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

Find Kid Friendly Hotels in Winter Haven from S$101

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Check availability on Winter Haven Family friendly Hotels

Tonight
26 Aug - 27 Aug
Tomorrow
27 Aug - 28 Aug
This weekend
28 Aug - 30 Aug
Next weekend
4 Sept - 6 Sept

Our top choices for Winter Haven family-friendly hotels

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.
S$125
includes taxes & fees
27 Sept - 28 Sept
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 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, cots, and a serene outdoor pool for enjoyable escapes.
S$162
includes taxes & fees
8 Sept - 9 Sept
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 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.

3. 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.
S$121
includes taxes & fees
29 Aug - 30 Aug
Howard Johnson by Wyndham Winter Haven FL
An outdoor patio with a fire pit, wicker furniture, and a view of a lake.
A spacious indoor area with a bar, seating arrangements, and a large screen displaying content.
A modern reception area with wooden panel walls and two reception desks.
A modern building with a large glass entrance, palm trees, and people walking around.

4. Courtyard by Marriott Winter Haven

Courtyard by Marriott Winter Haven
Winter Haven
S$204
includes taxes & fees
2 Sept - 3 Sept
Courtyard by Marriott Winter Haven
A bedroom with a bed, a TV, a desk, and a window.
A reception area with a marble counter, wicker chairs, a potted plant, and a framed picture on the wall.
A narrow hallway with a microwave and a black appliance on the left, a white door on the right, and grey walls.
A compact kitchen with a refrigerator, stove, and sink, wooden cabinets, and a ceiling fan.

5. Florida Garden Motel Winter Haven Near Legoland

Florida Garden Motel Winter Haven Near Legoland
Winter Haven
S$101
includes taxes & fees
30 Aug - 31 Aug
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 kitchen area with a stone wall, wooden cabinets, a coffee station, and a staircase with a metal railing.
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.

6. 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.
S$115
includes taxes & fees
29 Aug - 30 Aug
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!".
Two LEGO figures in front of a colorful hotel building with a sign that reads "HOTEL".

7. 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.
S$357
includes taxes & fees
8 Sept - 9 Sept
Legoland Florida Hotel
A bedroom with a bed, a desk, a chair, a television, and a window with curtains.
A compact kitchen with white cabinets, a stainless steel refrigerator, a microwave, and a dishwasher.
A small tree with a single white flower in a grassy field with a fence in the background.
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
S$334
includes taxes & fees
1 Sept - 2 Sept
BlockHaven near Legoland & Disney
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

Holiday Inn Winter Haven by IHG

Holiday Inn Winter Haven by IHG
Winter Haven
S$125
includes taxes & fees
27 Sept - 28 Sept
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 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
S$162
includes taxes & fees
8 Sept - 9 Sept
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
S$121
includes taxes & fees
29 Aug - 30 Aug
Howard Johnson by Wyndham Winter Haven FL
An outdoor patio with a fire pit, wicker furniture, and a view of a lake.
A spacious indoor area with a bar, seating arrangements, and a large screen displaying content.
A modern hotel lobby with a long reception desk, bar area, and seating arrangement.
A Courtyard by Marriott hotel with a modern design, featuring a covered entrance and a landscaped area with palm trees.

Courtyard by Marriott Winter Haven

Courtyard by Marriott Winter Haven
Winter Haven
S$204
includes taxes & fees
2 Sept - 3 Sept
Courtyard by Marriott Winter Haven
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!".
Two LEGO figures in front of a colorful hotel building with a sign that reads "HOTEL".

Legoland Florida Hotel

Legoland Florida Hotel
Winter Haven
S$357
includes taxes & fees
8 Sept - 9 Sept
Legoland Florida Hotel
A kitchen area with a stone wall, wooden cabinets, a coffee station, and a staircase with a metal railing.
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.

