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Hotels & Accommodation in Winter Haven

September 2026
12
October 2026

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Next weekend
18 Sept - 20 Sept
In two weeks
25 Sept - 27 Sept

Where to stay in Winter Haven?

Properties are selected based on real traveller reviews and popularity among guests who’ve booked a night in Winter Haven on Hotels.com. These Winter Haven hotels consistently deliver on quality, location and traveller experience. Last updated on 12 September 2026.
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 lobby with a central reception desk, multiple light fixtures, and a patterned wall.

1. Best Western Plus Winter Haven Inn & Suites 

Best Western Plus Winter Haven Inn & Suites 
Winter Haven
R1 972
R2 208 total
includes taxes & fees
15 Sept - 16 Sept
Best Western Plus Winter Haven Inn & Suites 
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 Holiday Inn hotel with a clear entrance, multiple flags, and a covered parking area.
A hotel room with a desk, chair, sofa, and a painting on the wall.

2. Holiday Inn Winter Haven by IHG

Holiday Inn Winter Haven by IHG
Winter Haven
R1 702
R1 906 total
includes taxes & fees
20 Sept - 21 Sept
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 hotel lobby with a reception desk, seating area, and a bar.
A hotel lobby with a seating area featuring blue patterned chairs, a wooden coffee table, and a sofa.
A swimming pool with lounge chairs and tables, surrounded by a fence and a building with a modern design.

3. Hampton Inn Winter Haven

Hampton Inn Winter Haven
Winter Haven
R1 839
R2 060 total
includes taxes & fees
20 Sept - 21 Sept
Hampton Inn Winter Haven
A modern living room with a fireplace, a sofa, a coffee table, and a TV mounted on the wall.
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.
A modern kitchen with a wooden counter, coffee machines, and a Coca-Cola refrigerator.

4. Staybridge Suites Winter Haven Auburndale by IHG

Staybridge Suites Winter Haven Auburndale by IHG
Winter Haven
R1 961
R2 197 total
includes taxes & fees
20 Sept - 21 Sept
Staybridge Suites Winter Haven Auburndale by IHG
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 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.

5. Courtyard by Marriott Winter Haven

Courtyard by Marriott Winter Haven
Winter Haven
R2 318
R2 596 total
includes taxes & fees
27 Sept - 28 Sept
Courtyard by Marriott Winter Haven
An outdoor seating area with sofas, chairs, and a fire pit.
A modern kitchen with a central island, bar stools, and a refrigerator.
A reception desk with a sign reading "HOME 2 Suites by Hilton," a minibar, a refrigerator labeled "COLDER," and a snack shelf.
A hotel room with a desk, chair, sofa, ottoman, and a large window.

6. Home2 Suites By Hilton Winter Haven

Home2 Suites By Hilton Winter Haven
Winter Haven
R2 113
R2 367 total
includes taxes & fees
20 Sept - 21 Sept
Home2 Suites By Hilton Winter Haven
A hotel room with two beds, a TV, a microwave, and a desk with a lamp.
A restaurant with wooden walls, a neon sign, tables, chairs, a kitchen area, and a tiled floor.
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.

7. Howard Johnson by Wyndham Winter Haven FL

Howard Johnson by Wyndham Winter Haven FL
Winter Haven
R1 372
R1 536 total
includes taxes & fees
15 Sept - 16 Sept
Howard Johnson by Wyndham Winter Haven FL
A swimming pool area with people playing with building blocks.
A dining area with tables, chairs, and a colorful mural in the background.
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 row of colorful, single-story buildings with a uniform roof design, white picket fences, and a clear pathway leading to the entrance.

8. LEGOLAND Beach Retreat

LEGOLAND Beach Retreat
Winter Haven
R2 318
R3 229 total
includes taxes & fees
12 Oct - 13 Oct
LEGOLAND Beach Retreat
A wedding ceremony on a beach with a thatched gazebo and guests seated on chairs.
A waterfront property with a dock, lounge chairs, and palm trees.
A marina with boats docked, surrounded by palm trees and a building with a covered area.
A lakeside view with a dock and a small building, likely a cabin or a house, surrounded by trees.

9. Lake Roy Beach Inn

Lake Roy Beach Inn
Winter Haven
R1 264
R1 415 total
includes taxes & fees
13 Sept - 14 Sept
Lake Roy Beach Inn
A hotel room with a bed, a TV mounted on the wall, a desk, and a small table.
A building with a metal roof, palm trees, and a sidewalk.
A modern bathroom with a pedestal sink, toilet, and walk-in shower.
A bathroom with a shower, toilet, and sink.

