Downtown Winter Garden Vacations from $413
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The Latest Downtown Winter Garden Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Westgate Town Center Resort
Save 100% on your flight
Price was $781, price is now $413 per person
$413
per person
Dec 17 - Dec 22
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
8/10 Very Good! (1,360 reviews)
The place is huge, and they have everything. The room was clean and everyone was so kind.
Reviewed on Sep 23, 2025
Westgate Cocoa Beach Resort
Price was $1,505, price is now $722 per person
$722
per person
Nov 16 - Nov 21
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Orlando (MCO)
8.8/10 Excellent! (486 reviews)
They messed up my reservation for our second and third days by putting my name incorrectly. I was called out of the pool in front of all the guests in the middle of the dayand made to go to the front desk. Only to find we had to scurry to pack our belongings and moved to another room. No fault of ours yet we were left to fend for ourselves. . It took 1 1/2 hours of prime day with our friends. It was humiliating and beyond inconvenient. We were compensated with 2 free drinks tickets.
Judge for yourself if this was proper and professional.
Reviewed on Sep 28, 2025
Westgate Palace Hotel / Universal / I-Drive
International Drive District
Price was $1,267, price is now $609 per person
$609
per person
Nov 6 - Nov 12
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Orlando (MCO)
8.8/10 Excellent! (1,012 reviews)
clean and beautiful
Reviewed on Sep 26, 2025
Westgate River Ranch Resort & Rodeo
Price was $922, price is now $448 per person
$448
per person
Dec 11 - Dec 14
found 3 hours ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
8.2/10 Very Good! (386 reviews)
The hotel was good but now with the water park and other amenities it’s even better. My grandkids loved it, it was s great experience for them and something very different to other hotels in Fl
Reviewed on Sep 16, 2025
Where to stay in Downtown Winter Garden
Find the best Downtown Winter Garden areas and neighborhoods for the activities you enjoy most. Learn more about Downtown Winter Garden
Vista del Lago
While Vista del Lago isn't home to many top sights, Orange Lake Golf and Island H2O Live! are some notable places to visit nearby.
Downtown Winter Garden Hotel Deals
Marriott's Grande Vista
5925 Avenida Vista, Orlando, FL
Fully refundableReserve now, pay when you stay
$87 nightly
The price is $98 total per night from Oct 26 to Oct 27
$98 total
Oct 26 - Oct 27
Total with taxes and fees
8.8/10 Excellent! (3,245 reviews)
"Clean and friendly staff!"
Reviewed on Sep 30, 2025
DoubleTree by Hilton at the Entrance to Universal Orlando
5780 Major Blvd, Orlando, FL
Fully refundableReserve now, pay when you stay
$101 nightly
The price is $114 total per night from Oct 12 to Oct 13
$114 total
Oct 12 - Oct 13
Total with taxes and fees
8.4/10 Very Good! (6,702 reviews)
"Great hotel, prices for drinks and food too price to buy"
Reviewed on Sep 26, 2025
Universal's Cabana Bay Beach Resort
6550 Adventure Way, Orlando, FL
$160 nightly
The price is $180 total per night from Oct 30 to Oct 31
$180 total
Oct 30 - Oct 31
Total with taxes and fees
8.8/10 Excellent! (5,341 reviews)
"Had a great time. The resort seems to be a little dated and rooms are smaller than what we are used to. But overall great clean, convenient."
Reviewed on Sep 28, 2025
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.
Discover the most popular places to visit in Downtown Winter Garden
West Orange Trail
Enjoy a trip to West Orange Trail and popular activities like taking adventure tours in Winter Garden. Stroll along the lakeside in this family-friendly area, or check out its top-notch restaurants.
Winter Garden Art Association
Rich with history, Winter Garden Art Association is a cultural attraction worth visiting in Winter Garden. Stroll along the lakeside in this family-friendly area, or check out its top-notch restaurants.
Winter Garden Heritage Museum
You can browse the exhibits at Winter Garden Heritage Museum, a museum with a story of its own, during your trip to Winter Garden. Stroll along the lakeside in this family-friendly area, or check out its top-notch restaurants.
Things to do
Icon Park: SEA LIFE Aquarium, Madame Tussauds or The Orlando Eye Options
$32
per adult
90% of travellers recommend
Universal Orlando Resort Express Passes
$160
per traveler
84% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.