Winter Haven Vacations

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to ₩234,741 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

Find the Best Winter Haven Vacation Packages

Winter Haven Hotel Deals

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 ₩166,185 per night from Apr 1 to Apr 2
₩166,185
₩186,128 total
Apr 1 - Apr 2
includes taxes & fees
7.2/10 Good! (1,004 reviews)
Low end quality. Spigot worked in reverse. Hot was cold and cold was hot. Frustrating waiting for hot water after 10 mins called front desk only to be told it was reversed very loud noises in hallway after 10pm. Walls are so thin I could hear people next to me and above me.

Reviewed on Mar 23, 2026

Howard Johnson by Wyndham Winter Haven FL
Legoland Florida Hotel

Legoland Florida Hotel

3 out of 5
1 Legoland Way Winter Haven FL
The price is ₩464,674 per night from Apr 19 to Apr 20
₩464,674
₩579,384 total
Apr 19 - Apr 20
includes taxes & fees
8.8/10 Excellent! (90 reviews)
Room was awesome

Reviewed on Mar 22, 2026

Legoland Florida Hotel
LEGOLAND Beach Retreat

LEGOLAND Beach Retreat

3 out of 5
100 Legoland Way SE Winter Haven FL
The price is ₩351,889 per night from Mar 25 to Mar 26
₩351,889
₩453,065 total
Mar 25 - Mar 26
includes taxes & fees
9/10 Wonderful! (182 reviews)
Everything was nice and clean

Reviewed on Mar 17, 2026

LEGOLAND Beach Retreat
See all 39,091 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

Explore miniature cityscapes at LEGOLAND Florida in Winter Haven with detailed architectural models

LEGOLAND® Florida

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

Explore a world of travel with Expedia

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