Winter Park Vacations from ￥305,381

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The Latest Winter Park Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Palazzo Lakeside Hotel

Palazzo Lakeside Hotel

3 out of 5
per person
Aug 3 - Aug 9
Roundtrip non-stop flight included
Tokyo (NRT) to Orlando (MCO)
8/10 Very Good! (3,921 reviews)
Location is Great, so close to all attractions and plenty of dining establishments. Housekeeping waa an issue, they clean room every 3 days you have to request it upon arrival. We did and we even called and they still didnt clean the room. Was very disappointed.

Reviewed on May 15, 2024

Westgate Palace Hotel / Universal / I-Drive

Westgate Palace Hotel / Universal / I-Drive

4 out of 5
Florida Center
per person
Aug 3 - Aug 9
Roundtrip non-stop flight included
Tokyo (NRT) to Orlando (MCO)
8.4/10 Very Good! (1,003 reviews)
The front desk staff was awesome

Reviewed on May 12, 2024

ette hotel

ette hotel

4.5 out of 5
per person
Jul 28 - Aug 3
Roundtrip non-stop flight included
Tokyo (TYO) to Orlando (MCO)
9.8/10 Exceptional! (138 reviews)
The Ette was a fantastic experience for my daughter and I as we were in Orlando for The Summit cheer competition. The hotel is beautiful, everything done perfectly, and the staff was the best we’ve ever encountered. They were also so incredibly sweet to my daughter each day wishing her good luck and asking her how she did. The breakfasts were delicious, the rooms so comfortable, and the entire grounds impeccably kept. We’ll definitely go back!

Reviewed on May 6, 2024

Westgate Lakes Resort & Spa Universal Studios Area

Westgate Lakes Resort & Spa Universal Studios Area

4 out of 5
per person
Aug 3 - Aug 9
Roundtrip non-stop flight included
Tokyo (NRT) to Orlando (MCO)
7.8/10 Good! (3,697 reviews)
I loved my view from my room, lighting was great, the bathroom was amazing my kid wanted to never leave lol

Reviewed on May 14, 2024

Conrad Orlando

Conrad Orlando

5 out of 5
per person
Jul 28 - Aug 3
Roundtrip non-stop flight included
Tokyo (TYO) to Orlando (MCO)
9.6/10 Exceptional! (26 reviews)
It’s gorgeous and the level of hospitality exceeds expectations.

Reviewed on Apr 24, 2024

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

5/5(1 area review)

Baldwin Park might not have many top sights, but East Orlando Shopping Center and Harry P. Leu Gardens are two attractions nearby that you can check out.

Find hotels in Baldwin Park

Winter Park Hotel Deals

DoubleTree by Hilton Hotel Orlando at SeaWorld
DoubleTree by Hilton Hotel Orlando at SeaWorld
4 out of 5
10100 International Drive, Orlando, FL
Fully refundableReserve now, pay when you stay
The price is ￥11,692 per night from May 28 to May 29
￥11,692
per night
May 28 - May 29
7/10 Good! (8,951 reviews)
"Stayed for one night post cruise to have a day at SeaWorld with 3 littles. The location was so very convenient to get to SeaWorld. We will park at the park but there is a walkway to SeaWorld from the hotel property. I did not give high ratings because I do think it could have been a little more well ..."

Reviewed on May 15, 2024

DoubleTree by Hilton Hotel Orlando at SeaWorld
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 ￥15,824 per night from May 27 to May 28
￥15,824
per night
May 27 - May 28
8.2/10 Very Good! (6,366 reviews)
"Probably the best hotel I’ve ever stayed at!! It was really nice, clean, & close to a lot of places. Definitely recommend this hotel!"

