TOP Family-Friendly Hotels in Lakeland - Winter Haven, FL for 2026

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Check availability on Lakeland - Winter Haven Family-Friendly Hotels

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Our top choices for Lakeland - Winter Haven family-friendly hotels

A modern hotel reception area with a wooden reception desk, a seating area with a table and chairs, and a large wall with geometric patterns.

A modern room with a dark blue sofa, a wooden coffee table, and a matching ottoman. A map mural adorns the wall.

A modern bathroom with a toilet, sink, and shower curtain.

A hotel room with a sofa, two beds, a desk, a TV, and a carpeted floor.

1. Holiday Inn Express Lake Wales N-Winter Haven by IHG

Lake Wales

Family-friendly hotel just 9 minutes from LEGOLAND® Florida offers outdoor pool and complimentary breakfast daily.

₹12,548

₹14,053 total

includes taxes & fees

18 Oct - 19 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 reception area with a modern design, featuring a counter, a seating area, and a wall with a unique pattern.

A modern hotel with a prominent entrance, multiple floors, and a parking lot.

2. Best Western Plus Winter Haven Inn & Suites

Winter Haven

₹11,703

₹13,107 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 modern bathroom with a bathtub, a large mirror, a vanity with a sink, and neatly arranged towels.

3. Hampton Inn Winter Haven

Winter Haven

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

₹11,317

₹12,675 total

includes taxes & fees

8 Nov - 9 Nov

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 hotel room with a kitchenette, a dining area, and a bed.

A modern kitchen with a dining area, a flat-screen TV, and a large window.

4. Staybridge Suites Winter Haven Auburndale by IHG

Winter Haven

₹12,835

₹14,375 total

includes taxes & fees

18 Oct - 19 Oct

A swimming pool area with people playing with building blocks.

A row of colorful, single-story buildings with a uniform roof design, white picket fences, and a clear pathway leading to the entrance.

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

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

5. LEGOLAND Beach Retreat

Winter Haven

₹20,019

₹26,175 total

includes taxes & fees

30 Oct - 31 Oct

A water play area with multiple fountains and colorful play structures.

A spacious lobby with a reception desk, seating area, and decorative hanging lights.

A hotel pool area with lounge chairs and umbrellas, surrounded by tall buildings and a sunset sky.

A modern hotel lobby with seating areas, tables, and decorative wall panels.

6. Drury Plaza Hotel Orlando - Disney Springs Area

Lake Buena Vista

Enchanting Disney escape with kiddie-friendly pools, arcades, and free breakfast just steps from magical parks.

₹16,282

₹18,317 total

includes taxes & fees

20 Oct - 21 Oct

A breakfast bar with various food dispensers, a seating area with a table and chairs, and large windows with a view of greenery.

A swimming pool with clear blue water, surrounded by lounge chairs and yellow umbrellas.

A hotel room with a large window overlooking a swimming pool and a landscaped area with trees and a building in the background.

A lobby with a central seating area, wooden ceiling, and patterned carpet.

7. Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center

Bay Lake

Family-friendly holiday vibes with outdoor pools, a basketball court, and an easy drive to Walt Disney World® Resort.

₹7,318

₹8,233 total

includes taxes & fees

29 Oct - 30 Oct

A large hotel with multiple floors, a central courtyard, and a reflective water feature.

A modern lobby with a large fireplace, comfortable seating, and a well-lit ceiling.

A modern bathroom with a large mirror, two sinks, and a glass-enclosed shower area.

A hotel pool area with lounge chairs, a fire pit, and a large pool.

8. Residence Inn by Marriott Orlando Flamingo Crossing/Western Entrance

Bay Lake

Adventure awaits at this family-friendly Disney escape, featuring an outdoor pool, free breakfast, and shuttle service to nearby parks.

₹7,897

₹8,884 total

includes taxes & fees

29 Oct - 30 Oct

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Choose what matters most at family-friendly hotels in Lakeland - Winter Haven

Breakfast included

Pool

All-inclusive

4 stars

5 stars

Family-friendly hotels with free breakfast in Lakeland - Winter Haven

Best Western Plus Winter Haven Inn & Suites

Winter Haven

₹11,703

₹13,107 total

includes taxes & fees

18 Oct - 19 Oct

A Holiday Inn Express hotel with a covered entrance, parking lot, and palm trees.

Holiday Inn Express Lake Wales N-Winter Haven by IHG

Lake Wales

₹12,548

₹14,053 total

includes taxes & fees

18 Oct - 19 Oct

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

₹11,317

₹12,675 total

includes taxes & fees

8 Nov - 9 Nov

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 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

₹16,187

₹18,130 total

includes taxes & fees

18 Oct - 19 Oct

Staybridge Suites Winter Haven Auburndale by IHG

Winter Haven

₹12,835

₹14,375 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 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.

Home2 Suites By Hilton Winter Haven

Winter Haven

₹14,573

₹16,322 total

includes taxes & fees

1 Nov - 2 Nov

A hotel lobby with a blue sofa set, a red chair, a patterned carpet, and large windows offering a view of the outdoors.

A hotel breakfast area with a long counter, self-service food stations, and a large flat-screen TV mounted on the wall.

A hotel entrance with a covered walkway, columns, and arched windows.

A hotel with a central entrance, multiple floors, and a sign reading 'Comfort Inn & Suites.'

Comfort Inn & Suites Lakeland North I-4

Lakeland

₹8,386

₹9,392 total

includes taxes & fees

8 Nov - 9 Nov

A multi-story hotel with a modern design, featuring a prominent 'Best Western PLUS' sign.

A spacious, modern kitchen area with a coffee station, counter space, and a tiled floor.

A gym with a bench, dumbbells, and a wall with a large TV.

A hotel room with two beds, a desk, a lamp, and a window with curtains.

Best Western Plus Lakeland

Lakeland

₹9,688

₹10,851 total

includes taxes & fees

15 Oct - 16 Oct

A dining area with tables, chairs, and a colorful mural in the background.

LEGOLAND Beach Retreat

Winter Haven

₹20,019

₹26,175 total

includes taxes & fees

30 Oct - 31 Oct

An outdoor patio with a fire pit, wicker furniture, and a checkered wall.

A modern bar area with a long counter, multiple bar stools, a television mounted on the wall, and a variety of bottles and glasses on shelves.

A modern hotel lobby with multiple seating areas, a reception desk, and a large digital screen displaying scenic images.

A modern hotel with a pool area, palm trees, and a parking lot.

SpringHill Suites by Marriott Lakeland

Downtown Lakeland

₹12,537

₹14,041 total

includes taxes & fees

25 Oct - 26 Oct

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Family-friendly hotels with pools in Lakeland - Winter Haven

Best Western Plus Winter Haven Inn & Suites

Winter Haven

₹11,703

₹13,107 total

includes taxes & fees

18 Oct - 19 Oct