Lakeland - Winter Haven Beach Holidays 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

Stay at this business-friendly hotel in Plant City. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the helpful staff in their reviews. ...

8.8/10 Excellent! (681 reviews)

"You can tell this is an older hotel but it’s been remodeled and everything appears to have gotten a good refresh. The check in staff were super helpful! The gym is small and the pool was on the smaller side but definitely adequate. Bed was super comfy as well! Breakfast had a decent selection as ..."

Reviewed on 13 Sept 2026

Lake Roy Beach Inn

1823 Cypress Gardens Blvd Winter Haven FL

20 min walk from LEGOLAND® Florida

Stay at this beach hotel in Winter Haven. Enjoy free Wi-Fi, free parking and daily housekeeping. Our guests praise the helpful staff in their reviews. Popular ...

7/10 Good! (1,002 reviews)

"No comments"

Reviewed on 21 Sept 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. ...

7.4/10 Good! (1,002 reviews)

"Todo estuvo bien"

Reviewed on 19 Sept 2026

See all 44,894 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.