Find Family Hotels in Winter Haven, FL

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Check prices for these dates

Tonight
Nov 4 - Nov 5
Tomorrow
Nov 5 - Nov 6
This weekend
Nov 6 - Nov 8
Next weekend
Nov 13 - Nov 15

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, (1,382 reviews)
The price is ₩175,190
₩196,212 total
includes taxes & fees
Nov 17 - Nov 18
Best Western Plus Winter Haven Inn & Suites 
A modern lobby with a central seating area, a large chandelier, and a television mounted on the wall.

2. Holiday Inn Winter Haven by IHG

Holiday Inn Winter Haven by IHG
3.0 star property
Winter Haven
9.0 out of 10, Wonderful, (1,006 reviews)
  • cleanliness
    Holiday inn creates memorable family moments with outdoor pool, proximity to legoland, and kid-friendly amenities.
The price is ₩158,555
₩177,581 total
includes taxes & fees
Nov 8 - Nov 9
Holiday Inn Winter Haven by IHG
A Hampton Inn hotel with a clear entrance, a covered waiting area, and a sign indicating a clearance of 13'6".

3. 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, cribs, and a serene outdoor pool for enjoyable escapes.
The price is ₩158,757
₩177,808 total
includes taxes & fees
Nov 22 - Nov 23
Hampton Inn Winter Haven
An outdoor patio with a fire pit, wicker furniture, and a view of a lake.

4. Courtyard by Marriott Winter Haven

Courtyard by Marriott Winter Haven
3.0 star property
Winter Haven
9.4 out of 10, Exceptional, (795 reviews)
The price is ₩193,288
₩216,483 total
includes taxes & fees
Nov 15 - Nov 16
Courtyard by Marriott Winter Haven
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, (934 reviews)
The price is ₩180,054
₩201,660 total
includes taxes & fees
Nov 8 - Nov 9
Staybridge Suites Winter Haven Auburndale by IHG
An outdoor seating area with sofas, chairs, and a fire pit.

6. Home2 Suites By Hilton Winter Haven

Home2 Suites By Hilton Winter Haven
3.0 star property
Winter Haven
9.4 out of 10, Exceptional, (396 reviews)
The price is ₩188,547
₩211,173 total
includes taxes & fees
Nov 24 - Nov 25
Home2 Suites By Hilton Winter Haven
A swimming pool area with people playing with building blocks.

7. LEGOLAND Beach Retreat

LEGOLAND Beach Retreat
3.0 star property
Winter Haven
8.6 out of 10, Excellent, (399 reviews)
The price is ₩267,394
₩352,155 total
includes taxes & fees
Nov 13 - Nov 14
LEGOLAND Beach Retreat
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, (1,007 reviews)
  • cleanliness
    Family fun near LEGOLAND® Florida—this welcoming hotel offers a gated outdoor pool, convenient location, and complimentary breakfast.
The price is ₩114,214
₩127,919 total
includes taxes & fees
Nov 9 - Nov 10
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 ₩118,245
₩132,434 total
includes taxes & fees
Nov 8 - Nov 9
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 ₩413,776
₩614,147 total
includes taxes & fees
Nov 5 - Nov 6
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, (1006)
The price is ₩158,555
₩177,581 total
includes taxes & fees
Nov 8 - Nov 9
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, (1006)
The price is ₩158,555
₩177,581 total
includes taxes & fees
Nov 8 - Nov 9
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

A modern living room with a fireplace, a sofa, a coffee table, and a TV mounted on the wall.
Staybridge Suites Winter Haven Auburndale by IHG

Staybridge Suites Winter Haven Auburndale by IHG

Staybridge Suites Winter Haven Auburndale by IHG
Winter Haven

10/10 Excellent

Staff very nice and helpful!
United States
Grabiela
Reviewed July 7, 2024
Staybridge Suites Winter Haven Auburndale by IHG

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 Holiday Inn Winter Haven by IHG.

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.