Winter Haven Holiday Packages

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Winter Haven here we come!

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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$260 per night from 4 Jan to 5 Jan
AU$260
4 Jan - 5 Jan 2026
includes taxes & fees
Staybridge Suites Winter Haven Auburndale by IHG: Pet-friendly hotel with free breakfast and free WiFi. Located in the entertainment district.
Room was excellent, great space, very comfortable. But the toilet was not very clean and I found a toy and a sock under the bed. It was no big deal since it was a short stay but it made me questioned cleanness overall. The breakfast was great, and it was nice to stay in town and enjoy the restaurants ...

Reviewed on 24 Dec 2025

Opens in a new windowStaybridge Suites Winter Haven Auburndale by IHG
Legoland Florida Hotel

Legoland Florida Hotel

3 out of 5
1 Legoland Way Winter Haven FL
The price is AU$590 per night from 6 Jan to 7 Jan
AU$590
6 Jan - 7 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
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$142 per night from 1 Jan to 2 Jan
AU$142
1 Jan - 2 Jan 2026
includes taxes & fees
Howard Johnson by Wyndham Winter Haven FL: Pet-friendly motel with free breakfast and free WiFi. Located near a train station.
The only thing to note that is the smell no very good

Reviewed on 28 Dec 2025

Opens in a new windowHoward Johnson by Wyndham Winter Haven FL
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