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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

￥23,023 total

includes taxes & fees

Nov 15 - Nov 16

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

￥18,706 total

includes taxes & fees

Nov 30 - Dec 1

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

￥20,850 total

includes taxes & fees

Nov 8 - Nov 9

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

￥19,412 total

includes taxes & fees

Nov 19 - Nov 20

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

5. Staybridge Suites Winter Haven Auburndale by IHG

Winter Haven

Jacqueline

￥23,647 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.

6. Drury Plaza Hotel Orlando - Disney Springs Area

Lake Buena Vista

David

￥30,841 total

includes taxes & fees

Nov 29 - Nov 30

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

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

Bay Lake

Bryant

￥13,409 total

includes taxes & fees

Nov 17 - Nov 18

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

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

Bay Lake

Michael

￥17,176 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.

9. Comfort Inn & Suites Lakeland North I-4

Lakeland

Tommy

￥15,695 total

includes taxes & fees

Nov 2 - Nov 3

A swimming pool area with people playing with building blocks.

10. LEGOLAND Beach Retreat

Winter Haven

Natalie

￥41,293 total

includes taxes & fees

Nov 13 - Nov 14

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

11. Home2 Suites By Hilton Winter Haven

Winter Haven

Joseph

￥25,348 total

includes taxes & fees

Nov 8 - Nov 9

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

￥23,293 total

includes taxes & fees

Nov 29 - Nov 30

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

￥17,296 total

includes taxes & fees

Nov 24 - Nov 25

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

14. Best Western Plus Lakeland

Lakeland

Cindy

￥17,112 total

includes taxes & fees

Nov 1 - Nov 2

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

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

Orlando

Carlos

￥35,833 total

includes taxes & fees

Nov 17 - Nov 18

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

16. Walt Disney World Dolphin

Bay Lake

Emmett

￥39,006 total

includes taxes & fees

Nov 29 - Nov 30

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

17. SpringHill Suites by Marriott Lakeland

Downtown Lakeland

Raul

￥22,076 total

includes taxes & fees

Nov 22 - Nov 23

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

18. Disney's Pop Century Resort

Bay Lake

Frances

￥39,528 total

includes taxes & fees

Nov 3 - Nov 4

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

19. Wyndham Grand Orlando Resort Bonnet Creek

Orlando

Oscar

￥34,247 total

includes taxes & fees

Nov 29 - Nov 30

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

20. Kompose Boutique Resort at Theme Parks

Kissimmee

Theresa

￥11,235 total

includes taxes & fees

Nov 4 - Nov 5

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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

"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

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 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

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 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 ."

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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

The Berkley, Orlando

10/10 Excellent

"Staff was friendly, everyone greeted you, beautiful view across the lake, family friendly atmosphere and the condo was clean and welcoming! Easy access in and out of the resort, very comfortable!"

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!"

Howard Johnson by Wyndham Lakeland

10/10 Excellent

"The front desk staff and management team were incredible. Very sweet. Ashley allowed us to use one of their convention room for our realtor and us to do business filling out our paperwork for our new home. Vivram (may have misspelled) he was a riot, joked & teased with us at check in. We left a day early because we found our forever home and wrapped up paperwork, got our refund. Thank you Howard Johnson’s!"