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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

RM566 total

includes taxes & fees

28 Oct - 29 Oct

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

2. Holiday Inn Express Bartow by IHG

Bartow

Emir

RM481 total

includes taxes & fees

31 Oct - 1 Nov

A swimming pool area with people playing with building blocks.

3. LEGOLAND Beach Retreat

Winter Haven

Natalie

RM1,071 total

includes taxes & fees

13 Nov - 14 Nov

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

4. Hampton Inn Winter Haven

Winter Haven

James

RM541 total

includes taxes & fees

8 Nov - 9 Nov

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

5. Holiday Inn Winter Haven by IHG

Winter Haven

Ashley

RM471 total

includes taxes & fees

24 Nov - 25 Nov

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

6. Home2 Suites By Hilton Winter Haven

Winter Haven

Gustavo

RM658 total

includes taxes & fees

15 Nov - 16 Nov

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

RM613 total

includes taxes & fees

8 Nov - 9 Nov

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

8. SpringHill Suites by Marriott Lakeland

Downtown Lakeland

Raul

RM573 total

includes taxes & fees

22 Nov - 23 Nov

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

Marcellus

RM348 total

includes taxes & fees

2 Nov - 3 Nov

A hotel room with a large bed, two bedside tables with lamps, a small seating area, and a painting on the wall.

10. Best Western Plus Lakeland

Lakeland

Cindy

RM444 total

includes taxes & fees

1 Nov - 2 Nov

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

RM446 total

includes taxes & fees

18 Nov - 19 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.

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

Lake Wales

Jessica

RM618 total

includes taxes & fees

22 Nov - 23 Nov

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

13. Comfort Inn & Suites Lakeland North I-4

Lakeland

Tommy

RM416 total

includes taxes & fees

25 Nov - 26 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

Jennifer

RM522 total

includes taxes & fees

22 Nov - 23 Nov

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

15. Fairfield by Marriott Inn & Suites Davenport

Davenport

Romario

RM591 total

includes taxes & fees

28 Oct - 29 Oct

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

16. Home2 Suites By Hilton Lakeland North I-4

Lakeland

Melissa

RM522 total

includes taxes & fees

22 Nov - 23 Nov

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

17. Drury Plaza Hotel Orlando - Disney Springs Area

Lake Buena Vista

Jose

RM745 total

includes taxes & fees

25 Nov - 26 Nov

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

18. Hampton Inn Orlando-Maingate South

Davenport

Janaina

RM420 total

includes taxes & fees

15 Nov - 16 Nov

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

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

Bay Lake

Ramez

RM360 total

includes taxes & fees

29 Oct - 30 Oct

A hotel with a pool, outdoor seating, and a sign for 'Galleria'.

20. Galleria Palms Hotel

Kissimmee

Carlo

RM336 total

includes taxes & fees

28 Oct - 29 Oct

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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.

Alhambra Villas by Coolvacay

Solivita

"Friendly staff,"

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

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!"

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

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"

Apartment

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

Landing Apartments Lakeland Near Winston

Lakeland

"Trip was great"

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

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

Parkway International Resort by Coolvacay

Kissimmee

"Comfortable, clean, near Disney."

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

Lake Buena Vista Resort Village & Spa

Orlando

"Ver nice resort… rooms were great for a family who wants to relax a little bit while in Orlando"

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!!"

See all holiday rentals

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

RM301 total

includes taxes & fees

4 Nov - 5 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

Embassy Suites By Hilton Orlando Sunset Walk

10/10 Excellent

"Every thing excellent!!!"

La Quinta Inn & Suites by Wyndham Lakeland East

8/10 Good

"Everything was satisfactory to good all in all. My room numbers were missing but the suite itself was very nice. The pillows were ehh and I didn't sleep overly well bc of them. I suppose for the price I paid, I got what I paid for. The breakfast was juice, coffee, buns & gravy during week and scrambled eggs and sausage on the weekends."