Best Lakeland - Winter Haven Hotels in 2026 from HK$463 - Fully Refundable Options

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Go beyond your typical stay in Lakeland - Winter Haven

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Our top choices for Lakeland - Winter Haven hotels

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

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.

A modern hotel with a swimming pool, outdoor seating, and a well-lit facade.

1. Best Western Plus Winter Haven Inn & Suites

Winter Haven

Maria

HK$1,023

HK$1,146 total

includes taxes & fees

25 Oct - 26 Oct

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.

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

Lake Wales

Jessica

HK$1,130

HK$1,266 total

includes taxes & fees

25 Oct - 26 Oct

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

3. Hampton Inn Winter Haven

Winter Haven

Ronald

HK$927

HK$1,039 total

includes taxes & fees

25 Oct - 26 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 dining area, a flat-screen TV, and a large window.

A spacious, modern living area with a herringbone wood floor, a dining area with a wooden table and chairs, and a kitchen in the background.

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

4. Staybridge Suites Winter Haven Auburndale by IHG

Winter Haven

Jacqueline

HK$1,052

HK$1,178 total

includes taxes & fees

8 Nov - 9 Nov

A swimming pool area with people playing with building blocks.

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

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

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

5. LEGOLAND Beach Retreat

Winter Haven

Natalie

HK$1,640

HK$2,145 total

includes taxes & fees

30 Oct - 31 Oct

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

A modern kitchen with a central island, bar stools, and a refrigerator.

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.

6. Home2 Suites By Hilton Winter Haven

Winter Haven

Gustavo

HK$1,127

HK$1,263 total

includes taxes & fees

25 Oct - 26 Oct

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

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

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

A modern living room with a sectional sofa, a glass coffee table, and a patterned rug.

7. Best Western Plus Lakeland

Lakeland

Jennifer

HK$794

HK$889 total

includes taxes & fees

19 Oct - 20 Oct

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

An outdoor patio area with wicker furniture, red accents, and palm trees.

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

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

8. Drury Plaza Hotel Orlando - Disney Springs Area

Lake Buena Vista

Brianne

HK$1,334

HK$1,501 total

includes taxes & fees

27 Oct - 28 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 lobby with a central seating area, wooden ceiling, and patterned carpet.

A Marriott Fairfield hotel sign with a landscaped garden in front.

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

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

Bay Lake

Juana

HK$594

HK$668 total

includes taxes & fees

3 Nov - 4 Nov

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

A hotel room with a sofa, armchair, and a large window with a view of a swimming pool and hotel buildings.

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

A covered outdoor seating area with tables and chairs, a ceiling fan, and a view of a pool and buildings in the background.

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

Bay Lake

Camille

HK$700

HK$788 total

includes taxes & fees

2 Nov - 3 Nov

A modern hotel lobby with a central seating area, a reception desk, and a large wall art piece.

A bar area with wooden cabinets, a counter with bottles, and a sign reading "THE PLACERY".

A hotel room with a desk, chair, sofa, TV, and artwork.

A modern hotel room with a gray sectional sofa, a small side table, a floor lamp, a large window with a city view, and a bed with a TV.

11. Hyatt Place Lakeland Center

Downtown Lakeland

Jennifer

HK$895

HK$1,002 total

includes taxes & fees

25 Oct - 26 Oct

A hotel room with two beds, a desk, a chair, a TV, and a window with a view of trees.

A conference room with a large flat-screen TV, wooden chairs, a black table, and a bright yellow chair.

A swimming pool with lounge chairs and a red umbrella.

A gym with various exercise equipment, including treadmills, elliptical machines, and a stationary bike.

12. Holiday Inn Express Bartow by IHG

Bartow

Emir

HK$863

HK$967 total

includes taxes & fees

25 Oct - 26 Oct

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

A hotel room with a large bed, a desk with a chair, a TV, and two lamps.

13. Comfort Inn & Suites Lakeland North I-4

Lakeland

Maribel

HK$687

HK$770 total

includes taxes & fees

8 Nov - 9 Nov

A large hotel with a distinctive pyramid-shaped building, a central courtyard with palm trees, and a body of water reflecting the structure.

