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

SAR 548 total

includes taxes & fees

15 Nov - 16 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.

2. Holiday Inn Express Lake Wales N-Winter Haven by IHG

Lake Wales

Jessica

SAR 567 total

includes taxes & fees

8 Nov - 9 Nov

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

Maria Andrea

SAR 497 total

includes taxes & fees

22 Nov - 23 Nov

A swimming pool area with people playing with building blocks.

4. LEGOLAND Beach Retreat

Winter Haven

Natalie

SAR 984 total

includes taxes & fees

13 Nov - 14 Nov

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

SAR 563 total

includes taxes & fees

8 Nov - 9 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

Jova Jane

SAR 462 total

includes taxes & fees

16 Nov - 17 Nov

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

7. Home2 Suites By Hilton Winter Haven

Winter Haven

Joseph

SAR 590 total

includes taxes & fees

24 Nov - 25 Nov

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

8. SpringHill Suites by Marriott Lakeland

Downtown Lakeland

Raul

SAR 526 total

includes taxes & fees

22 Nov - 23 Nov

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

9. Best Western Plus Lakeland

Lakeland

Cindy

SAR 425 total

includes taxes & fees

5 Nov - 6 Nov

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

10. Comfort Inn & Suites Lakeland North I-4

Lakeland

Tommy

SAR 372 total

includes taxes & fees

30 Nov - 1 Dec

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

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

Bay Lake

Robert

SAR 319 total

includes taxes & fees

24 Nov - 25 Nov

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

12. Holiday Inn Express Bartow by IHG

Bartow

STEVE

SAR 446 total

includes taxes & fees

1 Dec - 2 Dec

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

SAR 395 total

includes taxes & fees

29 Nov - 30 Nov

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

14. Walt Disney World Dolphin

Bay Lake

Alana

SAR 929 total

includes taxes & fees

29 Nov - 30 Nov

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

15. Days Inn & Suites by Wyndham Lakeland

Lakeland

Jesica

SAR 290 total

includes taxes & fees

9 Nov - 10 Nov

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

16. Drury Plaza Hotel Orlando - Disney Springs Area

Lake Buena Vista

Komal

SAR 714 total

includes taxes & fees

29 Nov - 30 Nov

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

17. Home2 Suites By Hilton Lakeland North I-4

Lakeland

Anniuska Gigato

SAR 479 total

includes taxes & fees

22 Nov - 23 Nov

A pool area with lounge chairs, a fire pit, and palm trees.

18. SpringHill Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance

Bay Lake

James

SAR 401 total

includes taxes & fees

24 Nov - 25 Nov

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

19. Hampton Inn Orlando-Maingate South

Davenport

Janaina

SAR 386 total

includes taxes & fees

15 Nov - 16 Nov

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

20. Fairfield by Marriott Inn & Suites Davenport

Davenport

Romario

SAR 525 total

includes taxes & fees

24 Nov - 25 Nov

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,"

Vacation Home

A living room with a large mural of marine life, a ceiling fan, a flat-screen TV, and a dining area in the background.

BlockHaven near Legoland & Disney

Winter Haven

"Very nice house for a small family! Close to everything!"

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."

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

"Great property and location with a lovely pool"

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

"Amazing stay, staff was so nice and the property was beautiful! Definitely will be visiting again!"

Vacation Home

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

Davenport

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

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."

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 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 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"

See all vacation rentals

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)

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