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
Price was $371, price is now $197 per person
$197
per person
Nov 9 - Nov 15
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 Cocoa Beach Resort
Price was $2,090, price is now $993 per person
$993
per person
Nov 21 - Nov 27
found 8 hours ago
Roundtrip flight included
Atlanta (ATL) 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.
Westgate Palace Hotel / Universal / I-Drive
International Drive District
Save 100% on your flight
Price was $843, price is now $424 per person
$424
per person
Dec 3 - Dec 7
found 1 day ago
Roundtrip flight included
Boston (BOS) 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 are located nearby.
Westgate Blue Tree Resort in Lake Buena Vista
Save 100% on your flight
Price was $716, price is now $361 per person
$361
per person
Nov 20 - Nov 25
found 10 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Orlando (MCO)
Stay at this 3.5-star family-friendly hotel in Orlando. Enjoy free parking, room service, and a fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Disney Springs™ and Epcot® are located nearby.
Westgate Towers Resort
Save 100% on your flight
Price was $549, price is now $280 per person
$280
per person
Nov 11 - Nov 16
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 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 Disney's Hollywood Studios® are located nearby.
Westgate Vacation Villas Resort
Save 100% on your flight
Price was $574, price is now $314 per person
$314
per person
Nov 11 - Nov 16
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Orlando (MCO)
Stay at this 4-star 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 Disney's Hollywood Studios® are located nearby.
DoubleTree by Hilton Orlando Airport
Airport North
Save 100% on your flight
Price was $630, price is now $359 per person
$359
per person
Nov 9 - Nov 15
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Orlando (MCO)
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 in our reviews. Popular attractions Florida Mall and Hoffner Plaza Shopping Center are located nearby.
Westgate Town Center Resort
Save 100% on your flight
Price was $656, price is now $376 per person
$376
per person
Nov 8 - Nov 13
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.
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 ...
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 Resort Villas, Lake Buena Vista/Orlando
8800 Vistana Centre Dr, Orlando, FL
Stay at this 4-star eco-certified hotel in Orlando. Enjoy free WiFi, 6 outdoor pools, and 3 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
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. ...
DoubleTree by Hilton Hotel Orlando at SeaWorld
10100 International Drive, Orlando, FL
Stay at this 4-star family-friendly resort in Orlando. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Our guests praise the breakfast and the pool in our ...
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 ...
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 ...
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 ...
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, Oct 28 - Tue, Oct 28
EWR
Newark Liberty Intl. Airport
MCO
Orlando Intl.
$72 Roundtrip, found 3 hours ago
$72
Roundtrip
found 3 hours ago
Wed, Oct 22 - Wed, Nov 5
PHL
Philadelphia Intl.
MCO
Orlando Intl.
$75 Roundtrip, just found
$75
Roundtrip
just found
Sun, Dec 7 - Thu, Dec 11
ORD
O'Hare Intl.
MCO
Orlando Intl.
$84 Roundtrip, found 20 hours ago
$84
Roundtrip
found 20 hours ago
Sat, Oct 25 - Wed, Oct 29
LGA
LaGuardia
MCO
Orlando Intl.
$87 Roundtrip, found 2 hours ago
$87
Roundtrip
found 2 hours ago
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