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Holiday Inn Winter Haven by IHG

Holiday Inn Winter Haven by IHG

3 out of 5
200 Cypress Gardens Boulevard Winter Haven FL
  • 6 min drive from LEGOLAND® Florida
Book a stay at this business-friendly hotel in Winter Haven. Enjoy free WiFi, free parking, and room service. Our guests praise the breakfast and the helpful ...
9/10 Wonderful! (1,002 reviews)
"My husband needed a room while doing training for his job in the area. This place has everything he needed - clean room, restaurant on site for breakfast or dinner, 24 hr gym, laundry facilities and it was within walking distance of many places to eat, including a Publix and Walmart nearby. The room ..."

Reviewed on Jun 19, 2026

Holiday Inn Winter Haven by IHG
Staybridge Suites Winter Haven Auburndale by IHG

Staybridge Suites Winter Haven Auburndale by IHG

3 out of 5
305 5th St NW and Avenue D NW Winter Haven FL
  • 9 min drive from LEGOLAND® Florida
Stay at this hotel in Winter Haven. Enjoy free breakfast, free WiFi, and a 24-hour front desk. Our guests praise the breakfast and the helpful staff in our reviews. ...
9.8/10 Exceptional! (827 reviews)
"Everything excellent , very spacious suites perfect for families , breakfast is better than most brunch places out there ."

Reviewed on Jun 19, 2026

Staybridge Suites Winter Haven Auburndale by IHG
Best Western Plus Winter Haven Inn & Suites 

Best Western Plus Winter Haven Inn & Suites 

3.5 out of 5
5801 Roosevelt Dr Winter Haven FL
  • 7 min walk from LEGOLAND® Florida
Book a stay at this business-friendly hotel in Winter Haven. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
9.4/10 Exceptional! (1,302 reviews)
"Good and relaxing stay property was well maintained and staff were friendly and helpful"

Reviewed on Jun 19, 2026

Best Western Plus Winter Haven Inn & Suites 
Howard Johnson by Wyndham Winter Haven FL

Howard Johnson by Wyndham Winter Haven FL

2 out of 5
1300 3rd St Winter Haven FL
  • 7 min drive from LEGOLAND® Florida
Stay at this motel in Winter Haven. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. ...
7.4/10 Good! (1,000 reviews)
"Like that the check in is quick and efficient. Also the rooms are nice and quiet."

Reviewed on Jun 18, 2026

Howard Johnson by Wyndham Winter Haven FL
LEGOLAND Beach Retreat

LEGOLAND Beach Retreat

3 out of 5
100 Legoland Way SE Winter Haven FL
  • 11 min walk from LEGOLAND® Florida
Stay at this hotel in Winter Haven. Enjoy free breakfast, parking (surcharge), and a 24-hour front desk. Popular attractions LEGOLAND® Florida and Peppa Pig ...
8.8/10 Excellent! (268 reviews)
"Disappointing Stay That Didn’t Match the LEGOLAND Brand I recently stayed at LEGOLAND Beach Retreat with my family and was extremely disappointed by the condition of our room. The biggest issue was cleanliness. Upon entering, the room had a strong urine-like odor that immediately made us uncomfortable. ..."

Reviewed on Jun 19, 2026

LEGOLAND Beach Retreat
Legoland Florida Hotel

Legoland Florida Hotel

3 out of 5
1 Legoland Way Winter Haven FL
  • 1 min walk from LEGOLAND® Florida
Stay at this hotel in Winter Haven. Enjoy free breakfast, free WiFi, and 2 outdoor pools. Popular attractions LEGOLAND® Florida and Peppa Pig Theme Park Florida ...
8.8/10 Excellent! (139 reviews)
"The restaurant needed some help."

Reviewed on Jun 18, 2026

Legoland Florida Hotel
The Grove Resort & Water Park Orlando

The Grove Resort & Water Park Orlando

4 out of 5
14501 Grove Resort Avenue Winter Garden FL
  • 1 hour drive from LEGOLAND® Florida
Book a stay at this family-friendly resort in Four Corners. Enjoy free WiFi, 6 outdoor pools, and 3 restaurants. Our guests praise the pool and the helpful staff ...
8/10 Very Good! (10,219 reviews)
"Property needs to be updated, everything was broken, took day to accommodate and it was still not working after they said it was fixed. Should off been offered to change rooms in my upset I should have asked to change rooms."

