Winter Haven Holidays
- Plan, book, travel with confidence
- Better togetherSave up to €185 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Top Flight + Hotel Deals in Winter Haven
Price found within the past 48 hours. Click for updated prices.
Plaza Beach Hotel Beachfront Resort
Price was €1,689, price is now €1,273 per person
€1,273
per person
26 Dec - 1 Jan
found 1 day ago
Return flight included
Dublin (DUB) to Tampa (TPA)
9/10 Wonderful! (1,018 reviews)
This is a small place but the location is great. Beautiful beach with direct access and views from Some Rooms. Conveniently located to stores and restaurants or public transportation. Rooms are clean, beds could’ve been more comfortable. Staff helpful and pleasant. Pool was very nice and clean with a small bar. Overall great place to stay.
Reviewed on 26 Oct 2025
TownePlace Suites Tampa Casino Area
Price was €991, price is now €877 per person
€877
per person
26 Dec - 1 Jan
found 1 day ago
Return flight included
Dublin (DUB) to Tampa (TPA)
9.4/10 Exceptional! (617 reviews)
The entire stay and staff was amazing. Quentin and Sam were very pleasant, a hotel was close to everything.
Reviewed on 10 Nov 2025
Holiday Inn Express Hotel & Suites Tampa Northwest - Oldsmar by IHG
Price was €946, price is now €848 per person
€848
per person
26 Dec - 1 Jan
found 1 day ago
Return flight included
Dublin (DUB) to Tampa (TPA)
9.4/10 Exceptional! (1,022 reviews)
The front desk person upgraded me to a suite. I had told her it was
My last night of vacation!
Reviewed on 6 Nov 2025
Holiday Inn Express & Suites Ruskin by IHG
Price was €1,024, price is now €951 per person
€951
per person
26 Dec - 1 Jan
found 1 day ago
Return flight included
Dublin (DUB) to Tampa (TPA)
9.6/10 Exceptional! (1,008 reviews)
room was very clean and cleaned everyday unlike my last stay in a different hotel !
Reviewed on 6 Nov 2025
Top hotels in Winter Haven
Staybridge Suites Winter Haven Auburndale by IHG
305 5th St NW and Avenue D NW, Winter Haven, FL
Fully refundable
The price is €131 per night from 16 Nov to 17 Nov
€131
16 Nov - 17 Nov
includes taxes & fees
9.6/10 Exceptional! (631 reviews)
Clean rooms and well stocked
Reviewed on 9 Nov 2025
Home2 Suites By Hilton Winter Haven
6015 Cypress Gardens Blvd, Winter Haven, FL
Fully refundableReserve now, pay when you stay
The price is €131 per night from 18 Nov to 19 Nov
€131
18 Nov - 19 Nov
includes taxes & fees
9.4/10 Exceptional! (230 reviews)
All
Reviewed on 5 Nov 2025
Legoland Florida Hotel
1 Legoland Way, Winter Haven, FL
The price is €303 per night from 19 Nov to 20 Nov
€303
19 Nov - 20 Nov
includes taxes & fees
9.2/10 Wonderful! (38 reviews)
Pool is great for smaller kids. Over all great place to take the kids
Reviewed on 9 Nov 2025
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.
Popular places to visit
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.
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 visit its top-notch restaurants.
Lake Henry Golf Club
Enjoy a round of golf in Winter Haven at Lake Henry Golf Club. Stroll along the lakeside in this family-friendly area or visit its top-notch restaurants.
More trip options
Expedia's Latest Trends
Flights
Activities
Holiday Rentals
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
