Compare the best hotels in Winter Haven from 100+ sites!

62 available hotel offers

2 nights
2
1
  • airbnb
  • booking
  • vrbo
  • expedia
  • sonder
  • priceline
  • tripadvisor
  • tripcom
  • homestay
  • hotelscom
  • orbitz
  • vacasa
Winter Haven hotels
Choose the perfect vacation accommodation
Price per night
Accommodation type
Rating

62 Cheap hotels in Winter Haven

Find the Best 5-Star Hotels in Winter Haven

Stay at a luxury hotel in Winter Haven for a refined experience with high-end amenities and prime access.

Rodeway Inn & Suites Haines City - Winter Haven - Winter Haven
8.1 2495 reviews
Winter Haven
07/02 – 07/06
$292/nighttotal: $1168 (4 )

Rodeway Inn & Suites Haines City - Winter Haven

3 9
hotel , Winter Haven
Rodeway Inn & Suites Haines City - Winter Haven is located in Haines City, 5.7 miles from Swanns Railroad Station (Historical) and 9.3 miles from Legoland Florida.
This 4-star hotel offers air-conditioned rooms with complimentary WiFi, a swimming pool, a garden, a restaurant, room service, tennis courts, and free parking.

Our Favorite Hotels with Parking in Winter Haven

Driving into town? Each hotel in Winter Haven here includes parking, making city center access simple from the moment you arrive.

Legoland Beach Retreat - Winter Haven
Winter Haven
06/27 – 07/04
$258/nighttotal: $1806 (7 )

Legoland Beach Retreat

1 2
hotel , Winter Haven
Book this hotel room. You will be located in Winter Haven.
Services and facilities: 24-hour entry, free parking and a room service.
Holiday Inn Express Lake Wales North-winter Haven By Ihg - Winter Haven
8.9 2097 reviews
Winter Haven
07/04 – 07/05
$216/nightfor 1 night

Holiday Inn Express Lake Wales North-winter Haven By Ihg

1 4
hotel , Lake Wales
The Holiday Inn Express Lake Wales North-Winter Haven is located just 5 miles from Bok Tower Gardens and a short drive from the Florida Skydiving Center, making it a convenient base for exploring Lake Wales and its surrounding attractions. This 2-star hotel receives very good user ratings for its comfortable accommodations and friendly service.
The hotel offers a variety of amenities to make your stay enjoyable, including a swimming pool, a fitness center, and a bar. You can also enjoy a complimentary hot buffet breakfast, free Wi-Fi, and comfortable rooms with microwaves, mini-fridges, and DVD players.
Lake Roy Beach Inn - Winter Haven - Winter Haven
Winter Haven
07/08 – 07/12
$149/nighttotal: $596 (4 )

Lake Roy Beach Inn - Winter Haven

1 3
hotel , Cypress Gardens
Book this hotel room in a 2 star hotel. You will be located in Cypress Gardens.
Services and facilities include an iron, a kitchen and a swimming pool. This hotel in Cypress Gardens also has a terrace!
Elita Inn - Winter Haven
Winter Haven
06/27 – 07/04
$81/nighttotal: $567 (7 )

Elita Inn

1 2
hotel , Dundee
Book this room. Your accommodation will be based in Dundee.
Facilities and services include 24-hour entry, a wheelchair friendly access and free parking.

Frequently Asked Questions about hotels in Winter Haven

Destinations nearby

Traveler-Approved Hotels with Swimming Pool in Winter Haven

A hotel with a swimming pool in Winter Haven is a brilliant base for a proper swim in the heart of the city.

Home2 Suites By Hilton Winter Haven - Winter Haven
9.3 190 reviews
Winter Haven
06/27 – 07/04
$182/nighttotal: $1274 (7 )

Home2 Suites By Hilton Winter Haven

1 2
hotel , Winter Haven
The Home2 Suites By Hilton Winter Haven is conveniently located near Legoland Florida, making it a great choice for families visiting the theme park. The hotel is also within a short drive of the Dearborn Railroad Station, offering easy access to other parts of Florida. This 3-star hotel provides a comfortable and convenient stay for travelers.
The Home2 Suites By Hilton Winter Haven offers spacious rooms with kitchens, ideal for families or those looking to prepare their own meals. Guests can enjoy amenities such as a swimming pool, fitness center, and a 24-hour front desk.
Home2 Suites By Hilton Winter Haven - Winter Haven
9.4 429 reviews
Winter Haven
06/27 – 07/04
$231/nighttotal: $1617 (7 )

