Lakeland - Winter Haven Beach Vacations
Book a Beach Hotel + Flight or Car together to unlock savings
Photo by Lakeland Convention and Visitors Bureau
- Plan, book, travel with confidence
Better together
Save up to NT$5,067 when you book a flight and hotel together*
Find the right fit
With over 300,000 hotels worldwide, it's easy to create a perfect package
Rest easy
Plan, book, and manage your trip all in one place
Top Beach Lakeland - Winter Haven Hotels
Fairfield Inn & Suites by Marriott Lakeland Plant City
4307 Sterling Commerce Dr, Plant City, FL
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. ...
8.6/10 Excellent! (588 reviews)
"Everything was great"
Reviewed on 2025/6/16
Lake Roy Beach Inn
1823 Cypress Gardens Blvd, Winter Haven, FL
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 ...
6.8/10 (965 reviews)
"I love this property because it’s been part of Winter Haven’s history for decades. The new owners have been there for quite awhile now and they keep it very quaint and nice. It’s right on lake Roy, which is part of the chain of lakes and the living waters boat cruises can pick you up and drop you ..."
Reviewed on 2025/7/10
Howard Johnson by Wyndham Winter Haven FL
1300 3rd St, SW, Winter Haven, FL
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. ...
6.8/10 (1,006 reviews)
"Rooms need a little maintenance, the staff was really nice and it’s 12 mins away from Legoland"
Reviewed on 2025/7/6
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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.