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Check availability on Winter Haven Family Hotels

Tonight
Sep 29 - Sep 30
Tomorrow
Sep 30 - Oct 1
This weekend
Oct 2 - Oct 4
Next weekend
Oct 9 - Oct 11

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 seating area featuring blue patterned chairs, a wooden coffee table, and a sofa.
A hotel lobby with a reception desk, seating area, and a bar.

1. 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.
₩148,734
₩166,572 total
includes taxes & fees
Oct 4 - Oct 5
Hampton Inn Winter Haven
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 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.

2. 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.
₩149,441
₩167,374 total
includes taxes & fees
Oct 4 - Oct 5
Holiday Inn Winter Haven by IHG
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

Courtyard by Marriott Winter Haven
Winter Haven
₩235,573
₩263,842 total
includes taxes & fees
Oct 18 - Oct 19
Courtyard by Marriott Winter Haven
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.

4. 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.
₩103,586
₩116,017 total
includes taxes & fees
Oct 1 - Oct 2
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 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!".

5. 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.
₩270,914
₩303,429 total
includes taxes & fees
Oct 12 - Oct 13
Legoland Florida Hotel
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 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.

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.
₩115,477
₩129,334 total
includes taxes & fees
Sep 30 - Oct 1
Rodeway Inn & Suites Winter Haven Chain Of Lakes
A dining area with a round table, two chairs, a view of a lake, and a decorative wall piece.
A modern kitchen with white cabinetry, stainless steel appliances, and a central island with bar stools.
A house with a covered porch, a view of a lake, and a grassy yard.
A modern living room with a leather sofa, a dining area, and a kitchen visible through a glass partition.

7. Hook, Line & Leisure: Lakefront Gem w/ Porch!

Hook, Line & Leisure: Lakefront Gem w/ Porch!
Florence Villa
  • Lakefront family retreat near LEGOLAND Florida offers free crib, high chair, and equipped kitchen.
₩223,422
₩547,072 total
includes taxes & fees
Sep 30 - Oct 1
Hook, Line & Leisure: Lakefront Gem w/ Porch!
Room
Exterior
Private kitchen
Parking

8. Florida Garden Motel Winter Haven Near Legoland

Florida Garden Motel Winter Haven Near Legoland
Winter Haven
₩93,431
₩113,987 total
includes taxes & fees
Oct 1 - Oct 2
Florida Garden Motel Winter Haven Near Legoland
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 living room with a large mural of marine life, a ceiling fan, a flat-screen TV, and a dining area in the background.
A small tree with a single white flower in a grassy field with a fence in the background.

9. BlockHaven near Legoland & Disney

BlockHaven near Legoland & Disney
Winter Haven
₩86,948
₩345,398 total
includes taxes & fees
Oct 4 - Oct 5
BlockHaven near Legoland & Disney
A reception area with a modern design, featuring a counter with a textured panel, a large abstract artwork on the wall, and a coffee station with various items.
A hotel with a parking lot and a covered entrance.
A rectangular swimming pool with a tiled edge, surrounded by lounge chairs and a small covered seating area.
A modern kitchen area with a central island, a juice bar, and a refrigerator.

10. Best Western Auburndale Inn & Suites

Best Western Auburndale Inn & Suites
Auburndale
  • Dive into family fun with a warm outdoor pool, spacious rooms, and outdoor adventures just minutes away at Best Western Auburndale.
₩136,964
₩153,399 total
includes taxes & fees
Oct 11 - Oct 12
Best Western Auburndale Inn & Suites
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 hotel room with a desk, chair, sofa, and a painting on the wall.
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.

Holiday Inn Winter Haven by IHG

Holiday Inn Winter Haven by IHG
Winter Haven
₩149,441
₩167,374 total
includes taxes & fees
Oct 4 - Oct 5
Holiday Inn Winter Haven by IHG
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

Howard Johnson by Wyndham Winter Haven FL
Winter Haven
₩103,586
₩116,017 total
includes taxes & fees
Oct 1 - Oct 2
Howard Johnson by Wyndham Winter Haven FL
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 seating area featuring blue patterned chairs, a wooden coffee table, and a sofa.
A hotel lobby with a reception desk, seating area, and a bar.