10. Budget Inn Winter Haven

Budget Inn Winter Haven
Winter Haven
R1 339
R1 500 total
includes taxes & fees
13 Sept - 14 Sept
Budget Inn Winter Haven
A reception area with a marble counter, framed artwork, and potted plants.

11. Florida Garden Motel Winter Haven Near Legoland

Florida Garden Motel Winter Haven Near Legoland
Winter Haven
R1 113
R1 358 total
includes taxes & fees
20 Sept - 21 Sept
Florida Garden Motel Winter Haven Near Legoland
A dining area with a round table, two chairs, a view of a lake, and a decorative wall piece.
A house with a covered porch, a view of a lake, and a grassy yard.
A living room with a ceiling fan, a sofa, a leather chair, a coffee table, and a rug.
A modern living room with a leather sofa, a dining area, and a kitchen visible through a glass partition.

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

Hook, Line & Leisure: Lakefront Gem w/ Porch!
Florence Villa
R2 663
R6 520 total
includes taxes & fees
13 Sept - 14 Sept
Hook, Line & Leisure: Lakefront Gem w/ Porch!
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.
A compact kitchen with white cabinets, a stainless steel refrigerator, a microwave, and a dishwasher.
A small tree with a single white flower in a grassy field with a fence in the background.

13. BlockHaven near Legoland & Disney

BlockHaven near Legoland & Disney
Winter Haven
R1 152
R4 236 total
includes taxes & fees
13 Sept - 14 Sept
BlockHaven near Legoland & Disney
A kitchen area with a stone wall, wooden cabinets, a coffee station, and a staircase with a metal railing.
A swimming pool with a white fence, outdoor seating, and a building with balconies in the background.
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.

14. Rodeway Inn & Suites Winter Haven Chain Of Lakes

Rodeway Inn & Suites Winter Haven Chain Of Lakes
Winter Haven
R1 303
R1 460 total
includes taxes & fees
15 Sept - 16 Sept
Rodeway Inn & Suites Winter Haven Chain Of Lakes
A swimming pool with a fence, lounge chairs, and a palm tree.
A compact room with wooden walls, a sofa, a television, a small table, and a stove.
A dock extending into a body of water with a grassy area in the foreground.
A cozy room with a wooden interior, a sofa, a small table, and a television.

15. Lake Ida Beach Resort

Lake Ida Beach Resort
Winter Haven
R1 147
R1 285 total
includes taxes & fees
19 Sept - 20 Sept
Lake Ida Beach Resort
A sign for Economy Suites with a digital display below it.
A hotel room with a floral bedspread, a wooden headboard, two wall-mounted lamps, and a framed picture on the wall.
A pool area with white lounge chairs, a table, and a 3ft no diving sign.
A spacious room with a large ceiling fan, a marble counter, and a view of the outside through a window.

16. Economy Suites

Economy Suites
Winter Haven
R1 220
R1 366 total
includes taxes & fees
13 Sept - 14 Sept
Economy Suites
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.
Two LEGO figures in front of a colorful hotel building with a sign that reads "HOTEL".

17. Legoland Florida Hotel

Legoland Florida Hotel
Winter Haven
R3 210
R4 227 total
includes taxes & fees
15 Sept - 16 Sept
Legoland Florida Hotel
A modern kitchen with white cabinets, stainless steel appliances, a granite countertop, and a built-in oven.
A modern kitchen with white cabinets, a wooden countertop, and a dining area with stools.
A dining area with a table, chairs, a decorative shelf, and a window with blinds.
A bedroom with a bed, a dining table with chairs, a small table with a lamp, a window with curtains, and a view of a pool.

18. Legoland & Lakes Pool Home w/ Private Suite

Legoland & Lakes Pool Home w/ Private Suite
Winter Haven
R2 356
R8 166 total
includes taxes & fees
25 Sept - 26 Sept
Legoland & Lakes Pool Home w/ Private Suite
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 Holiday Inn Express hotel with a covered entrance, parking lot, and palm trees.
A hotel room with a sofa, two beds, a desk, a TV, and a carpeted floor.
A modern room with a dark blue sofa, a wooden coffee table, and a matching ottoman. A map mural adorns the wall.

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

Holiday Inn Express Lake Wales N-Winter Haven by IHG
Lake Wales
R2 130
R2 386 total
includes taxes & fees
04 Oct - 05 Oct
Holiday Inn Express Lake Wales N-Winter Haven by IHG
A modern living room with a green sectional sofa, two armchairs, a coffee table, and a bookshelf.
A hotel room with a bed, a television, a desk, a sofa, and a kitchen area.
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 Best Western hotel with a modern design, featuring a spacious parking lot and well-maintained landscaping.

