Downtown Winter Garden Vacation Packages
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Top Holiday Package Deals in Downtown Winter Garden
Price found within the past 48 hours. Click for updated prices.
Westgate Vacation Villas Resort
Price was CA $1,092, price is now CA $616 per person
CA $616
per person
Nov 2 - Nov 8
found 1 day ago
Roundtrip flight included
Montreal (YUL) to Orlando (MCO)
8/10 Very Good! (1,675 reviews)
Enjoyed every moment,front desk was very friendly and sweet
Reviewed on Sep. 1, 2025
Westgate Towers Resort
Price was CA $2,596, price is now CA $1,334 per person
CA $1,334
per person
Nov 2 - Nov 8
found 1 day ago
Roundtrip flight included
Montreal (YUL) to Orlando (MCO)
8.6/10 Excellent! (1,002 reviews)
My family and I enjoyed our stay. Spacious, clean and conveniently located accommodations.
Reviewed on Aug. 29, 2025
Westgate Palace Hotel / Universal / I-Drive
International Drive District
Price was CA $1,786, price is now CA $974 per person
CA $974
per person
Nov 6 - Nov 11
found 1 day ago
Roundtrip non-stop flight included
Halifax (YHZ) to Orlando (MCO)
8.8/10 Excellent! (1,008 reviews)
Being able to text the front desk for my needs was very helpful! Staff was friendly and the Universal shuttles were convenient.
Reviewed on Aug. 30, 2025
Westgate Town Center Resort
Price was CA $1,145, price is now CA $629 per person
CA $629
per person
Nov 2 - Nov 8
found 1 day ago
Roundtrip flight included
Montreal (YUL) to Orlando (MCO)
8/10 Very Good! (1,346 reviews)
First off the front desk needs retraining they gave us the completly incorrect room. Second the correct room the ceiling leaked. Third room was not properly cleaned the pull out sofa had visible crumbs and the ac unit was inoperable. The final upgraded room was extremely excellent.
Reviewed on Sep. 1, 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
The price is CA $120 per night from Sep 23 to Sep 24
CA $120
CA $135 total
Sep 23 - Sep 24
includes taxes & fees
Universal's Cabana Bay Beach Resort
6550 Adventure Way, Orlando, FL
Fully refundableReserve now, pay when you stay
The price is CA $193 per night from Sep 29 to Sep 30
CA $193
CA $217 total
Sep 29 - Sep 30
includes taxes & fees
Holiday Inn Resort Kissimmee by the Parks by IHG
3011 Maingate Ln, Kissimmee, FL
Fully refundable
The price is CA $76 per night from Sep 7 to Sep 8
CA $76
CA $114 total
Sep 7 - Sep 8
includes taxes & fees
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
Central Florida Railroad Museum
You can study the exhibits at Central Florida Railroad Museum, a museum with a story of its own, during your travels to Winter Garden. Amble around this family-friendly area's lakeside, or seek out the adventure tours.
Flamingo Crossings Town Center
You can do some window-shopping at Flamingo Crossings Town Center during your visit to Winter Garden. Discover the top-notch restaurants and entertainment choices in this walkable area.
Surfari Water Park
4.5/5(50 reviews)
Enjoy a fun-filled day at Surfari Water Park as part of your trip to Four Corners. Make time for the shops and golf courses in this family-friendly area.
Things to do
Andretti Indoor Karting & Games in Orlando
CA $42
per adult
82% of travellers recommend
Orlando: 7-D Dark Ride Entry Ticket
CA $16
per adult
90% of travellers recommend
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.