Deals on vacations and trips to Winter Park

Save when you book Winter Park, FL package deals

Choose two or more items and save on your trip:

Winter Park flight + hotel vacation packages

Westgate Palace Hotel / Universal / I-Drive

Westgate Palace Hotel / Universal / I-Drive

4 out of 5
Florida Center
Save 100% on your flightPrice was $1,201, price is now $753 per person
per person
Aug 20 - Aug 27
Roundtrip flight included
New York (JFK) to Orlando (MCO)
This resort features an outdoor pool, a gym, and a restaurant. Bring the family and enjoy the children's pool, playground, and kid-friendly dining. Relax with a drink at the bar/lounge and enjoy perks like free self parking and free WiFi.
Hyatt Regency Orlando

Hyatt Regency Orlando

4.5 out of 5
Save 100% on your flightPrice was $894, price is now $639 per person
per person
Jul 23 - Jul 29
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
A full-service spa, 3 restaurants, and 2 outdoor pools are all featured at this luxury aparthotel. There's fun for all ages with a children's pool and a waterslide, and families will appreciate the onsite laundry facilities. Enjoy the 24-hour gym and visit the 2 bars/lounges and poolside bar for drinks.
Red Lion Hotel Orlando Lake Buena Vista South

Red Lion Hotel Orlando Lake Buena Vista South

3.5 out of 5
Price was $571, price is now $422 per person
per person
Aug 21 - Aug 25
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
This smoke-free hotel includes 2 restaurants, an outdoor pool, and a lazy river. There's fun for all ages with a waterslide and a playground, and families will appreciate the onsite laundry facilities. Relax with a drink at one of the 2 bars/lounges and enjoy perks like free parking.
Westgate Blue Tree Resort in Lake Buena Vista

Westgate Blue Tree Resort in Lake Buena Vista

3.5 out of 5
Price was $599, price is now $451 per person
per person
Jul 19 - Jul 23
Roundtrip flight included
Newark (EWR) to Orlando (MCO)
This hotel features an outdoor pool and a gym. There's fun for all ages with mini golf and a children's pool, and barbecue grills are available on site. Enjoy the spa tub and perks like free self parking.
Park Plaza Hotel

Park Plaza Hotel

3 out of 5
Price was $574, price is now $433 per person
per person
Jul 11 - Jul 14
Roundtrip flight included
Newark (EWR) to Orlando (MCO)
A restaurant and a bar/lounge are featured at this hotel. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and valet parking. A coffee shop, a terrace, and limo/town car service are also on offer.

Top Winter Park hotels 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
Free Cancellation
Reserve now, pay when you stay
The price is $92 per night
$92
per night
Jun 8 - Jun 9
This hotel features 2 restaurants, an outdoor pool, and a 24-hour gym. There's fun for all ages with a children's pool and an arcade/game room, and families will appreciate the onsite laundry facilities. Relax with a drink at one of the 2 bars/lounges and get perks like free WiFi.
Universal's Cabana Bay Beach Resort

Universal's Cabana Bay Beach Resort

3.5 out of 5
6550 Adventure Way, Orlando, FL
Free Cancellation
Reserve now, pay when you stay
The price is $229 per night
$229
per night
Jun 7 - Jun 8
This smoke-free hotel features 2 restaurants, 2 outdoor pools, and 2 spa tubs. There's fun for all ages with a lazy river and a bowling alley, and families will appreciate the onsite laundry facilities. Unwind with a drink at one of the 2 poolside bars and enjoy freebies like WiFi in public areas and a theme park shuttle.
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
Free Cancellation
Reserve now, pay when you stay
The price is $184 per night
$184
per night
Jun 7 - Jun 8
This smoke-free hotel features 2 outdoor pools, a gym, and a restaurant. Business travelers can take advantage of the free WiFi in public areas. There's a poolside bar on site, and a 24-hour front desk and laundry facilities are also provided.
CoCo Key Hotel and Water Resort 

CoCo Key Hotel and Water Resort 

3.5 out of 5
7400 International Dr, Orlando, FL
Free Cancellation
Reserve now, pay when you stay
The price is $102 per night
$102
per night
Jun 7 - Jun 8
Free water park access, 2 restaurants, and 3 outdoor pools are all featured at this traditional aparthotel. There's fun for all ages with a children's pool and a waterslide, and families will appreciate the onsite laundry facilities. Traveling on business? Take advantage of the 24-hour business center, express check-out, and valet parking.
Westgate Lakes Resort & Spa Universal Studios Area

Westgate Lakes Resort & Spa Universal Studios Area

4 out of 5
9500 Turkey Lake Rd, Orlando, FL
The price is $149 per night
$149
per night
Jun 7 - Jun 8
This smoke-free hotel features a full-service spa, a water park, and a marina. There's fun for all ages with a lazy river and a children's club, and barbecue grills are available on site. Enjoy the 7 outdoor pools and get free valet parking.
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
Free Cancellation
The price is $75 per night
$75
per night
Jun 7 - Jun 8
A water park, 2 outdoor pools, and 3 spa tubs are all featured at this smoke-free aparthotel. Bring the family and enjoy the mini golf, waterslide, and playground. Business travelers can take advantage of the 24-hour business center.
Don't see what you're looking for?
See all available properties in Winter Park
View all properties
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.

Popular places to visit

Image for Walt Disney World® Resort

Walt Disney World® Resort

4.5/5(2,427 reviews)

Have a fun-filled day at Walt Disney World® Resort and find out why this is a popular theme park in Orlando. Discover the top-notch restaurants and acclaimed theater scene in this walkable area.

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)

Have a fun-filled day at Universal Orlando Resort and see why people love this theme park in Orlando. Check out the shops and top-notch restaurants in this family-friendly area.

Universal Orlando Resort

Frequently asked questions

How much are vacation packages to Winter Park?
With vacation packages available for only $422, there’s no need to empty your piggy bank to visit Winter Park. Travelocity can help. Bundle up flights, hotels and experiences into a convenient package and walk away with excellent discounts. The more you book, the greater the savings.
Where can I get the best vacation package deals for Winter Park?
You’ll find a tempting selection of Winter Park package deals on Travelocity. With no less than 400 air carriers and 1,000,000 worldwide properties, organizing your ideal getaway won’t take long.
Why should I book my Winter Park vacation package via Travelocity?
We offer 24/7 customer support, exceptional service and a Price Match Guarantee. Life’s a great big journey — and we have exciting destinations for you to journey to all around the world. Explore with us and your wallet will thank you for it.
Will I save money on my Winter Park car rental if I combine it with a hotel or flight?
Booking a Winter Park vacation package with Travelocity is a simple way to save you money and time. Combine a flight, car and hotel, or any combination of them, and enjoy great discounts. You can also throw in some experiences and activities. After you’ve picked up the keys to the rental car, head out of the neighborhood and find out what the surrounding area has to offer. About 45 mi from Winter Park, Daytona International Speedway is certainly worth a road trip.
What is the best time of year to go to Winter Park?
You can avoid the tourist hordes and save cash in , the quietest period to visit. The high season months of are hectic (and more expensive), but more will be happening around Winter Park. Reserve a hotel in and get plenty more bang for your buck. Usually, room rates are costlier in .
What is there to do in Winter Park?
Winter Park Village and Kraft Azalea Gardens are a hit with many visitors. Tick these sights off your must-see list and find out what the hype is about.
Can I go on vacation to Winter Park at this time?
Travelocity has all the knowledge to ensure your travel dreams a reality, so before booking a ticket to Winter Park, look over our Covid-19 Travel Advisor. This is where you can discover current info about travel restrictions, quarantine policies and other important details.