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 accommodation 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 NZ$237 per night from 29 June to 30 June
NZ$237
29 June - 30 June
includes taxes & fees
Stay at this business-friendly hotel in Winter Haven. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the breakfast and the helpful staff ...
"Best Western Plus has come a long way from the Best Westerns I remember years ago. We stayed at the Winter Haven location, and it exceeded our expectations. The hotel appears to be fairly new, so everything felt clean, fresh, and well maintained. The staff was genuinely welcoming, helpful, and engaging. ..."

Reviewed on 27 June 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 NZ$210 per night from 26 July to 27 July
NZ$210
26 July - 27 July
includes taxes & fees
Stay at this business-friendly hotel in Winter Haven. Enjoy free Wi-Fi, free parking and room service. Our guests praise the breakfast and the helpful staff ...
"Everything ok!"

Reviewed on 25 June 2026

Opens in a new windowHoliday Inn Winter Haven by IHG
LEGOLAND Beach Retreat

LEGOLAND Beach Retreat

3 out of 5
100 Legoland Way SE Winter Haven FL
The price is NZ$385 per night from 8 July to 9 July
NZ$385
8 July - 9 July
includes taxes & fees
Stay at this hotel in Winter Haven. Enjoy free breakfast, parking (surcharge) and a 24-hour front desk. Popular attractions LEGOLAND® Florida and Peppa Pig Theme ...
"Good"

Reviewed on 27 June 2026

Opens in a new windowLEGOLAND Beach Retreat
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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.

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