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

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$245 per night from 12 Oct to 13 Oct
AU$245
12 Oct - 13 Oct
includes taxes & fees
9.6/10 Exceptional! (585 reviews)
Amazing Staff
"Jeanine and Tyler went above and beyond for our 5 year old's birthday. The service was a 10/10. Everyone was happy to help us throughout our stay!"

Reviewed on 1 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$355 per night from 26 Oct to 27 Oct
AU$355
26 Oct - 27 Oct
includes taxes & fees
7.8/10 Good! (8,593 reviews)
"Very pleased with our stay at the Terraces building. This suite was beyond our expectations, very clean and comfortable. The building was quiet and secluded from the bustle of the main resort but still had everything we needed and felt desk staff always. Will highly recommend to family and ..."

Reviewed on 6 Oct 2025

The Grove Resort & Water Park Orlando
Holiday Inn Resort Kissimmee by the Parks by IHG

Holiday Inn Resort Kissimmee by the Parks by IHG

3.5 out of 5
3011 Maingate Ln, Kissimmee, FL
Fully refundable
The price is AU$119 per night from 29 Oct to 30 Oct
AU$119
29 Oct - 30 Oct
includes taxes & fees
8.4/10 Very Good! (754 reviews)
"The room was clean. The furniture was outdated but it was clean."

Reviewed on 5 Oct 2025

Holiday Inn Resort Kissimmee by the Parks 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.

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.