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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

Maria

₩193,857 total

includes taxes & fees

Nov 1 - Nov 2

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

₩198,096 total

includes taxes & fees

Nov 29 - Nov 30

A Hampton Inn hotel with a clear entrance, a covered waiting area, and a sign indicating a clearance of 13'6".

3. Hampton Inn Winter Haven

Winter Haven

James

₩175,688 total

includes taxes & fees

Nov 11 - Nov 12

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

4. Holiday Inn Winter Haven by IHG

Winter Haven

Ashley

₩163,555 total

includes taxes & fees

Nov 1 - Nov 2

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

5. Drury Plaza Hotel Orlando - Disney Springs Area

Lake Buena Vista

David

₩259,855 total

includes taxes & fees

Nov 25 - Nov 26

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

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

Orlando

Carlos

₩304,724 total

includes taxes & fees

Nov 17 - Nov 18

A swimming pool area with people playing with building blocks.

7. LEGOLAND Beach Retreat

Winter Haven

Natalie

₩347,927 total

includes taxes & fees

Nov 13 - Nov 14

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

8. Disney's Pop Century Resort

Bay Lake

Frances

₩333,052 total

includes taxes & fees

Nov 3 - Nov 4

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

9. Walt Disney World Dolphin

Bay Lake

Emmett

₩331,707 total

includes taxes & fees

Nov 29 - Nov 30

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

10. Staybridge Suites Winter Haven Auburndale by IHG

Winter Haven

Jacqueline

₩199,240 total

includes taxes & fees

Nov 8 - Nov 9

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

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

Bay Lake

Michael

₩146,070 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

Emir

₩142,740 total

includes taxes & fees

Nov 1 - Nov 2

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

Bryant

₩123,139 total

includes taxes & fees

Nov 17 - Nov 18

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

₩288,546 total

includes taxes & fees

Nov 15 - Nov 16

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

15. Home2 Suites By Hilton Winter Haven

Winter Haven

Gustavo

₩213,588 total

includes taxes & fees

Nov 15 - Nov 16

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

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

Lake Buena Vista

Elisabeth

₩288,475 total

includes taxes & fees

Nov 23 - Nov 24

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

17. Home2 Suites by Hilton Orlando at Flamingo Crossings

Bay Lake

Melissa

₩146,558 total

includes taxes & fees

Nov 12 - Nov 13

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

18. Caribe Royale Orlando, WorldHotels Elite

Orlando

Omid

₩316,622 total

includes taxes & fees

Nov 24 - Nov 25

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

Dominique A

₩263,087 total

includes taxes & fees

Nov 23 - Nov 24

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

20. Best Western Plus Lakeland

Lakeland

Cindy

₩144,093 total

includes taxes & fees

Nov 1 - Nov 2

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

Vacation Village Orlando, Celebration

Kissimmee

"Awesome place to stay!"

Apartment

A modern kitchen with wooden cabinets, a dining table with chairs, and pendant lights.

Landing Apartments Lakeland Near Winston

Lakeland

"Trip was great"

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"

Cabin

Camp Mack Lodge, Marina & RV Resort

Lake Wales

"Camp Mack is an awesome place for getting away for a few days or longer. The surroundings are beautiful, and the people are so friendly."

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

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

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

"The cottages wonderful will book again"

See all vacation rentals

Hotels recommended for families in Lakeland - Winter Haven

Best Western Plus Winter Haven Inn & Suites

Winter Haven

₩193,857 total

includes taxes & fees

Nov 1 - Nov 2

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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

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

Quality Inn & Suites By the Parks

10/10 Excellent

"Breakfast was hot and fresh. Beds and pillows 10/10. Not to soft but not to firm. Very convenient getting to and from the hotel. Very easy to get to the parks (driving yourself) this will be our go to hotel from now on staying off Disney property or others"

Meliá Orlando Celebration

10/10 Excellent

"⭐⭐⭐⭐⭐ A True Home Away from Home – Exceptional Stay at Meliá Orlando! My stay at Meliá Orlando was absolutely wonderful! From the moment I walked through the doors, I felt welcomed by the warm, friendly staff and exceptional customer service. Their hospitality truly made a difference and made my stay that much more enjoyable. The accommodations were clean, comfortable, and beautifully designed, offering the feel of a mini apartment rather than a traditional hotel room. With a separate bedroom, living room, refrigerator, and dishwasher, I had everything I needed to feel right at home. It truly was a home away from home! The pool area was beautiful and provided a relaxing atmosphere to unwind and enjoy the surroundings. I also appreciated the complimentary wine and beer happy hour offered daily between 4:00 and 5:00 p.m.—such a thoughtful touch that added to the overall experience. What stood out most was the exceptional customer service. The staff were welcoming, approachable, and genuinely friendly, making me feel valued from the moment I arrived. I highly recommend Meliá Orlando to anyone looking for comfort, cleanliness, relaxation, and outstanding hospitality. I thoroughly enjoyed my stay and would absolutely return. If you’re looking for a hotel that feels like home while still giving you the experience of a wonderful getaway, Meliá Orlando is definitely worth five stars! ⭐⭐⭐⭐⭐"