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Winter Haven Hotel + Air Packages

crane in the water
bare trees amid the marsh
Waterfall in Legoland with Lego animals
Build your own Winter Haven vacation package
Want to book a vacation to Winter Haven? Whether you're off for a romantic vacation, family trip, or an all-inclusive holiday, Winter Haven vacation packages on TripAdvisor make planning your trip simple and affordable.
Find the perfect vacation package for Winter Haven on TripAdvisor by comparing Winter Haven hotel and flight prices. Travelers like you have written 776 reviews and posted 1,133 candid photos for Winter Haven hotels. Book your Winter Haven vacation today!
Hampton Inn Winter Haven
#1 Hotel in Winter Haven
Hampton Inn Winter Haven
Accommodations were as expected but the staff went beyond and above. They were sincerely welcoming and helpful. The complimentary breakfast was amazing in both quality and...
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Holiday Inn Winter Haven
#2 Hotel in Winter Haven
Holiday Inn Winter Haven
This hotel has some wonderful things going for it - it is conveniently located, very clean, comfortable, reasonably priced with courteous staff - over all up to the Holiday Inn...
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Ranch House Inn & Suites
#3 Hotel in Winter Haven
Ranch House Inn & Suites
Spent two nights at Ranch Inn and Suits. Was really pleased with the facilities and services we had there. It is a real value for money, very close to Legoland, which was the main...
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2. Find the right flight
Cheap Flights to Winter Haven
All Washington to Orlando (WAS-ORL) fares found by travelers in the past 72 hours*
Aug
$143 round trip
Sep
$133 round trip
Oct
$148 round trip
†  Prices are based on round trip travel with returns between 1-21 days after departure. These are the best fares found by travelers 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.