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

The Terrace Hotel Lakeland, Tapestry Collection by Hilton is a Lakeland luxury 3.5-star boutique property where you can pamper yourself with plush bedding, designer ...

9.2/10 Wonderful! (425 reviews)

"need a pool and pool terrace!"

Reviewed on Jun 8, 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.

7.4/10 Good! (1,014 reviews)

"No me gusto el aire acondicionado fatal. Toda la noche tumbando y un ruido terrible dejaba de enfriar.Mas no me limpiaron la habitación al menos recojer la basura. Los matress estan de cambiar."

Reviewed on Jun 8, 2026

Budget Inn

530 South Scenic Highway Lake Wales FL

24 min drive from LEGOLAND® Florida

Take a lavish vacation in Lake Wales.

8.6/10 Excellent! (733 reviews)

"The room is spacious and clean; it would be perfect if there were an extra sofa."

Reviewed on May 24, 2026

See all 44,997 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.