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Check availability on Winter Haven Family-Friendly Hotels

This weekend
29 May - 31 May
Next weekend
5 Jun - 7 Jun

Our top choices for Winter Haven family-friendly hotels

Luxury House, 3 Bedrooms, Garden View | Premium bedding, individually decorated, individually furnished

BlockHaven near Legoland & Disney

BlockHaven near Legoland & Disney
3.5 star property
Winter Haven
10.0 out of 10, Exceptional, (4 reviews)
"Great location. Great communication with host. "
United States
Reid
The price is ฿1,324
฿7,449 total
includes taxes & fees
31 May - 1 Jun
BlockHaven near Legoland & Disney
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)
  • cleanliness
    Holiday inn creates memorable family moments with outdoor pool, proximity to legoland, and kid-friendly amenities.
"Perfect for family"
United States
Marlym
The price is ฿3,726
฿4,173 total
includes taxes & fees
7 Jun - 8 Jun
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, (1,005 reviews)
  • cleanliness
    Family fun flourishes near LEGOLAND® Florida with free breakfast, cots, and a serene outdoor pool for enjoyable escapes.
"My family enjoying stay"
United States
Rodelsa
The price is ฿3,725
฿4,172 total
includes taxes & fees
14 Jun - 15 Jun
Hampton Inn Winter Haven
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
7.2 out of 10, Good, (1,007 reviews)
  • cleanliness
    Family fun near LEGOLAND® Florida—this welcoming hotel offers a gated outdoor pool, convenient location, and complimentary breakfast.
"It is perfect for a family getaway"
United States
Brenda
The price is ฿3,035
฿3,399 total
includes taxes & fees
30 May - 31 May
Howard Johnson by Wyndham Winter Haven FL
Property amenity

Courtyard by Marriott Winter Haven

Courtyard by Marriott Winter Haven
3.0 star property
Winter Haven
9.4 out of 10, Exceptional, (761 reviews)
"Family and kids friendly"
United States
Ingrid
The price is ฿5,216
฿5,841 total
includes taxes & fees
14 Jun - 15 Jun
Courtyard by Marriott 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.
View all properties

Choose what matters most at family-friendly hotels in Winter Haven

Breakfast included
Pool

Top Winter Haven Hotel Reviews

Delta Hotels by Marriott Orlando Celebration

Delta Hotels by Marriott Orlando Celebration

8/10 Good
"Great & helpful staff! We enjoyed the onsite starbucks, restaurant, & icecream shop. We did not get to use the pool or the other amenities offered because we were busy with an event, but there were plenty of great options available for those interested. Great price & convenient location for visiting ESPN & Disney. The hotel was definitely a little dated & had a musty odor, but it was not that big of a deal. Great food & service!"
Haley 5-night trip
Posted 1 hour ago
Delta Hotels by Marriott Orlando Celebration

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 Howard Johnson by Wyndham Winter Haven FL and Holiday Inn Winter Haven by IHG.
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.