Winter Park Holidays

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Your Winter Park Holiday

Book a Winter Park holiday package that has only the things you need and nothing you don't. Good for shopping, markets and walking, consider basing yourself in the neighbourhood of South Eola. A trip to Winter Park is a great opportunity to take in the sights. Be sure to stop by well-known attractions like Amway Centre, Camping World Stadium and Tinker Field. A few clicks is all it takes to build your ideal Winter Park holiday on Expedia.

Our guide on 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

Winter Park Holiday

Winter Park Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Orlando Intl. Airport (MCO)
Population
29,900
Max Temp Winter
21ºC
Max Temp Summer
32ºC
Top Sights
Universal Orlando Resort, Universal’s Islands of Adventure and The Wizarding World of Harry Potter™

Our pick of the best Winter Park Hotel Deals

Holiday Inn Resort Orlando Suites - Waterpark by IHG
Holiday Inn Resort Orlando Suites - Waterpark by IHG
3.5 out of 5
14500 Continental Gateway, Orlando, FL
Fully refundable
The price is AU$220 per night from 21 Apr to 22 Apr
AU$220
includes taxes & fees
21 Apr - 22 Apr
7/10 Good! (2,167 reviews)
"Only complained is the check in, very long wait. But the staffs are great. Zoe is great!"

Reviewed on 19 Mar. 2025

Holiday Inn Resort Orlando Suites - Waterpark by IHG
Westgate Lakes Resort & Spa Universal Studios Area
Westgate Lakes Resort & Spa Universal Studios Area
4 out of 5
9500 Turkey Lake Rd, Orlando, FL
The price is AU$245 per night from 20 Apr to 21 Apr
AU$245
includes taxes & fees
20 Apr - 21 Apr
8/10 Very Good! (4,577 reviews)
"Everything was rights there. Its so we'll organized with all the attractions in one area. I couldn't of picked a more efficient place. We are elderly raising our gr grandson I will definitely book again especially for Christmas is their is available 😀"

Reviewed on 21 Mar. 2025

Westgate Lakes Resort & Spa Universal Studios Area
Universal's Cabana Bay Beach Resort
Universal's Cabana Bay Beach Resort
3.5 out of 5
6550 Adventure Way, Orlando, FL
Fully refundableReserve now, pay when you stay
The price is AU$239 per night from 1 Apr to 2 Apr
AU$239
includes taxes & fees
1 Apr - 2 Apr
8.8/10 Excellent! (5,112 reviews)
"Excelent"

Reviewed on 18 Mar. 2025

Universal's Cabana Bay Beach Resort
See all 14,090 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.
All Inclusive Holidays

All Inclusive Holidays

All Inclusive Holidays
Cheap Holidays

Cheap Holidays

Cheap Holidays
beach holidays

Beach Holidays

Beach Holidays

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.

Discover the most popular places to visit in Winter Park

Walt Disney World® Resort

Walt Disney World® Resort

4.5/5(9 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(48 reviews)

Exhilarating rides and world class film sets are brought together to create this outstanding world-renowned theme park.

Universal Studios Florida
Universal Studios Florida® which includes a city, street scenes and rides

Universal Orlando Resort

4.5/5(30 reviews)

Make your Florida vacation one to remember with a stay at this hotel and theme park complex.

Universal Orlando Resort

What to do in Winter Park

LEGOLAND® Florida Tickets

LEGOLAND® Florida Tickets

AU$121
per traveller
84% of travellers recommend
LEGOLAND® Florida Tickets
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Aquatica Orlando

AU$78
per traveller
82% of travellers recommend
Aquatica Orlando
Explore the Wonderful World of the Oz Books in a way that you have never seen before...

Wizard of OZ Museum tour

AU$48
per adult
100% of travellers recommend
Wizard of OZ Museum tour
See all activities in Winter Park
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.