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Hotels in Winter Haven You’ll Love

Top-Rated Winter Haven Hotels for Every Budget and Style!

Looking for a hotel in Winter Haven (Florida)? Discover a wide range of hotels in Winter Haven and the surrounding area – with rates starting at just $51.00 per night. Whether you are searching for budget-friendly options, family-friendly stays, or upscale hotels for business travelers, Winter Haven offers accommodations for every need and budget.

Browse available hotels to find detailed information, amenities, and the best deals for your trip.

We found 16 Hotels in Winter Haven and the surrounding area (within 30 miles)

Courtyard by Marriott Winter Haven in Winter Haven, USA

Courtyard by Marriott Winter Haven

Hotel in Winter Haven, Florida , 6225 Cypress Gardens Boulevard SE
Featuring free WiFi, Courtyard by Marriott Winter Haven offers rooms in Winter Haven, and is 0.6 mi from Legoland Florida.
  • Parking
  • Restaurant
  • Bar
  • Fitness centre
  • Outdoor pool

Fabulous 117 Reviews 8.7

from $217.28 Show details »

Home2 Suites By Hilton Winter Haven in Winter Haven, USA

Home2 Suites By Hilton Winter Haven

Hotel in Winter Haven, Florida , 6015 Cypress Gardens Blvd
Located within a 17-minute walk of Legoland Florida and 13 miles of Dearborn Railroad Station, Home2 Suites By Hilton Winter Haven provides rooms in W...
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

Superb 192 Reviews 9.2

from $141.85 Show details »

Best Western Plus Winter Haven Inn & Suites in Winter Haven, USA

Best Western Plus Winter Haven Inn & Sui...

Hotel in Winter Haven, Florida , 5801 Roosevelt Dr
Located in Winter Haven, 1.1 miles from Legoland Florida, Best Western Plus Winter Haven Inn & Suites provides accommodations with an outdoor swimming...
  • Parking
  • Fitness centre
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

Superb 885 Reviews 9.1

from $129.18 Show details »

Magnuson Grand Conference Hotel in Winter Haven, USA

Magnuson Grand Conference Hotel

Hotel in Winter Haven, Florida , 5665 Cypress Gardens Blvd
Located 1.1 miles from Legoland Florida, Magnuson Grand Conference Hotel offers 2-star accommodations in Winter Haven and features a bar.
  • Parking
  • Restaurant
  • Pets allowed
  • Bar
  • Fitness centre

no reviews

from $79.00 Show details »

Hampton Inn Winter Haven in Winter Haven, USA

Hampton Inn Winter Haven

Hotel in Winter Haven, Florida , 202 Cypress Gardens Boulvard
Surrounded by numerous fresh water lakes, this Winter Haven, Florida hotel is 3.2 mi away from LEGOLAND.
  • Parking
  • Pets allowed
  • Fitness centre
  • Outdoor pool
  • Swimming pool

Fabulous 494 Reviews 8.6

from $120.54 Show details »

Lake Roy Beach Inn - Winter Haven in Winter Haven, USA

Lake Roy Beach Inn - Winter Haven

Hotel in Winter Haven, Florida , 1823 Cypress Gardens Boulevard
Located off Highway 540, this Winter Haven hotel is 1.7 miles from Legoland.
  • Parking
  • Family rooms
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

Pleasant 144 Reviews 6.4

from $98.56 Show details »

Economy Suites in Winter Haven, USA

Economy Suites

Hotel in Winter Haven, Florida , 1901 Cypress Gardens Boulevard
Featuring 2-star accommodations, Economy Suites is located in Winter Haven, 1.6 miles from Legoland Florida and 12 miles from Dearborn Railroad Statio...
  • Parking
  • Pets allowed

Disappointing 147 Reviews 4.3

from $63.07 Show details »

Holiday Inn Winter Haven by IHG in Winter Haven, USA

Holiday Inn Winter Haven by IHG

Hotel in Winter Haven, Florida , 200 Cypress Gardens Boulevard
Near Cypress Gardens Theme Park and a variety of local attractions and activities, this Winter Haven, Florida hotel features an on-site restaurant alo...
  • Parking
  • Restaurant
  • Bar
  • Fitness centre
  • Breakfast in the room

Fabulous 357 Reviews 8.9

from $115.43 Show details »

OYO Hotel Dundee By Crystal Lake in Dundee, USA

OYO Hotel Dundee By Crystal Lake

Hotel in Dundee near Winter Haven, Florida , 28610 US-27
Located within 7.1 miles of Legoland Florida and 17 miles of Dearborn Railroad Station, OYO Hotel Dundee By Crystal Lake has rooms with air conditioni...
  • Parking
  • Pets allowed

Disappointing 85 Reviews 4.1

from $88.66 Show details »

Staybridge Suites Winter Haven - Auburndale in Winter Haven, USA

Staybridge Suites Winter Haven - Auburnd...