Reviewed on Jun 19, 2026

The Grove Resort & Water Park Orlando
Kompose Boutique Resort at Theme Parks

Kompose Boutique Resort at Theme Parks

3 out of 5
7491 W Irlo Bronson Memorial Hwy Kissimmee FL
  • 1 hour drive from LEGOLAND® Florida
Stay at this resort in Kissimmee. Enjoy free breakfast, free WiFi, and 2 hot tubs. Popular attractions Disney's Animal Kingdom® Theme Park and ESPN Wide World ...
9.4/10 Exceptional! (4,483 reviews)
"Todo muy bueno limpio y buen precio"

Reviewed on Jun 19, 2026

Kompose Boutique Resort at Theme Parks
Vacation Village Orlando, Celebration

Vacation Village Orlando, Celebration

3 out of 5
2975 Arabian Nights Blvd Kissimmee FL
  • 1 hour drive from LEGOLAND® Florida
Book a stay at this family-friendly condo in Kissimmee. Enjoy free WiFi, 7 outdoor pools, and 7 hot tubs. Our guests praise the helpful staff and the clean rooms ...
8.6/10 Excellent! (4,349 reviews)
"Great place to stay so close to everything and amazing price!! We booked a 2 bedroom suite and it was actually 2 full 1 bedroom apartments connected with a foyer. My 18 year old son loved having his own little apartment for the week!! Only bad thing was them trying to sell me stuff each day we were ..."

Reviewed on Jun 19, 2026

Vacation Village Orlando, Celebration
Margaritaville Resort Orlando with H2O Waterpark

Margaritaville Resort Orlando with H2O Waterpark

4 out of 5
8000 Fins Up Circle Kissimmee FL
  • 1 hour drive from LEGOLAND® Florida
Book a stay at this spa resort in Kissimmee. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the restaurant in our reviews. ...
8.8/10 Excellent! (3,612 reviews)
"Staff was very pleasant to work with."

Reviewed on Jun 19, 2026

Margaritaville Resort Orlando with H2O Waterpark
Holiday Inn Club Vacations at Orange Lake Resort by IHG

Holiday Inn Club Vacations at Orange Lake Resort by IHG

4 out of 5
8505 W Irlo Bronson Memorial Hwy Kissimmee FL
  • 1 hour drive from LEGOLAND® Florida
Book a stay at this golf resort in Kissimmee. Enjoy free WiFi, free parking, and 7 outdoor pools. Our guests praise the pool and the helpful staff in our reviews. ...
8.8/10 Excellent! (3,003 reviews)
"Family friendly property"

Reviewed on Jun 19, 2026

Holiday Inn Club Vacations at Orange Lake Resort by IHG
Delta Hotels by Marriott Orlando Celebration

Delta Hotels by Marriott Orlando Celebration

3.5 out of 5
2900 Parkway Blvd Kissimmee FL
  • 1 hour drive from LEGOLAND® Florida
Book a stay at this business-friendly hotel in Kissimmee. Enjoy free WiFi, 2 outdoor pools, and 4 restaurants. Our guests praise the pool and the helpful staff ...
8.2/10 Very Good! (3,058 reviews)
"Room was great and plenty of space. Pool was amazing and the staff were very helpful and friendly. Would stay here again."

Reviewed on Jun 19, 2026

Delta Hotels by Marriott Orlando Celebration
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Find cheap hotels in Winter Haven

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If you’re traveling during the week for business, Hotwire can score you a luxury hotel for as low as $93. In town for pleasure? Hotwire still has you covered. If you’re in the mood for a quick last-minute weekend getaway or spa retreat, you can get great Winter Haven hotel deals at the last minute.

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Frequently Asked Questions About Winter Haven hotels

Where can I find the best last-minute travel deals?

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How many hotels are there in Winter Haven?

With over 37,629 hotels in Winter Haven, you’re sure to find one that best matches your travel mood. When you book with Hotwire, you can score a stellar home away from home for as low as $93.

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Finding a cheap car rental deal in Winter Haven is as easy as scoring cheap hotels in Winter Haven. Hotwire partners with top-of-the-line car rental companies to bring you a large selection of affordable options. Whether you’re in need of a large SUV for the entire family or a more compact but stylish vehicle, Hotwire has you covered. You can unlock great car rental deals if you book a Hotwire Hot Rate at the last minute.