A café with tables and chairs, a counter with various items, and a display of bottles.

A luxurious lobby with a central fountain, seating areas, and a decorative ceiling.

14. Walt Disney World Dolphin

Bay Lake

Juan

HK$1,558

HK$2,194 total

includes taxes & fees

4 Nov - 5 Nov

A pool area with lounge chairs, a fire pit, and palm trees.

A bar area with a long counter, multiple chairs, and a variety of bottles.

A hotel room with a desk, chair, and bed.

15. SpringHill Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance

Bay Lake

Fallon

HK$615

HK$691 total

includes taxes & fees

26 Oct - 27 Oct

An outdoor patio with teal chairs and a fire pit, large windows, and a covered area with string lights.

A hotel room with a herringbone-patterned wall, a gray sofa, a small table with chairs, a desk with a chair, and a large window with a geometric pattern.

A modern hotel reception area with a wooden reception desk, a sign reading "HOME 2 Suites by Hilton," and a "Hilton Honors" sign. There are two refrigerators labeled "COLDER" in the background.

A modern hotel room with a large bed, a desk with a computer and chair, a sofa, and a small table.

16. Home2 Suites By Hilton Lakeland North I-4

Lakeland

Melissa

HK$959

HK$1,074 total

includes taxes & fees

25 Oct - 26 Oct

A modern lobby with a sofa, chairs, a coffee table, and a reception desk.

A reception area with a wooden reception desk, a wall-mounted decorative piece, and a vending machine.

A hotel room with a bed, a desk, a chair, a small table, a lamp, and a window with curtains.

A hotel room with a bed, a desk, a chair, a lamp, a nightstand, and a window with curtains.

17. Fairfield by Marriott Inn & Suites Davenport

Davenport

Romario

HK$910

HK$1,020 total

includes taxes & fees

30 Oct - 31 Oct

An outdoor patio area with a fire pit, yellow and blue seating, and a covered section with a pergola.

A modern hotel room with a dining area, a living space with a sofa and coffee table, and a kitchenette.

A restaurant with a bar area, seating, and a view of greenery outside.

A hotel pool area with multiple lounge chairs and umbrellas, a water slide, and palm trees.

18. Home2 Suites by Hilton Orlando at Flamingo Crossings

Bay Lake

Ellen

HK$766

HK$862 total

includes taxes & fees

27 Oct - 28 Oct

A hotel with a large pool, palm trees, and colorful signage.

A hotel with multiple balconies, a large barrel sculpture, and a prominent sign.

A hotel room with a large bed, a nightstand, a dresser, a flat-screen TV, and a Mickey Mouse themed artwork on the wall.

A hotel with a sign reading "Way Out Poodle" and a large pink sculpture of a person.

19. Disney's Pop Century Resort

Bay Lake

Harold

HK$1,750

HK$1,969 total

includes taxes & fees

19 Oct - 20 Oct

A hotel room with a large bathtub, a bed, a nightstand with a lamp, and a painting of a sunset over the ocean.

A spacious lobby with a tiled floor, a reception desk, and a seating area with chairs and a sofa.

A spacious dining area with multiple tables and chairs, a kitchen in the background, and large windows providing natural light.

A hotel room with a bed, a sofa, a desk, a TV, and a painting of a sunset over the ocean.

20. Days Inn & Suites by Wyndham Lakeland

Lakeland

Jesica

HK$471

HK$580 total

includes taxes & fees

9 Nov - 10 Nov

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Holiday Rentals in Lakeland - Winter Haven

Condo

A living room with a sofa, two armchairs, a coffee table, a TV stand, a ceiling fan, and a large window with a view of greenery.

A dining area with a wooden table set for four, a vase with flowers, and a ceiling fan.

A swimming pool with a lifeguard chair, lounge chairs, and a fence.

A golf course with a clear path, sand bunkers, and a variety of trees in the background.

Alhambra Villas by Coolvacay

Solivita

"Great place, clean, and convenient for our trip to Disney and universal."