Hotel in Winter Haven, Florida , 305 5th St NW
Located in Winter Haven, 4.9 miles from Legoland Florida, Staybridge Suites Winter Haven - Auburndale provides accommodations with an outdoor swimming...
  • Parking
  • Fitness centre
  • Family rooms
  • Outdoor pool
  • Swimming Pool

Superb 205 Reviews 9.4

from $142.24 Show details »

Budget Inn Winter Haven Auburndale in Winter Haven, USA

Budget Inn Winter Haven Auburndale

Hotel in Winter Haven, Florida , 401 6TH ST NW
Located in Winter Haven, 5 miles from Legoland Florida, Budget Inn Winter Haven Auburndale provides air-conditioned rooms with free WiFi.
  • Parking

Good 65 Reviews 7.0

from $85.37 Show details »

Travel Inn Winter Haven in Winter Haven, USA

Travel Inn Winter Haven

Hotel in Winter Haven, Florida , 2275 8h Street Northwest
Travel Inn Winter Haven is located in Winter Haven, within 2.2 miles of Swanns Railroad Station (Historical) and 6.7 miles of Legoland Florida.
  • Parking
  • Pets allowed
  • Family rooms
  • Outdoor pool
  • Swimming pool

Disappointing 116 Reviews 4.5

from $78.40 Show details »

Best Western Auburndale Inn & Suites in Auburndale, USA

Best Western Auburndale Inn & Suites

Hotel in Auburndale near Winter Haven, Florida , 1008 US Highway 92 West
This hotel in Auburndale, Florida offers free continental breakfast and spacious rooms with free WiFi and a flat-screen cable TV.
  • Parking
  • Fitness centre
  • Outdoor pool
  • Kid-friendly buffet
  • Swimming pool

Fabulous 236 Reviews 8.7

from $107.84 Show details »

Howard Johnson by Wyndham Winter Haven FL in Winter Haven, USA

Howard Johnson by Wyndham Winter Haven F...

Motel in Winter Haven, Florida , 1300 3rd Street Southwest
The Howard Johnson Winter Haven is located 4 miles from Legoland and 15 minutes’ drive from Bok Tower and Gardens.
  • Parking
  • Restaurant
  • Pets allowed
  • Bar
  • Outdoor pool

Good 669 Reviews 7.3

from $95.20 Show details »

LEGOLAND® Florida Resort in Winter Haven, USA

LEGOLAND® Florida Resort

Resort in Winter Haven, Florida , 1 Legoland Way
LEGOLAND® Florida Resort offers three themed accommodations options: the LEGOLAND® Florida Hotel, located 130 steps from the LEGOLAND® Florida them...
  • Parking
  • Restaurant
  • Bar
  • Family rooms
  • Outdoor pool

Very good 1450 Reviews 8.1

from $233.15 Show details »

Adult-Only Hotel with Themed Rooms and Mermaid Pool in Cypress Gardens, USA

Adult-Only Hotel with Themed Rooms and M...

Love hotel in Cypress Gardens near Winter Haven, Florida , 114 Lake Ring Drive
Located in Cypress Gardens, 2.1 miles from Legoland Florida, Adult-Only Hotel with Themed Rooms and Mermaid Pool has accommodations with an outdoor sw...
  • Parking
  • Family rooms
  • Spa and wellness centre
  • Outdoor pool
  • Swimming Pool

no reviews

from $286.25 Show details »

Number of Hotels in Winter Haven 16
Number of guest ratings 5,303
Average price per night $95.00
Lowest price per night $51,00
Highest price per night $253,38

Top 10 Most Popular Hotels in Winter Haven

Explore the Most Popular Hotels in Winter Haven – Ranked by Average Guest Ratings.

Top 10 Cheapest Hotels in Winter Haven

Discover the Cheapest Hotels in Winter Haven – Ranked by Lowest Nightly Rates.

Top 10 Most Booked Hotels in Winter Haven

Check out the Most Booked Hotels in Winter Haven – Based on Guest Popularity.

How to find the best hotel in Winter Haven (Florida)

Finding the best hotel in Winter Haven depends on your individual needs and preferences. First, consider your budget. Deciding how much you are willing to spend can help you narrow down your search and avoid overspending. Keep in mind that higher prices may not always equate to better quality or value.

Next, think about the location. Do you want to stay in the heart of Winter Haven, or would you prefer a quieter area outside of town? Consider factors like proximity to attractions, transportation, and safety when choosing a location.

After that, consider the type of hotel you want to stay in. Do you prefer a boutique hotel with personalized service, or a large chain hotel with more amenities? Think about whats most important to you, whether it is a pool, a gym, or a great restaurant.

It is also important to read reviews from other travelers to get an idea of the hotels reputation. Look for comments about cleanliness, service, and overall experience to get a better sense of what to expect.

Don't be afraid to contact the hotel directly with any questions or concerns. A good hotel should be happy to answer your questions and make your stay as comfortable as possible.

Hotels in Winter Haven - which one to choose?

One of the most common types of hotels in Winter Haven and surrounding region are budget or economy hotels, who offer affordable accommodation for travelers on a tight budget, and extended-stay hotels, which are designed for guests who need to stay for an extended period of time, such as business travelers or those relocating to a new city.

Another popular type of hotel is the boutique hotel. These hotels are smaller in size and typically feature unique and personalized decor and amenities, often designed to appeal to a specific target market or theme. Boutique hotels in Winter Haven are often independently owned and operated, and they are known for their distinctive character and personalized service.

If you want the carefree package maybe the luxury hotel in Winter Haven ist the right choice for you. These hotels are known for their high-end amenities and exceptional service, and are often located in prime locations such as city centers or scenic destinations. Luxury hotels typically feature upscale restaurants, fitness centers, spas, and other lavish facilities, and they are designed to cater to guests who are seeking a luxurious and indulgent experience.

Resort hotels are another common type of accommodation, particularly in tropical and beach destinations. These hotels offer a wide range of amenities, including pools, spas, restaurants, and outdoor activities such as water sports and golf. They are designed to provide guests with a complete vacation experience, with everything they need to relax and have fun in one location.

Accommodation data and pictures provided by Booking.com