20. Best Western Auburndale Inn & Suites

Best Western Auburndale Inn & Suites
Auburndale
R1 690
R1 893 total
includes taxes & fees
21 Sept - 22 Sept
Best Western Auburndale Inn & Suites
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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 lobby with a central reception desk, multiple light fixtures, and a patterned wall.

Best Western Plus Winter Haven Inn & Suites 

Best Western Plus Winter Haven Inn & Suites 
Winter Haven
R2 103
per night
R2 355 total
includes taxes & fees
Best Western Plus Winter Haven Inn & Suites 
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 lobby with a seating area featuring blue patterned chairs, a wooden coffee table, and a sofa.
A swimming pool with lounge chairs and tables, surrounded by a fence and a building with a modern design.

Hampton Inn Winter Haven

Hampton Inn Winter Haven
Winter Haven
R2 243
per night
R2 512 total
includes taxes & fees
Hampton Inn Winter Haven
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 Holiday Inn hotel with a clear entrance, multiple flags, and a covered parking area.
A hotel room with a desk, chair, sofa, and a painting on the wall.

Holiday Inn Winter Haven by IHG

Holiday Inn Winter Haven by IHG
Winter Haven
R2 404
per night
R2 693 total
includes taxes & fees
Holiday Inn Winter Haven by IHG
A hotel room with two beds, a TV, a microwave, and a desk with a lamp.
A restaurant with wooden walls, a neon sign, tables, chairs, a kitchen area, and a tiled floor.
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

Howard Johnson by Wyndham Winter Haven FL
Winter Haven
R1 614
per night
R1 807 total
includes taxes & fees
Howard Johnson by Wyndham Winter Haven FL
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 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.

Courtyard by Marriott Winter Haven

Courtyard by Marriott Winter Haven
Winter Haven
R2 727
per night
R3 054 total
includes taxes & fees
Courtyard by Marriott Winter Haven
A modern living room with a fireplace, a sofa, a coffee table, and a TV mounted on the wall.
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.
A modern kitchen with a wooden counter, coffee machines, and a Coca-Cola refrigerator.

Staybridge Suites Winter Haven Auburndale by IHG

Staybridge Suites Winter Haven Auburndale by IHG
Winter Haven
R2 566
per night
R2 874 total
includes taxes & fees
Staybridge Suites Winter Haven Auburndale by IHG
An outdoor seating area with sofas, chairs, and a fire pit.
A modern kitchen with a central island, bar stools, and a refrigerator.
A reception desk with a sign reading "HOME 2 Suites by Hilton," a minibar, a refrigerator labeled "COLDER," and a snack shelf.
A hotel room with a desk, chair, sofa, ottoman, and a large window.

Home2 Suites By Hilton Winter Haven

Home2 Suites By Hilton Winter Haven
Winter Haven
R2 969
per night
R3 326 total
includes taxes & fees
Home2 Suites By Hilton Winter Haven
A wedding ceremony on a beach with a thatched gazebo and guests seated on chairs.
A waterfront property with a dock, lounge chairs, and palm trees.
A marina with boats docked, surrounded by palm trees and a building with a covered area.
A lakeside view with a dock and a small building, likely a cabin or a house, surrounded by trees.

Lake Roy Beach Inn

Lake Roy Beach Inn
Winter Haven
R303 off
R1 278
per night
R1 431 total
includes taxes & fees
Lake Roy Beach Inn
A reception area with a marble counter, framed artwork, and potted plants.

Florida Garden Motel Winter Haven Near Legoland

Florida Garden Motel Winter Haven Near Legoland
Winter Haven
R1 146
per night
R1 398 total
includes taxes & fees
Sign in for extra savings
Florida Garden Motel Winter Haven Near Legoland
A hotel room with a bed, a TV mounted on the wall, a desk, and a small table.
A building with a metal roof, palm trees, and a sidewalk.
A modern bathroom with a pedestal sink, toilet, and walk-in shower.
A bathroom with a shower, toilet, and sink.

Budget Inn Winter Haven

Budget Inn Winter Haven
Winter Haven
R1 339
per night
R1 500 total
includes taxes & fees
Budget Inn Winter Haven
A kitchen area with a stone wall, wooden cabinets, a coffee station, and a staircase with a metal railing.
A swimming pool with a white fence, outdoor seating, and a building with balconies in the background.
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.

