The Best Family Hotels in Winter Haven, FL from ₩113,264 in 2026 | Expedia

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Check availability on Winter Haven Family Hotels

Tonight

Tomorrow

This weekend

Sep 11 - Sep 13

Next weekend

Sep 18 - Sep 20

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 hotel room with a desk, chair, sofa, and a painting on the wall.

A swimming pool with a poolside area, including lounge chairs and umbrellas, adjacent to a building with multiple windows and a brick facade.

1. Holiday Inn Winter Haven by IHG

Winter Haven

Holiday inn creates memorable family moments with outdoor pool, proximity to legoland, and kid-friendly amenities.

₩141,278

₩158,231 total

includes taxes & fees

Sep 20 - Sep 21

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.

2. Hampton Inn Winter Haven

Winter Haven

Family fun flourishes near LEGOLAND® Florida with free breakfast, cribs, and a serene outdoor pool for enjoyable escapes.

₩153,360

₩171,764 total

includes taxes & fees

Sep 20 - Sep 21

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

Winter Haven

₩193,281

₩216,475 total

includes taxes & fees

Sep 14 - Sep 15

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 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.

4. 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.

₩114,368

₩128,092 total

includes taxes & fees

Sep 11 - Sep 12

A pool with floating building blocks and a colorful building with balconies in the background.

A bedroom with a bed, a dresser, a mirror, and a map on the wall.

Two LEGO figures in front of a colorful hotel building with a sign that reads "HOTEL".

A dining area with tables and chairs, a central cart with dishes, and large windows with a view of greenery.

5. 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.

₩290,493

₩378,097 total

includes taxes & fees

Sep 13 - Sep 14

A reception area with a marble counter, framed artwork, and potted plants.

6. Florida Garden Motel Winter Haven Near Legoland

Winter Haven

₩92,839

₩113,264 total

includes taxes & fees

Sep 9 - Sep 10

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.

Two red chairs positioned in front of dense green foliage, with a grassy area and a building in the background.

7. BlockHaven near Legoland & Disney

Winter Haven

₩80,672

₩335,987 total

includes taxes & fees

Sep 9 - Sep 10

A swimming pool with a white fence, outdoor seating, and a building with balconies in the background.

A reception area with a wooden floor, seating arrangements, and a reception desk.

A kitchen area with a stone wall, wooden cabinets, a coffee station, and a staircase with a metal railing.

A compact hotel room with a kitchenette, a patterned sofa, and a lamp.

8. 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.

₩108,649

₩121,700 total

includes taxes & fees

Sep 11 - Sep 12

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 room with a desk, chair, sofa, and a painting on the wall.

A hotel lobby with a dining area, bar, and seating arrangements.

A swimming pool with a poolside area, including lounge chairs and umbrellas, adjacent to a building with multiple windows and a brick facade.

Holiday Inn Winter Haven by IHG

Winter Haven

₩141,278

₩158,231 total

includes taxes & fees

Sep 20 - Sep 21

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 swimming pool with lounge chairs and tables, surrounded by a fence and a building with a modern design.

A hotel lobby with a seating area featuring blue patterned chairs, a wooden coffee table, and a sofa.

Hampton Inn Winter Haven

Winter Haven

₩153,360

₩171,764 total

includes taxes & fees

Sep 20 - Sep 21

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

Winter Haven

₩193,281

₩216,475 total

includes taxes & fees

Sep 14 - Sep 15

A hotel room with two beds, a TV, a microwave, and a desk with a lamp.

A conference room with tables and chairs, pink sashes, and a stage with drapes.

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.

Howard Johnson by Wyndham Winter Haven FL

Winter Haven

₩114,368

₩128,092 total

includes taxes & fees

Sep 11 - Sep 12

A pool with floating building blocks and a colorful building with balconies in the background.

A bedroom with a bed, a dresser, a mirror, and a map on the wall.

Two LEGO figures in front of a colorful hotel building with a sign that reads "HOTEL".

A dining area with tables and chairs, a central cart with dishes, and large windows with a view of greenery.