Rodeway Inn & Suites Winter Haven Chain Of Lakes

Rodeway Inn & Suites Winter Haven Chain Of Lakes
Winter Haven
S$115
includes taxes & fees
29 Aug - 30 Aug
Rodeway Inn & Suites Winter Haven Chain Of Lakes
View all properties

Family-friendly hotels with pools in Winter Haven

Holiday Inn Winter Haven by IHG

Holiday Inn Winter Haven by IHG
Winter Haven
S$125
includes taxes & fees
27 Sept - 28 Sept
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 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
S$162
includes taxes & fees
8 Sept - 9 Sept
Hampton Inn Winter Haven
An outdoor patio with a fire pit, wicker furniture, and a view of a lake.
A spacious indoor area with a bar, seating arrangements, and a large screen displaying content.
A modern hotel lobby with a long reception desk, bar area, and seating arrangement.
A Courtyard by Marriott hotel with a modern design, featuring a covered entrance and a landscaped area with palm trees.

Courtyard by Marriott Winter Haven

Courtyard by Marriott Winter Haven
Winter Haven
S$204
includes taxes & fees
2 Sept - 3 Sept
Courtyard by Marriott 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
S$121
includes taxes & fees
29 Aug - 30 Aug
Howard Johnson by Wyndham Winter Haven FL
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!".
Two LEGO figures in front of a colorful hotel building with a sign that reads "HOTEL".

Legoland Florida Hotel

Legoland Florida Hotel
Winter Haven
S$357
includes taxes & fees
8 Sept - 9 Sept
Legoland Florida Hotel
A kitchen area with a stone wall, wooden cabinets, a coffee station, and a staircase with a metal railing.
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.

Rodeway Inn & Suites Winter Haven Chain Of Lakes

Rodeway Inn & Suites Winter Haven Chain Of Lakes
Winter Haven
S$115
includes taxes & fees
29 Aug - 30 Aug
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

Omni Orlando Resort at ChampionsGate

Omni Orlando Resort at ChampionsGate

10/10 Excellent
"Beautiful resort!! Best Staff ever!! Very clean!! Fantastic swimming pools & lazy river!! Excellent room service dinner!! Wonderful vacation!!"
Nadia Ahmad 5-night trip
Posted 1 hour ago
Omni Orlando Resort at ChampionsGate
The Grove Resort & Water Park Orlando

The Grove Resort & Water Park Orlando

10/10 Excellent
"Great experience Thank you"
Dori 3-night trip
Posted 1 hour ago
The Grove Resort & Water Park Orlando
Delta Hotels by Marriott Orlando Celebration

Delta Hotels by Marriott Orlando Celebration

10/10 Excellent
"Beautiful property, maintained with a friendly staff. Highly recommended!"
Dawana 2-night trip
Posted 5 hours ago
Delta Hotels by Marriott Orlando Celebration
Holiday Inn Winter Haven by IHG

Holiday Inn Winter Haven by IHG

10/10 Excellent
"Clean room"
Yinelis 2-night trip
Posted 9 hours ago
Holiday Inn Winter Haven by IHG
Howard Johnson by Wyndham Winter Haven FL

Howard Johnson by Wyndham Winter Haven FL

8/10 Good
"This was fine for a 1 night stay when taking my kid to college, nothing special but it gets the job done."
Joshua 1-night trip
Posted 1 day ago
Howard Johnson by Wyndham Winter Haven FL

Frequently asked questions

What's Winter Haven like for family-friendly holidays?
If you've been thinking about a holiday with your children, 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 centre.
What's the best family accommodation 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 choices to stay with the children 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 holiday in Winter Haven?
The hottest months are usually August and July, with an average temperature of 27°C, while the coldest months are January and February, with an average of 18°C. The rainiest months in Winter Haven are August, July, September and June, with each month seeing an average of 211 mm of rainfall.
What's there to see and do with your family in Winter Haven?
While you and your family are holidaying in Winter Haven, you may want to visit some family-friendly attractions such as LEGOLAND® Florida and Theatre Winter Haven. Make sure that you have lots of time for activities such as Chain of Lakes Park and Peppa Pig Theme Park Florida.
What's the best way for us to get around Winter Haven?
If you want to venture outside the area, hop on a train at Winter Haven Station. Winter Haven may not have many public transport choices, so consider a car rental to maximise your time.

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