Winter Park Holidays

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Where to stay in Winter Park

Find the best Winter Park areas and neighborhoods for the activities you enjoy most. Learn more about Winter Park
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Baldwin Park

If you're looking for some top things to see and do in Baldwin Park and surrounding area, you can visit Orlando Fashion Square and East Orlando Shopping Center.

Find hotels in Baldwin Park

Top hotels in Winter Park

DoubleTree by Hilton at the Entrance to Universal Orlando

DoubleTree by Hilton at the Entrance to Universal Orlando

4 out of 5
5780 Major Blvd, Orlando, FL
Fully refundableReserve now, pay when you stay
The price is Rp1.516.125 per night from 6 Aug to 7 Aug
Rp1.516.125
Rp1.705.641 total
6 Aug - 7 Aug
includes taxes & fees
8.2/10 Very Good! (6,527 reviews)
"Check in staff was amazing to deal with. Light hearted. Wish I had taken the ladies name on check in to recognize her personally. Also one of the cleaning ladies got in the elevator with us and had a great chat with us on the short ride. Hotel was clean, staff was fantastic. Kinda wish the parking ..."

Reviewed on 28 Jul 2025

DoubleTree by Hilton at the Entrance to Universal Orlando
Hyatt Regency Orlando International Airport

Hyatt Regency Orlando International Airport

4 out of 5
9300 Jeff Fuqua Boulevard, Orlando, FL
Fully refundableReserve now, pay when you stay
The price is Rp3.583.716 per night from 5 Aug to 6 Aug
Rp3.583.716
Rp4.031.762 total
5 Aug - 6 Aug
includes taxes & fees
9.4/10 Exceptional! (3,419 reviews)
"Perfect solution for a flight cancellation! The Hyatt Regency Orlando Airport is a lifesaver when travel plans go awry. The hotel is conveniently located near the airport, making it easy to wait out delays or reschedule flights. The rooms are comfortable, and the staff is super friendly and helpful. ..."

Reviewed on 28 Jul 2025

Hyatt Regency Orlando International Airport
Marriott's Grande Vista

Marriott's Grande Vista

4 out of 5
5925 Avenida Vista, Orlando, FL
Fully refundableReserve now, pay when you stay
The price is Rp1.426.941 per night from 19 Aug to 20 Aug
Rp1.426.941
Rp1.605.308 total
19 Aug - 20 Aug
includes taxes & fees
8.8/10 Excellent! (2,695 reviews)
"Great place to stay when visiting Disney. Only thing to be aware of is Marriott charges a $25 per day parking charge."

Reviewed on 27 Jul 2025

Marriott's Grande Vista
See all 14,602 properties in Winter Park
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.

Popular places to visit

Walt Disney World® Resort

Walt Disney World® Resort

4.5/5(63 reviews)

Walt Disney World® Resort is part of Orlando. It makes up part of bustling metropolis that is home to 240,000 inhabitants. Walt Disney World® Resort is approximately 15 miles (24 kilometers) from Orlando’s city center. If you are flying in, Walt Disney World® Resort is approximately 15 miles (24 kilometers) from Orlando International Airport.

Walt Disney World® Resort
Universal Studios Florida

Universal Studios Florida

4.5/5(273 reviews)

Movie sets and thrill rides combine to create this internationally acclaimed theme park.

Universal Studios Florida
Magic Kingdom® Theme Park which includes rides

Magic Kingdom® Park

4.5/5(232 reviews)

One of the most famous theme parks in the world offers a land of fun and fantasy at the foot of a fairytale castle.

Magic Kingdom® Park

What to do in Winter Park

Aquatica Orlando

Aquatica Orlando

Rp790.051
per traveller
82% of travellers recommend
Aquatica Orlando
LEGOLAND® Florida Tickets

LEGOLAND® Florida Tickets

Rp1.083.681
per traveller
84% of travellers recommend
LEGOLAND® Florida Tickets
Explore the Wonderful World of the Oz Books in a way that you have never seen before...

Wizard of OZ Museum tour

Rp489.437
per adult
100% of travellers recommend
Wizard of OZ Museum tour
See all activities in Winter Park

Frequently asked questions

How much does a Winter Park holiday package cost?
You'll find cheap prices on Expedia for your Winter Park getaway. However, a range of factors like the length of stay, the season and your choice of hotel will determine how much your holiday to Winter Park costs.
What are the cheapest months to go to Winter Park?
January, February and July are great times to look for cheap Winter Park holiday packages. Travelling in less busy periods means you can typically find reduced prices on accommodation and flights.
How many days is enough for Winter Park?
Winter Park holidays come in all shapes and sizes, but to get a real feel for this destination, we think 2 days is about right. In this timeframe, you can fit in top attractions like Winter Park History Museum and Hannibal Square Heritage Centre as well as underrated gems. Don't forget to visit cool areas such as Northeast Orlando and Ivanhoe Village either. If you're clever with your time, you can even allow for a day trip from Winter Park too.
Is it worth booking a holiday package to Winter Park?
Whether you want to visit major attractions such as Casa Feliz Historic Home Museum and Albin Polasek Museum and Sculpture Gardens on your Winter Park holiday, or coming for its excellent golfing, shopping and markets, there's something for everyone here. With so much to do, you'll soon learn why so many people think Winter Park is a good holiday destination.
How to find the best Winter Park package deals?
Use Expedia's filter tool to help you find some terrific Winter Park package deals. When you begin your search, just set your maximum budget and then order the results by "Price: low to high." If you're looking to save, plan your escape for midweek, or browse for Winter Park package deals in the off-season. Switch up your travel dates and you may land even bigger discounts. As a rule of thumb, it's usually best to lock in your holiday package as soon as possible.
Is it cheaper to book a Winter Park holiday as a package?
An Expedia holiday package could land you significant savings when compared to arranging flights and hotels separately. Better still, you can personalise your Winter Park escape to fit your exact needs. Choose your preferred flight time, select the hotel type and add a rental car. Explore our bundles to see how much you can save.
When to book a holiday package to Winter Park?
If you have your Winter Park travel dates finalized, book as early as you can to snap up some terrific deals. With Expedia, you can typically reserve some flights up to a year in advance. Prefer spontaneous adventures? Our last-minute deals are perfect for jetting off on a whim.
How to plan a trip to Winter Park?

  1. Choose when to travel: Check your calendar and get your bags packed. Your preferred season and the available activities will also help you decide when to holiday in Winter Park.
  2. Plan your budget wisely: Besides the cost of your accommodation, you should consider other expenses too. These include food, flights and transportation. Also, put aside a little extra for unexpected expenses that may arise during your trip to Winter Park.
  3. Work out your trip length: Consider how much time you'd like to spend discovering Winter Park. Plan your days so you can get to all the activities and attractions you're interested in at a comfortable pace.
  4. Combine your flights and hotel: Epic destination, check. Length of stay, check. All that's left now is to find a Winter Park holiday package that brings all your bookings together.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.