Condo

A swimming pool with lounge chairs, surrounded by palm trees and a building with a thatched roof.

A living room with a blue sofa, a dining area with a table and chairs, a kitchen with wooden cabinets and a refrigerator, and a ceiling fan.

A kitchen with wooden cabinets, stainless steel appliances, a dishwasher, and a microwave.

A modern kitchen with wooden cabinets, a stainless steel refrigerator, and a glass dining table with four chairs.

Magic Tree Resort by Coolvacay

Kissimmee

"Great hotel friendly staff definitely would recommend"

Aparthotel

A large hotel complex with multiple high-rise buildings, a central swimming pool, and surrounding greenery.

A wooden boardwalk pathway surrounded by lush greenery and trees.

A large, irregularly shaped swimming pool surrounded by lounge chairs and palm trees.

A modern living room with a sectional sofa, a flat-screen TV, and a large window with curtains.

Vacation Village Orlando, Celebration

Kissimmee

"Great friendly staff close to the parks and great food and transportation to local fun spots it was my second visit and ill deffinetly be back again"

Holiday Home

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 compact kitchen with white cabinets, a stainless steel refrigerator, a microwave, and a dishwasher.

A dining area with a round table and chairs, a white door, a refrigerator, and wall-mounted decorations.

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

BlockHaven near Legoland & Disney

Winter Haven

"Very nice house for a small family! Close to everything!"

Condo

An outdoor patio area with wicker furniture, a fire pit, and a view of a pool and greenery.

A modern hotel room with a flat-screen TV, a sofa, a chair, and a large window with a view.

A hotel room with two beds, a TV, and artwork on the walls.

A hotel pool area with lounge chairs and umbrellas, surrounded by palm trees and a clear sky.

Parkway International Resort by Coolvacay

Kissimmee

"Comfortable, clean, near Disney."

Condo

A thatched-roof gazebo with a wooden fence, surrounded by white lounge chairs on a sandy area.

A fitness room with treadmills and an elliptical machine, a sign with exercise room rules, a clock, and a television on the wall.

A swimming pool surrounded by lounge chairs and umbrellas, with trees and a fence in the foreground.

A wooden play structure with a slide and swings, surrounded by trees and sand.

Lifetime of Vacations Resort

Kissimmee

"We absolutely love coming to lifetime and grand lake resort. This is our favorite place to stay!!"

Aparthotel

A two-story house with a porch, surrounded by palm trees and greenery.

A room with a framed picture, a television, a wooden cabinet, a chair, and a door leading to a blue hallway.

A living room with a grey sofa, a wooden dining table with chairs, a blue lamp, and a framed artwork of a sea turtle on the wall.

A swimming pool with lounge chairs and umbrellas, surrounded by a building with multiple balconies.

Barefoot'n Resort Kissimmee Orlando

Kissimmee

"Nice rooms pool was great definitely will be back"

Holiday Home

A modern dining area with a wooden table set for six, surrounded by chairs.

A room with blue walls, a bunk bed, and Mickey Mouse decorations.

A hotel dining area with multiple tables and chairs, a bar, and large windows.

A swimming pool with a covered patio area, a table, and chairs.

Champions Gate, Pool, Themed Rooms

Kissimmee

"Property was nice and loved all the dishes and appliances available. The refrigerator froze everything and we couldn't get it to not freeze. The oven didn't work but we notified maintenance and they fixed it. Did not like that there were only 3 wash clothes to use."

Apartment

An aerial view of a residential area with a large swimming pool, multiple buildings, and a parking lot.

A dining area with a wooden table set for four, surrounded by leather chairs.

A modern kitchen with a central island, stainless steel appliances, and pendant lighting.

A modern kitchen with a central island, pendant lights, and a dishwasher.

Champions Gate condos by UNE

Champions Gate

"Great"

Aparthotel

A spacious lobby with a central water feature, seating areas, and a view of the outside.

A beach with thatched umbrellas, palm trees, and blue lounge chairs.

A balcony with wicker chairs, a glass table, and a view of trees and a pathway.