Reviewed on May 15, 2024

DoubleTree by Hilton at the Entrance to Universal Orlando
Holiday Inn Resort Orlando Suites - Waterpark, an IHG Hotel
Holiday Inn Resort Orlando Suites - Waterpark, an IHG Hotel
3.5 out of 5
14500 Continental Gateway, Orlando, FL
Fully refundableReserve now, pay when you stay
The price is ￥12,290 per night from May 22 to May 23
￥12,290
per night
May 22 - May 23
6.4/10 (5,370 reviews)
"Good stay"

Reviewed on May 14, 2024

Holiday Inn Resort Orlando Suites - Waterpark, an IHG Hotel
See all 14,572 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.

Frequently asked questions

How much does a Winter Park vacation package cost?
The most affordable Winter Park vacation package is ￥305,381, so the trip of your dreams can become a reality — without burning a hole in your pocket. Bundle flights, hotels, car rentals and more to tailor a package that matches your traveling style.
How do I get a cheap travel package to Winter Park?
Our Winter Park vacation packages promise plenty of savings for the savvy explorer. For the best deals, simply bundle your hotel, flights and extras (such as activities) into a neat and tidy package. But impressive bargains are only the start of your next unforgettable adventure. Book with Expedia and you’ll have more than 550 airlines and 1,000,000 hotels across the globe to pick from. Whatever your budget, there’s a vacation package here just for you.
Where should I stay in Winter Park?
With loads to explore in Winter Park, it’s a good idea to book a hotel near its attractions. Full Sail University, Rollins College and Casa Feliz Historic Home Museum are some interesting ones to put on your itinerary.
What are the top hotels in Winter Park?
The Alfond Inn will make a great base for your Winter Park getaway. Located in Goldenrod, it’s one of the area’s leading hotels.
How far in advance should I book my Winter Park vacation?
Earlier is always better. Airlines usually advertise flight tickets nearly 12 months ahead of departure, and this is an excellent opportunity to pick up some of the cheapest prices. Just been told you need to take some vacation time in a few weeks? That’s alright! Expedia are never short of fantastic deals to send you on the getaway of your dreams, at an affordable price.
What does an Expedia Winter Park travel package include?
Expedia has everything you need to plan your Winter Park getaway, but how your package is structured is totally up to you. Pick from any combination of hotels, flights and rental cars. Searching for some tours or activities to keep you busy? Once you’ve made your booking, you can add them too. No matter your style or budget, there’s a deal to suit your needs.
What should I know before booking a Winter Park travel package?
We already have low prices. However, you’ll enjoy an even better deal when you book your hotels, flights and car rentals together. With an Expedia package, you’ll always get transparent pricing and tons of choice.
Can I choose my airline with a Winter Park Expedia vacation package?
Definitely. Expedia has more than 550 partner airlines to select from around the world. With so much choice, finding the perfect carrier to whisk you away to Winter Park will be a breeze.
If I'm not able to travel, can I cancel my Winter Park vacation package?
Whether it’s your hotel or flight, you can cancel or alter it. Locked in your Winter Park vacation package in the last 24 hours? You may be able to make any changes for free. For bookings made more than 24 hours ago, you may incur a charge from your hotel, airline or car rental company. For more information, visit our Customer Service Portal. We’ll help you each step of the way.

Discover the most popular places to visit in Winter Park

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Walt Disney World® Resort

4.5/5(2,427 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
Image for Universal Studios Florida

Universal Studios Florida

4.5/5(9,273 reviews)

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

Universal Studios Florida
Image for Universal Orlando Resort

Universal Orlando Resort

4.5/5(4,155 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

Image for Aquatica Orlando

Aquatica Orlando

￥8,114
Per adult
82% of travellers recommend
Aquatica Orlando
Image for Orlando: Museum of Illusions Admission Ticket

Orlando: Museum of Illusions Admission Ticket

￥4,547
Per adult
84% of travellers recommend
Orlando: Museum of Illusions Admission Ticket
Image for Pirate's Dinner Adventure Orlando

Pirate's Dinner Adventure Orlando

￥10,010
Per adult
76% of travellers recommend
Pirate's Dinner Adventure Orlando
See all activities 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.