Find Romantic Hotels in Winter Haven, FL

    calendar shield illustration
    Change your mind
    Book hotels with free cancellation
    deals illustration
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    bed illustration
    Be picky
    Search almost a million properties worldwide

Check availability on Winter Haven Romantic Hotels

Next weekend
In two weeks

Compare Winter Haven Romantic Hotels room rates, reviews, and availability. Most hotels are fully refundable.

Frequently asked questions

Searching for romantic hotels in Winter Haven?
Are you looking for a romantic vacation? Our guests also love Winter Haven for its array of dining options, sporting events, and beautiful lakeside setting. You might consider checking out some of the nearby sights and attractions such as LEGOLAND® Florida, Indigo’s Family Fun Center, or Theatre Winter Haven. If you’re interested in staying close to a certain attraction, you can sort properties by neighborhood and proximity to top sights, so you and your partner will get to see everything on your list.
How many romantic hotels are there in Winter Haven?
Expedia has 12 romantic Winter Haven hotels for you both to enjoy.
When is the best time of year for a romantic getaway to Winter Haven?
If you’re looking forward to lots of outings with your partner, check out these details about year-round temperatures in Winter Haven: The hottest months are usually August and July with an average temp of 81°F, while the coldest months are January and February with an average of 64°F. The rainiest months in Winter Haven are August, July, September, and June, with each month seeing an average of 8 inches of rainfall.
What is there to do in Winter Haven?
There’s nothing better than seeing a new place with your sweetheart, so consider taking time to discover all that Winter Haven has to offer. Couples looking for a little of everything will enjoy Winter Haven for its lakeside setting, gardens, and restaurants. LEGOLAND® Florida, Indigo’s Family Fun Center, and Theatre Winter Haven are worth a stop when you’re out and about.
What's the best way to get to Winter Haven and around town during my romantic getaway?
These transportation options in Winter Haven might help your romantic trip get off to a smooth start: To get to Winter Haven, book a flight to Lakeland Intl. Airport (LAL), which is the closest major airport, located 17.3 mi (27.8 km) from the city center. To see more of the larger area, ride aboard one of the trains from Winter Haven Station.