Lakeland - Winter Haven Beach Vacations 2026

Photo by Lakeland Convention and Visitors Bureau

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Top Beach Lakeland - Winter Haven Hotels

Fairfield Inn & Suites by Marriott Lakeland Plant City

4307 Sterling Commerce Dr Plant City FL

59 min drive from LEGOLAND® Florida

Book a stay at this business-friendly hotel in Plant City. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...

Lake Roy Beach Inn

1823 Cypress Gardens Blvd Winter Haven FL

20 min walk from LEGOLAND® Florida

Book a stay at this beach hotel in Winter Haven. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the helpful staff in our reviews. Popular ...

7/10 Good! (1,000 reviews)

"My wife and her sister stayed the first night which was fine, so I booked a second night ,the breakfast are free but you have to paid a 50.00 to use the utensils nonrefundable so breakfast isn't free however please take note that you are responsible for washing the dishware that you have chosen to ..."

Reviewed on Aug 26, 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 WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. ...

See all 44,269 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.