Hampton Inn Winter Haven

Hampton Inn Winter Haven
Winter Haven
₩148,734
₩166,572 total
includes taxes & fees
Oct 4 - Oct 5
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 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

Courtyard by Marriott Winter Haven
Winter Haven
₩235,573
₩263,842 total
includes taxes & fees
Oct 18 - Oct 19
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 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

Legoland Florida Hotel
Winter Haven
₩270,914
₩303,429 total
includes taxes & fees
Oct 12 - Oct 13
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 compact hotel room with a kitchenette, a patterned sofa, and a lamp.
A reception area with a wooden floor, seating arrangements, and a reception desk.

Rodeway Inn & Suites Winter Haven Chain Of Lakes

Rodeway Inn & Suites Winter Haven Chain Of Lakes
Winter Haven
₩115,477
₩129,334 total
includes taxes & fees
Sep 30 - Oct 1
Rodeway Inn & Suites Winter Haven Chain Of Lakes
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 hotel room with a desk, chair, sofa, and a painting on the wall.
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.

Holiday Inn Winter Haven by IHG

Holiday Inn Winter Haven by IHG
Winter Haven
₩149,441
₩167,374 total
includes taxes & fees
Oct 4 - Oct 5
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 swimming pool with lounge chairs and tables, surrounded by a fence and a building with a modern design.
A hotel lobby with a seating area featuring blue patterned chairs, a wooden coffee table, and a sofa.
A hotel lobby with a reception desk, seating area, and a bar.

Hampton Inn Winter Haven

Hampton Inn Winter Haven
Winter Haven
₩148,734
₩166,572 total
includes taxes & fees
Oct 4 - Oct 5
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 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

Courtyard by Marriott Winter Haven
Winter Haven
₩235,573
₩263,842 total
includes taxes & fees
Oct 18 - Oct 19
Courtyard by Marriott Winter Haven
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

Howard Johnson by Wyndham Winter Haven FL
Winter Haven
₩103,586
₩116,017 total
includes taxes & fees
Oct 1 - Oct 2
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 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

Legoland Florida Hotel
Winter Haven
₩270,914
₩303,429 total
includes taxes & fees
Oct 12 - Oct 13
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 compact hotel room with a kitchenette, a patterned sofa, and a lamp.
A reception area with a wooden floor, seating arrangements, and a reception desk.

Rodeway Inn & Suites Winter Haven Chain Of Lakes

Rodeway Inn & Suites Winter Haven Chain Of Lakes
Winter Haven
₩115,477
₩129,334 total
includes taxes & fees
Sep 30 - Oct 1
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

Hilton Vacation Club Aqua Sol Orlando West

Hilton Vacation Club Aqua Sol Orlando West

8/10 Good
"Beautiful place to stay but watch out for the hidden fees. I wasn’t aware I needed to pay for “amenities” that no one even used. $213 to be exact. If you’re staying at a resort it shouldn’t be a surprise when you get there that you have to pay for things you don’t even use. Online also only states that the only thing not included is $7 a day to park. So just be aware of the shadiness with this! Also, after you check in, they will make you turn around to talk to JEANETTE. STAY AWAY. It’s a scam to get you into buying a timeshare. They don’t tell you that they charge your card on file. Done in a sneaky shady way!! Once you check in just go to your room and do not turn around to talk to her! Other than these 2 things the place was beautiful and well kept. Spacious rooms and was a pleasant stay!"
Chelsey 6-night trip
Posted less than an hour ago
Hilton Vacation Club Aqua Sol Orlando West
Delta Hotels by Marriott Orlando Celebration

Delta Hotels by Marriott Orlando Celebration

8/10 Good
"very nice resort would stay again. i gave it four stars because the rooms are dated but have the necessities. the pool however was beautiful but their aren’t enough chairs at all. the lobby and pool are beautiful"
Taylor 2-night trip
Posted 16 hours ago
Delta Hotels by Marriott Orlando Celebration
Holiday Inn Club Vacations at Orange Lake Resort by IHG

Holiday Inn Club Vacations at Orange Lake Resort by IHG

8/10 Good
"Staff is helpful. Rooms are spacious. Kitchen looks outdated."
Maria Judith 2-night trip
Posted 17 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
"Property offers a lot of amenities. Rooms are clean and comfortable."
Jessie 2-night trip
Posted 1 day ago
Hilton Vacation Club Mystic Dunes Orlando

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.

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