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

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Check availability on Winter Haven Family Hotels

Tonight
Sep 17 - Sep 18
Tomorrow
Sep 18 - Sep 19
This weekend
Sep 18 - Sep 20
Next weekend
Sep 25 - Sep 27

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 hotel room with a desk, chair, sofa, and a painting on the wall.
A hotel lobby with a dining area, bar, and seating arrangements.
A bathroom with a shower, a toilet, a sink, and a mirror.

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.
₩149,937
₩167,929 total
includes taxes & fees
Sep 27 - Sep 28
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 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.
A hotel room with two beds, a large mirror, a wooden floor, and a view of the outdoors.

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.
₩156,950
₩175,785 total
includes taxes & fees
Sep 27 - Sep 28
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 building with a large glass entrance, palm trees, and people walking around.
A modern reception area with wooden panel walls and two reception desks.

3. Courtyard by Marriott Winter Haven

Courtyard by Marriott Winter Haven
Winter Haven
₩195,804
₩219,300 total
includes taxes & fees
Sep 27 - Sep 28
Courtyard by Marriott Winter Haven
A hotel room with two beds, a TV, a microwave, and a desk with a lamp.
A bathtub with a white shower curtain, a grab bar, and a handheld showerhead.
A reception area with a reception desk, a potted plant, a fire extinguisher, and a dining area with chairs and tables.
A restaurant with wooden walls, a neon sign, tables, chairs, a kitchen area, and a tiled floor.

4. 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.
₩104,274
₩116,787 total
includes taxes & fees
Sep 20 - Sep 21
Howard Johnson by Wyndham Winter Haven FL
A pool with floating building blocks and a colorful building with balconies in the background.
Two LEGO figures in front of a colorful hotel building with a sign that reads "HOTEL".
A room with a stone wall, a fireplace, and a sign that reads "YE OLD ADULTS KEEP OUT!".
A dining area with tables and chairs, a central cart with dishes, and large windows with a view of greenery.

5. 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.
₩273,885
₩360,730 total
includes taxes & fees
Sep 22 - Sep 23
Legoland Florida Hotel
A reception area with a marble counter, framed artwork, and potted plants.
A hotel room with two beds, a TV, a microwave, and a desk.

6. Florida Garden Motel Winter Haven Near Legoland

Florida Garden Motel Winter Haven Near Legoland
Winter Haven
₩94,051
₩114,741 total
includes taxes & fees
Sep 28 - Sep 29
Florida Garden Motel Winter Haven Near Legoland
A swimming pool with a white fence, outdoor seating, and a building with balconies in the background.
A compact hotel room with a kitchenette, a patterned sofa, and a lamp.
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.

7. 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.
₩110,067
₩123,289 total
includes taxes & fees
Sep 19 - Sep 20
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 compact kitchen with white cabinets, a stainless steel refrigerator, a microwave, and a dishwasher.
Two red chairs positioned in front of dense green foliage, with a grassy area and a building in the background.

8. BlockHaven near Legoland & Disney

BlockHaven near Legoland & Disney
Winter Haven
₩83,964
₩342,882 total
includes taxes & fees
Sep 20 - Sep 21
BlockHaven near Legoland & Disney
A dining area with a round table, two chairs, a view of a lake, and a decorative wall piece.
A house with a covered porch, a view of a lake, and a grassy yard.
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.

9. 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.
₩224,905
₩550,704 total
includes taxes & fees
Sep 22 - Sep 23
Hook, Line & Leisure: Lakefront Gem w/ Porch!
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 hotel room with two beds, a desk, a television, and a door leading to another room.
A hotel lobby with a dining area, bar, and seating arrangements.
A Holiday Inn hotel with a clear entrance, multiple flags, and a covered parking area.
A hotel room with a desk, chair, sofa, and a painting on the wall.

Holiday Inn Winter Haven by IHG

Holiday Inn Winter Haven by IHG
Winter Haven
₩149,937
₩167,929 total
includes taxes & fees
Sep 27 - Sep 28
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 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.
A swimming pool with lounge chairs and tables, surrounded by a fence and a building with a modern design.

Hampton Inn Winter Haven

Hampton Inn Winter Haven
Winter Haven
₩156,950
₩175,785 total
includes taxes & fees
Sep 27 - Sep 28
Hampton Inn Winter Haven
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 Courtyard by Marriott hotel with a modern design, featuring a covered entrance and a landscaped area with palm trees.
A modern hotel lobby with a long reception desk, bar area, and seating arrangement.

Courtyard by Marriott Winter Haven

Courtyard by Marriott Winter Haven
Winter Haven
₩195,804
₩219,300 total
includes taxes & fees
Sep 27 - Sep 28
Courtyard by Marriott Winter Haven
A hotel room with two beds, a TV, a microwave, and a desk with a lamp.
A conference room with tables set for an event, featuring pink and white tablecloths and chairs with pink sashes.
A reception area with a reception desk, a potted plant, a fire extinguisher, and a dining area with chairs and tables.
A restaurant with wooden walls, a neon sign, tables, chairs, a kitchen area, and a tiled floor.

