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

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Check availability on Winter Haven Family Hotels

Tonight
Oct 1 - Oct 2
Tomorrow
Oct 2 - Oct 3
This weekend
Oct 2 - Oct 4
Next weekend
Oct 9 - Oct 11

Our top choices for Winter Haven family-friendly hotels

A hotel room with two beds, a desk, a television, and a door leading to another room.
A bathroom with a shower, a toilet, a sink, and a mirror.
A covered entrance with a brick facade, glass doors, and a bench.
A hotel room with a desk, chair, sofa, and a painting on the wall.

1. Holiday Inn Winter Haven by IHG

Holiday Inn Winter Haven by IHG
Winter Haven
  • Holiday inn creates memorable family moments with outdoor pool, proximity to legoland, and kid-friendly amenities.
₩148,939
₩166,812 total
includes taxes & fees
Oct 4 - Oct 5
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".
A hotel lobby with a reception desk, seating area, and a bar.
A modern bathroom with a bathtub, a large mirror, a vanity with a sink, and neatly arranged towels.
A hotel lobby with a seating area featuring blue patterned chairs, a wooden coffee table, and a sofa.

2. Hampton Inn Winter Haven

Hampton Inn Winter Haven
Winter Haven
  • Family fun flourishes near LEGOLAND® Florida with free breakfast, cribs, and a serene outdoor pool for enjoyable escapes.
₩143,225
₩160,412 total
includes taxes & fees
Oct 7 - Oct 8
Hampton Inn Winter Haven
An outdoor patio with a fire pit, wicker furniture, and a view of a lake.
A Courtyard by Marriott hotel with a modern design, featuring a covered entrance and a landscaped area with palm trees.
A modern reception area with wooden panel walls and two reception desks.
A spacious indoor area with a bar, seating arrangements, and a large screen displaying content.

3. Courtyard by Marriott Winter Haven

Courtyard by Marriott Winter Haven
Winter Haven
₩211,764
₩237,175 total
includes taxes & fees
Oct 18 - Oct 19
Courtyard by Marriott Winter Haven
A pool with floating building blocks and a colorful building with balconies in the background.
A dining area with tables and chairs, a central cart with dishes, and large windows with a view of greenery.
Two LEGO figures in front of a colorful hotel building with a sign that reads "HOTEL".
A bedroom with a bed, a dresser, a mirror, and a map on the wall.

4. Legoland Florida Hotel

Legoland Florida Hotel
Winter Haven
  • Family fun steps away from LEGOLAND® Florida with a water park, two pools, and themed adventures for all ages to enjoy.
₩292,326
₩380,482 total
includes taxes & fees
Oct 26 - Oct 27
Legoland Florida Hotel
A hotel room with two beds, a TV, a microwave, and a desk with a lamp.
A restaurant with wooden walls, a neon sign, tables, chairs, a kitchen area, and a tiled floor.
A reception area with a reception desk, a potted plant, a fire extinguisher, and a dining area with chairs and tables.
A conference room with tables set for an event, featuring pink and white tablecloths and chairs with pink sashes.

5. Howard Johnson by Wyndham Winter Haven FL

Howard Johnson by Wyndham Winter Haven FL
Winter Haven
  • Family fun near LEGOLAND® Florida—this welcoming hotel offers a gated outdoor pool, convenient location, and complimentary breakfast.
₩103,580
₩116,009 total
includes taxes & fees
Oct 3 - Oct 4
Howard Johnson by Wyndham Winter Haven FL
A swimming pool with a white fence, outdoor seating, and a building with balconies in the background.
A hotel room with a bed, two bedside tables, a desk, a chair, and a blue armchair.
A kitchen area with a stone wall, wooden cabinets, a coffee station, and a staircase with a metal railing.
A reception area with a wooden floor, seating arrangements, and a reception desk.

6. Rodeway Inn & Suites Winter Haven Chain Of Lakes

Rodeway Inn & Suites Winter Haven Chain Of Lakes
Winter Haven
  • Family-friendly motel near LEGOLAND® Florida offers outdoor pool and free breakfast, 5 minutes away.
₩167,312
₩187,389 total
includes taxes & fees
Oct 30 - Oct 31
Rodeway Inn & Suites Winter Haven Chain Of Lakes
A bedroom with a bed, a desk, a chair, a television, and a window with curtains.
A small tree with a single white flower in a grassy field with a fence in the background.
A living room with a large mural of marine life, a ceiling fan, a flat-screen TV, and a dining area in the background.
A compact kitchen with white cabinets, a stainless steel refrigerator, a microwave, and a dishwasher.

7. BlockHaven near Legoland & Disney

BlockHaven near Legoland & Disney
Winter Haven
₩86,655
₩344,238 total
includes taxes & fees
Oct 4 - Oct 5
BlockHaven near Legoland & Disney
A dining area with a round table, two chairs, a view of a lake, and a decorative wall piece.
A modern living room with a leather sofa, a dining area, and a kitchen visible through a glass partition.
A living room with a ceiling fan, a sofa, a leather chair, a coffee table, and a rug.
A modern kitchen with white cabinetry, stainless steel appliances, and a central island with bar stools.

