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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 1,598 reviews and posted 2,046 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
I have stayed here many times and always enjoy the warmth and comfort of this wonderful B&B. It is always very clean and tidy. The owners are friendly and welcoming. The...
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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
My family and I were regulars at the Disney Resorts but we now call this Marriot TownePlace home when visting Orlando.We have stayed about five times on vacation and the last time...
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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
Our family of four stayed here for a weekend Disney trip. It is new, clean and very affordable. We were surprised how big the room was and how nice the bathroom, beds and grounds...
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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*
Mar
USD 67 return
Apr
USD 95 return
May
USD 117 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.