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The latest reviews. The lowest prices. The perfect place to shop for hotels.

Winter Garden Holiday Packages

Sarah Bender is inspired by childhood memories to create her own visual story.
master bedroom and screened patio
Notice the electrical outlet is missing a faceplate.
Winter Garden Holiday Packages
Want to book a holiday to Winter Garden? Whether you're off for a romantic holiday, family trip, or an all-inclusive holiday, Winter Garden holiday packages on TripAdvisor make planning your trip simple and affordable.
Find the perfect holiday package for Winter Garden on TripAdvisor by comparing Winter Garden hotel and flight prices. Travellers like you have written 1,725 reviews and posted 2,208 candid photos for Winter Garden hotels. Book your Winter Garden holiday today!
Or build your own Winter Garden holiday package
Edgewater Hotel
#1 Hotel in Winter Garden
Edgewater Hotel
Location was perfect for us, because we have family in Winter Garden (family with a tiny house). This hotel is right downtown, among the charming brick streets and fun...
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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
We stayed for eight nights at TownPlace Suites Marriott at Flamingo Crossings. When we booked the hotel we intended to do DisneyWorld, but our kids changed their minds and wanted...
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2. Find the right flight
SpringHill Suites Orlando at Flamingo Crossings/Western Entrance
#3 Hotel in Winter Garden
SpringHill Suites Orlando at Flamingo Crossings/Western Entrance
There are so many hotel options when planning a visit to Disney. It can be overwhelming. My recommendation, stay at this hotel!!!! It is super close to the main entrance of...
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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*
May
US$87 return
Jun
US$93 return
Jul
US$143 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.