TOP Family-Friendly Hotels in Winter Haven, FL for 2026 | Expedia.co.th

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Check availability on Winter Haven Family-Friendly Hotels

Tonight

15 Oct - 16 Oct

Tomorrow

16 Oct - 17 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 with a prominent entrance, multiple floors, and a parking lot.

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

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

1. Best Western Plus Winter Haven Inn & Suites

Winter Haven

฿4,110

฿4,603 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 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 dining area, a flat-screen TV, and a large window.

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

2. Staybridge Suites Winter Haven Auburndale by IHG

Winter Haven

฿4,507

฿5,048 total

includes taxes & fees

18 Oct - 19 Oct

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 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.

3. Courtyard by Marriott Winter Haven

Winter Haven

฿4,832

฿5,411 total

includes taxes & fees

25 Oct - 26 Oct

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 modern bathroom with a bathtub, a large mirror, a vanity with a sink, and neatly arranged towels.

A hotel room with two beds, a large mirror, a wooden floor, and a view of the outdoors.

4. Hampton Inn Winter Haven

Winter Haven

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

฿3,974

฿4,451 total

includes taxes & fees

25 Oct - 26 Oct

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

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

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.

฿3,700

฿4,144 total

includes taxes & fees

25 Oct - 26 Oct

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

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

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

A hotel room with a desk, chair, sofa, ottoman, and a large window.

6. Home2 Suites By Hilton Winter Haven

Winter Haven

฿4,832

฿5,411 total

includes taxes & fees

25 Oct - 26 Oct

A swimming pool area with people playing with building blocks.

A colorful play structure with a lighthouse in the background.

A brightly colored building with a white picket fence, numbered doors, and a surfboard decoration.

A colorful LEGO-themed beach retreat sign with a beach house and a gas station in the background.

7. LEGOLAND Beach Retreat

Winter Haven

฿7,030

฿9,192 total

includes taxes & fees

30 Oct - 31 Oct

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

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.

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

8. 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.

฿2,573

฿2,882 total

includes taxes & fees

18 Oct - 19 Oct

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 with a prominent entrance, multiple floors, and a parking lot.

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

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

Best Western Plus Winter Haven Inn & Suites

Winter Haven

฿4,110

฿4,603 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 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 swimming pool with lounge chairs and tables, surrounded by a fence and a building with a modern design.

Hampton Inn Winter Haven

Winter Haven

฿3,974

฿4,451 total

includes taxes & fees

25 Oct - 26 Oct

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 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.

Holiday Inn Winter Haven by IHG

Winter Haven

฿3,700

฿4,144 total

includes taxes & fees

25 Oct - 26 Oct

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

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 dining area, a flat-screen TV, and a large window.

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

Staybridge Suites Winter Haven Auburndale by IHG

Winter Haven

฿4,507

฿5,048 total

includes taxes & fees

18 Oct - 19 Oct

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

Courtyard by Marriott Winter Haven

Winter Haven

฿4,832

฿5,411 total

includes taxes & fees

25 Oct - 26 Oct

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

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 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.

Howard Johnson by Wyndham Winter Haven FL

Winter Haven

฿2,573

฿2,882 total

includes taxes & fees

18 Oct - 19 Oct

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

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

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

A hotel room with a desk, chair, sofa, ottoman, and a large window.

Home2 Suites By Hilton Winter Haven

Winter Haven

฿4,832

฿5,411 total

includes taxes & fees

25 Oct - 26 Oct

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 dining area with tables, chairs, and a colorful mural 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.

LEGOLAND Beach Retreat

Winter Haven

฿7,030

฿9,192 total

includes taxes & fees

30 Oct - 31 Oct

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

฿7,843

฿10,097 total

includes taxes & fees

27 Oct - 28 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 with a prominent entrance, multiple floors, and a parking lot.

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

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

Best Western Plus Winter Haven Inn & Suites

Winter Haven

฿4,110

฿4,603 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 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 swimming pool with lounge chairs and tables, surrounded by a fence and a building with a modern design.

Hampton Inn Winter Haven

Winter Haven

฿3,974

฿4,451 total

includes taxes & fees

25 Oct - 26 Oct

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

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 dining area, a flat-screen TV, and a large window.

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

Staybridge Suites Winter Haven Auburndale by IHG

Winter Haven

฿4,507

฿5,048 total

includes taxes & fees

18 Oct - 19 Oct

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

Courtyard by Marriott Winter Haven

Winter Haven

฿4,832

฿5,411 total

includes taxes & fees

25 Oct - 26 Oct

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 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.

Holiday Inn Winter Haven by IHG

Winter Haven

฿3,700

฿4,144 total

includes taxes & fees

25 Oct - 26 Oct

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

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

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

A hotel room with a desk, chair, sofa, ottoman, and a large window.

Home2 Suites By Hilton Winter Haven

Winter Haven

฿4,832

฿5,411 total

includes taxes & fees

25 Oct - 26 Oct

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

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 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.

Howard Johnson by Wyndham Winter Haven FL

Winter Haven

฿2,573

฿2,882 total

includes taxes & fees

18 Oct - 19 Oct

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 dining area with tables, chairs, and a colorful mural 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.

LEGOLAND Beach Retreat

Winter Haven

฿7,030

฿9,192 total

includes taxes & fees

30 Oct - 31 Oct

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

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.

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

Lake Roy Beach Inn

Winter Haven

฿2,956

฿3,311 total

includes taxes & fees

16 Nov - 17 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

"Nice"

The Grove Resort & Water Park Orlando

The Grove Resort & Water Park Orlando

10/10 Excellent

"The pools and waterpark were great. Our grand kids really enjoyed them. The 2bdrm condo was nice. The downtown view from the 7th floor at night was wonderful. If you plan on using the oven for baking etc.. you will need to bring your own cookie sheet, cake pan...etc"

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!"

Howard Johnson by Wyndham Winter Haven FL

Howard Johnson by Wyndham Winter Haven FL

10/10 Excellent

"Room was clean and it was the right price."

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 Howard Johnson by Wyndham Winter Haven FL and Holiday Inn Winter Haven by IHG.

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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