Bahama Bay Resort

Bahama Bay

"Had a wonderful stay at Bahama Bay Resort. The property was clean, comfortable, and had everything we needed for a relaxing stay. The resort itself was beautiful and peaceful, and the location was convenient. Everything went smoothly from check-in to check-out. Would definitely stay here again!"

Condo

A swimming pool with two slides, surrounded by modern buildings and palm trees.

A living room with yellow sofas, a fireplace, and a large mirror.

A hotel with a covered entrance, palm trees, and a clear blue sky.

A reception desk with a blue accent wall, a framed sign, and a modern design.

Orbit One Vacation Villas by Coolvacay

Kissimmee

"A clean and spacious place to stay"

Condo

A building with a sign reading "High Point World Resort Welcome Center."

A spa area with a hot tub, white chairs, and a sign detailing spa rules.

A swimming pool with a tiled deck, surrounded by a white fence and lounge chairs.

High Point World Resort

Kissimmee

"everything was perfect and the bed was sooo soft"

Aparthotel

A hotel with a swimming pool, palm trees, and outdoor seating areas.

A stone fire pit with benches, a thatched-roof structure, and a view of a body of water.

A multi-story hotel with balconies, palm trees, and a children's play area with a shark-shaped slide.

A resort with multiple buildings, a swimming pool, and a lake.

Club Wyndham Cypress Palms

Kissimmee

"Security is Visible and staff is friendly."

Aparthotel

A modern living room with a glass dining table, leather sofas, and a flat-screen TV.

A tennis court with a surrounding fence, a palm tree, and a body of water in the background.

A park with a walking path, benches, and a gazebo.

A hotel room with a large bed, a desk with a flat-screen TV, a window with a view of the outdoors, and a painting on the wall.

Grand Lake Resort

Kissimmee

"Place was very clean and staff was a great help very friendly and helpful."

Cabin

An outdoor seating area with wooden tables and chairs, a covered pavilion, and a small kiosk.

A cozy cabin interior with wooden walls, a ceiling fan, a sofa, a chair, and a rug.

A compact kitchen with wooden cabinets, a dining area with white chairs, and a sofa with a patterned cushion.

Camp Mack Lodge, Marina & RV Resort

HK$1,127

HK$1,263 total

includes taxes & fees

25 Oct - 26 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 with a pool area, palm trees, and a parking lot.

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

SpringHill Suites by Marriott Lakeland

Downtown Lakeland

HK$1,017

HK$1,139 total

includes taxes & fees

25 Oct - 26 Oct

Best Western Plus Lakeland

Lakeland

HK$794

HK$889 total

includes taxes & fees

19 Oct - 20 Oct

Catch an event at Chain of Lakes Park during your trip to Winter Haven. Stroll along the lakeside in this family-friendly area or visit its top-notch restaurants.

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RP Funding Center

7.6/10 (545 reviews)

You can enjoy a show at RP Funding Center during your stay in Lakeland. Amble around the area's lakeside or attend a sporting event.

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Publix Field at Joker Marchant Stadium

7.8/10 (448 reviews)

Catch an event at Publix Field at Joker Marchant Stadium during your trip to Lakeland. Stroll along the lakeside or attend a sporting event in this family-friendly area.

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Lakeland - Winter Haven and related destinations

Discover the family-friendly area of Lakeland - Winter Haven—lake views, baseball and top sights like LEGOLAND® Florida.

See all hotels in Lakeland - Winter Haven

A child lying on the ground with colorful confetti around, in front of a LEGO sign that reads "LEGO LAND FLORIDA".

Top Lakeland - Winter Haven Hotel Reviews

Hilton Vacation Club Mystic Dunes Orlando

8/10 Good

"Clean, large places convenient to pool and golf course. Nice property. Receiving packages is terrible! Our important Amazon arrived. We drove to the gate within 15 minutes of arrival. They would not give it to us. They said it needed to be checked in at their warehouse after first denying that it was there. We had to call all over the place the following day which delayed our trip to the theme park. They couldn’t locate the package. We had a picture of the delivery from Amazon and then they finally said that it was still sitting in the check-in station. It hadn’t gone anywhere. They delivered it, but it took another hour and a half. We also had some rain ponchos that were delivered. Again… They could not find the package. It took three days and we finally got it when we checked out. Terrible terrible service. They need to have another system for receiving parcels. Also… When you are checking in, they want you to commit to a timeshare presentation. We declined and then they called the room at least three times."

