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Winter Haven Vacation Packages

crane in the water
bare trees amid the marsh
Waterfall in Legoland with Lego animals
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 956 reviews and posted 1,353 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
As a seasoned business traveler I have spent many nights on the road, but rarely find accommodations and service as professional as they are at this hotel. I would recommend this...
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Holiday Inn Winter Haven
#2 Hotel in Winter Haven
Holiday Inn Winter Haven
We stayed here this past weekend for our LEGOLAND trip. My husband, my soon to be 4 year old and my 6 yr old. The room was very clean, the service was great, and the free shuttle...
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Ranch House Inn & Suites
#3 Hotel in Winter Haven
Ranch House Inn & Suites
Clean rooms, excellent staff, safe, quiet, and comfortable. Stayed for 3 weeks on business and had not one complaint. Highly recommend. The pool is clean, the laundry room is...
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Cheap Flights to Winter Haven
All Washington to Orlando (WAS-ORL) fares found by travelers in the past 72 hours*
Feb
$113 round trip
Mar
$118 round trip
Apr
$145 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.