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Check availability on Winter Haven Family Hotels

Tonight
Oct 10 - Oct 11
Tomorrow
Oct 11 - Oct 12
Next weekend
Oct 16 - Oct 18
In two weeks
Oct 23 - Oct 25

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 with a prominent entrance, multiple floors, and a parking lot.
A reception area with a modern design, featuring a counter, a seating area, and a wall with a unique pattern.
A modern hotel lobby with a central reception desk, multiple light fixtures, and a patterned wall.

1. Best Western Plus Winter Haven Inn & Suites 

Best Western Plus Winter Haven Inn & Suites 
Winter Haven
₩174,743
₩195,712 total
includes taxes & fees
Oct 12 - Oct 13
Best Western Plus Winter Haven Inn & Suites 
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.

2. Courtyard by Marriott Winter Haven

Courtyard by Marriott Winter Haven
Winter Haven
₩192,807
₩215,944 total
includes taxes & fees
Oct 18 - Oct 19
Courtyard by Marriott 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 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.

3. 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.
₩158,352
₩177,354 total
includes taxes & fees
Nov 8 - Nov 9
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 modern hotel room with a kitchenette, a dining area, and a bed.
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

Staybridge Suites Winter Haven Auburndale by IHG
Winter Haven
₩179,855
₩201,438 total
includes taxes & fees
Oct 18 - Oct 19
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 swimming pool with a poolside area, including lounge chairs and umbrellas, adjacent to a building with multiple windows and a brick facade.
A hotel dining area with multiple tables and chairs, ceiling lights, and artwork on the walls.
A bathroom with a shower, a toilet, a sink, and a mirror.

5. 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.
₩148,769
₩166,622 total
includes taxes & fees
Nov 8 - Nov 9
Holiday Inn Winter Haven by IHG
An outdoor seating area with sofas, chairs, and a fire pit.
A hotel room with a desk, chair, sofa, ottoman, and a large window.
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.

6. Home2 Suites By Hilton Winter Haven

Home2 Suites By Hilton Winter Haven
Winter Haven
₩192,807
₩215,944 total
includes taxes & fees
Oct 18 - Oct 19
Home2 Suites By Hilton Winter Haven
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 row of colorful, single-story buildings with a uniform roof design, white picket fences, and a clear pathway leading to the entrance.
A colorful play structure with a lighthouse in the background.

7. LEGOLAND Beach Retreat

LEGOLAND Beach Retreat
Winter Haven
₩226,504
₩306,222 total
includes taxes & fees
Oct 12 - Oct 13
LEGOLAND Beach Retreat
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 bathtub with a white shower curtain, a grab bar, and a handheld showerhead.
A conference room with tables set for an event, featuring pink and white tablecloths and chairs with pink sashes.

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.
₩102,530
₩114,834 total
includes taxes & fees
Oct 19 - Oct 20
Howard Johnson by Wyndham Winter Haven FL
A view through a glass door of a backyard with a patio table and chairs, a grassy area, and a building in the background.
A dark brown leather sectional sofa with multiple cushions, a carpeted floor, and two wall-mounted dog portraits.
A two-story house with a garage, a covered porch, and a small front yard.
A bedroom with a bed, a nightstand, a window with blinds, a wall-mounted painting, and a door.

9. 10 min From Lego Land, the Chain of Lakes 45 min From Tampa& Disney

10 min From Lego Land, the Chain of Lakes 45 min From Tampa& Disney
Winter Haven
₩453,422
₩657,973 total
includes taxes & fees
Oct 12 - Oct 13
10 min From Lego Land, the Chain of Lakes 45 min From Tampa& Disney
A swimming pool with people in the water, surrounded by a brick wall and a fence.
A marina with boats docked, surrounded by palm trees and a building with a covered area.
A waterfront property with a dock, lounge chairs, and palm trees.
A wedding ceremony on a beach with a thatched gazebo and guests seated on chairs.

