Winter Garden Vacations
Build a Flight + Hotel Bundle & Save up to $536 On Your Vacation*
Winter Garden Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Spark by Hilton Orlando near Universal
Florida Center
$485
per person
Oct 21 - Oct 28
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Orlando (MCO)
Book a stay at this business-friendly hotel in Orlando. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Orlando International Premium Outlets and The Wizarding World of Harry Potter™ are located nearby.
Todo en general estuvo excelente, el personal, la limpieza, el desayuno, el cafecito 24 horas, todo, regresamos sin dudarlo. Además de excelente ubicación cerca del aeropuerto y los parques 👍
Reviewed on Aug 12, 2026
The Delaney Hotel
South Orange
$707
per person
Oct 21 - Oct 28
found 1 day ago
Roundtrip flight included
Chicago (ORD) 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.
Florida Hotel & Conference Center in the Florida Mall
$810
per person
Oct 21 - Oct 28
found 1 day ago
Roundtrip flight included
Chicago (ORD) 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 Universal Epic Universe are located nearby.
My stay was great. The staff was great.
Reviewed on Aug 10, 2026
The Eo Inn - Downtown
South Eola
$608
per person
Oct 21 - Oct 28
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Orlando (MCO)
Stay at this hotel in Orlando. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Kia Center and Camping World Stadium are located nearby.
Very nice. I will stay there again when I go back to Orlando.
Reviewed on Aug 11, 2026
Club Wyndham Bonnet Creek
$1,095
per person
Oct 21 - Oct 28
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Orlando (MCO)
Book a stay at this business-friendly resort in Orlando. Enjoy free WiFi, 4 outdoor pools, and 2 restaurants. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Epcot® and Disney's Hollywood Studios® are located nearby.
Muy recomendable para familias estuvimos muy cómodo y lugar muy agradable
Reviewed on Aug 12, 2026
The Grove Resort & Water Park Orlando
$845
per person
Oct 21 - Oct 28
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Orlando (MCO)
Book a stay at this family-friendly resort in Four Corners. Enjoy free WiFi, 6 outdoor pools, and 3 restaurants. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Disney's Animal Kingdom® Theme Park and Disney's Hollywood Studios® are located nearby.
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See all available trips from Columbus to Winter Garden
View all tripsWinter Garden Vacation Packages
Trying to plan a way to package your Winter Garden flight and hotel, while saving some money? The AARP Travel Center Powered by Expedia® Winter Garden vacation packages can help. We can assist you with hotel bookings, flights, car rentals and more. You can get almost everything you need here to make your trip to Winter Garden the best one yet. Our Travel Center is a one-stop shop where you can put together the best Winter Garden vacation package for you and your family. We have a huge choice of accommodations and flight, and local activities to pick from.
Winter Garden Hotels
You can choose from around 54263 hotels. Whether you want to stay in the heart of the city or pick a spot that is near all the Winter Garden hot spots, we have plenty of options available.
We have great deals on everything from all-inclusive resorts that satisfy all the vacation must-haves to affordable hotels which are great for those on wanting to save a little money. You can browse our vast catalog of possibilities and pick the hotel that is ideal for you. With AARP Travel Center's Winter Garden hotel packages, you not only get a great rate on your flight, but also a wonderful place to stay.
Things to do in Winter Garden
Winter Garden has around 40,356 people that call this city their home. If you needed a break from the hustle of a big city, then you are in the right spot. This city is known for always having something to see and do. But you may have your heart set on taking in the outdoor activities found around every corner.
Looking for more? Then Check out AARP Travel Center's "Things to Do" Page.
Save with a Winter Garden Vacation Package
With so much to see and do in Winter Garden, you'll be wanting to focus on your itinerary, not spending time to searching for the cheapest hotel. The AARP Travel Center Powered by Expedia® allows you to quickly book all you want, and save some cash. You can coordinate your whole holiday, including things to do in Winter Garden from only one site. So what are you waiting for? Bundle now and save!
Top Hotel Deals
The Grove Resort & Water Park Orlando
14501 Grove Resort Avenue Winter Garden FL
Book a stay at this family-friendly resort in Four Corners. Enjoy free WiFi, 6 outdoor pools, and 3 restaurants. Our guests praise the pool and the helpful staff ...
Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center
631 FLAGLER AVE Winter Garden FL
Book a stay at this business-friendly hotel in Winter Garden. Enjoy free breakfast, free WiFi, and a free theme park shuttle. Our guests praise the breakfast ...
Home2 Suites by Hilton Orlando at Flamingo Crossings
341 Flagler Ave Winter Garden FL
Book a stay at this business-friendly hotel in Winter Garden. Enjoy free breakfast, a free theme park shuttle, and a 24-hour fitness center. Our guests praise ...
Hilton Vacation Club Aqua Sol Orlando West
17777 Bali Blvd Winter Garden FL
Book a stay at this family-friendly hotel in Four Corners. Enjoy free WiFi, 2 outdoor pools, and free water park access. Our guests praise the pool and the helpful ...
