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Check availability on Winter Haven Family Hotels

Tonight
16 Oct - 17 Oct
Tomorrow
17 Oct - 18 Oct
This weekend
16 Oct - 18 Oct
Next weekend
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 

Best Western Plus Winter Haven Inn & Suites 
Winter Haven
AED 449
AED 503 total
includes taxes & fees
18 Oct - 19 Oct
Best Western Plus Winter Haven Inn & Suites 
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 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.
A hotel lobby with a reception desk, seating area, and a bar.

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.
AED 434
AED 486 total
includes taxes & fees
25 Oct - 26 Oct
Hampton Inn Winter Haven
A modern living room with a fireplace, a sofa, a coffee table, and a TV mounted on the wall.
A modern kitchen with a dining area, a flat-screen TV, and a large window.
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.
A modern kitchen with a wooden counter, coffee machines, and a Coca-Cola refrigerator.

3. Staybridge Suites Winter Haven Auburndale by IHG

Staybridge Suites Winter Haven Auburndale by IHG
Winter Haven
AED 492
AED 551 total
includes taxes & fees
18 Oct - 19 Oct
Staybridge Suites Winter Haven Auburndale by IHG
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 bathroom with a shower, a toilet, a sink, and a mirror.
A hotel reception area with a curved reception desk, a large chandelier, and a wall-mounted sign.

4. 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.
AED 404
AED 453 total
includes taxes & fees
25 Oct - 26 Oct
Holiday Inn Winter Haven by IHG
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.

5. Courtyard by Marriott Winter Haven

Courtyard by Marriott Winter Haven
Winter Haven
AED 528
AED 591 total
includes taxes & fees
25 Oct - 26 Oct
Courtyard by Marriott Winter Haven
A modern hotel with a prominent "HOME 2 HOME" sign, featuring a red and black facade, a covered entrance, and outdoor seating with umbrellas.
A swimming pool with lounge chairs and umbrellas, surrounded by a building with red and beige walls.
A Tesla charging station in front of a building with a sign that reads "HOME SUITES BY MILTON 2".
A hotel room with a grey sofa, two beds, a desk, and a painting on the wall.

6. Home2 Suites By Hilton Winter Haven

Home2 Suites By Hilton Winter Haven
Winter Haven
AED 528
AED 591 total
includes taxes & fees
25 Oct - 26 Oct
Home2 Suites By Hilton Winter Haven
A row of colorful, single-story buildings with a uniform roof design, white picket fences, and a clear pathway leading to the entrance.
A swimming pool area with people playing with building blocks.
A colorful LEGO-themed beach retreat sign with a beach house and a gas station in the background.
A room with a bed, a person reading a book, a child playing, and a colorful curtain.

7. LEGOLAND Beach Retreat

LEGOLAND Beach Retreat
Winter Haven
AED 768
AED 1,004 total
includes taxes & fees
30 Oct - 31 Oct
LEGOLAND Beach Retreat
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.

8. 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.
AED 281
AED 315 total
includes taxes & fees
18 Oct - 19 Oct
Howard Johnson by Wyndham Winter Haven FL
A swimming pool with people in the water, surrounded by a brick wall and a fence.
A building with a large water feature in front, surrounded by palm trees and a fence.
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.

9. Lake Roy Beach Inn

Lake Roy Beach Inn
Winter Haven
  • Splash into family memories at Lake Roy Beach Inn, 5 minutes from LEGOLAND® Florida with a refreshing pool.
AED 305
AED 341 total
includes taxes & fees
16 Nov - 17 Nov
Lake Roy Beach Inn
A hotel room with a bed, two bedside tables, a desk, a chair, and a blue armchair.
A hotel room with a television, two armchairs, a small table, and a patterned carpet.
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.

10. 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.
AED 297
AED 332 total
includes taxes & fees
19 Oct - 20 Oct
Rodeway Inn & Suites Winter Haven Chain Of Lakes
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 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 

Best Western Plus Winter Haven Inn & Suites 
Winter Haven
AED 449
AED 503 total
includes taxes & fees
18 Oct - 19 Oct
Best Western Plus Winter Haven Inn & Suites 
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 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.
A hotel lobby with a reception desk, seating area, and a bar.

