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 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, an IHG Hotel
Holiday Inn Winter Haven, an IHG Hotel
3 out of 5
200 Cypress Gardens Boulevard, Winter Haven, FL
Fully refundable
The price is AU$171 per night from 28 May to 29 May
AU$171
per night
28 May - 29 May
8.8/10 Excellent! (954 reviews)
"Excellent service from front desk and kitchen/restaurant staff. Definitely recommend it for your next trip."

Reviewed on 20 May 2024

Holiday Inn Winter Haven, an IHG Hotel
Best Western Plus Winter Haven Inn & Suites 
Best Western Plus Winter Haven Inn & Suites 
2.5 out of 5
5801 Roosevelt Dr, Winter Haven, FL
Fully refundableReserve now, pay when you stay
The price is AU$215 per night from 4 Jun to 5 Jun
AU$215
per night
4 Jun - 5 Jun
9.2/10 Wonderful! (342 reviews)
"My son is handicapped and the room was large are clean!"

Reviewed on 23 May 2024

Best Western Plus Winter Haven Inn & Suites 
Howard Johnson by Wyndham Winter Haven FL
Howard Johnson by Wyndham Winter Haven FL
2 out of 5
1300 3rd St Sw, Cypress Gardens & US 17 South, Winter Haven, FL
Fully refundableReserve now, pay when you stay
The price is AU$178 per night from 27 May to 28 May
AU$178
per night
27 May - 28 May
6.8/10 (1,002 reviews)
"Breakfast was good coffee good rooms are spacious and pool was nice n warm"

Reviewed on 21 May 2024

Howard Johnson by Wyndham Winter Haven FL
See all 39,636 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.
All Inclusive Holidays

All Inclusive Holidays

All Inclusive Holidays
Cheap Holidays

Cheap Holidays

Cheap Holidays
beach holidays

Beach Holidays

Beach Holidays

Frequently asked questions

How much does a Winter Haven holiday package cost?
Maybe less than you might think — from just , actually! By bundling flights, hotels and car rentals into your own custom-built package, your Winter Haven escape is just a few clicks away.
How do I get a cheap travel package to Winter Haven?
One of the simplest ways to save dollars (and time) is to bundle your bookings with Expedia. Flights, hotels, rental cars and activities — we’ve got them all covered. Select a combination that best fits you and see your savings pile up. We know a package deal is never a one-size-fits-all. That’s why we offer more than 550 airlines and 1 000 000 hotel options worldwide, which lets you customize your Winter Haven adventure.
Where should I stay in Winter Haven?
If this is your first visit to Winter Haven, you’ll love Cypress Gardens. This vibrant neighbourhood is home to some excellent attractions, such as LEGOLAND® Florida.
What are the top hotels in Winter Haven?
If you’re thinking of staying in the Cypress Gardens neighbourhood, some great options are Winter Haven Gardens Inn and Holiday Inn Winter Haven, an IHG Hotel. Jan Phyl Village is also a popular Winter Haven area. We recommend Courtyard by Marriott Winter Haven or Econo Lodge Winter Haven Chain Of Lakes if you choose this end of town.
How far in advance should I book my Winter Haven holiday?
Be rewarded with the biggest variety and the cheapest prices by booking your holiday to Winter Haven nice and early. Airlines tend to release flight tickets around 12 months before departure, so reserve your spot as soon as possible. That said, Expedia is committed to giving you the best bargains around, so it’s always a good time to book your dream holiday!
What does an Expedia Winter Haven travel package include?
Travel packages include flights, hotels and rental cars, but you can combine any of them to create your dream Winter Haven holiday. You can also add on fun things like tours and activities once you’ve made your booking. You’re the boss! When you bundle your bookings with Expedia, you’ll get access to discounts you won’t find anywhere else.
What should I know before booking a Winter Haven travel package?
So many places to wander around, so many things to see. With a package, you’ll be able to check more of them off your list. Combine your flights, hotels and rental cars and land big savings.
Can I choose my airline with a Winter Haven Expedia holiday package?
Yes, and with over 550 airlines to choose from globally, you’re spoiled for choice. Browse the available options and see which airline best suits your needs and budget.
If I'm not able to travel, can I cancel my Winter Haven holiday package?
Yes you can, and we’ll help you every step of the way. You may be able to amend or cancel your Winter Haven holiday package at no cost within 24 hours of booking. But you may be charged a fee by your hotel, airline or car rental company if your booking is older than that. If your travel plans unexpectedly change, take a look at our Customer Service Portal for further information.

Discover the most popular places to visit in Winter Haven

Image for LEGOLAND® Florida

LEGOLAND® Florida

3/5(1 review)

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
Image for Chain of Lakes Park

Chain of Lakes Park

Catch an event at Chain of Lakes Park during your trip to Winter Haven. Stroll along the lakeside in this family-friendly area or visit its top-notch restaurants.

Chain of Lakes Park
Image for Winter Haven Hospital

Winter Haven Hospital

If Winter Haven Hospital is what brings you to town, hopefully you'll have a chance to explore more of Winter Haven.

Winter Haven Hospital

What to do in Winter Haven

Image for One hour Historical Wildlife Boat Cruise of The Chain of Lakes

One hour Historical Wildlife Boat Cruise of The Chain of Lakes

AU$40
Per adult
100% of travellers recommend
One hour Historical Wildlife Boat Cruise of The Chain of Lakes
Image for 1 Hour Historical Wildlife Tour of The Famous Chain of Lakes

1 Hour Historical Wildlife Tour of The Famous Chain of Lakes

AU$40
Per adult
1 Hour Historical Wildlife Tour of The Famous Chain of Lakes
Image for LEGOLAND® Florida Tickets

LEGOLAND® Florida Tickets

AU$160
Per adult
84% of travellers recommend
LEGOLAND® Florida Tickets
See all activities in Winter Haven

More holiday ideas

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.