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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 1,375 reviews and posted 1,692 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
“Great stay!” 08/04/2015
Wonderful accommodations. We went to LEGOLAND and so we especially appreciated the variety of breakfast available to fill us up ... and the shuttle to the park is a great amenity...
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Holiday Inn Winter Haven
#2 Hotel in Winter Haven
Holiday Inn Winter Haven
We were quickly checked in but please be aware that you will be asked for your credit card even if you have paid your bill in full in advance of arriving. Did not think a whole...
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Legoland Florida Hotel
#3 Hotel in Winter Haven
Legoland Florida Hotel
I took my 5 year old son in July and we had a blast! I was amazed at the creativity and all the details. My son is already asking when we can go back! The only reason I did not...
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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
$158 round trip
Sep
$58 round trip
Oct
$158 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.