Winter Haven Hotel Guide - Family Friendly Hotels in Winter Haven, Florida

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Winter Haven Family Friendly Hotels

Our top choices for Winter Haven family-friendly hotels

2 outdoor pools, open 11:00 AM to 9:00 PM, pool umbrellas, pool loungers

Legoland Florida Hotel

Legoland Florida Hotel
3.0 star property
Winter Haven
9.0 out of 10, Wonderful, (61 reviews)
"Really enjoyable stay. "
United Kingdom
John
The price is €335
includes taxes & fees
19 Jan - 20 Jan
Legoland Florida Hotel
Blackout curtains, iron/ironing board, free cots/infant beds

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, (1,016 reviews)
"Nice hotel. Clean and great location. "
United States
Raylene
The price is €90
includes taxes & fees
19 Jan - 20 Jan
Howard Johnson by Wyndham Winter Haven FL
Reception

Holiday Inn Winter Haven by IHG

Holiday Inn Winter Haven by IHG
3.0 star property
Winter Haven
9.0 out of 10, Wonderful, (1,001 reviews)
"Was ok Regular Holiday inn experience Staff were nice "
United States
Nadav
The price is €134
includes taxes & fees
19 Jan - 20 Jan
Holiday Inn Winter Haven by IHG
Exterior

Hampton Inn Winter Haven

Hampton Inn Winter Haven
2.5 star property
Winter Haven
9.0 out of 10, Wonderful, (1,000 reviews)
"Location is very convenient to shopping & food options, everything was very close. Hotel is in a good location, safe & quiet"
United States
HOA
The price is €125
includes taxes & fees
25 Jan - 26 Jan
Hampton Inn Winter Haven
Property amenity

Courtyard by Marriott Winter Haven

Courtyard by Marriott Winter Haven
3.0 star property
Winter Haven
9.4 out of 10, Exceptional, (737 reviews)
"Great staff, great location "
United States
katherine
The price is €183
includes taxes & fees
25 Jan - 26 Jan
Courtyard by Marriott Winter Haven
Interior

The Unique cozy studio

The Unique cozy studio
2.0 star property
Winter Haven
10.0 out of 10, Exceptional, (1 review)
"Cool little place, love the outdoor private patio.Very close to everything downtown"
United States
Cory M.
The price is €161
includes taxes & fees
16 Jan - 17 Jan
The Unique cozy studio
Luxury House, 3 Bedrooms, Garden View

BlockHaven near Legoland & Disney

BlockHaven near Legoland & Disney
3.5 star property
Winter Haven
The price is €222
includes taxes & fees
19 Jan - 20 Jan
BlockHaven near Legoland & Disney
Interior

Sweet Cottage 5 mi to Legoland & 0.5 mi to dwntwn

Sweet Cottage 5 mi to Legoland & 0.5 mi to dwntwn
2.0 star property
Winter Haven
10.0 out of 10, Exceptional, (2 reviews)
"Just what we needed for a weekend trip with our grandsons for the weekend "
United States
Christine B.
The price is €244
includes taxes & fees
18 Jan - 19 Jan
Sweet Cottage 5 mi to Legoland & 0.5 mi to dwntwn
House (3 Bedrooms) | Interior

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 reviews)
"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 €376
includes taxes & fees
18 Jan - 19 Jan
Hook, Line & Leisure: Lakefront Gem, 2 Mi to Dtwn
Smart TV, table football

*3/2*GorgeousNEWLakeHome2AceLoc*4mi*LEGOLAND*1724

*3/2*GorgeousNEWLakeHome2AceLoc*4mi*LEGOLAND*1724
Winter Haven
9.4 out of 10, Exceptional, (66 reviews)
"The accommodation at this property was exceptional. It felt safe, and was safe Parking was great, proximity to dinning and shopping was withing 5 minutes drive, and the location was peaceful and safe."
United States
Dwight
The price is €246
includes taxes & fees
18 Jan - 19 Jan
*3/2*GorgeousNEWLakeHome2AceLoc*4mi*LEGOLAND*1724
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.
View all properties

Top Winter Haven Hotel Reviews

The Grove Resort & Water Park Orlando

The Grove Resort & Water Park Orlando

10/10 Excellent
"Units are beautifully made/decorated, complete with almost everything you need for short or long stay, huge and clean. Pools are not crowded. Staff are thorough with directions which help if you’ve never been here because the building is a bit confusing to get to from one unit to another. 😬 Overall we had a great experience and considering coming back next time we go to Orlando. "
Wynchelle 1-night trip
Posted 1 day ago
The Grove Resort & Water Park Orlando

Frequently asked questions

What's Winter Haven like for family-friendly holidays?
If you've been thinking about a holiday with your children, 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 centre.
What's the best family accommodation 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 choices to stay with the children include Hampton Inn Winter Haven and Howard Johnson by Wyndham Winter Haven FL.
When's the best time to book a family-friendly holiday in Winter Haven?
The hottest months are usually August and July, with an average temperature of 27°C, while the coldest months are January and February, with an average of 18°C. The rainiest months in Winter Haven are August, July, September and June, with each month seeing an average of 211 mm of rainfall.
What's there to see and do with your family in Winter Haven?
While you and your family are holidaying in Winter Haven, you may want to visit some family-friendly attractions such as LEGOLAND® Florida and Theatre Winter Haven. Make sure that you have lots of time for activities such as Chain of Lakes Park and Peppa Pig Theme Park Florida.
What's the best way for us to get around Winter Haven?
If you want to venture outside the area, hop on a train at Winter Haven Station. Winter Haven may not have many public transport choices, so consider a car rental to maximise your time.