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Check prices for these dates

Next weekend
28 Mar - 30 Mar
In two weeks
4 Apr - 6 Apr
In one month
18 Apr - 20 Apr
In two months
16 May - 18 May

Compare 726 Resorts in Winter Park with updated reviews, rates, and availability.

The Alfond Inn
Exterior

The Alfond Inn

4.0 star property
9.4 out of 10, Exceptional, (1007)
"New. Beautiful, clean. Right in downtown"
The price is AED 1,065
AED 1,281 total
includes taxes & fees
18 Mar - 19 Mar
The Alfond Inn
Hilton Garden Inn Winter Park
Lobby

Hilton Garden Inn Winter Park

3.0 star property
9.2 out of 10, Wonderful, (484)
"Clean and easy to walk to a restaurant"
The price is AED 731
AED 826 total
includes taxes & fees
23 Mar - 24 Mar
Hilton Garden Inn Winter Park
Park Plaza Hotel
Front of property

Park Plaza Hotel

3.0 star property
8.6 out of 10, Excellent, (944)
"Excellent hotel with great character."
The price is AED 554
AED 623 total
includes taxes & fees
31 Mar - 1 Apr
Park Plaza Hotel
SpringHill Suites by Marriott Winter Park
Exterior

SpringHill Suites by Marriott Winter Park

2.5 star property
9.0 out of 10, Wonderful, (250)
"Very large rooms, clean and quiet "
The price is AED 731
AED 830 total
includes taxes & fees
6 Apr - 7 Apr
SpringHill Suites by Marriott Winter Park
Private Poolside Guest House In Winter Park/Orlando
A heated pool

Private Poolside Guest House In Winter Park/Orlando

8.0 out of 10, Very Good, (2)
"The property, the location and host are all top notch."
Private Poolside Guest House In Winter Park/Orlando
Winter Park Getaway
Terrace/patio

Winter Park Getaway

10.0 out of 10, Exceptional, (3)
"The host was very helpful and welcoming without being overbearing as some can be. The space was clean, cute, and well stocked."
Winter Park Getaway
gorgeous property at winter park -118
Family Apartment, 3 Bedrooms, Non Smoking | Living area

gorgeous property at winter park -118

2.0 star property
gorgeous property at winter park -118
gorgeous property at winter park -131
Exclusive Apartment, Non Smoking, Ocean View | Private kitchen

gorgeous property at winter park -131

2.0 star property
gorgeous property at winter park -131
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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Other property types in Winter Park

Lake Buena Vista Resort Village & Spa
2 outdoor pools, a heated pool, open 8:00 AM to 10:00 PM, pool umbrellas

Lake Buena Vista Resort Village & Spa

4.0 star property
8.4 out of 10, Very Good, (8436)
"Love all about it,please work on the little thing .all was so good except when i went to leave it took me 7 trips to my vehicle to pack it.no one could find a luggage cart and no one really looked for one "
Lake Buena Vista Resort Village & Spa
Florida Hotel & Conference Center in the Florida Mall
Reception

Florida Hotel & Conference Center in the Florida Mall

3.5 star property
9.2 out of 10, Wonderful, (1820)
"Nice hotel attached to a huge shopping mall with a Starbucks that opens at 6 am. Not sure what makes it a VIP Access hotel other than the free drink coupons. It’s an older hotel but kept up nicely and the staff are very friendly. "
The price is AED 730
AED 916 total
includes taxes & fees
20 Mar - 21 Mar
Florida Hotel & Conference Center in the Florida Mall
The View Studio Suites and Event Venue
Exterior

The View Studio Suites and Event Venue

3.0 star property
8.4 out of 10, Very Good, (942)
"Propiedad en remodelación, bastante cómoda y cercana a los distintos lugares de interés (outlets y parques temáticos), muy seguro, amplio parqueo y habitaciones limpias. El único problema eran los ascensores, tenían la licencia vencida desde hace varios meses según indicaba un rótulo en el propio ascensor, lo cual generaba algún temor en nosotros."
The price is AED 292
AED 329 total
includes taxes & fees
30 Mar - 31 Mar
The View Studio Suites and Event Venue
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.

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 1601 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: Wyndham Grand Orlando Resort Bonnet Creek - Family-friendly resort. 20.6 mi (33.1 km) from Winter Park. Features 5 outdoor pools, 4 restaurants, and a lazy river. Guests love the pool. Wyndham Garden Lake Buena Vista Disney Springs® Resort Area - Family-friendly resort less than 10 minutes from Disney Springs™. 18.8 mi (30.2 km) from Winter Park. Has 2 outdoor pools, 3 restaurants, and 2 bars. Guests love the pool. Holiday Inn Resort Orlando - Lake Buena Vista by IHG - Family-friendly resort. 18.6 mi (30 km) from Winter Park. Guests love the pool. Enjoy the 2 hot tubs, 24-hour fitness center, and snack bar/deli. Westgate Palace Hotel / Universal / I-Drive - Family-friendly resort. 12.5 mi (20.2 km) from Winter Park. Amenities include a children’s pool, a fitness center, and a snack bar/deli. Guests love the great location. Waldorf Astoria Orlando - An Official Walt Disney World® Hotel - Luxury resort. 20.7 mi (33.4 km) from Winter Park. Access to 2 outdoor pools, 6 restaurants, and 4 bars.
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 Albin Polasek Museum and Sculpture Gardens and Morse Museum of American Art, 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.