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

Ramada by Wyndham Kissimmee Gateway

3 out of 5
Price was AU$2,871, price is now AU$2,600 per person
AU$2,600
per person
22 Nov - 29 Nov
found 8 hours ago
Return flight included
Sydney (SYD) to Orlando (MCO)
7.8/10 Good! (3,952 reviews)
No pets nor children but I am sure it is a great place for them

Reviewed on 1 Oct 2025

Hilton Garden Inn Orlando I-4 Millenia Blvd Mall

Hilton Garden Inn Orlando I-4 Millenia Blvd Mall

3 out of 5
Millenia
Price was AU$3,231, price is now AU$2,826 per person
AU$2,826
per person
22 Nov - 29 Nov
found 8 hours ago
Return flight included
Sydney (SYD) to Orlando (MCO)
9/10 Wonderful! (411 reviews)
this proprietary was really clean and the staff are so professional

Reviewed on 8 Oct 2025

Destiny Palms Hotel Maingate West

Destiny Palms Hotel Maingate West

2.5 out of 5
Price was AU$3,030, price is now AU$2,697 per person
AU$2,697
per person
22 Nov - 29 Nov
found 8 hours ago
Return flight included
Sydney (SYD) to Orlando (MCO)
8.4/10 Very Good! (2,017 reviews)
Clean rooms,great staff...i highly recommend

Reviewed on 9 Oct 2025

Residence Inn by Marriott Orlando Flamingo Crossing/Western Entrance

Residence Inn by Marriott Orlando Flamingo Crossing/Western Entrance

3 out of 5
Bay Lake
Price was AU$3,322, price is now AU$2,969 per person
AU$2,969
per person
22 Nov - 29 Nov
found 8 hours ago
Return flight included
Sydney (SYD) to Orlando (MCO)
9.6/10 Exceptional! (1,850 reviews)
The staff was amazing and very friendly, the continental breakfast was delicious loved the no red meat options. The pool was relaxing not to mention the awesome staff at the bar, I just wish there was more shuttle shifts to the pars but definitely will be booking again

Reviewed on 9 Oct 2025

Vacation Village at Parkway

Vacation Village at Parkway

3 out of 5
Price was AU$3,165, price is now AU$2,884 per person
AU$2,884
per person
22 Nov - 29 Nov
found 8 hours ago
Return flight included
Sydney (SYD) to Orlando (MCO)
8.6/10 Excellent! (2,888 reviews)
I always enjoy the pool

Reviewed on 9 Oct 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

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
See all 14,888 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

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

Scenic 30 Minute Airboat Tour

Scenic 30 Minute Airboat Tour

AU$57
per adult
100% of travellers recommend
Scenic 30 Minute Airboat Tour
"Drawn to Life" presented by Cirque du Soleil and Disney

Drawn to Life presented by Cirque du Soleil and Disney

AU$151
per adult
92% of travellers recommend
Drawn to Life presented by Cirque du Soleil and Disney
WonderWorks All Access After Dark

WonderWorks All Access After Dark

AU$42
per traveller
84% of travellers recommend
WonderWorks All Access After Dark
See all activities in Winter Park

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