Winter Park Vacations from $287

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Your Winter Park Vacation

Say goodbye to planning worries and hello to a Winter Park vacation package. With the finer details organized before you take off, you can focus on discovering every inch of this city, starting with South Eola, which is great for shopping, markets and walking. Every trip to Winter Park needs a well-thought-out itinerary. Fill yours with big-name attractions like Amway Center, Camping World Stadium and Dr. Phillips Center for the Performing Arts. Expedia is here to help you escape the everyday. Tailor your vacation to Winter Park to suit your travel style, whatever that may be!

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
Save 100% on your flight
per person
Aug 19 - Aug 24
found 1 day ago
Roundtrip non-stop flight included
Newark (EWR) to Orlando (MCO)
8/10 Very Good! (4,010 reviews)
My only complaint is the tv only had two working channels

Reviewed on Jun 13, 2024

Westgate Blue Tree Resort in Lake Buena Vista

Westgate Blue Tree Resort in Lake Buena Vista

3.5 out of 5
per person
Jul 20 - Jul 27
found 1 day ago
Roundtrip non-stop flight included
New York (NYC) to Orlando (MCO)
8.2/10 Very Good! (836 reviews)
Great value, con no elevator so unless you are in first floor not the best choice (alternatively not the most attentive staff to help check in / check out)

Reviewed on Jun 5, 2024

Westgate Palace Hotel / Universal / I-Drive

Westgate Palace Hotel / Universal / I-Drive

4 out of 5
Florida Center
Save 100% on your flight
per person
Aug 19 - Aug 24
found 1 day ago
Roundtrip non-stop flight included
Newark (EWR) to Orlando (MCO)
8.4/10 Very Good! (1,000 reviews)
Very clean ,completely renewable

Reviewed on Jun 10, 2024

Westgate Lakes Resort & Spa Universal Studios Area

Westgate Lakes Resort & Spa Universal Studios Area

4 out of 5
Save 100% on your flight
per person
Aug 19 - Aug 24
found 1 day ago
Roundtrip non-stop flight included
Newark (EWR) to Orlando (MCO)
7.8/10 Good! (3,697 reviews)
We did not need to use a rental car. The shuttle service and golf carts are a tremendous help.

Reviewed on Jun 14, 2024

Westgate River Ranch Resort & Rodeo

Westgate River Ranch Resort & Rodeo

3.5 out of 5
Save 100% on your flight
per person
Jul 17 - Jul 24
found 1 day ago
Roundtrip flight included
Philadelphia (PHL) to Orlando (MCO)
7.8/10 Good! (266 reviews)
It was all wonderful. Definitely will go back.

Reviewed on Apr 29, 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 hotel + flight trips in Baldwin Park

Winter Park Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Orlando Intl. Airport (MCO)
Population
29,900
Max Temp Winter
70ºF
Max Temp Summer
90ºF
Top Sights
Universal Orlando Resort, The Wizarding World of Harry Potter™ and Universal’s Islands of Adventure

Winter Park Hotel Deals

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 $109 per night from Jul 3 to Jul 4
$109
$123 total
includes taxes & fees
Jul 3 - Jul 4
8.2/10 Very Good! (6,300 reviews)
"😍"

Reviewed on Jun 14, 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 refundable
The price is $90 per night from Jun 19 to Jun 20
$90
$150 total
includes taxes & fees
Jun 19 - Jun 20
6.4/10 (5,602 reviews)
"My and my family definitely enjoyed our stay. I am happy I didn’t listen to the bad reviews that was given . The only thing I didn’t like was no one come to clean the rooms it’s done every 5 days . I asked for clean sheets and did it myself . I would definitely go back"

Reviewed on Jun 12, 2024

Holiday Inn Resort Orlando Suites - Waterpark, an IHG Hotel
Universal's Endless Summer Resort - Dockside Inn and Suites
Universal's Endless Summer Resort - Dockside Inn and Suites
3 out of 5
7125 Universal Boulevard, Orlando, FL
Fully refundableReserve now, pay when you stay
The price is $203 per night from Jun 16 to Jun 17
$203
$228 total
includes taxes & fees
Jun 16 - Jun 17
9/10 Wonderful! (5,244 reviews)
"Love thisnplace"

Reviewed on Jun 13, 2024

Universal's Endless Summer Resort - Dockside Inn and Suites
See all 13,918 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 Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Kid Friendly Vacations

Kid Friendly Vacations

Frequently asked questions

How much does a Winter Park vacation package cost?
The most affordable Winter Park vacation package is $287, 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

Image for Walt Disney World® Resort

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)

Thrill rides based on your favorite movies 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

$55
Per adult
82% of travellers recommend
Aquatica Orlando
Image for Orlando: Museum of Illusions Admission Ticket

Orlando: Museum of Illusions Admission Ticket

$31
Per adult
84% of travellers recommend
Orlando: Museum of Illusions Admission Ticket
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.