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! (1,001 reviews)

"This place takes you back in time. No cookie cutter hotel/motel here. Had a wonderful stay!"

Reviewed on 2026/10/15

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. ...

7.4/10 Good! (1,000 reviews)

"The price was decent. The location was excellent. The staff were helpful. We had fresh linens replaced while we were there. It was clean. Overall, I recommend it. I will be staying there from now on when I go to Winter Haven."

Reviewed on 2026/10/16

See all 46,426 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.