Rodeway Inn & Suites Winter Haven Chain Of Lakes

Rodeway Inn & Suites Winter Haven Chain Of Lakes
Winter Haven
R1 372
per night
R1 536 total
includes taxes & fees
Rodeway Inn & Suites Winter Haven Chain Of Lakes
A sign for Economy Suites with a digital display below it.
A hotel room with a floral bedspread, a wooden headboard, two wall-mounted lamps, and a framed picture on the wall.
A pool area with white lounge chairs, a table, and a 3ft no diving sign.
A spacious room with a large ceiling fan, a marble counter, and a view of the outside through a window.

Economy Suites

Economy Suites
Winter Haven
R1 220
per night
R1 366 total
includes taxes & fees
Sign in for extra savings
Economy Suites
A dining area with a round table, two chairs, a view of a lake, and a decorative wall piece.
A house with a covered porch, a view of a lake, and a grassy yard.
A living room with a ceiling fan, a sofa, a leather chair, a coffee table, and a rug.
A modern living room with a leather sofa, a dining area, and a kitchen visible through a glass partition.

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

Hook, Line & Leisure: Lakefront Gem w/ Porch!
Florence Villa
Hook, Line & Leisure: Lakefront Gem w/ Porch!

LEGOLAND Pirate Island Hotel

LEGOLAND Pirate Island Hotel
Winter Haven
LEGOLAND Pirate Island Hotel

Winter Haven Gardens Inn

Winter Haven Gardens Inn
Winter Haven
Winter Haven Gardens Inn

Check out pet-friendly hotels 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 lobby with a seating area featuring blue patterned chairs, a wooden coffee table, and a sofa.
A swimming pool with lounge chairs and tables, surrounded by a fence and a building with a modern design.

Hampton Inn Winter Haven

Hampton Inn Winter Haven
Winter Haven
R1 839
R2 060 total
includes taxes & fees
20 Sept - 21 Sept
Hampton Inn Winter Haven
A hotel room with two beds, a TV, a microwave, and a desk with a lamp.
A restaurant with wooden walls, a neon sign, tables, chairs, a kitchen area, and a tiled floor.
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

Howard Johnson by Wyndham Winter Haven FL
Winter Haven
R1 372
R1 536 total
includes taxes & fees
15 Sept - 16 Sept
Howard Johnson by Wyndham Winter Haven FL
A modern living room with a fireplace, a sofa, a coffee table, and a TV mounted on the wall.
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.
A modern kitchen with a wooden counter, coffee machines, and a Coca-Cola refrigerator.

Staybridge Suites Winter Haven Auburndale by IHG

Staybridge Suites Winter Haven Auburndale by IHG
Winter Haven
R1 961
R2 197 total
includes taxes & fees
20 Sept - 21 Sept
Staybridge Suites Winter Haven Auburndale by IHG
An outdoor seating area with sofas, chairs, and a fire pit.
A modern kitchen with a central island, bar stools, and a refrigerator.
A reception desk with a sign reading "HOME 2 Suites by Hilton," a minibar, a refrigerator labeled "COLDER," and a snack shelf.
A hotel room with a desk, chair, sofa, ottoman, and a large window.

Home2 Suites By Hilton Winter Haven

Home2 Suites By Hilton Winter Haven
Winter Haven
R2 113
R2 367 total
includes taxes & fees
20 Sept - 21 Sept
Home2 Suites By Hilton Winter Haven
A reception area with a marble counter, framed artwork, and potted plants.

Florida Garden Motel Winter Haven Near Legoland

Florida Garden Motel Winter Haven Near Legoland
Winter Haven
R1 113
R1 358 total
includes taxes & fees
20 Sept - 21 Sept
Florida Garden Motel Winter Haven Near Legoland
A wedding ceremony on a beach with a thatched gazebo and guests seated on chairs.
A waterfront property with a dock, lounge chairs, and palm trees.
A marina with boats docked, surrounded by palm trees and a building with a covered area.
A lakeside view with a dock and a small building, likely a cabin or a house, surrounded by trees.

Lake Roy Beach Inn

Lake Roy Beach Inn
Winter Haven
R1 264
R1 415 total
includes taxes & fees
13 Sept - 14 Sept
Lake Roy Beach Inn
A kitchen area with a stone wall, wooden cabinets, a coffee station, and a staircase with a metal railing.
A swimming pool with a white fence, outdoor seating, and a building with balconies in the background.
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.

Rodeway Inn & Suites Winter Haven Chain Of Lakes

Rodeway Inn & Suites Winter Haven Chain Of Lakes
Winter Haven
R1 303
R1 460 total
includes taxes & fees
15 Sept - 16 Sept
Rodeway Inn & Suites Winter Haven Chain Of Lakes
A sign for Economy Suites with a digital display below it.
A hotel room with a floral bedspread, a wooden headboard, two wall-mounted lamps, and a framed picture on the wall.
A pool area with white lounge chairs, a table, and a 3ft no diving sign.
A spacious room with a large ceiling fan, a marble counter, and a view of the outside through a window.

