Winter Haven Holiday Packages

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Want to save some hard-earned cash with Wotif?

It doesn't get any easier than one of our hotel and flight packages.

Winter Haven here we come!

Your savings could reach if you book a package today. Exactly how do you do this? Just mix and match from more than 550 partner airlines and 665,000 worldwide properties.

Wotif has some of the best deals around. So quit fantasising and start creating new experiences.

Winter Haven Accommodation

Booking accommodation is our forte, so you can feel confident knowing you're in the right hands for your next holiday. Wotif currently has 14 accommodations in Winter Haven, so you shouldn’t have any problems grabbing the perfect place to lay your head.

Supposed to have arranged a place to stay by now? Left it to the last minute? Don't panic — we've got you covered. Check out the Hampton Inn Winter Haven (202 Cypress Gardens Blvd) or the Lake Roy Beach Inn (1823 Cypress Gardens Blvd).

Car Hire in Winter Haven

If you're wanting to collect your car in the heart of town, Enterprise (470 Cypress Gardens Blvd.) is only 2 kilometres away. Or, Budget (448 Cypress Gardens Blvd Se) is similarly close by and is sure to have something that suits.

Holidays to Winter Haven

Just like drinking cocktails and scarfing down ice cream, it's never too early to begin learning about your next getaway destination. If you're headed to Winter Haven, here are some basics which will be of help.

Want to visualise where you'll be spending your nights? Winter Haven is 260 kilometres south of the popular city of Jacksonville.

If you've been trying to remember just how many people reside in this area of Lakeland - Winter Haven but your brain's in packing mode, we'll give you a hand. At last count, the population was 34 000.

Top Winter Haven hotels

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 AU$204 per night from 31 May to 1 June
AU$204
31 May - 1 June
includes taxes & fees
Best Western Plus Winter Haven Inn & Suites : Business-friendly hotel with free breakfast and free WiFi. Located near theme parks.
"The breakfast was delicious. The staff are friendly and efficient. The rooms are clean and the beds are comfortable."

Reviewed on 17 May 2026

Opens in a new windowBest Western Plus Winter Haven Inn & Suites 
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$178 per night from 31 May to 1 June
AU$178
31 May - 1 June
includes taxes & fees
Holiday Inn Winter Haven by IHG: Business-friendly hotel with free WiFi and free parking. Located in the city centre.
"Enjoyed our staying!"

Reviewed on 18 May 2026

Opens in a new windowHoliday Inn Winter Haven by IHG
Howard Johnson by Wyndham Winter Haven FL

Howard Johnson by Wyndham Winter Haven FL

2 out of 5
1300 3rd St Winter Haven FL
Fully refundableReserve now, pay when you stay
The price is AU$133 per night from 21 May to 22 May
AU$133
21 May - 22 May
includes taxes & fees
Howard Johnson by Wyndham Winter Haven FL: Pet-friendly motel with free breakfast and free WiFi. Located in a shopping district.
"Everything about this property was wonderful. We enjoyed our stay very much!"

Reviewed on 11 May 2026

Opens in a new windowHoward Johnson by Wyndham Winter Haven FL
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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.