The Best Family Hotels in Winter Haven, FL from AED 305 in 2026 | Expedia

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Check availability on Winter Haven Family Hotels

Tonight

11 Oct - 12 Oct

Tomorrow

12 Oct - 13 Oct

Next weekend

16 Oct - 18 Oct

In two weeks

23 Oct - 25 Oct

Our top choices for Winter Haven family-friendly hotels

A hotel room with two beds, a desk, a microwave, a TV, and a painting on the wall.

A modern hotel lobby with a central reception desk, multiple light fixtures, and a patterned wall.

A reception area with a modern design, featuring a counter, a seating area, and a wall with a unique pattern.

A modern hotel with a swimming pool, outdoor seating, and a well-lit facade.

1. Best Western Plus Winter Haven Inn & Suites

Winter Haven

AED 479

AED 536 total

includes taxes & fees

18 Oct - 19 Oct

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 lobby with a reception desk, seating area, and a bar.

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.

AED 434

AED 486 total

includes taxes & fees

8 Nov - 9 Nov

An outdoor patio with a fire pit, wicker furniture, and a view of a lake.

A modern building with a large glass entrance, palm trees, and people walking around.

A Courtyard by Marriott hotel with a modern design, featuring a covered entrance and a landscaped area with palm trees.

A spacious indoor area with a bar, seating arrangements, and a large screen displaying content.

3. Courtyard by Marriott Winter Haven

Winter Haven

AED 528

AED 591 total

includes taxes & fees

18 Oct - 19 Oct

A modern living room with a fireplace, a sofa, a coffee table, and a TV mounted on the wall.

A modern hotel room with a kitchenette, a dining area, and a bed.

A modern kitchen with a wooden counter, coffee machines, and a Coca-Cola refrigerator.

A spacious, modern living area with a herringbone wood floor, a dining area with a wooden table and chairs, and a kitchen in the background.

4. Staybridge Suites Winter Haven Auburndale by IHG

Winter Haven

AED 492

AED 551 total

includes taxes & fees

18 Oct - 19 Oct

A hotel room with two beds, a desk, a television, and a door leading to another room.

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

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.

5. Holiday Inn Winter Haven by IHG

Winter Haven

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

AED 408

AED 457 total

includes taxes & fees

8 Nov - 9 Nov

An outdoor seating area with sofas, chairs, and a fire pit.

A modern kitchen with a central island, bar stools, and a refrigerator.

A modern bathroom with a glass shower enclosure, a white toilet, a vanity with a mirror, and a sink.

A modern lounge area with green upholstered chairs, a herringbone-patterned floor, and a large window providing natural light.

6. Home2 Suites By Hilton Winter Haven

Winter Haven

AED 528

AED 591 total

includes taxes & fees

18 Oct - 19 Oct

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 bathtub with a white shower curtain, a grab bar, and a handheld showerhead.

7. 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.

AED 281

AED 315 total

includes taxes & fees

18 Oct - 19 Oct

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

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

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

A shower with a handheld showerhead, a glass-enclosed medicine cabinet, and a drain at the bottom.

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.

AED 297

AED 332 total

includes taxes & fees

14 Oct - 15 Oct

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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 microwave, a TV, and a painting on the wall.

A modern hotel lobby with a central reception desk, multiple light fixtures, and a patterned wall.

A reception area with a modern design, featuring a counter, a seating area, and a wall with a unique pattern.

A modern hotel with a swimming pool, outdoor seating, and a well-lit facade.

Best Western Plus Winter Haven Inn & Suites

Winter Haven

AED 479

AED 536 total

includes taxes & fees

18 Oct - 19 Oct

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 hotel lobby with a reception desk, seating area, and a bar.

Hampton Inn Winter Haven

Winter Haven

AED 434

AED 486 total

includes taxes & fees

8 Nov - 9 Nov

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.

Courtyard by Marriott Winter Haven

Winter Haven

AED 528

AED 591 total

includes taxes & fees

18 Oct - 19 Oct

A modern living room with a fireplace, a sofa, a coffee table, and a TV mounted on the wall.

A modern hotel room with a kitchenette, a dining area, and a bed.

A modern kitchen with a wooden counter, coffee machines, and a Coca-Cola refrigerator.

A spacious, modern living area with a herringbone wood floor, a dining area with a wooden table and chairs, and a kitchen in the background.

Staybridge Suites Winter Haven Auburndale by IHG

Winter Haven

AED 492

AED 551 total

includes taxes & fees

18 Oct - 19 Oct

A hotel room with two beds, a desk, a television, and a door leading to another room.

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

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

A hotel reception area with a curved reception desk, a large chandelier, and a wall-mounted sign.

Holiday Inn Winter Haven by IHG

Winter Haven

AED 408

AED 457 total

includes taxes & fees

8 Nov - 9 Nov

An outdoor seating area with sofas, chairs, and a fire pit.

A modern kitchen with a central island, bar stools, and a refrigerator.

A reception desk with a sign reading "HOME 2 Suites by Hilton," a minibar, a refrigerator labeled "COLDER," and a snack shelf.

A modern lounge area with green upholstered chairs, a herringbone-patterned floor, and a large window providing natural light.

