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Winter Haven Vacation Packages

crane in the water
bare trees amid the marsh
Children's water play area
Winter Haven Vacation Packages
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 1,281 reviews and posted 1,596 candid photos for Winter Haven hotels. Book your Winter Haven vacation today!
Or build your own Winter Haven vacation package
Hampton Inn Winter Haven
#1 Hotel in Winter Haven
Hampton Inn Winter Haven
Very close to Legoland. Friendly staff,clean rooms, small pool but clean. Great breakfast. We would stay again, if price was lower. Nice to sleep over and have a two day trip to...
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Holiday Inn Winter Haven
#2 Hotel in Winter Haven
Holiday Inn Winter Haven
Staff is great, room was very clean EXCEPT UNDER THE BEDS, yes I check that because I have a little one...the area in itself is kind of dumpy, but your best option for Legoland...
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Ranch House Inn & Suites
#3 Hotel in Winter Haven
Ranch House Inn & Suites
This was a good choice for a one night stay. It's an older property but has been kept up on. Our room had a huge closet area and was decent sized. The ihop in the parking lot...
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Cheap Flights to Winter Haven
All Washington to Orlando (WAS-ORL) fares found by travelers in the past 72 hours*
Jul
$164 round trip
Aug
$138 round trip
Sep
$138 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.