Economy Suites

Economy Suites
Winter Haven
R1 220
R1 367 total
includes taxes & fees
17 Sept - 18 Sept
Economy Suites
A modern kitchen with white cabinets, stainless steel appliances, a granite countertop, and a built-in oven.
A modern kitchen with white cabinets, a wooden countertop, and a dining area with stools.
A dining area with a table, chairs, a decorative shelf, and a window with blinds.
A bedroom with a bed, a dining table with chairs, a small table with a lamp, a window with curtains, and a view of a pool.

Legoland & Lakes Pool Home w/ Private Suite

Legoland & Lakes Pool Home w/ Private Suite
Winter Haven
R2 356
R8 166 total
includes taxes & fees
25 Sept - 26 Sept
Legoland & Lakes Pool Home w/ Private Suite
View all properties

You may also like 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 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 lobby with a central reception desk, multiple light fixtures, and a patterned wall.

Best Western Plus Winter Haven Inn & Suites 

Best Western Plus Winter Haven Inn & Suites 
Winter Haven
R1 972
R2 208 total
includes taxes & fees
15 Sept - 16 Sept
Best Western Plus Winter Haven Inn & Suites 
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 Holiday Inn hotel with a clear entrance, multiple flags, and a covered parking area.
A hotel room with a desk, chair, sofa, and a painting on the wall.

Holiday Inn Winter Haven by IHG

Holiday Inn Winter Haven by IHG
Winter Haven
R1 702
R1 906 total
includes taxes & fees
20 Sept - 21 Sept
Holiday Inn Winter Haven by IHG
A modern living room with a fireplace, a sofa, a coffee table, and a TV mounted on the wall.
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.
A modern kitchen with a wooden counter, coffee machines, and a Coca-Cola refrigerator.

Staybridge Suites Winter Haven Auburndale by IHG

Staybridge Suites Winter Haven Auburndale by IHG
Winter Haven
R1 961
R2 197 total
includes taxes & fees
20 Sept - 21 Sept
Staybridge Suites Winter Haven Auburndale by IHG
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 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.

Courtyard by Marriott Winter Haven

Courtyard by Marriott Winter Haven
Winter Haven
R2 318
R2 596 total
includes taxes & fees
27 Sept - 28 Sept
Courtyard by Marriott 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 lobby with a seating area featuring blue patterned chairs, a wooden coffee table, and a sofa.
A swimming pool with lounge chairs and tables, surrounded by a fence and a building with a modern design.

Hampton Inn Winter Haven

Hampton Inn Winter Haven
Winter Haven
R1 839
R2 060 total
includes taxes & fees
20 Sept - 21 Sept
Hampton Inn Winter Haven
A swimming pool area with people playing with building blocks.
A dining area with tables, chairs, and a colorful mural in the background.
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 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

LEGOLAND Beach Retreat
Winter Haven
R2 318
R3 229 total
includes taxes & fees
12 Oct - 13 Oct
LEGOLAND Beach Retreat
An outdoor seating area with sofas, chairs, and a fire pit.
A modern kitchen with a central island, bar stools, and a refrigerator.
A reception desk with a sign reading "HOME 2 Suites by Hilton," a minibar, a refrigerator labeled "COLDER," and a snack shelf.
A hotel room with a desk, chair, sofa, ottoman, and a large window.

Home2 Suites By Hilton Winter Haven

Home2 Suites By Hilton Winter Haven
Winter Haven
R2 113
R2 367 total
includes taxes & fees
20 Sept - 21 Sept
Home2 Suites By Hilton Winter Haven
A hotel room with two beds, a TV, a microwave, and a desk with a lamp.
A restaurant with wooden walls, a neon sign, tables, chairs, a kitchen area, and a tiled floor.
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

Howard Johnson by Wyndham Winter Haven FL
Winter Haven
R1 372
R1 536 total
includes taxes & fees
15 Sept - 16 Sept
Howard Johnson by Wyndham Winter Haven FL
A wedding ceremony on a beach with a thatched gazebo and guests seated on chairs.
A waterfront property with a dock, lounge chairs, and palm trees.
A marina with boats docked, surrounded by palm trees and a building with a covered area.
A lakeside view with a dock and a small building, likely a cabin or a house, surrounded by trees.