Howard Johnson by Wyndham Winter Haven FL

Howard Johnson by Wyndham Winter Haven FL
Winter Haven
₩104,274
₩116,787 total
includes taxes & fees
Sep 20 - Sep 21
Howard Johnson by Wyndham Winter Haven FL
A pool with floating building blocks and a colorful building with balconies in the background.
Two LEGO figures in front of a colorful hotel building with a sign that reads "HOTEL".
A room with a stone wall, a fireplace, and a sign that reads "YE OLD ADULTS KEEP OUT!".
A dining area with tables and chairs, a central cart with dishes, and large windows with a view of greenery.

Legoland Florida Hotel

Legoland Florida Hotel
Winter Haven
₩273,885
₩360,730 total
includes taxes & fees
Sep 22 - Sep 23
Legoland Florida Hotel
A kitchen area with a stone wall, wooden cabinets, a coffee station, and a staircase with a metal railing.
A swimming pool with a white fence, outdoor seating, and a building with balconies in the background.
A compact hotel room with a kitchenette, a patterned sofa, and a lamp.
A reception area with a wooden floor, seating arrangements, and a reception desk.

Rodeway Inn & Suites Winter Haven Chain Of Lakes

Rodeway Inn & Suites Winter Haven Chain Of Lakes
Winter Haven
₩110,067
₩123,289 total
includes taxes & fees
Sep 19 - Sep 20
Rodeway Inn & Suites Winter Haven Chain Of Lakes
View all properties

Family-friendly hotels with pools in Winter Haven

A hotel room with two beds, a desk, a television, and a door leading to another room.
A hotel lobby with a dining area, bar, and seating arrangements.
A Holiday Inn hotel with a clear entrance, multiple flags, and a covered parking area.
A hotel room with a desk, chair, sofa, and a painting on the wall.

Holiday Inn Winter Haven by IHG

Holiday Inn Winter Haven by IHG
Winter Haven
₩149,937
₩167,929 total
includes taxes & fees
Sep 27 - Sep 28
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 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.
A swimming pool with lounge chairs and tables, surrounded by a fence and a building with a modern design.

Hampton Inn Winter Haven

Hampton Inn Winter Haven
Winter Haven
₩156,950
₩175,785 total
includes taxes & fees
Sep 27 - Sep 28
Hampton Inn Winter Haven
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 Courtyard by Marriott hotel with a modern design, featuring a covered entrance and a landscaped area with palm trees.
A modern hotel lobby with a long reception desk, bar area, and seating arrangement.

Courtyard by Marriott Winter Haven

Courtyard by Marriott Winter Haven
Winter Haven
₩195,804
₩219,300 total
includes taxes & fees
Sep 27 - Sep 28
Courtyard by Marriott Winter Haven
A hotel room with two beds, a TV, a microwave, and a desk with a lamp.
A conference room with tables set for an event, featuring pink and white tablecloths and chairs with pink sashes.
A reception area with a reception desk, a potted plant, a fire extinguisher, and a dining area with chairs and tables.
A restaurant with wooden walls, a neon sign, tables, chairs, a kitchen area, and a tiled floor.

Howard Johnson by Wyndham Winter Haven FL

Howard Johnson by Wyndham Winter Haven FL
Winter Haven
₩104,274
₩116,787 total
includes taxes & fees
Sep 20 - Sep 21
Howard Johnson by Wyndham Winter Haven FL
A pool with floating building blocks and a colorful building with balconies in the background.
Two LEGO figures in front of a colorful hotel building with a sign that reads "HOTEL".
A room with a stone wall, a fireplace, and a sign that reads "YE OLD ADULTS KEEP OUT!".
A dining area with tables and chairs, a central cart with dishes, and large windows with a view of greenery.

Legoland Florida Hotel

Legoland Florida Hotel
Winter Haven
₩273,885
₩360,730 total
includes taxes & fees
Sep 22 - Sep 23
Legoland Florida Hotel
A kitchen area with a stone wall, wooden cabinets, a coffee station, and a staircase with a metal railing.
A swimming pool with a white fence, outdoor seating, and a building with balconies in the background.
A compact hotel room with a kitchenette, a patterned sofa, and a lamp.
A reception area with a wooden floor, seating arrangements, and a reception desk.

Rodeway Inn & Suites Winter Haven Chain Of Lakes

Rodeway Inn & Suites Winter Haven Chain Of Lakes
Winter Haven
₩110,067
₩123,289 total
includes taxes & fees
Sep 19 - Sep 20
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

Hilton Vacation Club Mystic Dunes Orlando

Hilton Vacation Club Mystic Dunes Orlando

8/10 Good
"Just Beautiful highly recommend"
Shanee 3-night trip
Posted 4 hours ago
Hilton Vacation Club Mystic Dunes Orlando
Howard Johnson by Wyndham Winter Haven FL

Howard Johnson by Wyndham Winter Haven FL

10/10 Excellent
"Na"
Deanna 1-night trip
Posted 16 hours ago
Howard Johnson by Wyndham Winter Haven FL
Quality Inn & Suites By the Parks

Quality Inn & Suites By the Parks

10/10 Excellent
"Rooms were clean, beds super comfortable, nice cold air conditioner, breakfast good, and staff absolutely wonderful."
Jacqueline 2-night trip
Posted 1 day ago
Quality Inn & Suites By the Parks

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 Holiday Inn Winter Haven by IHG and Howard Johnson by Wyndham Winter Haven FL.
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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