Winter Haven Holidays

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Top hotels in Winter Haven

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 S$192 per night from 24 Dec to 25 Dec
S$192
24 Dec - 25 Dec
includes taxes & fees
9.4/10 Exceptional! (1,085 reviews)
All of the above

Reviewed on 17 Dec, 2025

Best Western Plus Winter Haven Inn & Suites 
Legoland Florida Hotel

Legoland Florida Hotel

3 out of 5
1 Legoland Way Winter Haven FL
The price is S$540 per night from 12 Jan to 13 Jan
S$540
12 Jan - 13 Jan, 2026
includes taxes & fees
8.8/10 Excellent! (54 reviews)
Room was clean. Floors could have used a deeper cleaning but all in all good. Food was a pretty expensive and not super delicious. For the overall price it was as ok.

Reviewed on 14 Dec, 2025

Legoland Florida Hotel
Staybridge Suites Winter Haven Auburndale by IHG

Staybridge Suites Winter Haven Auburndale by IHG

3 out of 5
305 5th St NW and Avenue D NW Winter Haven FL
Fully refundable
The price is S$225 per night from 28 Dec to 29 Dec
S$225
28 Dec - 29 Dec
includes taxes & fees
9.6/10 Exceptional! (671 reviews)
Grwat stay

Reviewed on 19 Dec, 2025

Staybridge Suites Winter Haven Auburndale by IHG
See all 39,635 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.

Popular places to visit

Legoland Florida which includes a park, a river or creek and a pond

LEGOLAND® Florida

4.5/5(7 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

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