Lake Roy Beach Inn

Lake Roy Beach Inn
Winter Haven
R1 264
R1 415 total
includes taxes & fees
13 Sept - 14 Sept
Lake Roy Beach Inn
A modern kitchen with white cabinets, stainless steel appliances, a granite countertop, and a built-in oven.
A modern kitchen with white cabinets, a wooden countertop, and a dining area with stools.
A dining area with a table, chairs, a decorative shelf, and a window with blinds.
A bedroom with a bed, a dining table with chairs, a small table with a lamp, a window with curtains, and a view of a pool.

Legoland & Lakes Pool Home w/ Private Suite

Legoland & Lakes Pool Home w/ Private Suite
Winter Haven
R2 356
R8 166 total
includes taxes & fees
25 Sept - 26 Sept
Legoland & Lakes Pool Home w/ Private Suite
View all properties

Go beyond your typical stay in Winter Haven

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Our prices for hotels in Winter Haven are cheapest in September

Price trends for hotels in Winter Haven

Pricing is based on two traveller single night rates
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September

High 31°C / low 23°C. Partly sunny.
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Monthly weather averages (˚C)

Top neighbourhoods in Winter Haven

Lucerne Park

Winter Haven's Lucerne Park neighbourhood offers attractions, including Lake Henry.

Top landmarks in Winter Haven

A detailed model of a cityscape with various buildings, including a tall skyscraper, a modern building, and a historic building with a red roof.

LEGOLAND® Florida

9.0/10 (2 150 reviews)
Why not give yourself a treat with a trip to LEGOLAND® Florida, one of the most popular family attractions located 3.2 mi (5.2 km) from central Winter Haven? If you have fun at LEGOLAND® Florida, you'll love Peppa Pig Theme Park Florida, just a short walk away.
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A narrow water channel surrounded by lush greenery and tall trees.

Chain of Lakes Park

8.2/10 (185 reviews)
You can catch an event at Chain of Lakes Park, located 1.6 mi (2.5 km) from central Winter Haven. If you think Chain of Lakes Park is cool, you might also like Winter Haven City Tennis Center, located nearby.
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Peppa Pig Theme Park Florida

If thrills are what you're after, head to Peppa Pig Theme Park Florida, located 3.6 mi (5.8 km) from central Winter Haven. If you have fun at Peppa Pig Theme Park Florida, you'll love LEGOLAND® Florida, just a short walk away.
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Theatre Winter Haven

7.4/10 (56 reviews)
Theatre Winter Haven is 1.3 mi (2.2 km) from central Winter Haven, why not stop by during your stay? If you want to experience more of the culture Winter Haven has to offer, head to LEGOLAND® Florida, Chain of Lakes Park, and Indigo's Family Fun Center.
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Cypresswood Golf and Country Club

6.4/10 (25 reviews)
You might want to practise your swing at Cypresswood Golf and Country Club, a golf course located 5.2 mi (8.4 km) from central Winter Haven. If Cypresswood Golf and Country Club doesn't quite scratch your golfing itch, Lake Region Golf Club, and Winter Pines Golf Course are also nearby.
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Inman Park

7.4/10 (14 reviews)
Inman Park is worth a visit, located 1.4 mi (2.3 km) from central Winter Haven.
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Willowbrook Golf Course

6.8/10 (15 reviews)
You might want to play some rounds at Willowbrook Golf Course, located 3.7 mi (6 km) from central Winter Haven. If Willowbrook Golf Course doesn't quite scratch your golfing itch, Lake Henry Golf Club, and Lake Region Golf Club are also nearby.
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Lake Henry Golf Club

6.0/10 (11 reviews)
You might want to play some rounds at Lake Henry Golf Club, located 6 mi (9.6 km) from central Winter Haven. If Lake Henry Golf Club doesn't quite scratch your golfing itch, Southern Dunes Golf and Country Club, and Willowbrook Golf Course are also nearby.
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Learn more about Winter Haven

Beyond the splash and colour of LEGOLAND Florida, Winter Haven reveals itself as a watery playground across its famed Chain of Lakes. Rent a pontoon boat and discover why locals treasure these interconnected waterways above all else. The recently added Peppa Pig Theme Park offers gentler thrills for the smallest travellers. Theatre Winter Haven stages surprisingly professional productions in this modest-sized community. Between adventures, duck into Andy's Igloo for old-Florida milkshakes that haven't changed their recipe since your grandparents' era. The Circle B Bar Reserve rewards early risers with boardwalk trails where alligators and wading birds seem utterly unimpressed by human visitors. Come evening, lakeside restaurants offer sunset views that explain why snowbirds refuse to leave.

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

Frequently Asked Questions

Can I book a refundable accommodation option in Winter Haven?

If you want the flexibility to change your plans to Winter Haven, most hotels offer refundable* rates that you can book. You can find these properties by searching our site and using the "fully refundable" filter to narrow the results down.

