Winter Park Holidays from AU$2,736

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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.

The Latest Winter Park Holiday Deals

Price found within the past 48 hours. Click for updated prices.
Seasons Florida Resort

Seasons Florida Resort

2 out of 5
per person
5 Jun - 10 Jun
found 23 hours ago
Return flight included
Sydney (SYD) to Orlando (MCO)
8.8/10 Excellent! (2,698 reviews)
Limpio y buena ubicación

Reviewed on 14 Apr. 2025

Hyatt Regency Orlando

Hyatt Regency Orlando

4.5 out of 5
per person
5 Jun - 10 Jun
found 23 hours ago
Return flight included
Sydney (SYD) to Orlando (MCO)
9.2/10 Wonderful! (1,630 reviews)
Excellent in every way.

Reviewed on 14 Apr. 2025

Beachside Hotel & Suites

Beachside Hotel & Suites

3.5 out of 5
per person
5 Jun - 10 Jun
found 23 hours ago
Return flight included
Sydney (SYD) to Orlando (MCO)
8.8/10 Excellent! (3,973 reviews)
Great for kids. As older adults, this is not what we expected

Reviewed on 15 Apr. 2025

Caribe Royale Orlando

Caribe Royale Orlando

4.5 out of 5
per person
5 Jun - 10 Jun
found 23 hours ago
Return flight included
Sydney (SYD) to Orlando (MCO)
9/10 Wonderful! (3,859 reviews)
Loved pool did not like that wanted to charge me $75.00 for resort fee of early checking in before 1:30pm and it was my daughter bday.

Reviewed on 14 Apr. 2025

Hilton Garden Inn Orlando at SeaWorld

Hilton Garden Inn Orlando at SeaWorld

3 out of 5
per person
5 Jun - 10 Jun
found 23 hours ago
Return flight included
Sydney (SYD) to Orlando (MCO)
8.2/10 Very Good! (1,012 reviews)
Nice walk to SeaWorld!

Reviewed on 12 Apr. 2025

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$218 per night from 6 May to 7 May
AU$218
includes taxes & fees
6 May - 7 May
7/10 Good! (2,633 reviews)
"This resort has everything the kids didn’t even want to leave the resort because of the arcade area. The lobby is made up like a mini mall"

Reviewed on 12 Apr. 2025

Holiday Inn Resort Orlando Suites - Waterpark by IHG
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 AU$372 per night from 29 Apr to 30 Apr
AU$372
includes taxes & fees
29 Apr - 30 Apr
9.2/10 Wonderful! (3,202 reviews)
"The room was great. The pool was underwhelming (very small and crowded), but the kids still had fun. The biggest disappointment was the restaurant - it's just not that great. The small plates were fine, but the berry salad was boring and the pizza was Costco quality."

Reviewed on 13 Apr. 2025

Hyatt Regency Orlando International Airport
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$292 per night from 20 Apr to 21 Apr
AU$292
includes taxes & fees
20 Apr - 21 Apr
8.8/10 Excellent! (5,195 reviews)
"Best stay ever !!"

Reviewed on 12 Apr. 2025

Universal's Cabana Bay Beach Resort
See all 14,074 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 from AU$2,736 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
Disney Springs™

Disney Springs™

4.5/5(51 reviews)

You can find the perfect gifts to bring home when you visit Disney Springs™, a favourite shopping spot in Lake Buena Vista. Experience the entertainment choices and acclaimed theatre scene in this family-friendly area.

Disney Springs™

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$79
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.