Find Family Hotels in Winter Haven, FL

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Our top choices for Winter Haven family-friendly hotels

Legoland Florida Hotel

Legoland Florida Hotel
3.0 star property
Winter Haven
9.0 out of 10, Wonderful, (54)
"Really enjoyable stay. "
United Kingdom
John
The price is ₩459,890
₩571,590 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Legoland Florida Hotel

Hampton Inn Winter Haven

Hampton Inn Winter Haven
2.5 star property
Winter Haven
9.0 out of 10, Wonderful, (1002)
"Clean room, staff was nice, breakfast was good, easy parking."
United States
Jessica
The price is ₩152,499
₩170,800 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Hampton Inn Winter Haven

Howard Johnson by Wyndham Winter Haven FL

Howard Johnson by Wyndham Winter Haven FL
2.0 star property
Winter Haven
7.0 out of 10, Good, (1002)
"Nice hotel. Clean and great location. "
United States
Raylene
The price is ₩122,541
₩137,246 total
includes taxes & fees
Dec 30 - Dec 31
Howard Johnson by Wyndham Winter Haven FL

Holiday Inn Winter Haven by IHG

Holiday Inn Winter Haven by IHG
3.0 star property
Winter Haven
9.0 out of 10, Wonderful, (1000)
"Was ok Regular Holiday inn experience Staff were nice "
United States
Nadav
The price is ₩207,599
₩232,511 total
includes taxes & fees
Jan 12 - Jan 13, 2026
Holiday Inn Winter Haven by IHG

Courtyard by Marriott Winter Haven

Courtyard by Marriott Winter Haven
3.0 star property
Winter Haven
9.4 out of 10, Exceptional, (734)
"Great staff, great location "
United States
katherine
The price is ₩249,407
₩279,336 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Courtyard by Marriott Winter Haven

Hook, Line & Leisure: Lakefront Gem, 2 Mi to Dtwn

Hook, Line & Leisure: Lakefront Gem, 2 Mi to Dtwn
3.0 star property
Winter Haven
10.0 out of 10, Exceptional, (3)
"We stayed here because our soccer team had a tournament in the area. We had a couple families stay and the price was much cheaper than hotels around the area. The house is beautiful and spacious inside. Has alot of upgrades. At first we thought the neighborhood looked a little off, but we had no issues at all with our stay. We have some other tournaments in this area later in the year and we will definitely be booking to stay here again."
United States
John
The price is ₩246,524
₩631,822 total
includes taxes & fees
Jan 3 - Jan 4, 2026
Hook, Line & Leisure: Lakefront Gem, 2 Mi to Dtwn
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.

Top Winter Haven Hotel Reviews

Frequently asked questions

What's Winter Haven like for family-friendly vacations?
If you've been thinking about a vacation with your kids, Winter Haven is a good choice. The exciting theme parks, entertainment, and lake views are just some of the things that make this the perfect spot for family trips. Fly into Lakeland Intl. Airport (LAL), which is located 17.3 mi (27.8 km) from the city center.
What's the best accommodation for families in Winter Haven?
Legoland Florida Hotel is a hotel with a water park and 2 outdoor pools, and it's a top choice on Expedia for families. Other good choices for your stay with the kids include Howard Johnson by Wyndham Winter Haven FL and Hampton Inn Winter Haven.
When's the best time to book a family-friendly vacation 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's there to see and do with your family in Winter Haven?
While you and your family are vacationing in Winter Haven, you might want to visit some family-friendly attractions such as LEGOLAND® Florida and Theatre Winter Haven. Make sure you have lots of time for activities like Chain of Lakes Park and Peppa Pig Theme Park Florida.
What's the best way for us to get around Winter Haven?
To see more of the larger area, hop aboard a train at Winter Haven Station. Winter Haven might not have very many public transit options to choose from so consider a car rental to maximize your time.