Winter Haven Holiday Packages

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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 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$294 per night from 16 Apr to 17 Apr
NZ$294
includes taxes & fees
16 Apr - 17 Apr
Stay at this 3.5-star business-friendly hotel in Winter Haven. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
"Very nice hotel. Rooms very clean. Everyone at the front counter was super nice and helpful, and shoutout to my guy from Hawaii, he helped us out alot."

Reviewed on 1 Apr. 2025

Best 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$264 per night from 28 Apr to 29 Apr
NZ$264
includes taxes & fees
28 Apr - 29 Apr
Stay at this 3-star business-friendly hotel in Winter Haven. Enjoy free WiFi, free parking, and room service. Our guests praise the breakfast and the helpful ...
"We stayed one night when we went to LEGOLAND. It was a very nice hotel. The front desk lady was super nice and accommodating. The breakfast was wonderful. The rooms were clean."

Reviewed on 1 Apr. 2025

Holiday 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, SW, Winter Haven, FL
Fully refundableReserve now, pay when you stay
The price is NZ$197 per night from 10 Apr to 11 Apr
NZ$197
includes taxes & fees
10 Apr - 11 Apr
Stay at this motel in Winter Haven. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. ...
"Amazing staff, awesome facilities and restaurant connected was fantastic, also great atmosphere & prices"

Reviewed on 3 Apr. 2025

Howard 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.