10. 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.
₩117,942
₩132,096 total
includes taxes & fees
Oct 11 - Oct 12
Lake Roy Beach Inn
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 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
₩158,352
₩177,354 total
includes taxes & fees
Nov 8 - Nov 9
Hampton Inn Winter Haven
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 conference room with tables set for an event, featuring pink and white tablecloths and chairs with pink sashes.
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
₩102,530
₩114,834 total
includes taxes & fees
Oct 19 - Oct 20
Howard Johnson by Wyndham Winter Haven FL
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 dining area with multiple tables and chairs, ceiling lights, and artwork on the walls.
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
₩148,769
₩166,622 total
includes taxes & fees
Nov 8 - Nov 9
Holiday Inn Winter Haven by IHG
A hotel room with two beds, a desk, a microwave, a TV, and a painting on the wall.
A modern hotel with a prominent entrance, multiple floors, and a parking lot.
A reception area with a modern design, featuring a counter, a seating area, and a wall with a unique pattern.
A modern hotel lobby with a central reception desk, multiple light fixtures, and a patterned wall.

Best Western Plus Winter Haven Inn & Suites 

Best Western Plus Winter Haven Inn & Suites 
Winter Haven
₩174,743
₩195,712 total
includes taxes & fees
Oct 12 - Oct 13
Best Western Plus Winter Haven Inn & Suites 
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 modern hotel room with a kitchenette, a dining area, and a bed.
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

Staybridge Suites Winter Haven Auburndale by IHG
Winter Haven
₩179,855
₩201,438 total
includes taxes & fees
Oct 18 - Oct 19
Staybridge Suites Winter Haven Auburndale by IHG
A brightly colored building with a white picket fence, numbered doors, and a surfboard decoration.
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 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.

LEGOLAND Beach Retreat

LEGOLAND Beach Retreat
Winter Haven
₩226,504
₩306,222 total
includes taxes & fees
Oct 12 - Oct 13
LEGOLAND Beach Retreat
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
₩192,807
₩215,944 total
includes taxes & fees
Oct 18 - Oct 19
Courtyard by Marriott Winter Haven
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 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.

Rodeway Inn & Suites Winter Haven Chain Of Lakes

Rodeway Inn & Suites Winter Haven Chain Of Lakes
Winter Haven
₩108,226
₩121,227 total
includes taxes & fees
Oct 13 - Oct 14
Rodeway Inn & Suites Winter Haven Chain Of Lakes
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.
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
₩244,093
₩273,393 total
includes taxes & fees
Oct 12 - Oct 13
Legoland Florida Hotel
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 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
₩158,352
₩177,354 total
includes taxes & fees
Nov 8 - Nov 9
Hampton Inn Winter Haven
A hotel room with two beds, a desk, a microwave, a TV, and a painting on the wall.
A modern hotel with a prominent entrance, multiple floors, and a parking lot.
A reception area with a modern design, featuring a counter, a seating area, and a wall with a unique pattern.
A modern hotel lobby with a central reception desk, multiple light fixtures, and a patterned wall.

Best Western Plus Winter Haven Inn & Suites 

Best Western Plus Winter Haven Inn & Suites 
Winter Haven
₩174,743
₩195,712 total
includes taxes & fees
Oct 12 - Oct 13
Best Western Plus Winter Haven Inn & Suites 
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 dining area with multiple tables and chairs, ceiling lights, and artwork on the walls.
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
₩148,769
₩166,622 total
includes taxes & fees
Nov 8 - Nov 9
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 conference room with tables set for an event, featuring pink and white tablecloths and chairs with pink sashes.
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
₩102,530
₩114,834 total
includes taxes & fees
Oct 19 - Oct 20
Howard Johnson by Wyndham Winter Haven FL
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 modern hotel room with a kitchenette, a dining area, and a bed.
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

Staybridge Suites Winter Haven Auburndale by IHG
Winter Haven
₩179,855
₩201,438 total
includes taxes & fees
Oct 18 - Oct 19
Staybridge Suites Winter Haven Auburndale by IHG
A brightly colored building with a white picket fence, numbered doors, and a surfboard decoration.
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 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.

