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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

₩194,795 total

includes taxes & fees

Nov 16 - Nov 17

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

₩197,215 total

includes taxes & fees

Nov 29 - Nov 30

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

3. Drury Plaza Hotel Orlando - Disney Springs Area

Lake Buena Vista

David

₩261,112 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".

4. Hampton Inn Winter Haven

Winter Haven

James

₩176,523 total

includes taxes & fees

Nov 8 - Nov 9

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

5. Walt Disney World Dolphin

Bay Lake

Emmett

₩330,234 total

includes taxes & fees

Nov 29 - Nov 30

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

6. Holiday Inn Winter Haven by IHG

Winter Haven

Ashley

₩163,824 total

includes taxes & fees

Nov 1 - Nov 2

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

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

Orlando

Carlos

₩303,372 total

includes taxes & fees

Nov 17 - Nov 18

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

₩200,203 total

includes taxes & fees

Nov 8 - Nov 9

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

9. Disney's Pop Century Resort

Bay Lake

Frances

₩334,663 total

includes taxes & fees

Nov 3 - Nov 4

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

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

Bay Lake

Bryant

₩112,729 total

includes taxes & fees

Nov 9 - Nov 10

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

11. Wyndham Grand Orlando Resort Bonnet Creek

Orlando

Oscar

₩289,941 total

includes taxes & fees

Nov 15 - Nov 16

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

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

Bay Lake

Michael

₩145,421 total

includes taxes & fees

Nov 17 - Nov 18

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

₩140,441 total

includes taxes & fees

Nov 1 - Nov 2

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

14. Home2 Suites By Hilton Winter Haven

Winter Haven

Joseph

₩214,621 total

includes taxes & fees

Nov 8 - Nov 9

A swimming pool area with people playing with building blocks.

15. LEGOLAND Beach Retreat

Winter Haven

Natalie

₩349,609 total

includes taxes & fees

Nov 20 - Nov 21

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

16. Home2 Suites by Hilton Orlando at Flamingo Crossings

Bay Lake

Melissa

₩146,442 total

includes taxes & fees

Nov 24 - Nov 25

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

Elisabeth

₩289,872 total

includes taxes & fees

Nov 22 - Nov 23

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

18. Best Western Plus Lakeland

Lakeland

Cindy

₩144,790 total

includes taxes & fees

Nov 1 - Nov 2

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

₩264,359 total

includes taxes & fees

Nov 22 - Nov 23

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

20. Gaylord Palms Resort & Convention Center

Kissimmee

Tara

₩469,913 total

includes taxes & fees

Nov 29 - Nov 30

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Vacation Rentals in Lakeland - Winter Haven

Condo

A park with a playground, a green lawn, and a concrete path.

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

"Great place to stay at a great place."

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 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"

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

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"

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!"

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

"Lovely place to stay. Felt safe and room was huge and clean. Thank you."

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 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 ."

See all vacation rentals

Hotels recommended for families in Lakeland - Winter Haven

Best Western Plus Winter Haven Inn & Suites

Winter Haven

₩194,795 total

includes taxes & fees

Nov 16 - Nov 17

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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

Hilton Vacation Club Mystic Dunes Orlando

10/10 Excellent

"Pros :Our stay was amazing. Staff texted everyday to ensure we had everything we needed. Distances between our room and the grounds amenities was a bit far, so rides within the property were available within minutes with just a simple text. Our deposit was returned within hours of our departure. Cons: Hidden resort fees and parking fees arent' listed on hotels.com booking site. There isn't a designated smoking area on the site which was difficult for the smoker in our group."

Hilton Vacation Club Aqua Sol Orlando West

8/10 Good

"Our SECOND stay at Hilton Aqua Sol, and once again, we loved it! We made a last-minute reservation after leaving The Grove (just nine minutes away) due to a very disappointing experience there. Hilton reminded us why it’s our favorite! The hotel is beautiful, the renovations are lovely, and the staff is friendly. We especially love the heated pool by the lobby and all the family activities, including bikes, boat rides, the playground, and sandy play area. So much fun for the kids! A heads-up: We were surprised by the parking and additional service fees. Also, be careful with the timeshare/ownership offers. They attract you with points and complimentary nights, but there are conditions. We were told we’d lose a $100 credit card hold if we didn’t attend the presentation with our spouse and children. Don’t let the free nights or points pressure you into spending your vacation time on a presentation! Overall, we had a wonderful stay. Hilton Aqua Sol remains our favorite, and we will definitely be back next year!"