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Winter Garden Vacation Packages

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Winter Garden Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Seasons Florida Resort

Seasons Florida Resort

2 out of 5
Save 100% on your flight
Price was $315, price is now $179 per person
$179
per person
Sep 4 - Sep 7
found 22 hours 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 Disney Springs™ and ESPN Wide World of Sports Complex are located nearby.
Ramada Plaza Resort & Suites by Wyndham Orlando Intl Drive

Ramada Plaza Resort & Suites by Wyndham Orlando Intl Drive

3 out of 5
Price was $632, price is now $319 per person
$319
per person
Aug 10 - Aug 15
found 19 hours ago
Roundtrip flight included
Atlanta (ATL) to Orlando (MCO)
Stay at this hotel in Orlando. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the clean rooms in our reviews. Popular attractions Universal’s Volcano Bay and Universal’s Islands of Adventure are located nearby.
Palazzo Lakeside Hotel

Palazzo Lakeside Hotel

3 out of 5
Save 100% on your flight
Price was $447, price is now $256 per person
$256
per person
Aug 19 - Aug 25
found 18 hours ago
Roundtrip flight included
Houston (HOU) 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 Disney Springs™ and ESPN Wide World of Sports Complex are located nearby.
Florida Hotel & Conference Center in the Florida Mall

Florida Hotel & Conference Center in the Florida Mall

3.5 out of 5
Save 100% on your flight
Price was $526, price is now $303 per person
$303
per person
Aug 15 - Aug 18
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Orlando (MCO)
Book a stay at this family-friendly hotel in Orlando. Enjoy free WiFi, 3 restaurants, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Florida Mall and Orlando International Premium Outlets are located nearby.
Westgate Lakes Resort & Spa Universal Studios Area

Westgate Lakes Resort & Spa Universal Studios Area

4 out of 5
Save 100% on your flight
Price was $506, price is now $293 per person
$293
per person
Jul 30 - Aug 2
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Orlando (MCO)
Book a stay at this 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 Orange County Convention Center and The Orlando Eye are located nearby.
Westgate Cocoa Beach Resort

Westgate Cocoa Beach Resort

4 out of 5
Save 100% on your flight
Price was $874, price is now $505 per person
$505
per person
Aug 21 - Aug 24
found 1 hour ago
Roundtrip flight included
Atlanta (ATL) to Orlando (MCO)
Book a stay at this beach aparthotel 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 Jetty Park are located nearby.
Meliá Orlando Celebration

Meliá Orlando Celebration

4 out of 5
Save 100% on your flight
Price was $572, price is now $340 per person
$340
per person
Aug 23 - Aug 27
found 13 hours ago
Roundtrip flight included
Atlanta (ATL) to Orlando (MCO)
Book a stay at this spa hotel in Celebration. Enjoy free WiFi, a full-service spa, and 2 bars/lounges. Our guests praise the pool and the restaurant in our reviews. Popular attractions ESPN Wide World of Sports Complex and Disney's Hollywood Studios® are located nearby.
Boardwalk Inn and Suites

Boardwalk Inn and Suites

2.5 out of 5
Save 100% on your flight
Price was $751, price is now $453 per person
$453
per person
Aug 19 - Aug 25
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) to Orlando (MCO)
Book a stay at this beach hotel in Daytona Beach. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Daytona Beach Boardwalk and Daytona International Speedway are located nearby.

Winter Garden Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
Seasons Florida Resort

Seasons Florida Resort

2 out of 5
Save 100% on your flight
Price was $315, price is now $179 per person
$179
per person
Sep 4 - Sep 7
found 22 hours ago
Roundtrip flight included
Atlanta (ATL) to Orlando (MCO)
Westgate Lakes Resort & Spa Universal Studios Area

Westgate Lakes Resort & Spa Universal Studios Area

4 out of 5
Save 100% on your flight
Price was $485, price is now $264 per person
$264
per person
Aug 31 - Sep 4
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Orlando (MCO)
Florida Hotel & Conference Center in the Florida Mall

Florida Hotel & Conference Center in the Florida Mall

3.5 out of 5
Save 100% on your flight
Price was $526, price is now $303 per person
$303
per person
Aug 15 - Aug 18
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Orlando (MCO)
Westgate Cocoa Beach Resort

Westgate Cocoa Beach Resort

4 out of 5
Save 100% on your flight
Price was $874, price is now $505 per person
$505
per person
Aug 21 - Aug 24
found 1 hour ago
Roundtrip flight included
Atlanta (ATL) to Orlando (MCO)

Winter Garden Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
Palazzo Lakeside Hotel

Palazzo Lakeside Hotel

3 out of 5
Save 100% on your flight
Price was $372, price is now $200 per person
$200
per person
Aug 10 - Aug 15
found 19 hours ago
Roundtrip flight included
Atlanta (ATL) to Orlando (MCO)
Ramada Plaza Resort & Suites by Wyndham Orlando Intl Drive

Ramada Plaza Resort & Suites by Wyndham Orlando Intl Drive

3 out of 5
International Drive District
Price was $632, price is now $319 per person
$319
per person
Aug 10 - Aug 15
found 19 hours ago
Roundtrip flight included
Atlanta (ATL) to Orlando (MCO)
The Delaney Hotel

The Delaney Hotel

3.5 out of 5
South Orange
Save 100% on your flight
Price was $1,127, price is now $620 per person
$620
per person
Aug 26 - Sep 2
found 23 hours ago
Roundtrip flight included
Detroit (DTW) to Orlando (MCO)
Westgate Lakes Resort & Spa Universal Studios Area

Westgate Lakes Resort & Spa Universal Studios Area

4 out of 5
Save 100% on your flight
Price was $891, price is now $491 per person
$491
per person
Jul 18 - Jul 23
found 21 hours ago
Roundtrip flight included
Atlanta (ATL) to Orlando (MCO)

Top Flight Deals

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Frontier Airlines
Tue, Aug 18 - Tue, Aug 25
ORD
O'Hare Intl.
MCO
Orlando Intl.
$102 Roundtrip, found 1 hour ago
$102
Roundtrip
found 1 hour ago
Select Frontier Airlines flight, departing Tue, Aug 18 from O'Hare Intl. to Orlando Intl., returning Tue, Aug 25, priced at $102 found 1 hour ago
Frontier Airlines
Mon, Oct 5 - Mon, Oct 19
PHL
Philadelphia Intl.
MCO
Orlando Intl.
$103 Roundtrip, found 1 day ago
$103
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Mon, Oct 5 from Philadelphia Intl. to Orlando Intl., returning Mon, Oct 19, priced at $103 found 1 day ago
Breeze Airways
Thu, Sep 10 - Thu, Sep 17
SWF
Stewart Intl.
MCO
Orlando Intl.
$132 Roundtrip, found 1 day ago
$132
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Thu, Sep 10 from Stewart Intl. to Orlando Intl., returning Thu, Sep 17, priced at $132 found 1 day ago
Frontier Airlines
Wed, Sep 9 - Wed, Sep 16
LGA
LaGuardia
MCO
Orlando Intl.
$138 Roundtrip, found 21 hours ago
$138
Roundtrip
found 21 hours ago
Select Frontier Airlines flight, departing Wed, Sep 9 from LaGuardia to Orlando Intl., returning Wed, Sep 16, priced at $138 found 21 hours ago