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

Be treated to luxurious accommodations at The Terrace Hotel Lakeland, Tapestry Collection by Hilton, where you can enjoy amenities like plush bedding, designer ...

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 Jan 26, 2026

Howard Johnson by Wyndham Winter Haven FL

1300 3rd St Winter Haven FL

7 min drive from LEGOLAND® Florida

Stay at Howard Johnson by Wyndham Winter Haven FL if you're ready for a luxe getaway. Popular amenities include an outdoor pool, a restaurant, and a bar.

7/10 Good! (1,005 reviews)

Kind and helpful staff. Clean room.

Reviewed on Jan 31, 2026

Budget Inn

530 South Scenic Highway Lake Wales FL

24 min drive from LEGOLAND® Florida

Take a lavish vacation in Lake Wales.

8.4/10 Very Good! (697 reviews)

Check in was a breeze. The hotel is central located in Lake Wales.

Reviewed on Jan 30, 2026

See all 45,962 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.