Best Lakeland - Winter Haven Hotels in 2026 from HK$444 - Fully Refundable Options

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Go beyond your typical stay in Lakeland - Winter Haven

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Our top choices for Lakeland - Winter Haven hotels

1. Best Western Plus Winter Haven Inn & Suites

Winter Haven

DeCheryl

HK$926

HK$1,037 total

includes taxes & fees

9 Sept - 10 Sept

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

Lake Wales

Amber

HK$1,019

HK$1,142 total

includes taxes & fees

4 Oct - 5 Oct

3. Hyatt Place Lakeland Center

Downtown Lakeland

Brian

HK$840

HK$940 total

includes taxes & fees

10 Sept - 11 Sept

4. Holiday Inn Winter Haven by IHG

Winter Haven

Patricia

HK$823

HK$922 total

includes taxes & fees

20 Sept - 21 Sept

5. SpringHill Suites by Marriott Lakeland

Downtown Lakeland

Vanessa

HK$946

HK$1,059 total

includes taxes & fees

20 Sept - 21 Sept

6. Home2 Suites by Hilton Orlando at Flamingo Crossings

Bay Lake

Alicia

HK$707

HK$796 total

includes taxes & fees

28 Sept - 29 Sept

7. Staybridge Suites Winter Haven Auburndale by IHG

Winter Haven

Francis

HK$949

HK$1,062 total

includes taxes & fees

13 Sept - 14 Sept

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

Bay Lake

Lauren

HK$862

HK$970 total

includes taxes & fees

13 Sept - 14 Sept

9. Home2 Suites By Hilton Lakeland North I-4

Lakeland

Ashley

HK$877

HK$982 total

includes taxes & fees

7 Sept - 8 Sept

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

Bay Lake

Dora Alicia

HK$729

HK$820 total

includes taxes & fees

29 Sept - 30 Sept

11. Comfort Inn & Suites Lakeland North I-4

Lakeland

Catherine

HK$700

HK$784 total

includes taxes & fees

27 Sept - 28 Sept

12. Holiday Inn Express Hotel & Suites Orlando South-Davenport by IHG

Davenport

Luis

HK$729

HK$817 total

includes taxes & fees

11 Sept - 12 Sept

13. Omni Orlando Resort at ChampionsGate

Champions Gate

Nadia Ahmad

HK$1,280

HK$1,896 total

includes taxes & fees

19 Sept - 20 Sept

14. Fairfield by Marriott Inn & Suites Davenport

Davenport

Michael

HK$839

HK$940 total

includes taxes & fees

11 Sept - 12 Sept

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

Bay Lake

Gabriel

HK$614

HK$691 total

includes taxes & fees

29 Sept - 30 Sept

16. Drury Plaza Hotel Orlando - Disney Springs Area

Lake Buena Vista

Samantha

HK$1,133

HK$1,274 total

includes taxes & fees

21 Sept - 22 Sept

17. Homewood Suites by Hilton Orlando at Flamingo Crossings

Bay Lake

Silvia

HK$988

HK$1,111 total

includes taxes & fees

7 Sept - 8 Sept

18. LEGOLAND Beach Retreat

Winter Haven

Boris

HK$1,393

HK$1,867 total

includes taxes & fees

11 Sept - 12 Sept

19. Home2 Suites By Hilton Winter Haven

Winter Haven

Yasiely

HK$1,087

HK$1,217 total

includes taxes & fees

27 Sept - 28 Sept

20. Days Inn & Suites by Wyndham Lakeland

Lakeland

Manuel Jr

HK$439

HK$544 total

includes taxes & fees

27 Sept - 28 Sept

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Holiday Rentals in Lakeland - Winter Haven

Condo

Parkway International Resort by Coolvacay

Kissimmee

"Great for families and kids clean room and nice pool area"

Aparthotel

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

Orlando

"Great resort"

Aparthotel

Margaritaville Cottages Orlando by Rentyl with H2O Waterpark

Kissimmee

"nice place to stay!"

Condo

Alhambra Villas by Coolvacay

Solivita

"Great place, clean, and convenient for our trip to Disney and universal."

Condo

Orbit One Vacation Villas by Coolvacay

Kissimmee

"All staff members are extremely nice. The pool was clean and the rooms as well. Definitely staying again!"

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

Landing Townhomes Davenport

Davenport

"Place was awesome one of the cleanest places I’ve ever rented , A+ for the garage, large TVs in every room, king-size bed in all room. The only down fall is that there is only one pool in the whole complex! My Wife and I will stay again soon."

Condo

Bryan’s Spanish Cove by Coolvacay

Orlando

"We loved our stay at Bryan’s Spanish cove. The staff was pleasant. Hotel was clean and had all necessities. Pool was awesome!"

