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New! Find and book your ideal hotel on TripAdvisor — and get the lowest prices

Winter Garden Holiday Packages

Sarah Bender is inspired by childhood memories to create her own visual story.
photo7.jpg
master bedroom and screened patio
Winter Garden Holiday Packages
Want to book a vacation to Winter Garden? Whether you are off for a romantic vacation, family trip, or an all-inclusive holiday, Winter Garden vacation packages on TripAdvisor make planning your trip simple and affordable.
Find the perfect vacation package for Winter Garden on TripAdvisor by comparing Winter Garden hotel and flight prices. Travelers like you have written 1,468 reviews and posted 1,830 candid photos for Winter Garden hotels. Book your Winter Garden vacation today!
Or build your own Winter Garden holiday package
Edgewater Hotel
#1 Hotel in Winter Garden
Edgewater Hotel
This is an awesome little place that is a perfect romantic getaway. We love the little town! The breakfast was amazing! The value is also very good. So many great restaurants and...
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TownePlace Suites Orlando at Flamingo Crossings/Western Entrance
#2 Hotel in Winter Garden
TownePlace Suites Orlando at Flamingo Crossings/Western Entrance
If you don't want to pay to stay at a Disney Resort, this is your place! It's literally right outside the entrance to Disney and you can drive to all of the parks within 10 to 15...
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SpringHill Suites Orlando at Flamingo Crossings/Western Entrance
#3 Hotel in Winter Garden
SpringHill Suites Orlando at Flamingo Crossings/Western Entrance
I hope no one reads this review. We want to keep this new location a secret. This place by far is one of the cleanest modern hotels we have ever stayed at. The room was spacious...
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2. Find the right flight
Cheap Flights to Winter Garden
All Washington to Orlando (WAS-ORL) fares found by travellers in the past 72 hours*
Dec
US$81 return
Jan
US$49 return
Feb
US$49 return
†  Prices are based on round trip travel with returns between 1-21 days after departure. These are the best fares found by travellers who searched TripAdvisor and a select group of our fare search partners in the past 72 hours. Ticket prices and seat availability change rapidly and cannot be guaranteed.