Find Family Hotels in Winter Haven, FL

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Check prices for these dates

Tonight
Nov 12 - Nov 13
Tomorrow
Nov 13 - Nov 14
This weekend
Nov 13 - Nov 15
Next weekend
Nov 20 - Nov 22

Our top choices for Winter Haven family-friendly hotels

A modern hotel with a swimming pool, outdoor seating, and a well-lit facade.

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, (1,391 reviews)
The price is ₩163,215
₩182,800 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, (1,013 reviews)
  • cleanliness
    Holiday inn creates memorable family moments with outdoor pool, proximity to legoland, and kid-friendly amenities.
The price is ₩157,631
₩176,547 total
includes taxes & fees
Nov 23 - Nov 24
Holiday Inn Winter Haven by IHG
A modern hotel with a 'Welcome' sign, a covered entrance, and a clear sky.

3. Hampton Inn Winter Haven

Hampton Inn Winter Haven
2.5 star property
Winter Haven
9.0 out of 10, Wonderful, (1,006 reviews)
  • cleanliness
    Family fun flourishes near LEGOLAND® Florida with free breakfast, cribs, and a serene outdoor pool for enjoyable escapes.
The price is ₩158,693
₩177,736 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, (796 reviews)
The price is ₩191,896
₩214,924 total
includes taxes & fees
Nov 23 - Nov 24
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, (939 reviews)
The price is ₩179,005
₩200,486 total
includes taxes & fees
Nov 29 - Nov 30
Staybridge Suites Winter Haven Auburndale by IHG
A brightly colored building with a white picket fence, numbered doors, and a surfboard decoration.

6. LEGOLAND Beach Retreat

LEGOLAND Beach Retreat
3.0 star property
Winter Haven
8.6 out of 10, Excellent, (401 reviews)
The price is ₩265,836
₩350,101 total
includes taxes & fees
Nov 13 - Nov 14
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, (402 reviews)
The price is ₩181,527
₩203,311 total
includes taxes & fees
Nov 29 - Nov 30
Home2 Suites By Hilton Winter Haven
A reception area with a counter, seating, and a view of the outside.

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, (1,015 reviews)
  • cleanliness
    Family fun near LEGOLAND® Florida—this welcoming hotel offers a gated outdoor pool, convenient location, and complimentary breakfast.
The price is ₩113,548
₩127,174 total
includes taxes & fees
Dec 7 - Dec 8
Howard Johnson by Wyndham Winter Haven FL
A swimming pool with people in the water, surrounded by a brick wall and a fence.

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 ₩117,552
₩131,659 total
includes taxes & fees
Nov 13 - Nov 14
Lake Roy Beach Inn
A swimming pool with a fence, lounge chairs, and a palm tree.

10. Lake Ida Beach Resort

Lake Ida Beach Resort
3.0 star property
Winter Haven
7.2 out of 10, Good, (198 reviews)
The price is ₩105,533
₩118,197 total
includes taxes & fees
Nov 15 - Nov 16
Lake Ida Beach Resort
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 hotel with a swimming pool, outdoor seating, and a well-lit facade.
Best Western Plus Winter Haven Inn & Suites 

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, (1391)
The price is ₩163,215
₩182,800 total
includes taxes & fees
Nov 17 - Nov 18
Best Western Plus Winter Haven Inn & Suites 
View all properties

Family-friendly hotels with pools in Winter Haven

A modern hotel with a swimming pool, outdoor seating, and a well-lit facade.
Best Western Plus Winter Haven Inn & Suites 

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, (1391)
The price is ₩163,215
₩182,800 total
includes taxes & fees
Nov 17 - Nov 18
Best Western Plus Winter Haven Inn & Suites 
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

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.