The Best Family Hotels in Winter Haven, FL from ₩113,987 in 2026 | Expedia

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

Change your mind
Book hotels with free cancellation
Treat yourself
Sign in to save 10% or more on thousands of hotels
Sign in
Be picky
Search almost a million properties worldwide

Check availability on Winter Haven Family Hotels

Tonight

Sep 28 - Sep 29

Tomorrow

Sep 29 - Sep 30

This weekend

Next weekend

Our top choices for Winter Haven family-friendly hotels

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 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.

1. Hampton Inn Winter Haven

Winter Haven

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

₩148,244

₩166,023 total

includes taxes & fees

Oct 4 - Oct 5

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 conference room with a long table, chairs, a television, and a carpeted floor.

2. Holiday Inn Winter Haven by IHG

Winter Haven

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

₩148,948

₩166,821 total

includes taxes & fees

Oct 4 - Oct 5

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 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.

3. 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.

₩103,586

₩116,017 total

includes taxes & fees

Oct 1 - Oct 2

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.

4. Courtyard by Marriott Winter Haven

Winter Haven

₩234,796

₩262,971 total

includes taxes & fees

Oct 18 - Oct 19

Room

Private kitchen

A bathroom with blue tiles, a white sink, and a toilet.

Exterior

5. Florida Garden Motel Winter Haven Near Legoland

Winter Haven

₩93,431

₩113,987 total

includes taxes & fees

Sep 29 - Sep 30

A bedroom with a bed, a desk, a chair, a television, and a window with curtains.

A small tree with a single white flower in a grassy field with a fence in the background.

A living room with a large mural of marine life, a ceiling fan, a flat-screen TV, and a dining area in the background.

Two red chairs positioned in front of dense green foliage, with a grassy area and a building in the background.

6. BlockHaven near Legoland & Disney

Winter Haven

₩70,909

₩326,616 total

includes taxes & fees

Sep 30 - Oct 1

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 dining area with tables and chairs, a central cart with dishes, and large windows with a view of greenery.

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

7. 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.

₩268,486

₩300,695 total

includes taxes & fees

Oct 12 - Oct 13

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.

A kitchen area with a stone wall, wooden cabinets, a coffee station, and a staircase with a metal railing.

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

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.

₩115,096

₩128,907 total

includes taxes & fees

Sep 29 - Sep 30

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 television, and a door leading to another room.

A conference room with a long table, chairs, a television, and a carpeted floor.

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

A covered entrance with a brick facade, glass doors, and a bench.

Holiday Inn Winter Haven by IHG

Winter Haven

₩148,948

₩166,821 total

includes taxes & fees

Oct 4 - Oct 5

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 conference room with tables and chairs, pink sashes, and a stage with drapes.

A reception area with a reception desk, a potted plant, a fire extinguisher, and a dining area with chairs and tables.

Howard Johnson by Wyndham Winter Haven FL

Winter Haven

₩103,586

₩116,017 total

includes taxes & fees

Oct 1 - Oct 2

A Hampton Inn hotel with a clear entrance, a covered waiting area, and a sign indicating a clearance of 13'6".

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.

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

Hampton Inn Winter Haven

Winter Haven

₩148,244

₩166,023 total

includes taxes & fees

Oct 4 - Oct 5

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

Winter Haven

₩234,796

₩262,971 total

includes taxes & fees

Oct 18 - Oct 19

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 dining area with tables and chairs, a central cart with dishes, and large windows with a view of greenery.

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

Legoland Florida Hotel

Winter Haven

₩268,486

₩300,695 total

includes taxes & fees

Oct 12 - Oct 13

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

A swimming pool with a white fence, outdoor seating, and a building with balconies in the background.

Rodeway Inn & Suites Winter Haven Chain Of Lakes

Winter Haven

₩115,096

₩128,907 total

includes taxes & fees

Sep 29 - Sep 30

View all properties

Family-friendly hotels with pools in Winter Haven

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

A conference room with a long table, chairs, a television, and a carpeted floor.

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

A covered entrance with a brick facade, glass doors, and a bench.

Holiday Inn Winter Haven by IHG

Winter Haven

₩148,948

₩166,821 total

includes taxes & fees

Oct 4 - Oct 5

A Hampton Inn hotel with a clear entrance, a covered waiting area, and a sign indicating a clearance of 13'6".

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.

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

Hampton Inn Winter Haven

Winter Haven

₩148,244

₩166,023 total

includes taxes & fees

Oct 4 - Oct 5

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

Winter Haven

₩234,796

₩262,971 total

includes taxes & fees

Oct 18 - Oct 19

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 conference room with tables and chairs, pink sashes, and a stage with drapes.

A reception area with a reception desk, a potted plant, a fire extinguisher, and a dining area with chairs and tables.

Howard Johnson by Wyndham Winter Haven FL

Winter Haven

₩103,586

₩116,017 total

includes taxes & fees

Oct 1 - Oct 2

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 dining area with tables and chairs, a central cart with dishes, and large windows with a view of greenery.

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

Legoland Florida Hotel

Winter Haven

₩268,486

₩300,695 total

includes taxes & fees

Oct 12 - Oct 13

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

A swimming pool with a white fence, outdoor seating, and a building with balconies in the background.

Rodeway Inn & Suites Winter Haven Chain Of Lakes

Winter Haven

₩115,096

₩128,907 total

includes taxes & fees

Sep 29 - Sep 30

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

Hilton Vacation Club Aqua Sol Orlando West

Hilton Vacation Club Aqua Sol Orlando West

8/10 Good

"This was our first time here. We had a great time and look forward to coming back."

Holiday Inn Club Vacations at Orange Lake Resort by IHG

Holiday Inn Club Vacations at Orange Lake Resort by IHG

10/10 Excellent

"Staff was very helpful and as far as cleanliness the room was ok."

Quality Inn & Suites By the Parks

Quality Inn & Suites By the Parks

10/10 Excellent

"Room was very clean.the shower was good with good water pressure and hot water, great location, great breakfast. I would definitely stay there again."

Delta Hotels by Marriott Orlando Celebration

Delta Hotels by Marriott Orlando Celebration

10/10 Excellent

"Exelente"

Hilton Vacation Club Mystic Dunes Orlando

Hilton Vacation Club Mystic Dunes Orlando

10/10 Excellent

"Property offers a lot of amenities. Rooms are clean and comfortable."

Omni Orlando Resort at ChampionsGate

Omni Orlando Resort at ChampionsGate

10/10 Excellent

"Perfect great hotel"

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

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.

Explore a world of travel with Expedia

More ways to book

Book Family Hotels in Winter Haven on Expedia.com