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Check prices for these dates

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5 Sep - 7 Sep
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12 Sep - 14 Sep
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26 Sep - 28 Sep
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24 Oct - 26 Oct

Resorts in Winter Park

Our top choices for Winter Park resorts

New and Amazing Tiny House in Kissimmee, FL only 20 minutes to Disney/Universal
Children's area

New and Amazing Tiny House in Kissimmee, FL only 20 minutes to Disney/Universal

The price is SAR 477
SAR 1,000 total
includes taxes & fees
31 Aug - 1 Sep
New and Amazing Tiny House in Kissimmee, FL only 20 minutes to Disney/Universal
Rosen Centre Hotel
Outdoor pool, open 6:00 AM to midnight, pool umbrellas, sun loungers

Rosen Centre Hotel

4.0 star property
9.0 out of 10, Wonderful, (3935)
"Perfect stay close to the parks."
The price is SAR 289
SAR 329 total
includes taxes & fees
20 Sep - 21 Sep
Rosen Centre Hotel
SPACIOUS 2 BEDROOM HOUSE IN DISNEY AREA 5 STAR RATED MILL CREEK RESORT 2763
Outdoor pool, a heated pool

SPACIOUS 2 BEDROOM HOUSE IN DISNEY AREA 5 STAR RATED MILL CREEK RESORT 2763

9.8 out of 10, Exceptional, (6)
"Cozy and perfect for what we needed. Great location."
SPACIOUS 2 BEDROOM HOUSE IN DISNEY AREA 5 STAR RATED MILL CREEK RESORT 2763
SPACIOUS 1 BEDROOM LOFT IN DISNEY AREA 5 STAR RATED MILL CREEK RESORT 2769
Dining

SPACIOUS 1 BEDROOM LOFT IN DISNEY AREA 5 STAR RATED MILL CREEK RESORT 2769

10.0 out of 10, Exceptional, (14)
"We extremely enjoyed our stay! Nice, quite, and perfect for our small family"
The price is SAR 334
SAR 837 total
includes taxes & fees
28 Sep - 29 Sep
SPACIOUS 1 BEDROOM LOFT IN DISNEY AREA 5 STAR RATED MILL CREEK RESORT 2769
Spacious 2-Bedroom House 5 Star Near Disney Mill Creek Resort 2748
Game room

Spacious 2-Bedroom House 5 Star Near Disney Mill Creek Resort 2748

9.8 out of 10, Exceptional, (9)
"The place was clean and we even extended our stay one extra day because it was in a convenient location "
The price is SAR 301
SAR 807 total
includes taxes & fees
31 Aug - 1 Sep
Spacious 2-Bedroom House 5 Star Near Disney Mill Creek Resort 2748
Hilton Grand Vacations Club SeaWorld® Orlando
3 outdoor pools, open 7:00 AM to 11:00 PM, pool umbrellas, sun loungers

Hilton Grand Vacations Club SeaWorld® Orlando

4.0 star property
8.8 out of 10, Excellent, (1869)
"We truly enjoy this location."
The price is SAR 327
SAR 516 total
includes taxes & fees
21 Sep - 22 Sep
Hilton Grand Vacations Club SeaWorld® Orlando
SPACIOUS 1 BEDROOM HOUSE IN DISNEY AREA 5 STAR RATED MILL CREEK RESORT 2764
Fridge, microwave, oven, stovetop

SPACIOUS 1 BEDROOM HOUSE IN DISNEY AREA 5 STAR RATED MILL CREEK RESORT 2764

10.0 out of 10, Exceptional, (3)
"Our stay was perfect! Clean unit and cozy. We were in town for a Volleyball tournament and just needed a place for me and my daughter. Would definitely stay here again if we have to come back next year."
SPACIOUS 1 BEDROOM HOUSE IN DISNEY AREA 5 STAR RATED MILL CREEK RESORT 2764
DoubleTree by Hilton Hotel Orlando at SeaWorld
Exterior

DoubleTree by Hilton Hotel Orlando at SeaWorld

4.0 star property
7.4 out of 10, Good, (6098)
"Great place to stay. Friendly staff and close to Seaworld!!"
The price is SAR 255
SAR 393 total
includes taxes & fees
12 Sep - 13 Sep
DoubleTree by Hilton Hotel Orlando at SeaWorld
Hilton Grand Vacations Club Tuscany Village Orlando
2 outdoor pools, sun loungers

Hilton Grand Vacations Club Tuscany Village Orlando

4.0 star property
9.0 out of 10, Wonderful, (1579)
"Good place to stay "
The price is SAR 357
SAR 529 total
includes taxes & fees
7 Sep - 8 Sep
Hilton Grand Vacations Club Tuscany Village Orlando
Universal's Stella Nova Resort
Outdoor pool, open 9:00 AM to 10:00 PM, pool umbrellas, sun loungers

Universal's Stella Nova Resort

3.0 star property
9.2 out of 10, Wonderful, (177)
"Perfect place to stay near Thematic Parks . "
The price is SAR 668
SAR 751 total
includes taxes & fees
1 Sep - 2 Sep
Universal's Stella Nova Resort
Arnold Palmer's Bay Hill Club & Lodge
Front of property - evening/night