Legoland Florida Hotel

Winter Haven

₩290,493

₩378,097 total

includes taxes & fees

Sep 13 - Sep 14

A kitchen area with a stone wall, wooden cabinets, a coffee station, and a staircase with a metal railing.

A compact hotel room with a kitchenette, a patterned sofa, and a lamp.

A hotel room with a bed, two bedside tables, a desk, a chair, and a blue armchair.

A swimming pool with a white fence, outdoor seating, and a building with balconies in the background.

Rodeway Inn & Suites Winter Haven Chain Of Lakes

Winter Haven

₩108,649

₩121,700 total

includes taxes & fees

Sep 11 - Sep 12

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 swimming pool with lounge chairs and tables, surrounded by a fence and a building with a modern design.

A hotel lobby with a seating area featuring blue patterned chairs, a wooden coffee table, and a sofa.

Hampton Inn Winter Haven

Winter Haven

₩153,360

₩171,764 total

includes taxes & fees

Sep 20 - Sep 21

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 swimming pool with a poolside area, including lounge chairs and umbrellas, adjacent to a building with multiple windows and a brick facade.

Holiday Inn Winter Haven by IHG

Winter Haven

₩141,278

₩158,231 total

includes taxes & fees

Sep 20 - Sep 21

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

Winter Haven

₩193,281

₩216,475 total

includes taxes & fees

Sep 14 - Sep 15

A hotel room with two beds, a TV, a microwave, and a desk with a lamp.

A conference room with tables and chairs, pink sashes, and a stage with drapes.

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.

Howard Johnson by Wyndham Winter Haven FL

Winter Haven

₩114,368

₩128,092 total

includes taxes & fees

Sep 11 - Sep 12

A pool with floating building blocks and a colorful building with balconies in the background.

A bedroom with a bed, a dresser, a mirror, and a map on the wall.

Two LEGO figures in front of a colorful hotel building with a sign that reads "HOTEL".

A dining area with tables and chairs, a central cart with dishes, and large windows with a view of greenery.

Legoland Florida Hotel

Winter Haven

₩290,493

₩378,097 total

includes taxes & fees

Sep 13 - Sep 14

A kitchen area with a stone wall, wooden cabinets, a coffee station, and a staircase with a metal railing.

A compact hotel room with a kitchenette, a patterned sofa, and a lamp.

A hotel room with a bed, two bedside tables, a desk, a chair, and a blue armchair.

A swimming pool with a white fence, outdoor seating, and a building with balconies in the background.

Rodeway Inn & Suites Winter Haven Chain Of Lakes

Winter Haven

₩108,649

₩121,700 total

includes taxes & fees

Sep 11 - Sep 12

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

Holiday Inn Club Vacations at Orange Lake Resort by IHG

Holiday Inn Club Vacations at Orange Lake Resort by IHG

10/10 Excellent

"Stayed for the weekend and it was great! We had a room with waterpark access and that is the way to go!"

Hilton Vacation Club Mystic Dunes Orlando

Hilton Vacation Club Mystic Dunes Orlando

10/10 Excellent

"Love everything about the property"

Delta Hotels by Marriott Orlando Celebration

Delta Hotels by Marriott Orlando Celebration

10/10 Excellent

"Quede bien satisfecho, y el servicio excelente"

Vacation Village Orlando, Celebration

Vacation Village Orlando, Celebration

10/10 Excellent

"Everything was great! Our family had a wonderful time!"

Holiday Inn Winter Haven by IHG

Holiday Inn Winter Haven by IHG

10/10 Excellent

"Clean, free wifi, great location, overall good experience with family."

Omni Orlando Resort at ChampionsGate

Omni Orlando Resort at ChampionsGate

10/10 Excellent

"It was a great experience"

Hilton Vacation Club Aqua Sol Orlando West

Hilton Vacation Club Aqua Sol Orlando West

10/10 Excellent

"Great few days, even though it rained most of time. The rooms are large and ours was very clean."

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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