Romantic Holidays in Lakeland - Winter Haven 2026

Photo by Lakeland Convention and Visitors Bureau

Plan, book, travel with confidence
Better together
Save up to RM 3,900 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

The Terrace Hotel Lakeland, Tapestry Collection by Hilton

329 E Main St Lakeland FL

43 min drive from LEGOLAND® Florida

Stay at this historic hotel in Lakeland. Enjoy free Wi-Fi, breakfast (surcharge) and a 24-hour fitness centre. Our guests praise the helpful staff in their reviews. ...

Best Western Premier Lakeland North

3260 US Highway 98 N Lakeland FL

48 min drive from LEGOLAND® Florida

Stay at this business-friendly hotel in Lakeland. Enjoy free Wi-Fi, free parking and breakfast (surcharge). Our guests praise the helpful staff and the clean ...

9.2/10 Wonderful! (19 reviews)

"We stayed here for our anniversary and had such a great experience. Everyone was incredibly nice and made the stay even more special by helping me surprise my wife with decorations in the room. Jason, the manager, was especially helpful and attentive throughout our stay, always checking in and making ..."

Reviewed on 2 Oct 2026

See all 45,632 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.