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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

DeCheryl

₩198,236 total

includes taxes & fees

Nov 15 - Nov 16

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

₩205,261 total

includes taxes & fees

Nov 22 - Nov 23

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

3. Holiday Inn Winter Haven by IHG

Winter Haven

Jova Jane

₩179,414 total

includes taxes & fees

Nov 15 - Nov 16

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

4. Drury Plaza Hotel Orlando - Disney Springs Area

Lake Buena Vista

Jace

₩265,725 total

includes taxes & fees

Nov 23 - Nov 24

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

Alana

₩336,070 total

includes taxes & fees

Nov 29 - Nov 30

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

₩321,714 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

Robert

₩115,535 total

includes taxes & fees

Nov 24 - Nov 25

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

₩203,741 total

includes taxes & fees

Nov 29 - Nov 30

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

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

Bay Lake

Michael

₩142,797 total

includes taxes & fees

Nov 24 - Nov 25

A swimming pool area with people playing with building blocks.

10. LEGOLAND Beach Retreat

Winter Haven

Efrayn

₩355,785 total

includes taxes & fees

Nov 13 - Nov 14

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

11. Home2 Suites by Hilton Orlando at Flamingo Crossings

Bay Lake

Melissa

₩149,030 total

includes taxes & fees

Nov 29 - Nov 30

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

STEVE

₩170,291 total

includes taxes & fees

Dec 6 - Dec 7

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

13. Home2 Suites By Hilton Winter Haven

Winter Haven

Joseph

₩218,414 total

includes taxes & fees

Nov 15 - Nov 16

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

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

Lake Buena Vista

Adam

₩294,994 total

includes taxes & fees

Nov 22 - Nov 23

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

15. Best Western Plus Lakeland

Lakeland

Cindy

₩140,869 total

includes taxes & fees

Nov 8 - Nov 9

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

16. Gaylord Palms Resort & Convention Center

Kissimmee

Tara

₩478,217 total

includes taxes & fees

Nov 29 - Nov 30

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

17. Wyndham Grand Orlando Resort Bonnet Creek

Orlando

Oscar

₩295,063 total

includes taxes & fees

Nov 15 - Nov 16

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

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

Lake Buena Vista

Kristi

₩269,031 total

includes taxes & fees

Nov 22 - Nov 23

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

₩130,580 total

includes taxes & fees

Nov 24 - Nov 25

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

20. Caribe Royale Orlando, WorldHotels Elite

Orlando

Omid

₩323,776 total

includes taxes & fees

Nov 22 - Nov 23

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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

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 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 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."

Aparthotel

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

Lake Buena Vista Resort Village & Spa

Orlando

"Great property and location with a lovely pool"

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!!"

Condo

A swimming pool with two slides, surrounded by modern buildings and palm trees.

Orbit One Vacation Villas by Coolvacay

Kissimmee

"It was a lovely home away from home, everything we needed was there and around"

Vacation Home

A pool area with a water slide, palm trees, and lounge chairs.

Champions Gate, Pool, Themed Rooms

Kissimmee

"Property was nice and loved all the dishes and appliances available. The refrigerator froze everything and we couldn't get it to not freeze. The oven didn't work but we notified maintenance and they fixed it. Did not like that there were only 3 wash clothes to use."

Vacation Home

Stunning 4 Bd w/ Pool Close to Disney at Champions Gate 1158

Davenport

"House was super clean, felt like I was home…"

See all vacation rentals

Hotels recommended for families in Lakeland - Winter Haven

Holiday Inn Express Lake Wales N-Winter Haven by IHG

Lake Wales

₩205,261 total

includes taxes & fees

Nov 22 - Nov 23

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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

Margaritaville Resort Orlando with H2O Waterpark

8/10 Good

"They failed to tell us they were hosting a techno music bash and a large stage next to our room played til 4am. They could not move us because the hotel was sold out. Next time post this on your web sight or let customers know ahead of time so they can decide if they want to book a different hotel"