Arnold Palmer's Bay Hill Club & Lodge

4.0 star property
9.2 out of 10, Wonderful, (1001)
"thank you for an enjoyable stay"
The price is SAR 1,077
SAR 1,248 total
includes taxes & fees
31 Aug - 1 Sep
Arnold Palmer's Bay Hill Club & Lodge
Hilton Grand Vacations Club Parc Soleil Orlando
Exterior

Hilton Grand Vacations Club Parc Soleil Orlando

4.0 star property
9.2 out of 10, Wonderful, (1015)
"Amazing bday getaway"
The price is SAR 387
SAR 541 total
includes taxes & fees
9 Sep - 10 Sep
Hilton Grand Vacations Club Parc Soleil Orlando
SPACIOUS 1 BEDROOM HOUSE IN DISNEY AREA 5 STAR RATED MILL CREEK RESORT 1377
Outdoor pool, a heated pool

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
Wyndham Garden Lake Buena Vista – Disney Springs® Area
2 outdoor pools, cabanas (surcharge), sun loungers

Wyndham Garden Lake Buena Vista – Disney Springs® Area

3.5 star property
8.2 out of 10, Very Good, (3718)
"We loved how close we were to Disney Springs. The free Disney bus shuttle (hourly) was a bonus. "
The price is SAR 258
SAR 442 total
includes taxes & fees
1 Sep - 2 Sep
Wyndham Garden Lake Buena Vista – Disney Springs® Area
DoubleTree Suites by Hilton Orlando - Disney Springs® Area
Executive lounge

DoubleTree Suites by Hilton Orlando - Disney Springs® Area

4.0 star property
8.2 out of 10, Very Good, (1001)
"Clean Room spacious Staff friendly Dining/breakfast Conveniently located "
The price is SAR 357
SAR 499 total
includes taxes & fees
7 Sep - 8 Sep
DoubleTree Suites by Hilton Orlando - Disney Springs® Area
Hilton Grand Vacations Club Las Palmeras Orlando
Outdoor pool, pool umbrellas, sun loungers

Hilton Grand Vacations Club Las Palmeras Orlando

4.0 star property
9.0 out of 10, Wonderful, (1003)
"It was clean close to everything and was a nice hotel"
The price is SAR 475
SAR 640 total
includes taxes & fees
7 Sep - 8 Sep
Hilton Grand Vacations Club Las Palmeras Orlando
Hilton Orlando Lake Buena Vista - Disney Springs® Area
2 outdoor pools, sun loungers

Hilton Orlando Lake Buena Vista - Disney Springs® Area

4.0 star property
8.6 out of 10, Excellent, (1379)
"Great place for families wanting to visit all the parks. "
The price is SAR 475
SAR 681 total
includes taxes & fees
7 Sep - 8 Sep
Hilton Orlando Lake Buena Vista - Disney Springs® Area
Holiday Inn Resort Orlando - Lake Buena Vista by IHG
Lobby

Holiday Inn Resort Orlando - Lake Buena Vista by IHG

3.5 star property
8.4 out of 10, Very Good, (3415)
"Beautiful property and wonderful stay"
The price is SAR 244
SAR 401 total
includes taxes & fees
21 Sep - 22 Sep
Holiday Inn Resort Orlando - Lake Buena Vista by IHG
SPACIOUS 1 BEDROOM HOUSE IN DISNEY AREA 5 STAR RATED MILL CREEK RESORT 2775
Outdoor pool, a heated pool

SPACIOUS 1 BEDROOM HOUSE IN DISNEY AREA 5 STAR RATED MILL CREEK RESORT 2775

SPACIOUS 1 BEDROOM HOUSE IN DISNEY AREA 5 STAR RATED MILL CREEK RESORT 2775
Hilton Orlando
2 outdoor pools, cabanas (surcharge), pool umbrellas

Hilton Orlando

4.0 star property
8.4 out of 10, Very Good, (1006)
"Beautiful place , very friendly staff, pool is open from 7am to 11pm "
The price is SAR 596
SAR 848 total
includes taxes & fees
21 Sep - 22 Sep
Hilton Orlando
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

Explore a world of travel with Expedia

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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 1622 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: DoubleTree by Hilton Hotel Orlando at SeaWorld - Family-friendly resort, 10-minute walk from Aquatica. 14.6 mi (23.4 km) from Winter Park. Features 2 outdoor pools, 2 restaurants, and 3 bars. Popular for its pool. 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. Hilton Grand Vacations Club Tuscany Village Orlando - Family-friendly resort, 5-minute walk from Orlando Vineland Premium Outlets. 17.4 mi (28 km) from Winter Park. Guests love the pool. Enjoy the 2 outdoor pools, 3 hot tubs, and a children's club. Wyndham Garden Lake Buena Vista – Disney Springs® Area - Family-friendly resort, 10-minute walk from Disney Springs™. 18.8 mi (30.2 km) from Winter Park. Amenities include 2 outdoor pools, 3 restaurants, and 2 bars. Popular for its pool. Holiday Inn Resort Orlando - Lake Buena Vista by IHG - Family-friendly resort. 18.6 mi (30 km) from Winter Park. Popular for its pool. Access to 2 hot tubs, a fitness center, and a snack bar/deli.
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. Check out the interesting exhibits at Casa Feliz Historic Home Museum and Albin Polasek Museum and Sculpture Gardens, or grab your golf clubs for a game at Winter Park Country Club or Winter Pines Golf Club. 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.