Check prices for these dates

Tonight

Tomorrow

This weekend

Next weekend

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

₩181,395 total

includes taxes & fees

Oct 29 - Oct 30

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

₩200,428 total

includes taxes & fees

Nov 22 - Nov 23

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

IvIr

₩241,118 total

includes taxes & fees

Nov 25 - Nov 26

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

₩175,081 total

includes taxes & fees

Nov 11 - Nov 12

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

₩152,920 total

includes taxes & fees

Nov 24 - Nov 25

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

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

Orlando

Carlos

₩300,897 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.

7. Walt Disney World Dolphin

Bay Lake

Emmett

₩340,861 total

includes taxes & fees

Nov 4 - Nov 5

A swimming pool area with people playing with building blocks.

8. LEGOLAND Beach Retreat

Winter Haven

Natalie

₩347,407 total

includes taxes & fees

Nov 13 - Nov 14

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

9. Disney's Pop Century Resort

Bay Lake

Frances

₩331,931 total

includes taxes & fees

Oct 28 - Oct 29

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

Marcellus

₩112,603 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.

11. Wyndham Grand Orlando Resort Bonnet Creek

Orlando

Oscar

₩270,158 total

includes taxes & fees

Oct 30 - Oct 31

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

12. Holiday Inn Express Bartow by IHG

Bartow

Emir

₩155,595 total

includes taxes & fees

Oct 31 - Nov 1

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

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

Bay Lake

Michael

₩144,505 total

includes taxes & fees

Nov 18 - Nov 19

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

14. Staybridge Suites Winter Haven Auburndale by IHG

Winter Haven

Jacqueline

₩198,943 total

includes taxes & fees

Nov 8 - Nov 9

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

15. Home2 Suites By Hilton Winter Haven

Winter Haven

Gustavo

₩212,870 total

includes taxes & fees

Nov 15 - Nov 16

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

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

Lake Buena Vista

Elisabeth

₩287,432 total

includes taxes & fees

Nov 24 - Nov 25

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

17. Home2 Suites by Hilton Orlando at Flamingo Crossings

Bay Lake

Melissa

₩145,246 total

includes taxes & fees

Nov 9 - Nov 10

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

18. Gaylord Palms Resort & Convention Center

Kissimmee

Tara

₩440,324 total

includes taxes & fees

Oct 30 - Oct 31

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

19. Comfort Inn & Suites Lakeland North I-4

Lakeland

Tommy

₩135,030 total

includes taxes & fees

Nov 25 - Nov 26

A nighttime pool area with multiple pools, palm trees, and a dining setup.

20. Hilton Orlando Lake Buena Vista - Disney Springs® Area

Lake Buena Vista

Dominique A

₩262,203 total

includes taxes & fees

Nov 22 - Nov 23

View all properties

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

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"

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

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"

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!!"

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"

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

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

Kompose Boutique Resort at Theme Parks

Kissimmee

₩97,595 total

includes taxes & fees

Nov 17 - Nov 18

Save an average of 15% on thousands of hotels when you're signed in

Sign in

Sign up, it's free

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

"Wonderful place to stay. Highly recommend"

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."