Photo by Lakeland Convention and Visitors Bureau

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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! (377 reviews)

This was my second stay here. Overall very enjoyable stay with clean rooms and comfortable beds. Amazingly friendly staff, special thanks to Owen for helping me extend my stay. Perfect location, walkable to everything- bars, restaurants, walk around the lake, and really nice Farmers Market on Saturdays. ...

Reviewed on 26 Jan 2026

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. ...

7/10 Good! (1,006 reviews)

Kind and helpful staff. Clean room.

Reviewed on 31 Jan 2026

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! (698 reviews)

The room was clean and updated.

Reviewed on 1 Feb 2026

See all 45,791 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.