Winter Haven Vacations

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Find the Best Winter Haven Vacation Packages

Winter Haven Hotel Deals

Holiday Inn Winter Haven by IHG

Holiday Inn Winter Haven by IHG

3 out of 5
200 Cypress Gardens Boulevard Winter Haven FL
Fully refundable
The price is ₩170,947 per night from May 31 to Jun 1
₩170,947
₩191,461 total
May 31 - Jun 1
includes taxes & fees
9/10 Wonderful! (1,002 reviews)
Place was great and walking distance from two wonderful restaurants. Staff was friendly and very hospitable. Would definitely recommend

Reviewed on May 7, 2026

Holiday Inn Winter Haven by IHG
Best Western Plus Winter Haven Inn & Suites 

Best Western Plus Winter Haven Inn & Suites 

3.5 out of 5
5801 Roosevelt Dr Winter Haven FL
Fully refundableReserve now, pay when you stay
The price is ₩203,209 per night from May 31 to Jun 1
₩203,209
₩227,594 total
May 31 - Jun 1
includes taxes & fees
9.4/10 Exceptional! (1,255 reviews)
The pool and fitness area were inviting, although we were overnight on business and did not have the opportunity to enjoy them. Decent breakfast included.

Reviewed on May 7, 2026

Best Western Plus Winter Haven Inn & Suites 
Howard Johnson by Wyndham Winter Haven FL

Howard Johnson by Wyndham Winter Haven FL

2 out of 5
1300 3rd St Winter Haven FL
Fully refundableReserve now, pay when you stay
The price is ₩123,140 per night from May 18 to May 19
₩123,140
₩137,917 total
May 18 - May 19
includes taxes & fees
7.2/10 Good! (1,007 reviews)
Breakfast so poor

Reviewed on May 3, 2026

Howard Johnson by Wyndham Winter Haven FL
See all 38,876 properties in Winter Haven
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Discover the most popular places to visit in Winter Haven

LEGOLAND® Florida

LEGOLAND® Florida

4.5/5(1,095 reviews)

Take the kids to this dynamic theme park for a day full of exciting rides, LEGO® brick creations and the chance to build your own LEGO®robots.

LEGOLAND® Florida

Sertoma Park

Sertoma Park is just one of the places to see in Winter Haven, so why not enjoy the other things to explore during your travels? Stroll along the lakeside in this family-friendly area, or check out its top-notch restaurants.

Sertoma Park

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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.