Find All-inclusive Hotel in Winter Park, FL

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Check availability on Winter Park All-inclusive Hotel

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Dec 2 - Dec 3
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Dec 12 - Dec 14

Top Winter Park All-inclusive Hotel

Reception
Hilton Garden Inn Winter Park

Hilton Garden Inn Winter Park

3.0 star property
Winter Park
9.2 out of 10, Wonderful, (624)
"Yes clean allnaroind but pillows were sub par."
United States
Will
The price is ￥30,956
￥35,220 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Hilton Garden Inn Winter Park
Exterior
The Alfond Inn

The Alfond Inn

4.0 star property
Winter Park
9.6 out of 10, Exceptional, (1017)
"Amazing location, warm and friendly staff, beautiful property!"
Canada
Diandra
The Alfond Inn
Front of property
Park Plaza Hotel

Park Plaza Hotel

3.0 star property
Park Avenue District
8.6 out of 10, Excellent, (1011)
"Perfect location! Older hotel so don’t go in expecting the Hilton but the balcony and location more than make up for it. Will stay here again! "
United States
Michelle
The price is ￥24,745
￥27,837 total
includes taxes & fees
Dec 23 - Dec 24
Park Plaza 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

Hyatt Regency Orlando

Hyatt Regency Orlando

10/10 Excellent
"the room was very clean, safe walkable area. Descend 21 is quite overpriced but expected for hotel restaurant. "
Nia 1-night trip
Posted 6 days ago
Hyatt Regency Orlando

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Frequently asked questions

Looking for Winter Park all-inclusive resorts?
Winter Park is known for its shopping and offers a host of things to see and do such as Winter Park Village and The Center of Winter Park Shopping Center. View our choice of all-inclusive resorts where you can enjoy a host of amenities like entertainment, kid's clubs, and of course food and beverages all included in your stay. Many of our all-inclusive hotel accommodations also feature activities such as golf, yoga, water sports, and more, which you can enjoy without any additional cost.
What is there to do near my all-inclusive resort in Winter Park?
If you want to venture outside of your all-inclusive resort, head to Winter Park Village and The Center of Winter Park Shopping Center and see why travelers like the shopping in Winter Park. Other favorite attractions include Universal Studios Florida, Universal Orlando Resort, and Orange County Convention Center.
When's the best time for an all-inclusive stay in Winter Park?
There's nothing like an all-inclusive vacation in Winter Park to refresh you, especially when you know what kind of weather to expect. Here's some info to help you decide when to book: 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. December and November are the driest months while August and September are the rainiest months.
What's the best way to get to Winter Park and explore the area?
With plenty of transportation options, planning your time in Winter Park is a breeze. To see more of the larger area, hop on a train at Winter Park Station. The closest major airport is Orlando Intl. Airport (MCO), which is located 11.8 mi (19 km) from the city center. Winter Park may not have many public transit options to choose from so consider renting a car to explore more.