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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

SAR 514 total

includes taxes & fees

29 Oct - 30 Oct

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

2. Holiday Inn Express Bartow by IHG

Bartow

Emir

SAR 441 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

SAR 984 total

includes taxes & fees

20 Nov - 21 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

SAR 497 total

includes taxes & fees

11 Nov - 12 Nov

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

5. Home2 Suites By Hilton Winter Haven

Winter Haven

Gustavo

SAR 604 total

includes taxes & fees

15 Nov - 16 Nov

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

6. Holiday Inn Winter Haven by IHG

Winter Haven

Ashley

SAR 433 total

includes taxes & fees

24 Nov - 25 Nov

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

7. SpringHill Suites by Marriott Lakeland

Downtown Lakeland

Raul

SAR 526 total

includes taxes & fees

22 Nov - 23 Nov

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

8. Staybridge Suites Winter Haven Auburndale by IHG

Winter Haven

Jacqueline

SAR 563 total

includes taxes & fees

8 Nov - 9 Nov

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

9. Comfort Inn & Suites Lakeland North I-4

Lakeland

Tommy

SAR 382 total

includes taxes & fees

25 Nov - 26 Nov

10. Best Western Plus Lakeland

Lakeland

Cindy

SAR 407 total

includes taxes & fees

1 Nov - 2 Nov

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

11. Hyatt Place Lakeland Center

Downtown Lakeland

Jennifer

SAR 479 total

includes taxes & fees

22 Nov - 23 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

SAR 567 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.

13. Drury Plaza Hotel Orlando - Disney Springs Area

Lake Buena Vista

IvIr

SAR 684 total

includes taxes & fees

25 Nov - 26 Nov

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

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

Bay Lake

Marcellus

SAR 319 total

includes taxes & fees

2 Nov - 3 Nov

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

15. Home2 Suites By Hilton Lakeland North I-4

Lakeland

Melissa

SAR 479 total

includes taxes & fees

22 Nov - 23 Nov

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

16. Fairfield by Marriott Inn & Suites Davenport

Davenport

Romario

SAR 542 total

includes taxes & fees

28 Oct - 29 Oct

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

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

Bay Lake

Michael

SAR 409 total

includes taxes & fees

18 Nov - 19 Nov

A hotel room with a large bathtub, a bed, a nightstand with a lamp, and a painting of a sunset over the ocean.

18. Days Inn & Suites by Wyndham Lakeland

Lakeland

Jesica

SAR 271 total

includes taxes & fees

23 Nov - 24 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

James

SAR 367 total

includes taxes & fees

29 Oct - 30 Oct

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

20. Hampton Inn Orlando-Maingate South

Davenport

Janaina

SAR 386 total

includes taxes & fees

15 Nov - 16 Nov

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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 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

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"

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

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!"

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."

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 spacious restaurant with marble-topped tables and booths, a central bar area, and a high ceiling with natural light.

Villas At Regal Palms

Highlands Reserve

"I had a minor issue and they came asap to fix it . That was the only hiccup I had . The property is very clean and the staff were helpful ."

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

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."

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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)

Have a fun-filled day at LEGOLAND® Florida and find out why this is a popular theme park in Winter Haven. Amble around this family-friendly area's lakeside and enjoy its top-notch restaurants.

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

Holiday Inn Club Vacations at Orange Lake Resort by IHG

10/10 Excellent

"We absolutely love staying at Orange Lake! The resort is always clean, well-maintained, and has so many great amenities. The pools are wonderful, and there are plenty of activities and things to do for both kids and adults. The location is another huge plus! It’s close to Disney, shopping, restaurants, and just about everything you could need. It’s the perfect place for a family vacation, whether you’re planning to spend your days at the parks or just relax and enjoy the resort. We always enjoy our stays here and look forward to coming back!"

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."