Where can I stay in Winter Haven if I want a holiday rental instead of a hotel?

If you want a good alternative to a hotel, review our selection of 60 holiday homes. You can also consider one of the 7 apartments or 5 cottages.

What will the weather in Winter Haven be like during my visit?

August and July are typically the warmest months in Winter Haven, when the average temperature is 27°C. January and February are the coldest months, when the average temperature is 18°C. August and July are the months with the most rain.

Why should I book my Winter Haven hotel with Hotels.com?

There are lots of reasons to book your Winter Haven trip with us: our free cancellations on selected hotels* gives you flexibility, our Price Guarantee ensures that you always get the lowest price, and you can earn rewards on every booking.

Find out more about Winter Haven

Serenity and Splendour: Unveiling the Enchantment of Winter Haven's Lakes and Gardens

Nestled in the heart of Florida, Winter Haven is a charming city renowned for its stunning lakes and lush gardens. This picturesque destination boasts the famous LEGOLAND Florida Resort, offering fun-filled adventures for families and thrill-seekers alike. Nature enthusiasts can explore the serene Chain of Lakes, where kayaking and birdwatching await. Stroll through the enchanting Bok Tower Gardens, a serene haven of vibrant flora and melodic carillon bells. With its blend of outdoor beauty and family-friendly attractions, Winter Haven promises a delightful escape for all visitors seeking both relaxation and adventure.

Discover great hotels near Winter Haven

Winter Haven offers a range of hotel options from cosy inns to luxury accommodations. Many properties provide a convenient stay with friendly service and modern amenities, ensuring a delightful experience for travellers. These are some of the hotels preferred by our travelers near Winter Haven:

  1. Best Western Auburndale Inn & Suitesopens in new window: This 3.5-star hotel has an impressive guest rating and offers a refined lodging experience for leisure travellers. Enjoy a high-quality experience with modern comfort, complemented by meticulous cleanliness and a delicious breakfast. With ample parking and a quiet, updated environment, this hotel presents a curated journey with stylish architectural design and an express check-in service that enhances your overall stay.
  2. OYO Hotel Dundee By Crystal Lakeopens in new window: This budget-friendly hotel focuses on providing a distinctive pet-friendly experience for leisure travellers. Enjoy a comfortable stay with essential services and a welcoming atmosphere. The hotel's convenient location offers easy access to local attractions, while its friendly ambience and efficient amenities contribute to a seamless, relaxed journey with express check-in and thoughtful design.
  3. Rodeway Inn & Suites Haines City - Winter Havenopens in new window: This budget-friendly motel presents an ideal setting for business travellers seeking reliable comfort. Guests benefit from a consistently clean and welcoming environment, with daily upkeep and excellent room maintenance ensuring a smooth, productive stay. The focus on essential services and modern conveniences, including express check-in and a well-designed space, guarantees a refined and efficient experience for those on the move.

Where to stay in and around Winter Haven

Auburndale, Dundee, and Cypress Gardens in Winter Haven offer diverse experiences. Auburndale charms with shopping, sports, and family-friendly attractions like LEGOLAND® Florida; Dundee delights nature enthusiasts with lake views and outdoor pursuits; and Cypress Gardens provides tranquil, scenic beauty. For first-time visitors, Auburndale is best suited to offer a well-rounded stay.

  1. Auburndaleopens in new window: Auburndale is a fantastic choice for families and sports enthusiasts. With its friendly atmosphere, you can enjoy a range of activities like shopping, dining, and exploring the outdoors. A major highlight is LEGOLAND® Florida, perfect for a day of fun with the kids, while The Circle B Bar Reserve offers beautiful trails for hiking and wildlife watching. For those who enjoy a vibrant community feel, the local parks and the Inman Park provide lovely spots for picnics and relaxation. Accommodations in the area cater to various budgets, ensuring a comfortable stay while you dive into all that Auburndale has to offer.
  2. Dundeeopens in new window: Dundee is ideal for nature lovers and families looking to unwind by the lake. With its family-friendly vibe, you can indulge in activities like fishing, hiking, and horseback riding in the stunning natural parks surrounding the area. The tranquil lakes provide excellent opportunities for boating and wildlife viewing, making it a peaceful retreat. While Dundee may be smaller, its charm lies in the serene environment and the chance to connect with nature. You’ll find a selection of cozy accommodations that perfectly suit a relaxing getaway.
  3. Cypress Gardensopens in new window: Cypress Gardens is a delightful spot for those seeking a blend of history and outdoor fun. Known for its beautiful botanical gardens and serene lake views, it offers a charming escape from the hustle and bustle. The area is perfect for leisurely strolls among vibrant flowers and lush greenery. You can also explore the rich history of the region through its cultural attractions. Staying in Cypress Gardens provides easy access to nearby attractions, ensuring you can maximise your time enjoying the beautiful landscapes and engaging activities available.

