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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

₩182,800 total

includes taxes & fees

Nov 17 - Nov 18

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

₩203,085 total

includes taxes & fees

Nov 22 - Nov 23

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

₩176,547 total

includes taxes & fees

Nov 23 - Nov 24

A swimming pool area with people playing with building blocks.

4. LEGOLAND Beach Retreat

Winter Haven

Efrayn

₩350,101 total

includes taxes & fees

Nov 13 - Nov 14

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

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

Bay Lake

kenyetta

₩119,448 total

includes taxes & fees

Dec 8 - Dec 9

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

6. Drury Plaza Hotel Orlando - Disney Springs Area

Lake Buena Vista

Jace

₩278,012 total

includes taxes & fees

Nov 23 - Nov 24

An aerial view of a resort with multiple swimming pools, lounge areas, and palm trees.

7. Signia by Hilton Orlando - An Official Walt Disney World® Hotel

Orlando

Carlos

₩305,457 total

includes taxes & fees

Dec 13 - Dec 14

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

8. Disney's Pop Century Resort

Bay Lake

Frances

₩438,830 total

includes taxes & fees

Nov 25 - Nov 26

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

9. Staybridge Suites Winter Haven Auburndale by IHG

Winter Haven

Jacqueline

₩200,486 total

includes taxes & fees

Nov 29 - Nov 30

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

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

Bay Lake

Michael

₩134,859 total

includes taxes & fees

Nov 29 - Nov 30

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

11. Home2 Suites by Hilton Orlando at Flamingo Crossings

Bay Lake

Melissa

₩147,449 total

includes taxes & fees

Nov 29 - Nov 30

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

₩163,082 total

includes taxes & fees

Dec 1 - Dec 2

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

13. Home2 Suites By Hilton Winter Haven

Winter Haven

Joseph

₩203,311 total

includes taxes & fees

Nov 29 - Nov 30

An aerial view of a resort with a large swimming pool surrounded by palm trees and lounge chairs.

14. Wyndham Grand Orlando Resort Bonnet Creek

Orlando

Oscar

₩290,350 total

includes taxes & fees

Nov 19 - Nov 20

A water play area with wooden structures and a large water fountain.

15. Gaylord Palms Resort & Convention Center

Kissimmee

RUBBY GARCIA

₩544,433 total

includes taxes & fees

Nov 29 - Nov 30

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

16. Comfort Inn & Suites Lakeland North I-4

Lakeland

Amber

₩143,706 total

includes taxes & fees

Dec 3 - Dec 4

An aerial view of a resort with a winding pool, sun loungers, and palm trees.

17. Hilton Orlando Buena Vista Palace - Disney Springs® Area

Lake Buena Vista

Adam

₩290,281 total

includes taxes & fees

Nov 23 - Nov 24

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

18. Best Western Plus Lakeland

Lakeland

Alison

₩151,337 total

includes taxes & fees

Nov 29 - Nov 30

A nighttime pool area with multiple pools, palm trees, and a dining setup.

19. Hilton Orlando Lake Buena Vista - Disney Springs® Area

Lake Buena Vista

Darlena

₩264,717 total

includes taxes & fees

Nov 25 - Nov 26

A swimming pool with a large star decoration in the background.

20. Disney's All Star Sports Resort

Lake Buena Vista

Theresa

₩289,594 total

includes taxes & fees

Nov 17 - Nov 18

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

Lake Buena Vista Resort Village & Spa

Orlando

"Beautiful resorts we loved it!"

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

"Great stay!"

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!"

Condo

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

Parkway International Resort by Coolvacay

Kissimmee

"Very clean and friendly staff."

Aparthotel

A swimming pool with lounge chairs and umbrellas, a covered seating area, and a building with a balcony in the background.

Holiday Inn Club Vacations Orlando Breeze Resort by IHG

Davenport

"Great place to stay. Large rooms. Had two bedrooms/bathrooms with king size bed in each room. Lots of things to do. Even had 18 hole Putt Putt course to enjoy for free."

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Hotels recommended for families in Lakeland - Winter Haven

Best Western Plus Winter Haven Inn & Suites

Winter Haven

₩182,800 total

includes taxes & fees

Nov 17 - Nov 18

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

Bay Lake

₩119,448 total

includes taxes & fees

Dec 8 - Dec 9

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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.

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Lakeland - Winter Haven and related destinations

Explore the family-friendly area of Lakeland - Winter Haven—lake views, baseball, and popular 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

Howard Johnson by Wyndham Lakeland

8/10 Good

"The room was clean for the price. If you wanna go to church on sunday it is on site. Breakfast is cold cereal.Are you go get a bag from the front desk with oatmeal. Shopping is close with a lot of restaurants around."