LEGOLAND Beach Retreat

LEGOLAND Beach Retreat
Winter Haven
₩226,504
₩306,222 total
includes taxes & fees
Oct 12 - Oct 13
LEGOLAND Beach Retreat
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
₩192,807
₩215,944 total
includes taxes & fees
Oct 18 - Oct 19
Courtyard by Marriott Winter Haven
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 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.

Rodeway Inn & Suites Winter Haven Chain Of Lakes

Rodeway Inn & Suites Winter Haven Chain Of Lakes
Winter Haven
₩108,226
₩121,227 total
includes taxes & fees
Oct 13 - Oct 14
Rodeway Inn & Suites Winter Haven Chain Of Lakes
A swimming pool with a fence, lounge chairs, and a palm tree.
A cozy room with a wooden interior, a sofa, a small table, and a television.
A compact kitchen with wooden cabinets, a refrigerator, a microwave, and a stove.
A compact room with wooden walls, a sofa, a television, a small table, and a stove.

Lake Ida Beach Resort

Lake Ida Beach Resort
Winter Haven
₩95,292
₩106,726 total
includes taxes & fees
Oct 11 - Oct 12
Lake Ida Beach Resort
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

The Grove Resort & Water Park Orlando

The Grove Resort & Water Park Orlando

10/10 Excellent
"The property and room were beautiful and well maintained. The kids had a great time. So much for them to do. The pools are amazing."
PATRICIA DENISE 3-night trip
Posted 6 hours ago
The Grove Resort & Water Park Orlando
Holiday Inn Club Vacations at Orange Lake Resort by IHG

Holiday Inn Club Vacations at Orange Lake Resort by IHG

10/10 Excellent
"Our 2 room/2 bath condo was excellent. We were on the 6th floor and had a great view. The lazy river was very relaxing. We thoroughly enjoyed our stay."
Natalie 4-night trip
Posted 6 hours ago
Holiday Inn Club Vacations at Orange Lake Resort by IHG
Hilton Vacation Club Mystic Dunes Orlando

Hilton Vacation Club Mystic Dunes Orlando

10/10 Excellent
"Large facility with great pool."
RONALD 2-night trip
Posted 9 hours ago
Hilton Vacation Club Mystic Dunes Orlando
Hilton Vacation Club Aqua Sol Orlando West

Hilton Vacation Club Aqua Sol Orlando West

10/10 Excellent
"Staff was amazing very helpful. Area was really nice."
Nicole 3-night trip
Posted 14 hours ago
Hilton Vacation Club Aqua Sol Orlando West
Holiday Inn & Suites Orlando SW - Celebration Area by IHG

Holiday Inn & Suites Orlando SW - Celebration Area by IHG

10/10 Excellent
"Pool was close at night and break fast too expensive"
Glorymar 1-night trip
Posted 16 hours ago
Holiday Inn & Suites Orlando SW - Celebration Area by IHG
Omni Orlando Resort at ChampionsGate

Omni Orlando Resort at ChampionsGate

10/10 Excellent
"It was great"
Josh 1-night trip
Posted 21 hours ago
Omni Orlando Resort at ChampionsGate
Delta Hotels by Marriott Orlando Celebration

Delta Hotels by Marriott Orlando Celebration

10/10 Excellent
"Great stay. Thank you."
Alfonzia 2-night trip
Posted 2 days ago
Delta Hotels by Marriott Orlando Celebration
Holiday Inn Winter Haven by IHG

Holiday Inn Winter Haven by IHG

10/10 Excellent
"Great"
Oscar 2-night trip
Posted 2 days ago
Holiday Inn Winter Haven by IHG

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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