The Grove Resort & Water Park Orlando

10/10 Excellent

"Love the place. Great amenities and love the water park."

The Berkley, Orlando

10/10 Excellent

"Excellent rental for a 4 bedroom unit near Disney. Been coming since the property was built, in great shape, great service, good communication and text updates on the room availability."

Quality Inn & Suites By the Parks

10/10 Excellent

"Wonderful stay! The location was very convenient and quiet, breakfast was delicious and the bed was VERY comfy! It certainly looks dated, but it is well maintained with lovey staff"

Westgate Town Center Resort

HK$954 total

15 Nov - 16 Nov

includes taxes & fees

Hotels in Lakeland - Winter Haven with star-rating

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Lakeland - Winter Haven hotels from HK$463

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Lakeland - Winter Haven

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Lakeland - Winter Haven hotels

1. Best Western Plus Winter Haven Inn & Suites

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

3. Hampton Inn Winter Haven

4. Staybridge Suites Winter Haven Auburndale by IHG

5. LEGOLAND Beach Retreat

6. Home2 Suites By Hilton Winter Haven

7. Best Western Plus Lakeland

8. Drury Plaza Hotel Orlando - Disney Springs Area

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

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

11. Hyatt Place Lakeland Center

12. Holiday Inn Express Bartow by IHG

13. Comfort Inn & Suites Lakeland North I-4

14. Walt Disney World Dolphin

15. SpringHill Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance

16. Home2 Suites By Hilton Lakeland North I-4

17. Fairfield by Marriott Inn & Suites Davenport

18. Home2 Suites by Hilton Orlando at Flamingo Crossings

19. Disney's Pop Century Resort

20. Days Inn & Suites by Wyndham Lakeland

Holiday Rentals in Lakeland - Winter Haven

Alhambra Villas by Coolvacay

Magic Tree Resort by Coolvacay

Vacation Village Orlando, Celebration

BlockHaven near Legoland & Disney

Parkway International Resort by Coolvacay

Lifetime of Vacations Resort

Barefoot'n Resort Kissimmee Orlando

Champions Gate, Pool, Themed Rooms

Champions Gate condos by UNE

Bahama Bay Resort

Orbit One Vacation Villas by Coolvacay

High Point World Resort

Club Wyndham Cypress Palms

Grand Lake Resort

Camp Mack Lodge, Marina & RV Resort

Hotels recommended for families in Lakeland - Winter Haven

Best Western Plus Winter Haven Inn & Suites

Holiday Inn Express Lake Wales N-Winter Haven by IHG

Hampton Inn Winter Haven

Staybridge Suites Winter Haven Auburndale by IHG

LEGOLAND Beach Retreat

Home2 Suites By Hilton Winter Haven

SpringHill Suites by Marriott Lakeland

Best Western Plus Lakeland

Stay near popular Lakeland - Winter Haven attractions

LEGOLAND® Florida

Lakeside Village

Dinosaur World

Sun N Fun Air Museum

Bok Tower Gardens

Chain of Lakes Park

RP Funding Center

Publix Field at Joker Marchant Stadium

Lakeland - Winter Haven and related destinations

Top Lakeland - Winter Haven Hotel Reviews

Hilton Vacation Club Mystic Dunes Orlando

The Grove Resort & Water Park Orlando

The Berkley, Orlando

Quality Inn & Suites By the Parks

Westgate Town Center Resort

More cheap stays in Lakeland - Winter Haven

Howard Johnson by Wyndham Lakeland

Extended Stay America Premier Suites Lakeland I4

Days Inn & Suites by Wyndham Lakeland

Quality Inn & Suites By the Parks

Comfort Inn & Suites Lakeland North I-4

Hampton Inn by Hilton Plant City

Hotels in Lakeland - Winter Haven with star-rating

Explore a world of travel with Expedia