Hampton Inn Winter Haven

Hampton Inn Winter Haven
Winter Haven
AED 434
AED 486 total
includes taxes & fees
25 Oct - 26 Oct
Hampton Inn Winter Haven
A hotel room with two beds, a desk, a television, and a door leading to another room.
A hotel reception area with a curved reception desk, a large chandelier, and a wall-mounted sign.
A hotel room with a desk, chair, sofa, and a painting on the wall.
A hotel dining area with multiple tables and chairs, ceiling lights, and artwork on the walls.

Holiday Inn Winter Haven by IHG

Holiday Inn Winter Haven by IHG
Winter Haven
AED 404
AED 453 total
includes taxes & fees
25 Oct - 26 Oct
Holiday Inn Winter Haven by IHG
A modern living room with a fireplace, a sofa, a coffee table, and a TV mounted on the wall.
A modern kitchen with a dining area, a flat-screen TV, and a large window.
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.
A modern kitchen with a wooden counter, coffee machines, and a Coca-Cola refrigerator.

Staybridge Suites Winter Haven Auburndale by IHG

Staybridge Suites Winter Haven Auburndale by IHG
Winter Haven
AED 492
AED 551 total
includes taxes & fees
18 Oct - 19 Oct
Staybridge Suites Winter Haven Auburndale by IHG
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
AED 528
AED 591 total
includes taxes & fees
25 Oct - 26 Oct
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
AED 281
AED 315 total
includes taxes & fees
18 Oct - 19 Oct
Howard Johnson by Wyndham Winter Haven FL
A modern hotel with a prominent "HOME 2 HOME" sign, featuring a red and black facade, a covered entrance, and outdoor seating with umbrellas.
A swimming pool with lounge chairs and umbrellas, surrounded by a building with red and beige walls.
A Tesla charging station in front of a building with a sign that reads "HOME SUITES BY MILTON 2".
A hotel room with a grey sofa, two beds, a desk, and a painting on the wall.

Home2 Suites By Hilton Winter Haven

Home2 Suites By Hilton Winter Haven
Winter Haven
AED 528
AED 591 total
includes taxes & fees
25 Oct - 26 Oct
Home2 Suites By Hilton Winter Haven
A row of colorful, single-story buildings with a uniform roof design, white picket fences, and a clear pathway leading to the entrance.
A swimming pool area with people playing with building blocks.
A colorful LEGO-themed beach retreat sign with a beach house and a gas station in the background.
A room with a bed, a person reading a book, a child playing, and a colorful curtain.

LEGOLAND Beach Retreat

LEGOLAND Beach Retreat
Winter Haven
AED 768
AED 1,004 total
includes taxes & fees
30 Oct - 31 Oct
LEGOLAND Beach Retreat
A colorful LEGO-themed hotel with a prominent tower and a curved entrance.
A pool with floating building blocks and a colorful building with balconies in the background.
A colorful building with a central tower, two figures in front, and a clear sky.
A bedroom with a bed, a dresser, a mirror, and a map on the wall.

Legoland Florida Hotel

Legoland Florida Hotel
Winter Haven
AED 788
AED 883 total
includes taxes & fees
30 Oct - 31 Oct
Legoland Florida Hotel
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 

Best Western Plus Winter Haven Inn & Suites 
Winter Haven
AED 449
AED 503 total
includes taxes & fees
18 Oct - 19 Oct
Best Western Plus Winter Haven Inn & Suites 
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 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.
A hotel lobby with a reception desk, seating area, and a bar.

Hampton Inn Winter Haven

Hampton Inn Winter Haven
Winter Haven
AED 434
AED 486 total
includes taxes & fees
25 Oct - 26 Oct
Hampton Inn Winter Haven
A modern living room with a fireplace, a sofa, a coffee table, and a TV mounted on the wall.
A modern kitchen with a dining area, a flat-screen TV, and a large window.
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.
A modern kitchen with a wooden counter, coffee machines, and a Coca-Cola refrigerator.

