The Best Family Hotels in Winter Haven, FL from AED 286 in 2026 | Expedia

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Check availability on Winter Haven Family Hotels

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16 Oct - 18 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 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.

A reception area with a modern design, featuring a counter, a seating area, and a wall with a unique pattern.

1. Best Western Plus Winter Haven Inn & Suites

Winter Haven

AED 479

AED 536 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 modern bathroom with a bathtub, a large mirror, a vanity with a sink, and neatly arranged towels.

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

2. Hampton Inn Winter Haven

Winter Haven

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

AED 419

AED 469 total

includes taxes & fees

30 Oct - 31 Oct

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.

3. Holiday Inn Winter Haven by IHG

Winter Haven

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

AED 433

AED 485 total

includes taxes & fees

11 Oct - 12 Oct

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

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

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.

4. Staybridge Suites Winter Haven Auburndale by IHG

Winter Haven

AED 507

AED 568 total

includes taxes & fees

11 Oct - 12 Oct

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 spacious indoor area with a bar, seating arrangements, and a large screen displaying content.

A modern building with a large glass entrance, palm trees, and people walking around.

5. Courtyard by Marriott Winter Haven

Winter Haven

AED 637

AED 713 total

includes taxes & fees

18 Oct - 19 Oct

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

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.

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

6. Home2 Suites By Hilton Winter Haven

Winter Haven

AED 528

AED 591 total

includes taxes & fees

18 Oct - 19 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 bathtub with a white shower curtain, a grab bar, and a handheld showerhead.

A restaurant with wooden walls, a neon sign, tables, chairs, a kitchen area, and a tiled floor.

7. 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.

AED 281

AED 315 total

includes taxes & fees

8 Oct - 9 Oct

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 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.

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.

AED 297

AED 332 total

includes taxes & fees

8 Oct - 9 Oct

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

Hampton Inn Winter Haven

Winter Haven

AED 419

AED 469 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 restaurant with wooden walls, a neon sign, tables, chairs, a kitchen area, and a tiled floor.

Howard Johnson by Wyndham Winter Haven FL

Winter Haven

AED 281

AED 315 total

includes taxes & fees

8 Oct - 9 Oct

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

Holiday Inn Winter Haven by IHG

Winter Haven

AED 433

AED 485 total

includes taxes & fees

11 Oct - 12 Oct

A hotel room with two beds, a desk, a microwave, a TV, and a painting on the wall.

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.

A reception area with a modern design, featuring a counter, a seating area, and a wall with a unique pattern.

Best Western Plus Winter Haven Inn & Suites

Winter Haven

AED 479

AED 536 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 modern kitchen with a wooden counter, coffee machines, and a Coca-Cola refrigerator.

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.

Staybridge Suites Winter Haven Auburndale by IHG

Winter Haven

AED 507

AED 568 total

includes taxes & fees

11 Oct - 12 Oct

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 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.

Courtyard by Marriott Winter Haven

Winter Haven

AED 637

AED 713 total

includes taxes & fees

18 Oct - 19 Oct

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

Rodeway Inn & Suites Winter Haven Chain Of Lakes

Winter Haven

AED 297

AED 332 total

includes taxes & fees

8 Oct - 9 Oct

A pool with floating building blocks and a colorful building with balconies in the background.

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.

A bedroom with a bed, a dresser, a mirror, and a map on the wall.

Legoland Florida Hotel

Winter Haven

AED 731

AED 962 total

includes taxes & fees

20 Oct - 21 Oct

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

Hampton Inn Winter Haven

Winter Haven

AED 419

AED 469 total

includes taxes & fees

30 Oct - 31 Oct

A hotel room with two beds, a desk, a microwave, a TV, and a painting on the wall.

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.

A reception area with a modern design, featuring a counter, a seating area, and a wall with a unique pattern.

Best Western Plus Winter Haven Inn & Suites

Winter Haven

AED 479

AED 536 total

includes taxes & fees

18 Oct - 19 Oct

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

Holiday Inn Winter Haven by IHG

Winter Haven

AED 433

AED 485 total

includes taxes & fees

11 Oct - 12 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 restaurant with wooden walls, a neon sign, tables, chairs, a kitchen area, and a tiled floor.

Howard Johnson by Wyndham Winter Haven FL

Winter Haven

AED 281

AED 315 total

includes taxes & fees

8 Oct - 9 Oct

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

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

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.

Staybridge Suites Winter Haven Auburndale by IHG

Winter Haven

AED 507

AED 568 total

includes taxes & fees

11 Oct - 12 Oct

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 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.

Courtyard by Marriott Winter Haven

Winter Haven

AED 637

AED 713 total

includes taxes & fees

18 Oct - 19 Oct

A swimming pool with lounge chairs, surrounded by palm trees and a dock extending into a body of water, during sunset.

A residential property with a paved driveway, a lawn, and mature trees with hanging moss.

A room with two beds, a small rug, and a staircase.

A kitchen with a black countertop, a microwave, a toaster, a coffee maker, and a clock.

The Russell Lake House

Winter Haven

AED 248

AED 770 total

includes taxes & fees

11 Oct - 12 Oct

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

Rodeway Inn & Suites Winter Haven Chain Of Lakes

Winter Haven

AED 297

AED 332 total

includes taxes & fees

8 Oct - 9 Oct

A swimming pool with a fence, lounge chairs, and a palm tree.

A dock extending into a body of water with a grassy area in the foreground.

A compact room with wooden walls, a sofa, a television, a small table, and a stove.

A compact kitchen with wooden cabinets, a refrigerator, a microwave, and a stove.

Lake Ida Beach Resort

Winter Haven

AED 255

AED 286 total

includes taxes & fees

15 Oct - 16 Oct

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

Hilton Vacation Club Aqua Sol Orlando West

Hilton Vacation Club Aqua Sol Orlando West

10/10 Excellent

"nice room very peaceful"

Ramada by Wyndham Kissimmee Gateway

Ramada by Wyndham Kissimmee Gateway

10/10 Excellent

"Excelente ubicacion , Muy buen lugar"

Hilton Vacation Club Mystic Dunes Orlando

Hilton Vacation Club Mystic Dunes Orlando

10/10 Excellent

"Great location very clean"

Vacation Village Orlando, Celebration

Vacation Village Orlando, Celebration

10/10 Excellent

"Excelente"

Holiday Inn Resort Kissimmee by the Parks by IHG

Holiday Inn Resort Kissimmee by the Parks by IHG

10/10 Excellent

"It was great for our stay, they kept our room nice and clean! Having the Dunkin at the hotel was convenient since we didn’t opt in for breakfast. The shuttle service reservation to the Disney Parks was a huge plus."

Delta Hotels by Marriott Orlando Celebration

Delta Hotels by Marriott Orlando Celebration

10/10 Excellent

"Close to Disney, crazy helpful staff, great pool (the smaller one is heated-ish), great pool bar, would stay here again. Came with teens and it.was golden."

Omni Orlando Resort at ChampionsGate

Omni Orlando Resort at ChampionsGate

10/10 Excellent

"Lazy river & pool areas incredible will absolutely stay again."

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.