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Winter Garden Vacation Packages

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A brick building with a clock tower and a sign that reads "Winter Garden."

Winter Garden
Florida
United States of America
North America
Hotwire.com

Winter Garden Flight + Hotel Packages

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

Seasons Florida Resort

2 out of 5

Save 100% on your flight

Price was $288, price is now $155 per person

$155

per person

Nov 11 - Nov 14

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.

Clean facilities, rooms and common areas very well maintained, very friendly staff, highly recommend.

Reviewed on Sep 7, 2026

Westgate Vacation Villas Resort

4 out of 5

Save 100% on your flight

Price was $411, price is now $196 per person

$196

per person

Oct 14 - Oct 17

found 1 day ago

Roundtrip flight included

Atlanta (ATL) 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.

Westgate Cocoa Beach Resort

4 out of 5

Price was $1,847, price is now $929 per person

$929

per person

Oct 7 - Oct 13

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Orlando (MCO)

Book a stay at this family-friendly aparthotel in Cocoa Beach. Enjoy free parking, free water park access, and a lazy river. Our guests praise the helpful staff in our reviews. Popular attractions Cocoa Beach and Ron Jon Surf Shop are located nearby.

The Delaney Hotel

3.5 out of 5

Price was $729, price is now $370 per person

$370

per person

Oct 8 - Oct 12

found 1 day ago

Roundtrip flight included

Atlanta (ATL) to Orlando (MCO)

Book a stay at this business-friendly hotel in Orlando. Enjoy free WiFi, room service, and a 24-hour fitness center. Our guests praise the restaurant and the bar in our reviews. Popular attractions Kia Center and Florida Mall are located nearby.

Westgate Blue Tree Resort in Lake Buena Vista

3.5 out of 5

Save 100% on your flight

Price was $611, price is now $340 per person

$340

per person

Nov 15 - Nov 20

found 8 hours ago

Roundtrip flight included

Detroit (DTW) to Orlando (MCO)

Book a stay at this 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 Orlando Vineland Premium Outlets and Disney Springs™ are located nearby.

good job

Reviewed on Sep 6, 2026

Westgate Lakes Resort & Spa Universal Studios Area

4 out of 5

Save 100% on your flight

Price was $421, price is now $235 per person

$235

per person

Nov 13 - Nov 15

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.

Definitely stay here. Staff was all around great and the property was clean. This will be our resort any time we visit Orlando. So close to the theme parks, restaurants as well as shopping. Very nice for a get away

Reviewed on Sep 6, 2026

Westgate Palace Hotel / Universal / I-Drive

4 out of 5

Save 100% on your flight

Price was $722, price is now $407 per person

$407

per person

Oct 8 - Oct 11

found 1 day ago

Roundtrip non-stop flight included

Cleveland (CLE) to Orlando (MCO)

Book a stay at this family-friendly resort in Orlando. Enjoy free WiFi, free parking, and a free theme park shuttle. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Universal’s Volcano Bay and Universal’s Islands of Adventure are located nearby.

Reunion Resort & Golf Club

5 out of 5

Save 100% on your flight

Price was $1,283, price is now $734 per person

$734

per person

Nov 10 - Nov 17

found 1 day ago

Roundtrip flight included

Detroit (DTW) to Orlando (MCO)

Book a stay at this luxury aparthotel in Kissimmee. Enjoy 11 outdoor pools, 7 restaurants, and a golf course. Our guests praise the helpful staff in our reviews. Popular attractions ESPN Wide World of Sports Complex and Old Town are located nearby.

Everything was perfect !

Reviewed on Sep 2, 2026