATED MILL CREEK RESORT 1377
Kissimmee
6.0 out of 10, (2 reviews)
"Al great."
United States
Mike
The price is ￥10,548
￥32,968 total
includes taxes & fees
Sep 8 - Sep 9
SPACIOUS 1 BEDROOM HOUSE IN DISNEY AREA 5 STAR RATED MILL CREEK RESORT 1377
Front of property - evening/night

14. 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, (1,003 reviews)
"The staff were extremely helpful and polite. We will be staying here again in the near future!"
United States
Suzanne
The price is ￥36,213
￥42,177 total
includes taxes & fees
Sep 13 - Sep 14
Arnold Palmer's Bay Hill Club & Lodge
Pool

15. 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, (1,985 reviews)
"Stayed here before can't fault it whatsoever absolutely beautiful will be back next year!"
United Kingdom
Kerry
The price is ￥14,876
￥22,010 total
includes taxes & fees
Sep 14 - Sep 15
Hilton Grand Vacations Club Tuscany Village Orlando
Pool

16. 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, (1,740 reviews)
"Location was also excellent to Disney Springs"
United States
Donna
The price is ￥18,462
￥27,978 total
includes taxes & fees
Sep 14 - Sep 15
Hilton Orlando Lake Buena Vista - Disney Springs® Area
Junior Double Room, 1 King Bed, Private Bathroom | Dining

17. Disney Studio 2 Queens & Shuttle

Disney Studio 2 Queens & Shuttle
2.5 star property
Kissimmee
8.0 out of 10, Very Good, (4 reviews)
"Nice quite and clean, feel like the heart of the city"
United States
Mohamed
The price is ￥5,287
￥17,352 total
includes taxes & fees
Sep 8 - Sep 9
Disney Studio 2 Queens & Shuttle
Restaurant

18. 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, (1,498 reviews)
"Great breakfast and perfect location"
United States
Ramona
The price is ￥16,470
￥22,915 total
includes taxes & fees
Sep 20 - Sep 21
Embassy Suites by Hilton Orlando Lake Buena Vista Resort
Outdoor dining

19. Charming 2-bedroom resort with AC, WiFi in delightful Orlando

Charming 2-bedroom resort with AC, WiFi in delightful Orlando
International Drive District
The price is ￥22,080
￥56,992 total
includes taxes & fees
Sep 10 - Sep 11
Charming 2-bedroom resort with AC, WiFi in delightful Orlando
Pool

20. 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, (1,046 reviews)
"Great place."
United States
Rocco
The price is ￥23,283
￥34,983 total
includes taxes & fees
Sep 8 - Sep 9
Signia by Hilton 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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Top Winter Park Hotel Reviews

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

10/10 Excellent
"Im a repeat guest. Always love this property. We stayed in the Lakes this time. Loved the jacuzzi tub!"
Shenika 3-night trip
Posted less than an hour ago
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

Find out more about Winter Park

Winter Park Resorts information

Number of reviews
23,917
Accommodation
474 Resorts
Lowest Price
￥15,631
Highest Price
￥56,992

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 106 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. 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. Has 2 outdoor pools, 2 restaurants, and 3 bars. Highly rated for its pool. Hilton Orlando Lake Buena Vista - Disney Springs® Area - Family-friendly resort. 18.8 mi (30.3 km) from Winter Park. Highly rated for its great location. Enjoy the 2 outdoor pools, 3 restaurants, and 2 bars. Signia by Hilton Orlando - An Official Walt Disney World® Hotel - Family-friendly resort. 20.6 mi (33.1 km) from Winter Park. Amenities include 12 restaurants, 2 poolside bars, and a golf course. Popular for its pool. Wyndham Grand Orlando Resort Bonnet Creek - Family-friendly resort. 20.6 mi (33.1 km) from Winter Park. Guests love the pool. Access to 5 outdoor pools, 4 restaurants, and a lazy river.
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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