A castle entrance with flags and banners, including a LEGO Kingdoms banner.

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Check availability on Winter Haven Family-Friendly Hotels

This weekend
30 Oct - 1 Nov
Next weekend
6 Nov - 8 Nov

Our top choices for Winter Haven family-friendly hotels

A hotel room with two beds, a desk, a microwave, a TV, and a painting on the wall.

1. Best Western Plus Winter Haven Inn & Suites 

Best Western Plus Winter Haven Inn & Suites 
3.5 star property
Winter Haven
9.6 out of 10, Exceptional, (1,384 reviews)
The price is Rp2.367.179
Rp2.651.240 total
includes taxes & fees
3 Nov - 4 Nov
Best Western Plus Winter Haven Inn & Suites 
A Hampton Inn hotel with a clear entrance, a covered waiting area, and a sign indicating a clearance of 13'6".

2. Hampton Inn Winter Haven

Hampton Inn Winter Haven
2.5 star property
Winter Haven
9.0 out of 10, Wonderful, (1,003 reviews)
  • cleanliness
    Family fun flourishes near LEGOLAND® Florida with free breakfast, cots, and a serene outdoor pool for enjoyable escapes.
The price is Rp2.148.440
Rp2.406.252 total
includes taxes & fees
22 Nov - 23 Nov
Hampton Inn Winter Haven
An outdoor patio with a fire pit, wicker furniture, and a view of a lake.

3. Courtyard by Marriott Winter Haven

Courtyard by Marriott Winter Haven
3.0 star property
Winter Haven
9.4 out of 10, Exceptional, (792 reviews)
The price is Rp2.766.696
Rp3.098.700 total
includes taxes & fees
22 Nov - 23 Nov
Courtyard by Marriott Winter Haven
A modern lobby with a central seating area, a large chandelier, and a television mounted on the wall.

4. 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 Rp2.000.240
Rp2.240.268 total
includes taxes & fees
8 Nov - 9 Nov
Holiday Inn Winter Haven by IHG
A modern living room with a fireplace, a sofa, a coffee table, and a TV mounted on the wall.

5. Staybridge Suites Winter Haven Auburndale by IHG

Staybridge Suites Winter Haven Auburndale by IHG
3.0 star property
Winter Haven
9.8 out of 10, Exceptional, (931 reviews)
The price is Rp2.436.656
Rp2.729.055 total
includes taxes & fees
8 Nov - 9 Nov
Staybridge Suites Winter Haven Auburndale by IHG
A swimming pool area with people playing with building blocks.

6. LEGOLAND Beach Retreat

LEGOLAND Beach Retreat
3.0 star property
Winter Haven
8.6 out of 10, Excellent, (397 reviews)
The price is Rp3.618.616
Rp4.765.662 total
includes taxes & fees
13 Nov - 14 Nov
LEGOLAND Beach Retreat
An outdoor seating area with sofas, chairs, and a fire pit.

7. Home2 Suites By Hilton Winter Haven

Home2 Suites By Hilton Winter Haven
3.0 star property
Winter Haven
9.4 out of 10, Exceptional, (393 reviews)
The price is Rp2.612.132
Rp2.925.589 total
includes taxes & fees
15 Nov - 16 Nov
Home2 Suites By Hilton Winter Haven
A hotel room with two beds, a TV, a microwave, and a desk with a lamp.

8. Howard Johnson by Wyndham Winter Haven FL

Howard Johnson by Wyndham Winter Haven FL
2.0 star property
Winter Haven
7.4 out of 10, Good, (1,011 reviews)
  • cleanliness
    Family fun near LEGOLAND® Florida—this welcoming hotel offers a gated outdoor pool, convenient location, and complimentary breakfast.
The price is Rp1.391.076
Rp1.558.005 total
includes taxes & fees
1 Nov - 2 Nov
Howard Johnson by Wyndham Winter Haven FL
A lakeside view with a dock and a small building, likely a cabin or a house, surrounded by trees.

9. Lake Roy Beach Inn

Lake Roy Beach Inn
2.0 star property
Winter Haven
7.0 out of 10, Good, (1,000 reviews)
  • cleanliness
    Splash into family memories at Lake Roy Beach Inn, 5 minutes from LEGOLAND® Florida with a refreshing pool.
The price is Rp1.600.192
Rp1.792.215 total
includes taxes & fees
30 Oct - 31 Oct
Lake Roy Beach Inn
A modern kitchen with white cabinetry, stainless steel appliances, and a central island with a sink and stools.

10. 10 min From Lego Land, the Chain of Lakes 45 min From Tampa& Disney

10 min From Lego Land, the Chain of Lakes 45 min From Tampa& Disney
2.0 star property
Winter Haven
The price is Rp5.835.883
Rp8.560.554 total
includes taxes & fees
2 Nov - 3 Nov
10 min From Lego Land, the Chain of Lakes 45 min From Tampa& Disney
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

A modern lobby with a central seating area, a large chandelier, and a television mounted on the wall.
Holiday Inn Winter Haven by IHG

Holiday Inn Winter Haven by IHG

Holiday Inn Winter Haven by IHG
3.0 star property
Winter Haven
9.0 out of 10, Wonderful, (1003)
The price is Rp2.000.240
Rp2.240.268 total
includes taxes & fees
8 Nov - 9 Nov
Holiday Inn Winter Haven by IHG
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Family-friendly hotels with pools in Winter Haven

A modern lobby with a central seating area, a large chandelier, and a television mounted on the wall.
Holiday Inn Winter Haven by IHG

Holiday Inn Winter Haven by IHG

Holiday Inn Winter Haven by IHG
3.0 star property
Winter Haven
9.0 out of 10, Wonderful, (1003)
The price is Rp2.000.240
Rp2.240.268 total
includes taxes & fees
8 Nov - 9 Nov
Holiday Inn Winter Haven by IHG
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

Omni Orlando Resort at ChampionsGate

Omni Orlando Resort at ChampionsGate

10/10 Excellent
"Love this resort"
Deborah 1-night trip
Posted 8 hours ago
Omni Orlando Resort at ChampionsGate

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.