Winter Haven Holidays

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Your Winter Haven Holiday

With everything planned before you go, our Winter Haven holiday packages mean you can focus more on having fun. No matter if you're based in the neighbourhood of Cypress Gardens, which is great for families, or someplace else in town, this exciting city offers a wealth of discoveries. You'll want to take in some sights during your trip to Winter Haven. Don't miss popular attractions like LEGOLAND® Florida, Chain of Lakes Park and Auburndale City Park. Your Winter Haven holiday is only clicks away. Explore hotels, flights and more on Expedia for an adventure that's tailored to suit your travel style.

Winter Haven Holiday

Winter Haven Essential Information

Language
English
Currency
U.S dollars
Population
33,900
Max Temp Winter
21ºC
Max Temp Summer
32ºC
Top Sights
LEGOLAND® Florida, Theatre Winter Haven and Polk County Historical Museum

Our pick of the best 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 AU$150 per night from 19 Oct to 20 Oct
AU$150
19 Oct - 20 Oct
includes taxes & fees
8.8/10 Excellent! (1,003 reviews)
"The hotel was extremely clean and quiet! The front desk staff was nice and extremely helpful! I will definitely stay at this hotel again!"

Reviewed on 10 Oct 2025

Holiday Inn Winter Haven by IHG
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 AU$232 per night from 26 Oct to 27 Oct
AU$232
26 Oct - 27 Oct
includes taxes & fees
9.6/10 Exceptional! (592 reviews)
"Superb!!! As always!"

Reviewed on 9 Oct 2025

Staybridge Suites Winter Haven Auburndale by IHG
The Grove Resort & Water Park Orlando

The Grove Resort & Water Park Orlando

4 out of 5
14501 Grove Resort Avenue, Winter Garden, FL
Fully refundableReserve now, pay when you stay
The price is AU$413 per night from 30 Oct to 31 Oct
AU$413
30 Oct - 31 Oct
includes taxes & fees
7.8/10 Good! (8,641 reviews)
"Everything was good"

Reviewed on 13 Oct 2025

The Grove Resort & Water Park Orlando
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

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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.