8. Hook, Line & Leisure: Lakefront Gem w/ Porch!

Hook, Line & Leisure: Lakefront Gem w/ Porch!
Florence Villa
  • Lakefront family retreat near LEGOLAND Florida offers free crib, high chair, and equipped kitchen.
₩223,408
₩547,039 total
includes taxes & fees
Oct 8 - Oct 9
Hook, Line & Leisure: Lakefront Gem w/ Porch!
Room
Private kitchen
Exterior
Parking

9. Florida Garden Motel Winter Haven Near Legoland

Florida Garden Motel Winter Haven Near Legoland
Winter Haven
₩93,425
₩113,979 total
includes taxes & fees
Oct 4 - Oct 5
Florida Garden Motel Winter Haven Near Legoland
A reception area with a modern design, featuring a counter with a textured panel, a large abstract artwork on the wall, and a coffee station with various items.
A multi-story hotel with a central entrance, parking lot, and surrounding greenery.
Pool
A hotel with a parking lot and a covered entrance.

10. Best Western Auburndale Inn & Suites

Best Western Auburndale Inn & Suites
Auburndale
  • Dive into family fun with a warm outdoor pool, spacious rooms, and outdoor adventures just minutes away at Best Western Auburndale.
₩136,956
₩153,391 total
includes taxes & fees
Oct 11 - Oct 12
Best Western Auburndale Inn & Suites
View all properties

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

Breakfast included
Pool
4 stars
Water park
All-inclusive

Family-friendly hotels with free breakfast in Winter Haven

A Hampton Inn hotel with a clear entrance, a covered waiting area, and a sign indicating a clearance of 13'6".
A hotel lobby with a reception desk, seating area, and a bar.
A hotel room with two beds, a large mirror, a wooden floor, and a view of the outdoors.
A hotel lobby with a seating area featuring blue patterned chairs, a wooden coffee table, and a sofa.

Hampton Inn Winter Haven

Hampton Inn Winter Haven
Winter Haven
₩143,225
₩160,412 total
includes taxes & fees
Oct 7 - Oct 8
Hampton Inn Winter Haven
A hotel room with two beds, a desk, a television, and a door leading to another room.
A hotel room with a desk, chair, sofa, and a painting on the wall.
A reception area with a curved reception desk, a chandelier, and a wall-mounted sign that reads 'Holiday Inn.'
A covered entrance with a brick facade, glass doors, and a bench.

Holiday Inn Winter Haven by IHG

Holiday Inn Winter Haven by IHG
Winter Haven
₩148,939
₩166,812 total
includes taxes & fees
Oct 4 - Oct 5
Holiday Inn Winter Haven by IHG
A hotel room with two beds, a TV, a microwave, and a desk with a lamp.
A restaurant with wooden walls, a neon sign, tables, chairs, a kitchen area, and a tiled floor.
A reception area with a reception desk, a potted plant, a fire extinguisher, and a dining area with chairs and tables.
A conference room with tables and chairs, pink sashes, and a stage with drapes.

Howard Johnson by Wyndham Winter Haven FL

Howard Johnson by Wyndham Winter Haven FL
Winter Haven
₩103,580
₩116,009 total
includes taxes & fees
Oct 3 - Oct 4
Howard Johnson by Wyndham Winter Haven FL
An outdoor patio with a fire pit, wicker furniture, and a view of a lake.
A modern reception area with wooden panel walls and two reception desks.
A modern hotel lobby with a long reception desk, bar area, and seating arrangement.
A spacious indoor area with a bar, seating arrangements, and a large screen displaying content.

Courtyard by Marriott Winter Haven

Courtyard by Marriott Winter Haven
Winter Haven
₩211,764
₩237,175 total
includes taxes & fees
Oct 18 - Oct 19
Courtyard by Marriott Winter Haven
A pool with floating building blocks and a colorful building with balconies in the background.
A dining area with tables and chairs, a central cart with dishes, and large windows with a view of greenery.
Two LEGO figures in front of a colorful hotel building with a sign that reads "HOTEL".
A bedroom with a bed, a dresser, a mirror, and a map on the wall.

Legoland Florida Hotel

Legoland Florida Hotel
Winter Haven
₩292,326
₩380,482 total
includes taxes & fees
Oct 26 - Oct 27
Legoland Florida Hotel
A kitchen area with a stone wall, wooden cabinets, a coffee station, and a staircase with a metal railing.
A reception area with a wooden floor, seating arrangements, and a reception desk.
A hotel room with a bed, two bedside tables, a desk, a chair, and a blue armchair.
A compact hotel room with a kitchenette, a patterned sofa, and a lamp.

