Winter Haven Holiday Packages

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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

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$257 per night from 28 Dec to 29 Dec
AU$257
28 Dec - 29 Dec
includes taxes & fees
Staybridge Suites Winter Haven Auburndale by IHG: Pet-friendly hotel with free breakfast and free WiFi. Located in the entertainment district.
The staff was great! The room was clean, large, and comfortable.

Reviewed on 8 Dec 2025

Opens in a new windowStaybridge Suites Winter Haven Auburndale by IHG
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$228 per night from 21 Dec to 22 Dec
AU$228
21 Dec - 22 Dec
includes taxes & fees
Best Western Plus Winter Haven Inn & Suites : Business-friendly hotel with free breakfast and free WiFi. Located near theme parks.
All of the above

Reviewed on 17 Dec 2025

Opens in a new windowBest 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 AU$633 per night from 12 Jan to 13 Jan
AU$633
12 Jan - 13 Jan 2026
includes taxes & fees
Legoland Florida Hotel: Hotel with free breakfast and free WiFi.
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

Opens in a new windowLegoland Florida Hotel
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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.