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Check availability on Winter Haven Family-Friendly Hotels

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, (3 reviews)
The price is ฿2,745
฿8,923 total
includes taxes & fees
25 Apr - 26 Apr
BlockHaven near Legoland & Disney
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, (1,005 reviews)
  • cleanliness
    Family fun near LEGOLAND® Florida—this welcoming hotel offers a gated outdoor pool, convenient location, and complimentary breakfast.
The price is ฿3,268
฿3,660 total
includes taxes & fees
26 Apr - 27 Apr
Howard Johnson by Wyndham Winter Haven FL
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.
The price is ฿3,207
฿3,592 total
includes taxes & fees
3 May - 4 May
Hampton Inn Winter Haven
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)
  • cleanliness
    Lakefront family retreat near LEGOLAND Florida offers free cot, high chair, and equipped kitchen.
The price is ฿5,478
฿14,041 total
includes taxes & fees
12 May - 13 May
Hook, Line & Leisure: Lakefront Gem, 2 Mi to Dtwn
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, (1,003 reviews)
  • cleanliness
    Holiday inn creates memorable family moments with outdoor pool, proximity to legoland, and kid-friendly amenities.
The price is ฿4,069
฿4,557 total
includes taxes & fees
3 May - 4 May
Holiday Inn Winter Haven by IHG
Property amenity

Courtyard by Marriott Winter Haven

Courtyard by Marriott Winter Haven
3.0 star property
Winter Haven
9.4 out of 10, Exceptional, (752 reviews)
The price is ฿5,959
฿6,674 total
includes taxes & fees
10 May - 11 May
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.
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Choose what matters most at family-friendly hotels in Winter Haven

Breakfast included
Pool

Family-friendly hotels with free breakfast in 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

Howard Johnson by Wyndham Winter Haven FL
2.0 star property
Winter Haven
7.2 out of 10, Good, (1005)
The price is ฿3,268
฿3,660 total
includes taxes & fees
26 Apr - 27 Apr
Howard Johnson by Wyndham Winter Haven FL
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Family-friendly hotels with pools in 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

Howard Johnson by Wyndham Winter Haven FL
2.0 star property
Winter Haven
7.2 out of 10, Good, (1005)
The price is ฿3,268
฿3,660 total
includes taxes & fees
26 Apr - 27 Apr
Howard Johnson by Wyndham Winter Haven FL
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.
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Top Winter Haven Hotel Reviews

The Grove Resort & Water Park Orlando

The Grove Resort & Water Park Orlando

4/10 Poor
"The pools and water park is nice for kids. "
Byron 5-night trip
Posted 1 hour 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 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 Winter Haven City Tennis Center. Make sure that you have lots of time for activities such as Theatre Winter Haven and Chain of Lakes Park.
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.