Home2 Suites By Hilton Winter Haven

Winter Haven

AED 528

AED 591 total

includes taxes & fees

18 Oct - 19 Oct

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.

Howard Johnson by Wyndham Winter Haven FL

Winter Haven

AED 281

AED 315 total

includes taxes & fees

18 Oct - 19 Oct

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

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

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

A hotel room with a television, two armchairs, a small table, and a patterned carpet.

Rodeway Inn & Suites Winter Haven Chain Of Lakes

Winter Haven

AED 297

AED 332 total

includes taxes & fees

14 Oct - 15 Oct

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

A room with a stone wall, a fireplace, and a sign that reads "YE OLD ADULTS KEEP OUT!".

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

AED 859

AED 1,107 total

includes taxes & fees

20 Oct - 21 Oct

View all properties

Family-friendly hotels with pools in Winter Haven

A hotel room with two beds, a desk, a microwave, a TV, and a painting on the wall.

A modern hotel lobby with a central reception desk, multiple light fixtures, and a patterned wall.

A reception area with a modern design, featuring a counter, a seating area, and a wall with a unique pattern.

A modern hotel with a swimming pool, outdoor seating, and a well-lit facade.

Best Western Plus Winter Haven Inn & Suites

Winter Haven

AED 479

AED 536 total

includes taxes & fees

18 Oct - 19 Oct

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 hotel lobby with a reception desk, seating area, and a bar.

Hampton Inn Winter Haven

Winter Haven

AED 434

AED 486 total

includes taxes & fees

8 Nov - 9 Nov

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.

Courtyard by Marriott Winter Haven

Winter Haven

AED 528

AED 591 total

includes taxes & fees

18 Oct - 19 Oct

A hotel room with two beds, a desk, a television, and a door leading to another room.

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

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

A hotel reception area with a curved reception desk, a large chandelier, and a wall-mounted sign.

Holiday Inn Winter Haven by IHG

Winter Haven

AED 408

AED 457 total

includes taxes & fees

8 Nov - 9 Nov

A modern living room with a fireplace, a sofa, a coffee table, and a TV mounted on the wall.

A modern hotel room with a kitchenette, a dining area, and a bed.

A modern kitchen with a wooden counter, coffee machines, and a Coca-Cola refrigerator.

A spacious, modern living area with a herringbone wood floor, a dining area with a wooden table and chairs, and a kitchen in the background.

Staybridge Suites Winter Haven Auburndale by IHG

Winter Haven

AED 492

AED 551 total

includes taxes & fees

18 Oct - 19 Oct

An outdoor seating area with sofas, chairs, and a fire pit.

A modern kitchen with a central island, bar stools, and a refrigerator.

A reception desk with a sign reading "HOME 2 Suites by Hilton," a minibar, a refrigerator labeled "COLDER," and a snack shelf.

A modern lounge area with green upholstered chairs, a herringbone-patterned floor, and a large window providing natural light.

Home2 Suites By Hilton Winter Haven

Winter Haven

AED 528

AED 591 total

includes taxes & fees

18 Oct - 19 Oct

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.

Howard Johnson by Wyndham Winter Haven FL

Winter Haven

AED 281

AED 315 total

includes taxes & fees

18 Oct - 19 Oct

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

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

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

A hotel room with a television, two armchairs, a small table, and a patterned carpet.

Rodeway Inn & Suites Winter Haven Chain Of Lakes

Winter Haven

AED 297

AED 332 total

includes taxes & fees

14 Oct - 15 Oct

A wedding ceremony on a beach with a thatched gazebo and guests seated on chairs.

A marina with boats docked, surrounded by palm trees and a building with a covered area.

A building with a large water feature in front, surrounded by palm trees and a fence.

A lakeside view with a dock and a small building, likely a cabin or a house, surrounded by trees.

Lake Roy Beach Inn

Winter Haven

AED 305

AED 341 total

includes taxes & fees

11 Nov - 12 Nov

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.

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Top Winter Haven Hotel Reviews

Holiday Inn & Suites Orlando SW - Celebration Area by IHG

Holiday Inn & Suites Orlando SW - Celebration Area by IHG

8/10 Good

"N/S"

The Grove Resort & Water Park Orlando

The Grove Resort & Water Park Orlando

10/10 Excellent

"Clean rooms"

Ramada by Wyndham Kissimmee Gateway

Ramada by Wyndham Kissimmee Gateway

8/10 Good

"La habitación está limpia, accesible y buenas facilidades"

Omni Orlando Resort at ChampionsGate

Omni Orlando Resort at ChampionsGate

10/10 Excellent

"NONE"

Vacation Village Orlando, Celebration

Vacation Village Orlando, Celebration

10/10 Excellent

"The rooms were very clean and the staff was very reponsive"

Hilton Vacation Club Mystic Dunes Orlando

Hilton Vacation Club Mystic Dunes Orlando

10/10 Excellent

"Great, everything was good and we had a wonderful time."

Holiday Inn Resort Kissimmee by the Parks by IHG

Holiday Inn Resort Kissimmee by the Parks by IHG

10/10 Excellent

"I’ve been staying at this property for the past 6 years and it’s always an amazing stay."

Holiday Inn Winter Haven by IHG

Holiday Inn Winter Haven by IHG

10/10 Excellent

"Great spot for our volleyball tournament"

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.