Search Deals onWinter Park Vacation Packages
Winter Park Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Westgate Towers Resort
Save 100% on your flight
Price was $484, price is now $250 per person
$250
per person
May 15 - May 19
found 1 day ago
Roundtrip flight included
New York (LGA) to Orlando (MCO)
Book a stay at this family-friendly hotel in Kissimmee. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Disney's Animal Kingdom® Theme Park and ESPN Wide World of Sports Complex are located nearby.
Extended Stay America Suites Orlando Conv Ctr Universal Blvd
Price was $3,314, price is now $614 per person
$614
per person
Apr 29 - May 5
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Orlando (MCO)
Book a stay at this business-friendly hotel in Orlando. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions The Orlando Eye and Orange County Convention Center are located nearby.
Westgate Palace Hotel / Universal / I-Drive
Price was $1,309, price is now $521 per person
$521
per person
Apr 14 - Apr 19
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Orlando (MCO)
Book a stay at this family-friendly resort in Orlando. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Universal’s Volcano Bay and The Orlando Eye are located nearby.
Westgate Town Center Resort
Save 100% on your flight
Price was $869, price is now $386 per person
$386
per person
May 15 - May 22
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Orlando (MCO)
Book a stay at this family-friendly resort in Kissimmee. Enjoy free WiFi, free parking, and 14 outdoor pools. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Disney's Animal Kingdom® Theme Park and ESPN Wide World of Sports Complex are located nearby.
Westgate Vacation Villas Resort
Price was $753, price is now $369 per person
$369
per person
Apr 16 - Apr 21
just found
Roundtrip flight included
Philadelphia (PHL) to Orlando (MCO)
Book a stay at this family-friendly resort in Kissimmee. Enjoy free parking, 14 outdoor pools, and 2 restaurants. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Disney's Animal Kingdom® Theme Park and ESPN Wide World of Sports Complex are located nearby.
Seasons Florida Resort
Save 100% on your flight
Price was $666, price is now $354 per person
$354
per person
May 15 - May 22
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Orlando (MCO)
Book a stay at this business-friendly hotel in Kissimmee. Enjoy free WiFi, free parking, and laundry facilities. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Old Town and Disney Springs™ are located nearby.
Margaritaville Cottages Orlando by Vstays with H2O Waterpark
Price was $1,343, price is now $724 per person
$724
per person
May 14 - May 19
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Orlando (MCO)
Stay at this hotel in Kissimmee. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Disney's Animal Kingdom® Theme Park and Disney's Hollywood Studios® are located nearby.
Westgate Cocoa Beach Resort
Save 100% on your flight
Price was $1,101, price is now $618 per person
$618
per person
May 15 - May 17
found 9 hours ago
Roundtrip flight included
Philadelphia (PHL) to Orlando (MCO)
Book a stay at this beach condo in Cocoa Beach. Enjoy free parking, a beach locale, and free water park access. Our guests praise the helpful staff in our reviews. Popular attractions Cocoa Beach and Ron Jon Surf Shop are located nearby.
Winter Park Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.
Winter Park Vacation Packages 5-7 Night Stays
Price found within the past 48 hours. Click for updated prices.
Top Flight Deals
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
Mon, Apr 20 - Tue, Apr 28
LGA
LaGuardia
MCO
Orlando Intl.
$83 Roundtrip, just found
$83
Roundtrip
just found
Wed, Mar 18 - Wed, Mar 25
DTW
Detroit Metropolitan Wayne County
MCO
Orlando Intl.
$87 Roundtrip, just found
$87
Roundtrip
just found
Tue, May 5 - Sat, May 9
ORD
O'Hare Intl.
MCO
Orlando Intl.
$88 Roundtrip, just found
$88
Roundtrip
just found
Mon, May 11 - Fri, May 15
PHL
Philadelphia Intl.
MCO
Orlando Intl.
$103 Roundtrip, found 5 days ago
$103
Roundtrip
found 5 days ago
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