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

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

This weekend
31 Jul - 2 Aug
Next weekend
7 Aug - 9 Aug

Our top choices for Winter Haven family-friendly hotels

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, (1,008 reviews)
  • cleanliness
    Holiday inn creates memorable family moments with outdoor pool, proximity to legoland, and kid-friendly amenities.
The price is Rp1.710.078
Rp1.915.215 total
includes taxes & fees
16 Aug - 17 Aug
Holiday Inn Winter Haven by IHG
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
7.4 out of 10, Good, (1,009 reviews)
  • cleanliness
    Family fun near LEGOLAND® Florida—this welcoming hotel offers a gated outdoor pool, convenient location, and complimentary breakfast.
The price is Rp1.526.855
Rp1.710.078 total
includes taxes & fees
3 Aug - 4 Aug
Howard Johnson by Wyndham Winter Haven FL
Exterior

Hampton Inn Winter Haven

Hampton Inn Winter Haven
2.5 star property
Winter Haven
9.0 out of 10, Wonderful, (1,008 reviews)
  • cleanliness
    Family fun flourishes near LEGOLAND® Florida with free breakfast, cots, and a serene outdoor pool for enjoyable escapes.
The price is Rp2.047.423
Rp2.293.113 total
includes taxes & fees
2 Aug - 3 Aug
Hampton Inn Winter Haven
Property amenity

Courtyard by Marriott Winter Haven

Courtyard by Marriott Winter Haven
3.0 star property
Winter Haven
9.4 out of 10, Exceptional, (772 reviews)
The price is Rp2.427.699
Rp2.719.022 total
includes taxes & fees
2 Aug - 3 Aug
Courtyard by Marriott Winter Haven
Luxury House, 3 Bedrooms, Garden View | Premium bedding, blackout curtains, iron/ironing board, free WiFi

BlockHaven near Legoland & Disney

BlockHaven near Legoland & Disney
3.5 star property
Winter Haven
10.0 out of 10, Exceptional, (6 reviews)
The price is Rp1.149.632
Rp4.566.913 total
includes taxes & fees
4 Aug - 5 Aug
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
8.8 out of 10, Excellent, (168 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 Rp5.191.307
Rp6.518.414 total
includes taxes & fees
27 Aug - 28 Aug
Legoland Florida Hotel
Desk, iron/ironing board (on request), free WiFi, bed sheets

Florida Garden Motel Winter Haven Near Legoland

Florida Garden Motel Winter Haven Near Legoland
2.5 star property
Winter Haven
2.4 out of 10, (5 reviews)
The price is Rp1.077.780
Rp1.207.113 total
includes taxes & fees
28 Jul - 29 Jul
Florida Garden Motel Winter Haven Near Legoland
Outdoor pool

Rodeway Inn & Suites Winter Haven Chain Of Lakes

Rodeway Inn & Suites Winter Haven Chain Of Lakes
2.0 star property
Winter Haven
5.4 out of 10, (287 reviews)
  • cleanliness
    Family-friendly motel near LEGOLAND® Florida offers outdoor pool and free breakfast, 5 minutes away.
The price is Rp1.450.512
Rp1.624.574 total
includes taxes & fees
29 Jul - 30 Jul
Rodeway Inn & Suites Winter Haven Chain Of Lakes
Exterior

JC Inn

JC Inn
2.5 star property
Clermont
6.8 out of 10, (1,001 reviews)
  • cleanliness
    Family-friendly escape with playground, outdoor pool, and premium TV channels, just an 11-minute drive to Disney's Animal Kingdom.
The price is Rp1.406.503
Rp1.575.284 total
includes taxes & fees
28 Jul - 29 Jul
JC Inn
Lobby

Best Western Auburndale Inn & Suites

Best Western Auburndale Inn & Suites
3.5 star property
Auburndale
8.4 out of 10, Very good, (1,004 reviews)
  • cleanliness
    Dive into family fun with a warm outdoor pool, spacious rooms, and outdoor adventures just minutes away at Best Western Auburndale.
The price is Rp1.881.085
Rp2.106.815 total
includes taxes & fees
2 Aug - 3 Aug
Best Western Auburndale 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

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

Breakfast included
Pool

Family-friendly hotels with free breakfast in Winter Haven

Reception
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, (1008)
The price is Rp1.710.078
Rp1.915.215 total
includes taxes & fees
16 Aug - 17 Aug
Holiday Inn Winter Haven by IHG
View all properties

Family-friendly hotels with pools in Winter Haven

Reception
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, (1008)
The price is Rp1.710.078
Rp1.915.215 total
includes taxes & fees
16 Aug - 17 Aug
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.
View all properties

Top Winter Haven Hotel Reviews

Hilton Vacation Club Mystic Dunes Orlando

Hilton Vacation Club Mystic Dunes Orlando

10/10 Excellent
"Love the whole area and Rooms was amazing and well kept pools areas was clean and fun as only issue was I wish the family pool area had more restrictions on adults drinking and getting drunk jumping off the rock in pool limiting the space kids have to swim and play other then that I give it 6 stars would definitely return and recommend"
jennifer 7-night trip
Posted 3 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 Holiday Inn Winter Haven by IHG and Howard Johnson by Wyndham Winter Haven FL.
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.