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Check availability on Winter Haven Family Hotels

Tonight
Mar 1 - Mar 2
Tomorrow
Mar 2 - Mar 3
Next weekend
Mar 6 - Mar 8
In two weeks
Mar 13 - Mar 15

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, (2 reviews)
The price is ₩116,277
₩393,112 total
includes taxes & fees
Mar 11 - Mar 12
BlockHaven near Legoland & Disney
2 outdoor pools, open 11:00 AM to 9:00 PM, pool umbrellas, sun loungers

Legoland Florida Hotel

Legoland Florida Hotel
3.0 star property
Winter Haven
8.8 out of 10, Excellent, (79 reviews)
  • cleanliness
    Family fun steps away from LEGOLAND® Florida with a water park, two pools, and themed adventures for all ages to enjoy.
The price is ₩390,447
₩493,748 total
includes taxes & fees
Mar 2 - Mar 3
Legoland Florida Hotel
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.
The price is ₩200,156
₩224,175 total
includes taxes & fees
Mar 22 - Mar 23
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, (1,002 reviews)
  • cleanliness
    Family fun flourishes near LEGOLAND® Florida with free breakfast, cribs, and a serene outdoor pool for enjoyable escapes.
The price is ₩220,647
₩247,124 total
includes taxes & fees
Mar 29 - Mar 30
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 crib, high chair, and equipped kitchen.
The price is ₩246,235
₩631,081 total
includes taxes & fees
Mar 2 - Mar 3
Hook, Line & Leisure: Lakefront Gem, 2 Mi to Dtwn
Blackout drapes, iron/ironing board, free cribs/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, (1,001 reviews)
  • cleanliness
    Family fun near LEGOLAND® Florida—this welcoming hotel offers a gated outdoor pool, convenient location, and complimentary breakfast.
The price is ₩159,131
₩178,227 total
includes taxes & fees
Apr 1 - Apr 2
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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Choose what matters most at family-friendly hotels in Winter Haven

Breakfast included
Pool

Family-friendly hotels with free breakfast in Winter Haven

2 outdoor pools, open 11:00 AM to 9:00 PM, pool umbrellas, sun loungers
Legoland Florida Hotel

Legoland Florida Hotel

Legoland Florida Hotel
3.0 star property
Winter Haven
8.8 out of 10, Excellent, (79)
The price is ₩390,447
₩493,748 total
includes taxes & fees
Mar 2 - Mar 3
Legoland Florida Hotel
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Family-friendly hotels with pools in Winter Haven

2 outdoor pools, open 11:00 AM to 9:00 PM, pool umbrellas, sun loungers
Legoland Florida Hotel

Legoland Florida Hotel

Legoland Florida Hotel
3.0 star property
Winter Haven
8.8 out of 10, Excellent, (79)
The price is ₩390,447
₩493,748 total
includes taxes & fees
Mar 2 - Mar 3
Legoland Florida Hotel
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

Hilton Vacation Club Aqua Sol Orlando West

Hilton Vacation Club Aqua Sol Orlando West

10/10 Excellent
"great"
Michelle 1-night trip
Posted 1 day ago
Hilton Vacation Club Aqua Sol Orlando West

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 Hampton Inn Winter Haven.
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.