Photo by Lakeland Convention and Visitors Bureau

Plan, book, travel with confidence
Better together
Save up to NZ$616 when you book a flight and hotel together*
Find the right fit
With over 300,000 hotels worldwide, it's easy to create a perfect package
Rest easy
Plan, book, and manage your trip all in one place

Top Luxury Lakeland - Winter Haven Hotels

The Terrace Hotel Lakeland, Tapestry Collection by Hilton

329 E Main St Lakeland FL

43 min drive from LEGOLAND® Florida

Stay at this historic hotel in Lakeland. Enjoy free Wi-Fi, breakfast (surcharge) and a 24-hour fitness centre. Our guests praise the helpful staff in their reviews. ...

9.2/10 Wonderful! (351 reviews)

Everything! We will be back every visit to Lakeland. We love this hotel,

Reviewed on 5 Dec 2025

Howard Johnson by Wyndham Winter Haven FL

1300 3rd St Winter Haven FL

7 min drive from LEGOLAND® Florida

Stay at this motel in Winter Haven. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the helpful staff and the clean rooms in their reviews. ...

6.8/10 (1,013 reviews)

A very curious staff! Which was very nice! We had a good time! The hotel was nice!Will definitely use them again!

Reviewed on 14 Dec 2025

Budget Inn

530 South Scenic Highway Lake Wales FL

24 min drive from LEGOLAND® Florida

Stay at this motel in Lake Wales. Enjoy free Wi-Fi, free parking and room service. Our guests praise the helpful staff and the clean rooms in their reviews. ...

8.4/10 Very Good! (680 reviews)

Yes, our room was better than perfect!!

Reviewed on 8 Dec 2025

See all 45,826 properties in Lakeland - Winter Haven

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.