A castle entrance with flags and banners, including a LEGO Kingdoms banner.

Winter Haven Vacations from ￥981,383

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The Latest Winter Haven Vacation Packages

Price found within the past 48 hours. Click for updated prices.
  • Lobby
    Jan 16 - Jan 22

    Hotel Flor Tampa Downtown, Tapestry Collection by Hilton + Flight

    Downtown Tampa
    6 nights
    4.0 star property
    8.6/10 - Excellent (962 reviews)
    "Great place to stay"
    Reviewed November 4, 2026
    Roundtrip • Tokyo (HND) - Tampa (TPA)
    HND - TPA • 1 stop TPA - HND • 1 stop
    ￥1,045,552
    ￥981,383
    per traveler
    found 1 day ago
    Hotel Flor Tampa Downtown, Tapestry Collection by Hilton
  • A hot tub with a waterfall feature, surrounded by a stone wall and a potted plant with pink flowers.
    Jan 16 - Jan 22

    The Knickerbocker by Delphius + Flight

    Hyde Park
    6 nights
    3.0 star property
    Roundtrip • Tokyo (HND) - Tampa (TPA)
    HND - TPA • 1 stop TPA - HND • 1 stop
    ￥1,278,807
    ￥1,118,841
    per traveler
    found 1 day ago
    The Knickerbocker by Delphius
  • Outdoor pool
    Jan 16 - Jan 22

    Hotel Haya + Flight

    Ybor City
    6 nights
    4.0 star property
    9.2/10 - Wonderful (2,081 reviews)
    Roundtrip • Tokyo (HND) - Tampa (TPA)
    HND - TPA • 1 stop TPA - HND • 1 stop
    ￥1,093,977
    ￥1,021,814
    per traveler
    found 1 day ago
    Hotel Haya
  • An outdoor patio area with seating, a barbecue grill, and a view of a multi-story building with balconies.
    Jan 16 - Jan 22

    Residence Inn By Marriott Tampa Downtown + Flight

    Downtown Tampa
    6 nights
    3.0 star property
    8.4/10 - Very good (1,007 reviews)
    "."
    Reviewed November 4, 2026
    Roundtrip • Tokyo (HND) - Tampa (TPA)
    HND - TPA • 1 stop TPA - HND • 1 stop
    ￥1,040,678
    ￥990,871
    per traveler
    found 1 day ago
    Residence Inn By Marriott Tampa Downtown
  • A modern kitchen with a central island, bar stools, and a seating area with a sofa and chairs.
    Jan 16 - Jan 22

    ROOST Tampa + Flight

    Downtown Tampa
    6 nights
    4.0 star property
    9.4/10 - Exceptional (1,092 reviews)
    Roundtrip • Tokyo (HND) - Tampa (TPA)
    HND - TPA • 1 stop TPA - HND • 1 stop
    ￥1,098,847
    ￥1,052,931
    per traveler
    found 1 day ago
    ROOST Tampa

Where to stay in Winter Haven

Find the best Winter Haven areas and neighborhoods for the activities you enjoy most.
A circular fountain with a statue in the center, surrounded by palm trees and a building with a red roof in the background.

Florence Villa

If you're looking for some top things to see and do in Florence Villa and surrounding area, you can visit Winter Haven City Tennis Center and Lake Conine.

Lucerne Park

Lucerne Park might not have many top sights, but Lake Henry Golf Club and Willowbrook Golf Course are two attractions nearby that you can check out.

Discover the most popular places to visit in Winter Haven

The entrance to LEGO Florida with colorful LEGO structures and a large LEGO sign.

LEGOLAND® Florida

9.0/10 (2,150 reviews)
LEGOLAND Florida Resort captivates families with 50+ rides and attractions for children aged 2-12. Explore themed worlds with interactive adventures, family-friendly coasters, and impressive LEGO replicas.
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What to do in Winter Haven

LEGOLAND® Florida Tickets

LEGOLAND® Florida Tickets

￥5,226
per traveler
86% of travelers recommend
LEGOLAND® Florida Tickets
See all activities in Winter Haven

Winter Haven Hotel Deals

A Holiday Inn hotel with a clear entrance, multiple flags, and a covered parking area.

Holiday Inn Winter Haven by IHG

Holiday Inn Winter Haven by IHG
3.0 star property
2.2 km from Winter Haven
9.0 out of 10, Wonderful, (1,007 reviews)
The price is ￥18,685
￥20,927 total
includes taxes & fees
Nov 23 - Nov 24
Holiday Inn Winter Haven by IHG
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.
See all properties in Winter Haven
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.