Winter Garden Vacation Packages
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Your Winter Garden Vacation
Come and discover this interesting city for yourself with a Winter Garden vacation package. Consider basing yourself in the neighborhood of Lake Buena Vista North, which is great for shopping and dining, and your time here will be nothing short of unforgettable. Like to start exploring your surroundings? West Orange Trail, Winter Garden Art Association and Winter Garden Heritage Museum are among the leading places to visit during a trip to Winter Garden. Whoever you're heading away with and whatever your budget, your ultimate Winter Garden vacation is just clicks away with Expedia.
Top Winter Garden Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Westgate Vacation Villas Resort
Price was CA $1,295, price is now CA $673 per person
CA $673
per person
Jun 6 - Jun 13
found 23 hours ago
Roundtrip flight included
Toronto (YYZ) to Orlando (MCO)
8/10 Very Good! (1,836 reviews)
Clean room, friendly and helpful staff, plenty of things to
Reviewed on Apr 18, 2026
Westgate Palace Hotel / Universal / I-Drive
International Drive District
Price was CA $2,441, price is now CA $1,224 per person
CA $1,224
per person
Jun 26 - Jul 3
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Orlando (MCO)
9/10 Wonderful! (1,244 reviews)
Great stay near Universal! Convenient to the Parks and an easy quick drive
Reviewed on Apr 13, 2026
Ramada Plaza Resort & Suites by Wyndham Orlando Intl Drive
International Drive District
Price was CA $1,787, price is now CA $928 per person
CA $928
per person
Jun 26 - Jul 3
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Orlando (MCO)
7.8/10 Good! (413 reviews)
Room was clean, windows were pretty dirty on the outside. One of the elevators was broken, so extended wait time leaving (was on top floor) but overall decent hotel. No real complaints.
Reviewed on Apr 14, 2026
Westgate Towers Resort
Price was CA $1,306, price is now CA $706 per person
CA $706
per person
May 22 - May 29
found 2 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Orlando (MCO)
8.6/10 Excellent! (1,010 reviews)
This place was very clean and welcoming. We really enjoyed the pool and workout area, and there were great food options nearby!
Reviewed on Apr 19, 2026
Westgate Town Center Resort
Price was CA $1,402, price is now CA $802 per person
CA $802
per person
Jun 26 - Jul 3
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Orlando (MCO)
8.2/10 Very Good! (1,554 reviews)
Charged for making a phone call to the front desk……really? Check in took awhile. I was checked in 3 times by the time I got to the front desk. Seems like I wasn’t being checked in, but trying to sell me everything else before I got to my room.
Reviewed on Apr 19, 2026
Where to stay in Winter Garden
Find the best Winter Garden areas and neighborhoods for the activities you enjoy most. Learn more about Winter Garden
Oakland
When in Oakland, you can plan a visit to Bella Collina Golf Club and West Orange Trail, some noteworthy sights in the nearby area.
Winter Garden Hotel Deals
The Grove Resort & Water Park Orlando
14501 Grove Resort Avenue Winter Garden FL
Fully refundableReserve now, pay when you stay
The price is CA $245 per night from May 12 to May 13
CA $245
CA $351 total
May 12 - May 13
includes taxes & fees
8/10 Very Good! (9,596 reviews)
Overall it was a great place for a family. The rooms have enough space and having a kitchen was great. The down side is, not one day did cleaning service come in to tidy up, we had to call for clean towels & what to do about the over flowing garbage and were just instructed to leave all the towels ...
Reviewed on Apr 19, 2026
Home2 Suites by Hilton Orlando at Flamingo Crossings
341 Flagler Ave Winter Garden FL
Fully refundableReserve now, pay when you stay
The price is CA $156 per night from May 11 to May 12
CA $156
CA $176 total
May 11 - May 12
includes taxes & fees
9.2/10 Wonderful! (5,430 reviews)
Leí malas críticas del hotel y es totalmente injusto. A pocos minutos del ingreso a Disney, estacionamiento gratis con amplia disponibilidad. Desayuno super completo, en la semana termina a las 9, pero está bueno porque te obliga a arrancar temprano. Habitación impecable y super completa y cómoda. ...
Reviewed on Apr 19, 2026
Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center
631 FLAGLER AVE Winter Garden FL
Fully refundableReserve now, pay when you stay
The price is CA $151 per night from May 12 to May 13
CA $151
CA $169 total
May 12 - May 13
includes taxes & fees
9.4/10 Exceptional! (4,665 reviews)
Nice Hotel~
Reviewed on Apr 19, 2026
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 Winter Garden
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
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.
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.
What to do in Winter Garden
Universal Orlando Resort Theme Park Tickets (US & Canada)
CA $230
per adult
86% 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.
