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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.

1. Best Western Plus Winter Haven Inn & Suites

Winter Haven

DeCheryl

HK$1,145 total

includes taxes & fees

16 Nov - 17 Nov

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.

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

Lake Wales

Jessica

HK$1,185 total

includes taxes & fees

22 Nov - 23 Nov

A Holiday Inn hotel with a clear entrance, multiple flags, and a covered parking area.

3. Holiday Inn Winter Haven by IHG

Winter Haven

Jova Jane

HK$1,036 total

includes taxes & fees

15 Nov - 16 Nov

A swimming pool area with people playing with building blocks.

4. LEGOLAND Beach Retreat

Winter Haven

Efrayn

HK$2,054 total

includes taxes & fees

13 Nov - 14 Nov

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

5. Staybridge Suites Winter Haven Auburndale by IHG

Winter Haven

Jacqueline

HK$1,177 total

includes taxes & fees

29 Nov - 30 Nov

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

6. Home2 Suites By Hilton Winter Haven

Winter Haven

Joseph

HK$1,261 total

includes taxes & fees

15 Nov - 16 Nov

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

7. SpringHill Suites by Marriott Lakeland

Downtown Lakeland

Raul

HK$1,098 total

includes taxes & fees

22 Nov - 23 Nov

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

8. Best Western Plus Lakeland

Lakeland

Cindy

HK$813 total

includes taxes & fees

8 Nov - 9 Nov

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

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

Bay Lake

Michael

HK$787 total

includes taxes & fees

29 Nov - 30 Nov

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

10. Comfort Inn & Suites Lakeland North I-4

Lakeland

Tommy

HK$746 total

includes taxes & fees

6 Dec - 7 Dec

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

11. Drury Plaza Hotel Orlando - Disney Springs Area

Lake Buena Vista

Jace

HK$1,534 total

includes taxes & fees

23 Nov - 24 Nov

A buffet with various food items in metal containers, a coffee station, and a sign indicating a vegetarian omelet option.

12. Holiday Inn Express Bartow by IHG

Bartow

STEVE

HK$896 total

includes taxes & fees

6 Dec - 7 Dec

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

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

Bay Lake

Robert

HK$667 total

includes taxes & fees

24 Nov - 25 Nov

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

14. Hyatt Place Lakeland Center

Downtown Lakeland

John Thomas Spencer

HK$966 total

includes taxes & fees

22 Nov - 23 Nov

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

15. Home2 Suites by Hilton Orlando at Flamingo Crossings

Bay Lake

Melissa

HK$861 total

includes taxes & fees

29 Nov - 30 Nov

A modern café with wooden tables and chairs, a counter with a coffee machine, and a refrigerator.

16. Home2 Suites by Hilton Orlando South Davenport

Davenport

Brenda

HK$1,112 total

includes taxes & fees

15 Nov - 16 Nov

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

17. Walt Disney World Dolphin

Bay Lake

Alana

HK$1,941 total

includes taxes & fees

29 Nov - 30 Nov

A modern kitchen with a central island, bar seating, and pendant lighting.

18. Fairfield by Marriott Inn & Suites Davenport

Davenport

Romario

HK$1,018 total

includes taxes & fees

15 Nov - 16 Nov

A desk with a lamp, decorative bowl, and framed artwork on the wall.

19. Hampton Inn Orlando-Maingate South

Davenport

Janaina

HK$884 total

includes taxes & fees

20 Nov - 21 Nov

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

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

Bay Lake

James

HK$754 total

includes taxes & fees

24 Nov - 25 Nov

View all properties

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.

Alhambra Villas by Coolvacay

Solivita

"Friendly staff,"

Aparthotel

A resort with multiple swimming pools, a pirate ship-themed water attraction, and lush greenery.

Lake Buena Vista Resort Village & Spa

Orlando

"Great property and location with a lovely pool"

Aparthotel

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

Vacation Village Orlando, Celebration

Kissimmee

"Great place to stay at a great place."

Aparthotel

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!"

Aparthotel

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

Barefoot'n Resort Kissimmee Orlando

Kissimmee

"My favorite place to stay in Kissimmee"

Aparthotel

A swimming pool with a waterfall feature, lounge chairs, and a gazebo.

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

Orlando

"great place to stay!"

Holiday Home

A pool area with a water slide, palm trees, and lounge 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."

Condo

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

Lifetime of Vacations Resort

Kissimmee

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

Aparthotel

An aerial view of a resort with multiple swimming pools, a large central pool, and surrounding greenery.

Margaritaville Cottages Orlando by Rentyl with H2O Waterpark

Kissimmee

"Amazing stay, staff was so nice and the property was beautiful! Definitely will be visiting again!"

See all holiday rentals

Hotels recommended for families in Lakeland - Winter Haven

Holiday Inn Express Lake Wales N-Winter Haven by IHG

Lake Wales

HK$1,185 total

includes taxes & fees

22 Nov - 23 Nov

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Stay near popular Lakeland - Winter Haven attractions

The entrance to LEGO Florida with colorful LEGO structures and a large LEGO sign.

LEGOLAND® Florida

9.0/10 (2,150 reviews)

Take the kids to this dynamic theme park for a day full of exciting rides, LEGO® brick creations and the chance to build your own LEGO®robots.

See properties

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

"The rooms are cleaned and spacious..be aware parking for each day of stay plus number of vehicles"

Margaritaville Resort Orlando with H2O Waterpark

8/10 Good

"They failed to tell us they were hosting a techno music bash and a large stage next to our room played til 4am. They could not move us because the hotel was sold out. Next time post this on your web sight or let customers know ahead of time so they can decide if they want to book a different hotel"