SpringHill Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance
13279 Hartzog Road Winter Garden FL
Book a stay at this business-friendly hotel in Winter Garden. Enjoy free breakfast, free WiFi, and a free theme park shuttle. Our guests praise the breakfast ...
Homewood Suites by Hilton Orlando at Flamingo Crossings
411 Flagler Ave Winter Garden FL
Stay at this hotel in Winter Garden. Enjoy free breakfast, 2 bars/lounges, and a free theme park shuttle. Our guests praise the breakfast and the pool in our ...
Rosen Inn Lake Buena Vista
8442 Palm Parkway Orlando FL
Book a stay at this family-friendly hotel in Orlando. Enjoy free WiFi, 2 outdoor pools, and breakfast (surcharge). Our guests praise the breakfast and the pool ...
DoubleTree by Hilton at the Entrance to Universal Orlando
5780 Major Blvd Orlando FL
Book a stay at this family-friendly hotel in Orlando. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the pool and the helpful staff in ...
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando
8800 Vistana Centre Dr Orlando FL
Book a stay at this family-friendly aparthotel in Orlando. Enjoy free WiFi, 6 outdoor pools, and 3 restaurants. Our guests praise the pool and the helpful staff ...
Universal's Cabana Bay Beach Resort
6550 Adventure Way Orlando FL
Book a stay at this family-friendly hotel in Orlando. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Our guests praise the pool and the helpful staff in ...
Walt Disney World Swan
1200 Epcot Resort Blvd Lake Buena Vista FL
Book a stay at this beach resort in Lake Buena Vista. Enjoy free WiFi, a private beach, and 3 hot tubs. Our guests praise the pool and the helpful staff in our ...
Universal's Endless Summer Resort - Dockside Inn and Suites
7125 Universal Boulevard Orlando FL
Book a stay at this family-friendly hotel in Orlando. Enjoy free WiFi, 2 outdoor pools, and 3 bars/lounges. Our guests praise the pool and the restaurant in ...
Walt Disney World Dolphin
1500 Epcot Resort Blvd Lake Buena Vista FL
Book a stay at this beach hotel in Lake Buena Vista. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the restaurant ...
Wyndham I-Drive Avanti Resort & Conference Center
6515 International Drive Orlando FL
Book a stay at this business-friendly hotel in Orlando. Enjoy free WiFi, free parking, and private pools. Our guests praise the pool and the clean rooms in our ...
Marriott's Grande Vista
5925 Avenida Vista Orlando FL
Book a stay at this spa aparthotel in Orlando. Enjoy free WiFi, 4 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
These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.
Mon, Oct 5 - Thu, Oct 22
DTW
Detroit Metropolitan Wayne County
MCO
Orlando Intl.
$80
Roundtrip
found 2 days ago
Fri, Sep 11 - Mon, Sep 14
SWF
Stewart Intl.
MCO
Orlando Intl.
$134
Roundtrip
found 1 day ago
Wed, Sep 23 - Tue, Sep 29
LGA
LaGuardia
MCO
Orlando Intl.
$156
Roundtrip
found 2 hours ago
Wed, Oct 14 - Sat, Oct 17
DTW
Detroit Metropolitan Wayne County
MCO
Orlando Intl.
$181
Roundtrip
found 19 hours ago
Wed, Oct 21 - Wed, Oct 28
ORD
O'Hare Intl.
MCO
Orlando Intl.
$195
Roundtrip
found 1 day ago
Best neighborhoods in Winter Garden
Best points of interest in Winter Garden
- Flamingo Crossings Town Center Vacations
- Disney's Palm Golf Course Vacations
- Disney's Magnolia Golf Course Vacations
- Orange County National Golf Club Vacations
- Surfari Water Park Vacations
- West Orange Trail Vacations
- Winter Garden Art Association Vacations
- Disney's Oak Trail Golf Course Vacations
- Garden Theatre Vacations
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All accommodation types in Winter Garden
More Types of Hotels
- Hotels with Air Conditioning in Winter Garden
- Hotels with Bars in Winter Garden
- Hotels with a Pool in Winter Garden
- Family Hotels in Winter Garden
- Hotels with WiFi in Winter Garden
- Hotel with wifi in Winter Garden
- Hotels with Hot Tubs in Winter Garden
- Smoke Free Hotels in Winter Garden
- Hotels with Complimentary Breakfast in Winter Garden
- Luxury Hotels in Winter Garden
- Hotels with Balconies in Winter Garden
- Hotel with a Concierge in Winter Garden
- Hotels with Tennis Courts in Winter Garden
- Resorts & Hotels with Spas in Winter Garden
- Lakefront Hotels in Winter Garden
- Cheap Hotels in Winter Garden
- Beach Hotels in Winter Garden
- Hotels with Waterslides in Winter Garden
- Hotels with smoking rooms in Winter Garden
- Pet-friendly Hotels in Winter Garden