Search Family-Friendly Hotels in Winter Haven

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Winter Haven Family-Friendly Hotels

Our top choices for Winter Haven family-friendly hotels

Exterior

Disney's All Star Sports Resort

Disney's All Star Sports Resort
3.0 star property
Lake Buena Vista
8.6 out of 10, Excellent, (1,009 reviews)
Disney's All Star Sports Resort
2 outdoor pools, pool umbrellas, pool loungers

Disney's All-Star Music Resort

Disney's All-Star Music Resort
3.0 star property
Lake Buena Vista
8.8 out of 10, Excellent, (1,005 reviews)
Disney's All-Star Music Resort
Outdoor pool, pool umbrellas, pool loungers

Kompose Boutique Resort at Theme Parks

Kompose Boutique Resort at Theme Parks
3.0 star property
Kissimmee
9.4 out of 10, Exceptional, (3,030 reviews)
  • cleanliness
    A splash of family fun awaits: kids love the waterslide and pool at this luxury resort minutes from Walt Disney World.
The price is ₹6,019
₹10,917 total
includes taxes & fees
12 Mar - 13 Mar
Kompose Boutique Resort at Theme Parks
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 ₹7,409
₹25,048 total
includes taxes & fees
11 Mar - 12 Mar
BlockHaven near Legoland & Disney
2 outdoor pools, open 11:00 AM to 9:00 PM, pool umbrellas, pool loungers

Legoland Florida Hotel

Legoland Florida Hotel
3.0 star property
Winter Haven
9.0 out of 10, Wonderful, (87 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 ₹36,807
₹44,844 total
includes taxes & fees
11 Mar - 12 Mar
Legoland Florida Hotel
Exterior

Hampton Inn Winter Haven

Hampton Inn Winter Haven
2.5 star property
Winter Haven
9.0 out of 10, Wonderful, (1,007 reviews)
  • cleanliness
    Family fun flourishes near LEGOLAND® Florida with free breakfast, cots, and a serene outdoor pool for enjoyable escapes.
The price is ₹14,059
₹15,746 total
includes taxes & fees
26 Mar - 27 Mar
Hampton Inn Winter Haven
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, (1,005 reviews)
  • cleanliness
    Holiday inn creates memorable family moments with outdoor pool, proximity to legoland, and kid-friendly amenities.
The price is ₹12,465
₹13,960 total
includes taxes & fees
22 Mar - 23 Mar
Holiday Inn Winter Haven by IHG
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 ₹15,689
₹40,211 total
includes taxes & fees
28 Mar - 29 Mar
Hook, Line & Leisure: Lakefront Gem, 2 Mi to Dtwn
Property amenity

Courtyard by Marriott Winter Haven

Courtyard by Marriott Winter Haven
3.0 star property
Winter Haven
9.4 out of 10, Exceptional, (746 reviews)
The price is ₹15,604
₹17,476 total
includes taxes & fees
22 Mar - 23 Mar
Courtyard by Marriott 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
2.0 star property
Winter Haven
7.2 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 ₹10,203
₹11,428 total
includes taxes & fees
1 Apr - 2 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.
View all properties

Choose what matters most at family-friendly hotels in Winter Haven

Breakfast included
Pool

Family-friendly hotels with free breakfast in Winter Haven

Exterior
Hampton Inn Winter Haven

Hampton Inn Winter Haven

Hampton Inn Winter Haven
2.5 star property
Winter Haven
9.0 out of 10, Wonderful, (1007)
The price is ₹14,059
₹15,746 total
includes taxes & fees
26 Mar - 27 Mar
Hampton Inn Winter Haven
View all properties

Family-friendly hotels with pools in Winter Haven

Exterior
Hampton Inn Winter Haven

Hampton Inn Winter Haven

Hampton Inn Winter Haven
2.5 star property
Winter Haven
9.0 out of 10, Wonderful, (1007)
The price is ₹14,059
₹15,746 total
includes taxes & fees
26 Mar - 27 Mar
Hampton Inn 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.
View all properties

Top Winter Haven Hotel Reviews

Hilton Vacation Club Mystic Dunes Orlando

Hilton Vacation Club Mystic Dunes Orlando

10/10 Excellent
"The condo was clean and pe rfect for familys plenty of room . The building was quite and were facing the woods perfect for sitting out on the balcony every peace ful pools were great over all a gem to stay at"
Karen 2-night trip
Posted 2 hours ago
Hilton Vacation Club Mystic Dunes 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 Hampton Inn Winter Haven.
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.