Rodeway Inn & Suites Winter Haven Chain Of Lakes

Rodeway Inn & Suites Winter Haven Chain Of Lakes
Winter Haven
₩167,312
₩187,389 total
includes taxes & fees
Oct 30 - Oct 31
Rodeway Inn & Suites Winter Haven Chain Of Lakes
View all properties

Family-friendly hotels with pools in Winter Haven

A Hampton Inn hotel with a clear entrance, a covered waiting area, and a sign indicating a clearance of 13'6".
A hotel lobby with a reception desk, seating area, and a bar.
A hotel room with two beds, a large mirror, a wooden floor, and a view of the outdoors.
A hotel lobby with a seating area featuring blue patterned chairs, a wooden coffee table, and a sofa.

Hampton Inn Winter Haven

Hampton Inn Winter Haven
Winter Haven
₩143,225
₩160,412 total
includes taxes & fees
Oct 7 - Oct 8
Hampton Inn Winter Haven
A hotel room with two beds, a desk, a television, and a door leading to another room.
A hotel room with a desk, chair, sofa, and a painting on the wall.
A reception area with a curved reception desk, a chandelier, and a wall-mounted sign that reads 'Holiday Inn.'
A covered entrance with a brick facade, glass doors, and a bench.

Holiday Inn Winter Haven by IHG

Holiday Inn Winter Haven by IHG
Winter Haven
₩148,939
₩166,812 total
includes taxes & fees
Oct 4 - Oct 5
Holiday Inn Winter Haven by IHG
A hotel room with two beds, a TV, a microwave, and a desk with a lamp.
A restaurant with wooden walls, a neon sign, tables, chairs, a kitchen area, and a tiled floor.
A reception area with a reception desk, a potted plant, a fire extinguisher, and a dining area with chairs and tables.
A conference room with tables and chairs, pink sashes, and a stage with drapes.

Howard Johnson by Wyndham Winter Haven FL

Howard Johnson by Wyndham Winter Haven FL
Winter Haven
₩103,580
₩116,009 total
includes taxes & fees
Oct 3 - Oct 4
Howard Johnson by Wyndham Winter Haven FL
An outdoor patio with a fire pit, wicker furniture, and a view of a lake.
A modern reception area with wooden panel walls and two reception desks.
A modern hotel lobby with a long reception desk, bar area, and seating arrangement.
A spacious indoor area with a bar, seating arrangements, and a large screen displaying content.

Courtyard by Marriott Winter Haven

Courtyard by Marriott Winter Haven
Winter Haven
₩211,764
₩237,175 total
includes taxes & fees
Oct 18 - Oct 19
Courtyard by Marriott Winter Haven
A pool with floating building blocks and a colorful building with balconies in the background.
A dining area with tables and chairs, a central cart with dishes, and large windows with a view of greenery.
Two LEGO figures in front of a colorful hotel building with a sign that reads "HOTEL".
A bedroom with a bed, a dresser, a mirror, and a map on the wall.

Legoland Florida Hotel

Legoland Florida Hotel
Winter Haven
₩292,326
₩380,482 total
includes taxes & fees
Oct 26 - Oct 27
Legoland Florida Hotel
A kitchen area with a stone wall, wooden cabinets, a coffee station, and a staircase with a metal railing.
A reception area with a wooden floor, seating arrangements, and a reception desk.
A hotel room with a bed, two bedside tables, a desk, a chair, and a blue armchair.
A compact hotel room with a kitchenette, a patterned sofa, and a lamp.

Rodeway Inn & Suites Winter Haven Chain Of Lakes

Rodeway Inn & Suites Winter Haven Chain Of Lakes
Winter Haven
₩167,312
₩187,389 total
includes taxes & fees
Oct 30 - Oct 31
Rodeway Inn & Suites Winter Haven Chain Of Lakes
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

Vacation Village Orlando, Celebration

Vacation Village Orlando, Celebration

10/10 Excellent
"Great stay! Family friendly, clean rooms, and great staff! Answered questions i had and etc. Definitely would stay again!"
Paula 2-night trip
Posted 11 hours ago
Vacation Village Orlando, Celebration
Galleria Palms Hotel

Galleria Palms Hotel

10/10 Excellent
"Great location so close to the parks"
mario 2-night trip
Posted 13 hours ago
Galleria Palms Hotel
Holiday Inn Winter Haven by IHG

Holiday Inn Winter Haven by IHG

10/10 Excellent
"Clean room pool area clean. Quick 2 night stay for lacrosse. Plenty of restaurants within a 1/2 mile!"
Michael 2-night trip
Posted 1 day ago
Holiday Inn Winter Haven by IHG
Hilton Vacation Club Mystic Dunes Orlando

Hilton Vacation Club Mystic Dunes Orlando

10/10 Excellent
"Everything was great. The only thing that bothered us was that the housekeeping came into our room at about 8am in the morning when our check out was at 11:00am. She rang the bell but I was in restroom and didn't get to door on time before she let herself inside."
Maribel 2-night trip
Posted 1 day ago
Hilton Vacation Club Mystic Dunes Orlando

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.

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