Things to do in and around Winter Haven

Winter Haven beckons with its stunning lakes, lush gardens, and expansive parks, perfect for those seeking outdoor fun. Enjoy boating on serene waters, hiking through scenic trails, or cheering at vibrant sports events. Whether you fancy a leisurely stroll or an afternoon of energetic play, this charming destination has something for everyone.

  • ChampionsGate Golf Clubopens in new window – Tee off at this pristine golf course that offers a stunning landscape surrounded by lakes and lush greenery. Whether you’re a seasoned golfer or a beginner, you can enjoy the well-maintained fairways and challenging holes, making it a perfect spot for a day of relaxation and sport.
  • Disney's Animal Kingdom® Theme Parkopens in new window – Embark on an exhilarating journey through this immersive theme park, where you can encounter exotic wildlife and thrilling attractions. Explore the lush landscapes, discover animal exhibits, and experience adrenaline-pumping rides that bring the wonders of nature and adventure to life.
  • Disney's Hollywood Studios®opens in new window – Step into the world of movies and entertainment at this vibrant theme park. Here, you can enjoy thrilling rides, captivating shows, and meet beloved characters. Dive into the excitement of Hollywood and experience the magic of film like never before.
  • Bok Tower Gardensopens in new window – Wander through beautifully landscaped gardens featuring a stunning historic tower. This serene oasis is perfect for leisurely strolls, where you can admire the vibrant flora and enjoy the tranquil atmosphere. Don't miss the opportunity to relax by the picturesque lake.
  • Florida Air Museumopens in new window – Discover the history of aviation at this fascinating museum, showcasing a variety of aircraft and exhibits. You can learn about the evolution of flight and see vintage planes up close. It's an exciting experience for aviation enthusiasts and curious minds alike.

4 tips for savvy savings when booking a hotel in Winter Haven

  1. Book for the cheapest times: The most budget-friendly time to visit Winter Haven is during August, September, and November, when hotel prices are typically lower. To truly appreciate the city's historical landmarks and cultural attractions, it's advisable to stay for at least 3 to 4 days. This duration allows you to explore its beautiful lakes, serene gardens, and family-friendly activities, as well as enjoy baseball games, delightful dining experiences, and various sports events. With plenty of entertainment options and natural beauty, Winter Haven offers great value for money for those looking to experience its rich heritage on a budget.
  2. Look for last-minute deals on Hotels.com: To discover last-minute deals to Winter Haven, start by exploring the Dealsopens in new window or Last-Minute Deals sections on Hotels.com, where you may find discounted hotel rates as your travel date approaches. Consider enabling email alerts or push notifications from Hotels.com to stay informed about flash sales and unique last-minute promotions, ensuring you don't miss any saving opportunities. Additionally, the Smart Shopping tool available via the app allows you to compare hotel prices and amenities, helping you make informed decisions. If rooms become available or prices drop, you'll be among the first to know, making it easier to secure a spontaneous getaway.
  3. Be flexible with dates: Prices may fluctuate depending on factors such as the hotel's location, star rating, and the time of year, so having some flexibility with your travel dates could potentially help you find a more affordable stay in a Winter Haven hotel. For those in search of distinctive accommodations, boutique hotels might provide a more personalised experience and, at times, better value. When you make a booking through Hotels.com, we will inform you whether the price for your chosen dates is above or below the average. If the price appears to be on the higher side, we can suggest alternative dates that may offer a more budget-friendly option.
  4. Consider your location: Hotels situated near the city centre generally tend to be more expensive. However, with Winter Haven's superb public transport connections, you may discover a more affordable independent hotel located a bit further out that remains well linked. For those wishing to explore alternative, less crowded neighbourhoods or even lesser-known nearby towns, there is often excellent value for money to be found. Opting for these alternative destinations could provide a more authentic and budget-friendly experience.

Best time to go to Winter Haven

Winter Haven experiences its lowest average temperature in January, at 60.4°F (15.8°C), while August is the hottest month, with an average temperature of 81.9°F (27.7°C). August tends to be the wettest month. The peak travel months to visit Winter Haven are March, April, and September, which see a higher number of tourists. During this peak period, the weather is mostly sunny, accompanied by light to moderate rainfall. In contrast, August, October, and November are ideal if you're looking for a calmer vacation, marked by no to moderate rainfall and mostly sunny conditions.

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