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.

Palazzo Lakeside Hotel
Save 100% on your flight
per person
Sep 13 - Sep 20
found 1 hour ago
Roundtrip flight included
Atlanta (ATL) to Orlando (MCO)
Stay at this 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 Palace Hotel / Universal / I-Drive
International Drive District
per person
Sep 14 - Sep 20
found 1 day 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
per person
Sep 13 - Sep 20
found 1 hour 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.

Seasons Florida Resort
Save 100% on your flight
per person
Sep 13 - Sep 20
found 1 hour 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.

Ramada Plaza Resort & Suites by Wyndham Orlando Intl Drive
International Drive District
per person
Oct 2 - Oct 9
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Orlando (MCO)
Stay at this 3-star hotel in Orlando. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the clean rooms and the overall value in our reviews. Popular attractions Universal’s Volcano Bay and Universal’s Islands of Adventure are located nearby.

Vacation Village at Parkway
Save 100% on your flight
per person
Sep 14 - Sep 20
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Orlando (MCO)
Stay at this 3-star family-friendly condo in Kissimmee. Enjoy free WiFi, 7 outdoor pools, and 7 hot tubs. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Old Town and Disney's Hollywood Studios® are located nearby.

Westgate Cocoa Beach Resort
per person
Sep 10 - Sep 14
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) 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.

Parkway International Resort
Save 100% on your flight
per person
Sep 20 - Sep 27
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Orlando (MCO)
Stay at this 3-star family-friendly hotel in Kissimmee. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Old Town and Disney's Hollywood Studios® are located nearby.
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

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 ...

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 ...

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. ...
Save an average of 15% on thousands of hotels when you're signed in

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 ...

Home2 Suites by Hilton Orlando at Flamingo Crossings
341 Flagler Ave, Winter Garden, FL
Stay at this 3-star business-friendly hotel in Winter Garden. Enjoy free breakfast, a free theme park shuttle, and a 24-hour fitness center. Our guests praise ...

Kompose Boutique Resort at Theme Parks
7491 W Irlo Bronson Memorial Hwy, Kissimmee, FL
Stay at this 3-star resort in Kissimmee. Enjoy free WiFi, 2 hot tubs, and 2 outdoor pickleball courts. Popular attractions Disney's Animal Kingdom® Theme Park ...

Holiday Inn Resort Orlando Suites - Waterpark by IHG
14500 Continental Gateway, Orlando, FL
Stay at this 3.5-star family-friendly hotel in Orlando. Enjoy 2 outdoor pools, 5 restaurants, and 2 hot tubs. Our guests praise the clean rooms and the family ...

The Grove Resort & Water Park Orlando
14501 Grove Resort Avenue, Winter Garden, FL
Stay at this 4-star family-friendly resort in Four Corners. Enjoy free WiFi, 6 outdoor pools, and 3 restaurants. Our guests praise the pool and the helpful staff ...
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.

Tue, Sep 9 - Tue, Sep 16
ORD
O'Hare Intl.
MCO
Orlando Intl.
$87 Roundtrip, found 3 days ago
$87
Roundtrip
found 3 days ago

Wed, Sep 3 - Wed, Sep 10
LGA
LaGuardia
MCO
Orlando Intl.
$87 Roundtrip, found 11 hours ago
$87
Roundtrip
found 11 hours ago

Wed, Sep 10 - Wed, Sep 10
EWR
Newark Liberty Intl. Airport
MCO
Orlando Intl.
$87 Roundtrip, found 1 day ago
$87
Roundtrip
found 1 day ago

Wed, Oct 15 - Mon, Oct 20
PHL
Philadelphia Intl.
MCO
Orlando Intl.
$95 Roundtrip, found 8 hours ago
$95
Roundtrip
found 8 hours ago
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