Winter Park Holidays from AU$2,600

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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.
Ramada by Wyndham Kissimmee Gateway
Hilton Garden Inn Orlando I-4 Millenia Blvd Mall
Destiny Palms Hotel Maingate West
Residence Inn by Marriott Orlando Flamingo Crossing/Western Entrance
Vacation Village at Parkway

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

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

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$311 per night from 20 Oct to 21 Oct
AU$311
20 Oct - 21 Oct
includes taxes & fees
9.4/10 Exceptional! (3,632 reviews)
"Staff very helpful and friendly. They help get you to your cruise pick up and do it with a smile. Had a great stay. Very convenient and clean. Comfortable bed."

Reviewed on 5 Oct 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$237 per night from 5 Nov to 6 Nov
AU$237
5 Nov - 6 Nov
includes taxes & fees
8.8/10 Excellent! (5,347 reviews)
"Clean, safe and quiet rooms. Lots of activities. Pools were great with life guards. Lots of choices for food and drink. Transport to the parks was fast and frequent."

Reviewed on 7 Oct 2025

Universal's Cabana Bay Beach Resort
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

4 out of 5
8800 Vistana Centre Dr, Orlando, FL
The price is AU$156 per night from 30 Oct to 31 Oct
AU$156
30 Oct - 31 Oct
includes taxes & fees
9.2/10 Wonderful! (3,638 reviews)
"My favorite resort"

Reviewed on 6 Oct 2025

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando
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.

Discover the most popular places to visit in Winter Park

What to do in Winter Park

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