The Best All-inclusive Hotel in Winter Park, FL from ￥17,216 in 2026

Kraft Azalea Gardens showing a fountain, a park and a pond

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Fairview Shores

￥17,216 total

includes taxes & fees

Jan 30 - Jan 31

Hilton Garden Inn Winter Park

Winter Park

KRISTIAN

￥32,402 total

includes taxes & fees

Feb 1 - Feb 2

Quiet and safe neighborhood come to this great place with lots of room for relax

Orlando

Geri Lamborn M.

￥43,029 total

includes taxes & fees

Jan 31 - Feb 1

Park Plaza Hotel

Park Avenue District

Edward

￥30,664 total

includes taxes & fees

Feb 6 - Feb 7

1-bedroom vacation room just 12 minutes from University of Central Florida

Orlando

Marek K.

￥27,471 total

includes taxes & fees

Jan 20 - Jan 21

Charming home @wp. Patio +Gazebo. close to highwys

Fairview Shores

￥40,104 total

includes taxes & fees

Feb 9 - Feb 10

SpringHill Suites by Marriott Winter Park

Winter Park

Arty

￥35,906 total

includes taxes & fees

Jan 25 - Jan 26

Comfy Tiny Home @WP. Large Private Deck+Queen bed

Fairview Shores

￥36,509 total

includes taxes & fees

Feb 7 - Feb 8

View all properties

Top Winter Park Hotel Reviews

Westgate Lakes Resort & Spa Universal Studios Area

10/10 Excellent

"Rooms were clean amd the property staff friendly and assisting when a question came up! I will tell two friends about my experience and recommend this property!"

Hyatt Regency Orlando

10/10 Excellent

"Very good breakfast "

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.

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