Downtown Winter Garden Holidays
Photo by Shannon Maya
- Plan, book, travel with confidence
- Better togetherSave up to €185 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Price found within the past 48 hours. Click for updated prices.
The Delaney Hotel
South Orange
Price was €3,751, price is now €3,319 per person
€3,319
per person
4 Jan - 9 Jan
found 10 hours ago
Return direct flight included
Dublin (DUB) to Orlando (MCO)
9.6/10 Exceptional! (1,002 reviews)
This is an absolutely beautiful Hotel with a Tavern inside the same area. Outside is warm and cozy with beautiful furniture, pillows, tables and cushioned couches and chairs. Inside was just a wonderful. Classy, beautiful and inviting. The staff was amazing. Friendly, courteous and helpful. They were helpful and kind and treated you like family. My stay was amazing!! Thank you so very much!!
Reviewed on 25 Nov 2025
Margaritaville Cottages Orlando with H2O Waterpark by Vstays
Price was €4,228, price is now €3,479 per person
€3,479
per person
4 Jan - 9 Jan
found 10 hours ago
Return direct flight included
Dublin (DUB) to Orlando (MCO)
9.2/10 Wonderful! (1,001 reviews)
The place is exceptional and met all of our needs and then some
Reviewed on 12 Nov 2025
ette hotel
Price was €4,252, price is now €3,692 per person
€3,692
per person
4 Jan - 9 Jan
found 10 hours ago
Return direct flight included
Dublin (DUB) to Orlando (MCO)
9.8/10 Exceptional! (360 reviews)
Great staff at every station/ area. Impecable rooms. The restaurant is an absolute must. Stayed three times and by far my favourite hotel on Florida. One of my top 5 across the globe. Special note to the staff at breakfast, as i am arriving to sit and my cold brew was brought without even asking. Small gesture that made my morning a great one.
Reviewed on 26 Nov 2025
Four Seasons Resort Orlando at WALT DISNEY WORLD® Resort
Golden Oak
Price was €5,810, price is now €5,144 per person
€5,144
per person
4 Jan - 9 Jan
found 10 hours ago
Return direct flight included
Dublin (DUB) to Orlando (MCO)
9.6/10 Exceptional! (877 reviews)
Fantastic hotel, lovely front desk and housekeeping staff.
Reviewed on 19 Oct 2025
Top hotels in Downtown Winter Garden
Universal's Cabana Bay Beach Resort
6550 Adventure Way Orlando FL
Fully refundableReserve now, pay when you stay
The price is €129 per night from 1 Dec to 2 Dec
€129
1 Dec - 2 Dec
includes taxes & fees
8.8/10 Excellent! (5,626 reviews)
The team member upgraded our stay from a standard room to a family suite which was a nice surprise. I have stayed at two other "value" resorts at Universal Orlando, but this is by far my favorite. Hard to beat the fun retro theme!
Reviewed on 25 Nov 2025
Rosen Inn at Pointe Orlando
9000 International Drive Orlando FL
Fully refundableReserve now, pay when you stay
The price is €96 per night from 28 Nov to 29 Nov
€96
28 Nov - 29 Nov
includes taxes & fees
8.4/10 Very Good! (5,317 reviews)
Everything was great besides me being unaware that I had to pay to park I did not like that
Reviewed on 24 Nov 2025
DoubleTree by Hilton at the Entrance to Universal Orlando
5780 Major Blvd Orlando FL
Fully refundable
The price is €87 per night from 15 Dec to 16 Dec
€87
15 Dec - 16 Dec
includes taxes & fees
8.4/10 Very Good! (6,898 reviews)
Yes
Reviewed on 24 Nov 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.
Popular places to visit
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 visit its top-notch restaurants.
Garden Theatre
Enjoy a show at Garden Theatre, a theatre with a story to tell in Winter Garden. Amble around this family-friendly area's lakeside and enjoy its top-notch restaurants.
Resurrection Catholic Church
After visiting Resurrection Catholic Church, make a plan to see the other sights and activities in Winter Garden. Amble around this family-friendly area's seaside or seek out the adventure tours.
Things to do
Private Orlando Italian Cooking Class with David
€198
per adult
Universal Orlando Resort Theme Park Tickets
€378
per adult
90% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.