Find All-inclusive Resorts in Winter Park, FL

Start date: Check-in selected.
To Date
End date: Check-out

Check availability on Winter Park All-inclusive Resorts

Top Winter Park All-inclusive Resorts

Hilton Garden Inn Winter Park
3.0 star property
9.2 out of 10, Wonderful, (606)
"The dining options close by are increasing and the area is becoming more attractive"
$183 nightly
The price is $206
Oct 26 - Oct 27
Total with taxes and fees
Hilton Garden Inn Winter Park
The Alfond Inn
4.0 star property
9.4 out of 10, Exceptional, (1008)
"Wonderful location and excellent staff."
$354 nightly
The price is $398
Oct 19 - Oct 20
Total with taxes and fees
The Alfond Inn
Park Plaza Hotel
3.0 star property
8.6 out of 10, Excellent, (1007)
"Excellent location, beautiful 100-year-old hotel "
$166 nightly
The price is $186
Oct 30 - Oct 31
Total with taxes and fees
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.

Find out more about Winter Park

Discover top Winter Park attractions

Winter Park, Florida, is a charming city perfect for travelers seeking all-inclusive hotel experiences that blend relaxation and adventure. Start your day exploring the Charles Hosmer Morse Museum of American Art, home to an extensive collection of Tiffany glass, where guided tours are often included in all-inclusive packages. After soaking in culture, head to the scenic Winter Park Chain of Lakes for a picturesque boat tour, often offered as part of inclusive activities. For families, the Central Park playground provides a space for kids to unwind while adults enjoy a picnic, which could be catered by your hotel. Don't miss the historic Park Avenue, lined with boutique shops and cafes, where all-inclusive deals might include dining experiences showcasing local flavors. Finally, the nearby Mead Botanical Garden offers trails and gardens that are perfect for leisurely strolls or guided nature tours included in your stay. Opting for an all-inclusive hotel in the Park Avenue area allows you to easily access these attractions while enjoying high-quality amenities, such as gourmet dining options and attentive service, ensuring a pampered experience throughout your visit.

Top Winter Park Hotel Reviews

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.

Explore a world of travel with Expedia