Search Deals onDowntown Winter Garden Vacation Packages
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Downtown Winter Garden Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Seasons Florida Resort
Save 100% on your flight
Price was $371, price is now $215 per person
$215
per person
Oct 30 - Nov 3
found 1 day ago
Roundtrip flight included
Atlanta (ATL) 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.
Westgate Cocoa Beach Resort
Price was $2,353, price is now $1,195 per person
$1,195
per person
Oct 8 - Oct 15
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Orlando (MCO)
Stay at this 4-star 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 Pier and Cocoa Beach are located nearby.
Palazzo Lakeside Hotel
Price was $746, price is now $272 per person
$272
per person
Oct 30 - Nov 3
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Orlando (MCO)
Stay at this 3-star hotel in Kissimmee. Enjoy free breakfast, free WiFi, and a fitness center. Our guests praise the breakfast and the pool in our reviews. Popular attractions Old Town and Disney Springs™ are located nearby.
Westgate Towers Resort
Save 100% on your flight
Price was $554, price is now $268 per person
$268
per person
Oct 17 - Oct 22
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Orlando (MCO)
Stay at this 3.5-star family-friendly hotel in Kissimmee. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Disney's Animal Kingdom® Theme Park and Disney's Hollywood Studios® are located nearby.
Westgate Palace Hotel / Universal / I-Drive
International Drive District
Save 100% on your flight
Price was $817, price is now $396 per person
$396
per person
Oct 10 - Oct 14
found 20 hours ago
Roundtrip flight included
Atlanta (ATL) to Orlando (MCO)
Stay at this 4-star 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 at ICON Park are located nearby.
Westgate Lakes Resort & Spa Universal Studios Area
Save 100% on your flight
Price was $581, price is now $283 per person
$283
per person
Oct 30 - Nov 3
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Orlando (MCO)
Stay at this 4-star spa hotel in Orlando. Enjoy free parking, 7 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our reviews. Popular attractions The Orlando Eye at ICON Park and Aquatica are located nearby.
Westgate Town Center Resort
Save 100% on your flight
Price was $544, price is now $316 per person
$316
per person
Oct 8 - Oct 12
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
Stay at this 4-star 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 Disney's Hollywood Studios® are located nearby.
Westgate River Ranch Resort & Rodeo
Price was $731, price is now $438 per person
$438
per person
Oct 16 - Oct 20
found 7 hours ago
Roundtrip flight included
Philadelphia (PHL) to Orlando (MCO)
Stay at this 3.5-star family-friendly resort in River Ranch. Enjoy free parking, 2 restaurants, and a marina. Our guests praise the helpful staff in our reviews.
3-4 Night Vacations in Downtown Winter Garden
Price found within the past 48 hours. Click for updated prices.
5-7 Night Vacations in Downtown Winter Garden
Price found within the past 48 hours. Click for updated prices.
Cheap Hotel Deals in Downtown Winter Garden
Marriott's Grande Vista
5925 Avenida Vista, Orlando, FL
Stay at this 4-star spa hotel in Orlando. Enjoy free WiFi, 4 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our reviews. ...
Universal's Cabana Bay Beach Resort
6550 Adventure Way, Orlando, FL
Stay at this 3.5-star family-friendly hotel in Orlando. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Our guests praise the pool and the helpful staff ...
Sheraton Vistana Villages Resort Villas, I-Drive/Orlando
12401 International Dr, Orlando, FL
Stay at this 4-star eco-certified hotel in Orlando. Enjoy free WiFi, 5 outdoor pools, and 2 restaurants. Our guests praise the pool and the helpful staff in ...
Save an average of 15% on thousands of hotels when you're signed in
Holiday Inn Resort Kissimmee by the Parks by IHG
3011 Maingate Ln, Kissimmee, FL
Stay at this 3.5-star family-friendly hotel in Kissimmee. Enjoy free parking, 2 outdoor pools, and breakfast (surcharge). Our guests praise the helpful staff ...
Rosen Inn at Pointe Orlando
9000 International Drive, Orlando, FL
Stay at this 3-star family-friendly hotel in Orlando. Enjoy free WiFi, 3 outdoor pools, and 2 coffee shops/cafes. Our guests praise the pool and the helpful ...
DoubleTree by Hilton at the Entrance to Universal Orlando
5780 Major Blvd, Orlando, FL
Stay at this 4-star family-friendly hotel in Orlando. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the pool and the helpful staff in ...
DoubleTree by Hilton Orlando Airport
5555 Hazeltine National Drive, Orlando, FL
Stay at this 4-star hotel in Orlando. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful staff and the clean rooms ...
Hyatt Regency Orlando
9801 International Dr, Orlando, FL
Stay at this 4.5-star luxury hotel in Orlando. Enjoy free WiFi, 2 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in ...
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.
Top Flight Deals
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
Sat, Sep 27 - Tue, Sep 30
EWR
Newark Liberty Intl. Airport
MCO
Orlando Intl.
$87 Roundtrip, just found
$87
Roundtrip
just found
Sat, Sep 27 - Tue, Sep 30
LGA
LaGuardia
MCO
Orlando Intl.
$87 Roundtrip, just found
$87
Roundtrip
just found
Tue, Oct 7 - Tue, Oct 7
PHL
Philadelphia Intl.
MCO
Orlando Intl.
$87 Roundtrip, just found
$87
Roundtrip
just found
Wed, Sep 10 - Thu, Sep 11
JFK
John F. Kennedy Intl.
MCO
Orlando Intl.
$93 Roundtrip, found 6 hours ago
$93
Roundtrip
found 6 hours ago
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