Home2 Suites By Hilton Winter Haven

1 2
hotel , Winter Haven
Home2 Suites By Hilton Winter Haven is less than a mile from LEGOLAND Florida, LEGOLAND Water Park, and Peppa Pig Theme Park, offering convenient access to these popular attractions. Each suite includes a full kitchen, complimentary breakfast, and free WiFi; nearby amenities include the AdventHealth Fieldhouse and Chain O' Lakes Complex, a short drive away.
Staybridge Suites Winter Haven - Auburndale - Winter Haven
9.4 205 reviews
Winter Haven
07/02 – 07/06
$486/nighttotal: $1944 (4 )

Staybridge Suites Winter Haven - Auburndale

2 9
hotel , Winter Haven
Staybridge Suites Winter Haven - Auburndale is a top-rated hotel in Winter Haven, Florida, conveniently located within walking distance of Swanns Railroad Station (Historical) and a short drive to Legoland Florida. The hotel offers modern accommodations with spacious suites featuring fully equipped kitchens and comfortable beds.
Guests can enjoy complimentary amenities such as breakfast, Wi-Fi, a fitness center, and an outdoor pool. The hotel also offers extended-stay options, pet-friendly accommodations, business services, and thoughtful amenities like a complimentary social hour and a 24-hour convenience store.
Best Western Plus Winter Haven Inn & Suites - Winter Haven
9.3 2230 reviews
Winter Haven
07/04 – 07/05
$223/nightfor 1 night

Best Western Plus Winter Haven Inn & Suites

1 4
hotel , Winter Haven
The Best Western Plus Winter Haven Inn & Suites is located just 1.1 miles from Legoland Florida, making it a convenient choice for families visiting the theme park. This hotel enjoys excellent ratings for its location, cleanliness, and overall experience.
The lodging offers comfortable rooms with amenities like a closet, flat-screen TV, coffee machine, and private bathroom. Guests can enjoy an outdoor swimming pool, fitness center, a shared lounge, and free private parking.

Discover Hotels with On-Site Restaurants in Winter Haven

Good food at the end of the day makes a trip, and these hotels of Winter Haven have a restaurant serving varied on-site dining.

Rodeway Inn & Suites Haines City - Winter Haven - Winter Haven
8.1 2495 reviews
Winter Haven
07/02 – 07/06
$292/nighttotal: $1168 (4 )

Rodeway Inn & Suites Haines City - Winter Haven

3 9
hotel , Winter Haven
Rodeway Inn & Suites Haines City - Winter Haven is located in Haines City, 5.7 miles from Swanns Railroad Station (Historical) and 9.3 miles from Legoland Florida.
This 4-star hotel offers air-conditioned rooms with complimentary WiFi, a swimming pool, a garden, a restaurant, room service, tennis courts, and free parking.
Courtyard By Marriott Winter Haven - Winter Haven
9.3 972 reviews
Winter Haven
07/04 – 07/05
$342/nightfor 1 night

Courtyard By Marriott Winter Haven

1 4
hotel , Winter Haven
The Courtyard By Marriott Winter Haven is located near Legoland Florida, making it ideal for families, and is also within easy reach of other attractions like Bok Tower Gardens and Circle B Bar Ranch. This 3-star hotel consistently receives excellent user ratings for its location, cleanliness, and overall experience.
The property features spacious rooms with modern amenities like flat-screen TVs and private bathrooms. Guests can enjoy a range of on-site amenities, including a fitness center, an outdoor pool, and a restaurant, ensuring a comfortable and enjoyable stay.
Hampton Inn Winter Haven - Winter Haven
8.9 1598 reviews
Winter Haven
06/27 – 07/04
$148/nighttotal: $1036 (7 )

Hampton Inn Winter Haven

1 2
hotel , Winter Haven
The Hampton Inn Winter Haven is located just 3.2 miles from LEGOLAND, making it a great choice for families visiting the theme park. This 3-star hotel consistently receives very good user ratings, indicating a comfortable and enjoyable stay.
The hotel offers a variety of amenities, including a swimming pool, a fitness center, and a restaurant. Guests can also enjoy the hotel's garden and take advantage of room service.
Holiday Inn Winter Haven By Ihg - Winter Haven
9.0 1476 reviews
Winter Haven
07/07 – 07/12
$192/nighttotal: $960 (5 )

Holiday Inn Winter Haven By Ihg

1 4
hotel , Winter Haven
The Holiday Inn Winter Haven, An Ihg Hotel is conveniently located near Cypress Gardens Theme Park, putting you within easy reach of attractions like Walt Disney World, SeaWorld, and Universal Studios. This 3-star hotel receives very good user ratings for its location, cleanliness, and overall experience.
The hotel offers spacious guestrooms with 360 square feet of floor space, perfect for a comfortable stay. Enjoy a variety of amenities, including a swimming pool, fitness center, restaurant, and bar, providing everything you need for a relaxing and enjoyable vacation.
©2026 cozycozy.com