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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

₩196,212 total

includes taxes & fees

Nov 15 - Nov 16

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

₩203,166 total

includes taxes & fees

Nov 22 - Nov 23

A modern lobby with a central seating area, a large chandelier, and a television mounted on the wall.

3. Holiday Inn Winter Haven by IHG

Winter Haven

Jova Jane

₩177,581 total

includes taxes & fees

Nov 8 - Nov 9

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

4. Drury Plaza Hotel Orlando - Disney Springs Area

Lake Buena Vista

MELINDA

₩263,013 total

includes taxes & fees

Nov 23 - Nov 24

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

5. Hampton Inn Winter Haven

Winter Haven

Maria Andrea

₩177,808 total

includes taxes & fees

Nov 22 - Nov 23

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

6. Walt Disney World Dolphin

Bay Lake

Alana

₩332,638 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.

7. Staybridge Suites Winter Haven Auburndale by IHG

Winter Haven

Jacqueline

₩201,281 total

includes taxes & fees

Nov 8 - Nov 9

A resort with a pool, lounge chairs, palm trees, and a stone bridge.

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

Orlando

Carlos

₩313,290 total

includes taxes & fees

Nov 17 - Nov 18

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

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

Bay Lake

Robert

₩114,356 total

includes taxes & fees

Nov 24 - Nov 25

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

₩141,341 total

includes taxes & fees

Nov 29 - Nov 30

A swimming pool area with people playing with building blocks.

11. LEGOLAND Beach Retreat

Winter Haven

Efrayn

₩352,155 total

includes taxes & fees

Nov 13 - Nov 14

A corridor with shelves on both sides, a refrigerator at the end, and a sign on the left wall.

12. Holiday Inn Express Bartow by IHG

Bartow

STEVE

₩139,958 total

includes taxes & fees

Dec 6 - Dec 7

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

13. Home2 Suites by Hilton Orlando at Flamingo Crossings

Bay Lake

Melissa

₩147,507 total

includes taxes & fees

Nov 29 - Nov 30

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

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

Lake Buena Vista

Adam

₩291,982 total

includes taxes & fees

Nov 22 - Nov 23

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

15. Wyndham Grand Orlando Resort Bonnet Creek

Orlando

Oscar

₩292,050 total

includes taxes & fees

Nov 15 - Nov 16

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

16. Home2 Suites By Hilton Winter Haven

Winter Haven

Joseph

₩216,183 total

includes taxes & fees

Nov 15 - Nov 16

A large, multi-story hotel with a central courtyard, palm trees, and illuminated signage.

17. Gaylord Palms Resort & Convention Center

Kissimmee

Tara

₩473,334 total

includes taxes & fees

Nov 29 - Nov 30

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

18. Best Western Plus Lakeland

Lakeland

Cindy

₩139,432 total

includes taxes & fees

Nov 8 - Nov 9

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

Kristi

₩266,285 total

includes taxes & fees

Nov 22 - Nov 23

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

₩129,246 total

includes taxes & fees

Nov 24 - Nov 25

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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,"

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 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

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

"Great property and location with a lovely pool"

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!"

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

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

Vacation 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 view of a park with a lake, benches, and trees.

Lifetime of Vacations Resort

Kissimmee

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

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Hotels recommended for families in Lakeland - Winter Haven

A spacious lobby with a grand chandelier, modern seating, and a view of the outdoor area.

Kompose Boutique Resort at Theme Parks

Kissimmee

₩92,771 total

includes taxes & fees

Nov 9 - Nov 10

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

Bay Lake

₩114,356 total

includes taxes & fees

Nov 24 - Nov 25

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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

Meliá Orlando Celebration

10/10 Excellent

"The Melia Celebration is top notch Beautiful pool area, friendly staff, the rooms are updated and clean, and the beds and pillows are comfortable. THere is nothing to fault about the hotel!"

The Grove Resort & Water Park Orlando

10/10 Excellent

"First of all the driveway to the hotel is absolutely beautiful! And the hotel itself is beautiful and huge! The lobby has a wonderful scent and the staff are all extremely pleasant. Seon checked us in and was patient, friendly and professional. Made our check in easy breezy! The food at the Surfari pool area is amazing! The bartenders, Marie, Ricky and Justin are the best! The servers Tata and Faith were fast, attentive and pleasant! Our ROOM was a three bedroom suite and absolutely beautiful! Very modern and had everything we needed. We will definitely be coming back this hidden gem! Loved it!"

Westgate Town Center Resort

10/10 Excellent

"My new favorite place☺️ Justine and Leandro even the driver David were the best parts of my stay! I love down to earth, professional hospitality. The villas are beautiful no matter what room and you truly feel like you’re on vacation here! SO MUCH TO DO for the kiddos and adults! Actually too much to do! Never a boring day even if u don’t get the shipwrecked passes"