Staybridge Suites Winter Haven Auburndale by IHG

Staybridge Suites Winter Haven Auburndale by IHG
Winter Haven
AED 492
AED 551 total
includes taxes & fees
18 Oct - 19 Oct
Staybridge Suites Winter Haven Auburndale by IHG
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
AED 528
AED 591 total
includes taxes & fees
25 Oct - 26 Oct
Courtyard by Marriott Winter Haven
A hotel room with two beds, a desk, a television, and a door leading to another room.
A hotel reception area with a curved reception desk, a large chandelier, and a wall-mounted sign.
A hotel room with a desk, chair, sofa, and a painting on the wall.
A hotel dining area with multiple tables and chairs, ceiling lights, and artwork on the walls.

Holiday Inn Winter Haven by IHG

Holiday Inn Winter Haven by IHG
Winter Haven
AED 404
AED 453 total
includes taxes & fees
25 Oct - 26 Oct
Holiday Inn Winter Haven by IHG
An outdoor seating area with sofas, chairs, and a fire pit.
A modern lounge area with green upholstered chairs, a herringbone-patterned floor, and a large window providing natural light.
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.

Home2 Suites By Hilton Winter Haven

Home2 Suites By Hilton Winter Haven
Winter Haven
AED 528
AED 591 total
includes taxes & fees
25 Oct - 26 Oct
Home2 Suites By Hilton 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
AED 281
AED 315 total
includes taxes & fees
18 Oct - 19 Oct
Howard Johnson by Wyndham Winter Haven FL
A swimming pool area with people playing with building blocks.
A children's play area with a slide and climbing structures, a small lighthouse, and a building with a red and white striped roof.
A brightly colored building with a white picket fence, numbered doors, and a surfboard decoration.
A row of colorful, single-story buildings with a uniform roof design, white picket fences, and a clear pathway leading to the entrance.

LEGOLAND Beach Retreat

LEGOLAND Beach Retreat
Winter Haven
AED 768
AED 1,004 total
includes taxes & fees
30 Oct - 31 Oct
LEGOLAND Beach Retreat
A swimming pool with a wooden deck, lounge chairs, and a gazebo by a lake.
A swimming pool with lounge chairs, surrounded by palm trees and a dock extending into a body of water, during sunset.
A room with two beds, a small rug, and a staircase.
A bathroom with a white sink, a mirror, and a toilet. There are toiletries on the counter.

The Russell Lake House

The Russell Lake House
Winter Haven
AED 248
AED 770 total
includes taxes & fees
18 Oct - 19 Oct
The Russell Lake House
A wedding ceremony on a beach with a thatched gazebo and guests seated on chairs.
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.
A marina with boats docked, surrounded by palm trees and a building with a covered area.

Lake Roy Beach Inn

Lake Roy Beach Inn
Winter Haven
AED 305
AED 341 total
includes taxes & fees
16 Nov - 17 Nov
Lake Roy Beach Inn
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 & Suites Orlando SW - Celebration Area by IHG

Holiday Inn & Suites Orlando SW - Celebration Area by IHG

10/10 Excellent
"10/10"
Sharitza 1-night trip
Posted 2 hours ago
Holiday Inn & Suites Orlando SW - Celebration Area by IHG
Delta Hotels by Marriott Orlando Celebration

Delta Hotels by Marriott Orlando Celebration

10/10 Excellent
"I would love to stay here again in the future! Staff was always very kind, friendly, and helpful. The property was beautiful and everything is laid out for easy access. Perfect for both families and couples."
Joselyn 2-night trip
Posted 2 hours ago
Delta Hotels by Marriott Orlando Celebration
The Grove Resort & Water Park Orlando

The Grove Resort & Water Park Orlando

10/10 Excellent
"Loved everything about our stay!"
Louis Paolo 4-night trip
Posted 3 hours ago
The Grove Resort & Water Park Orlando
Howard Johnson by Wyndham Winter Haven FL

Howard Johnson by Wyndham Winter Haven FL

8/10 Good
"The price was decent. The location was excellent. The staff were helpful. We had fresh linens replaced while we were there. It was clean. Overall, I recommend it. I will be staying there from now on when I go to Winter Haven."
Dawna 3-night trip
Posted 7 hours ago
Howard Johnson by Wyndham Winter Haven FL
Ramada by Wyndham Kissimmee Gateway

Ramada by Wyndham Kissimmee Gateway

10/10 Excellent
"Great location, close to everything. Large comfortable rooms and professional staff. Would definitely stay again!"
Susan 1-night trip
Posted 1 day ago
Ramada by Wyndham Kissimmee Gateway

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.