Holiday Home

BlockHaven near Legoland & Disney

Winter Haven

"We loved this place! It was perfect for all of us! It was nice and clean as well!"

Aparthotel

Lake Buena Vista Resort Village & Spa

Orlando

"Great place to stay in"

Aparthotel

Club Wyndham Cypress Palms

Kissimmee

"The place was nice clean and amazing will return in December"

Aparthotel

Vacation Village Orlando, Celebration

Kissimmee

"Enjoyed the stay booked again"

Cabin

Camp Mack Lodge, Marina & RV Resort

Lake Wales

"Staff was amazing."

Aparthotel

Villas At Regal Palms

Highlands Reserve

"Love the property great for families"

Holiday Home

Charming 3Bd Close to Disney @ Festival 1026

Festival

"Nice location "

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Stay near popular Lakeland - Winter Haven attractions

A detailed model of a cityscape with various buildings, including a tall skyscraper, a modern building, and a historic building with a red roof.

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.

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A wooden boardwalk leading to a sign that reads "Deinonychus Island."

Dinosaur World

8.6/10 (65 reviews)

With more than 200 life-size dinosaur models and many interactive games and activities, this educational theme park is great for families.

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A lakeside park with a walking path, palm trees, and a dock extending into the water.

Lakeside Village

7.8/10 (443 reviews)

You can find the perfect gifts to bring home at Lakeside Village during your visit to Lakeland. Amble around the area's lakeside or attend a sporting event.

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A historic tower with intricate designs, surrounded by lush greenery and a clear blue sky.

Bok Tower Gardens

9.0/10 (158 reviews)

Bok Tower Gardens is just one of the places to see in Lake Wales, so why not enjoy the other things to explore during your travels? Stroll along the lakeside in this family-friendly area or visit its top-notch restaurants.

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A large aircraft with a red nose and four propellers, mounted on a white structure.

Sun N Fun Air Museum

7.6/10 (272 reviews)

You can spend time exploring the galleries in Sun N Fun Air Museum in Lakeland. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.

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RP Funding Center

7.6/10 (545 reviews)

You can enjoy a show at RP Funding Center during your stay in Lakeland. Amble around the area's lakeside or attend a sporting event.

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Publix Field at Joker Marchant Stadium

7.8/10 (448 reviews)

Catch an event at Publix Field at Joker Marchant Stadium during your trip to Lakeland. Stroll along the lakeside or attend a sporting event in this family-friendly area.

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Southern Dunes Golf and Country Club

7.8/10 (15 reviews)

Enjoy a round of golf in Haines City at Southern Dunes Golf and Country Club. Stroll along the lakeside in this family-friendly area or visit its top-notch restaurants.

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Lakeland - Winter Haven and related destinations

Discover the family-friendly area of Lakeland - Winter Haven—lake views, baseball and top sights like LEGOLAND® Florida.

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A vintage airplane and a classic car parked in front of a building with a sign that reads "Fantasy of Flight".

Top Lakeland - Winter Haven Hotel Reviews

Westgate Vacation Villas Resort

10/10 Excellent

"Very welcoming and well kept staff is nice and helpful surrounded by plenty things to do places to shop and eat"

Holiday Inn Club Vacations at Orange Lake Resort by IHG

10/10 Excellent

"Family friendly, clean and great staff."

Margaritaville Resort Orlando with H2O Waterpark

10/10 Excellent

"Great Place and Staff"

Quality Inn & Suites By the Parks

8/10 Good

"Breakfast was like a typical hotel breakfast, it was good. The room itself was clean and ac worked. The ‘Renos’ were a little underwhelming just painting over the tub again and again but for us not spending much time in our room it was fine. Water pressure and shower were the lowest rating item in the room to me but got the job done."

Comfort Inn & Suites Lakeland North I-4

10/10 Excellent

"Buena atención y excelente limpieza. El desayuno estuvo completo y muy bueno. Recomiendo a la administración cambiar la alfombra del cuarto."

The Berkley, Orlando

8/10 Good

"We have stayed at this hotel 3-4x, and it has been good every time! The layout is different for the bigger unit, and I guess it’s a matter of preference."

Days Inn & Suites by Wyndham Lakeland

10/10 Excellent

"First of all the staff is great! Denise and Vida at the front desk are especially nice. The gal in breakfast is very kind and helpful. Housekeeping staff outstanding from friendliness to helpful with anything we needed. We will be here 6 days and I'm glad we chose this hotel. Parking is good and so is the location. Thanks Days Inn great job!"

Margaritaville Cottages Orlando by Rentyl with H2O Waterpark

10/10 Excellent

"Great Resort. We stayed in a 3 bedroom cottage ."

Meliá Orlando Celebration

10/10 Excellent

"Muy buen servicio"