Insights
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About Winter Haven

Hotels in Winter Haven

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Winter Haven, United States
2 May — 3 May2
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Travel insights for hotels in Winter Haven

Use these up-to-date, data-driven insights about booking a hotel in Winter Haven including ideal times to book, pricing trends, and more.

What is the cheapest month to book a hotel in Winter Haven?

The cheapest month to book a hotel in Winter Haven is March (C$ 143). Conversely, the most expensive month to stay in Winter Haven is January (C$ 646).

What is the cheapest day to stay in a hotel in Winter Haven?

The cheapest day to stay in Winter Haven is Saturday (C$ 214). On the other hand, travelers can expect to pay the most on Wednesday, when the average nightly price is C$ 860.

How far ahead should you book a hotel in Winter Haven?

Save money by booking a hotel at least 55 days before your trip to Winter Haven. The lowest price found when booking 55 days ahead was C$ 87 per night.

Cheapest hotels in Winter Haven, Florida

Discover affordable stays in Winter Haven that provide a quality experience without breaking the bank. Hotels in Winter Haven can be found for as low as C$ 103 per night. There is currently one property in Winter Haven that can be booked for this price. Economy Suites is one of the hotels that can be booked for the lowest price in Winter Haven. Price data was last updated on 25 April 2025
These are the lowest prices we've found on hotels in Winter Haven at the moment. Prices will typically fluctuate depending on the dates selected, star rating of hotel, and hotel location.
Show all 163 hotels
1901 Cypress Gardens Boulevard, Winter Haven, FL, United States
3.6 km from city centre
Free Wi-Fi
Parking
C$ 103
Avg. per night
2524 Lake Alfred Road, Winter Haven, FL, United States
3.1 km from city centre
Free Wi-Fi
C$ 105
Avg. per night
401 6th Street Hwy 17n, Winter Haven, FL, United States
0.4 km from city centre
Free Wi-Fi
Parking
Air Conditioning
C$ 132
Avg. per night
1300 3rd Street Southwest, Winter Haven, FL, United States
1.5 km from city centre
Free Wi-Fi
Parking
C$ 137
Avg. per night
1823 Cypress Gardens Boulevard, Winter Haven, FL, United States
3.6 km from city centre
Free Wi-Fi
Parking
C$ 182
Avg. per night
200 Cypress Gardens Boulevard, Winter Haven, FL, United States
2.2 km from city centre
Free Wi-Fi
Parking
C$ 196
Avg. per night
202 Cypress Gardens Boulevard, Winter Haven, FL, United States
2.2 km from city centre
Free Wi-Fi
Parking
C$ 198
Avg. per night
5801 Roosevelt Drive, Winter Haven, FL, United States
5.5 km from city centre
Free Wi-Fi
Parking
C$ 218
Avg. per night
6225 Cypress Gardens Boulevard Southeast, Winter Haven, FL, United States
6.5 km from city centre
Free Wi-Fi
Parking
C$ 262
Avg. per night
1 Legoland Way, Winter Haven, FL, United States
5.2 km from city centre
Free Wi-Fi
C$ 417
Avg. per night

Hotel prices in Winter Haven

Get a sense of the average price and most popular properties to stay in Winter Haven to help you budget for your trip accordingly. Hotels that are booked the most in each class receive the “Most popular” badge. Hotels with the “Best value” badge are the most popular hotels in Winter Haven at attractive prices. Price data was last updated on 25 April 2025.
A breakdown of the average price per hotel class in Winter Haven. As an added layer, we've also marked the most popular and best value properties in each hotel class.
4 stars +
1 Legoland Way, Winter Haven, FL, United States
C$ 417
3 stars
202 Cypress Gardens Boulevard, Winter Haven, FL, United States
C$ 198
200 Cypress Gardens Boulevard, Winter Haven, FL, United States
C$ 196
2524 Lake Alfred Road, Winter Haven, FL, United States
C$ 105
2 stars and under
1300 3rd Street Southwest, Winter Haven, FL, United States
C$ 137
1901 Cypress Gardens Boulevard, Winter Haven, FL, United States
C$ 103

Where to stay in Winter Haven

Explore different neighbourhoods and areas within Winter Haven to find the perfect location for your stay. Map data was last updated on 25 April 2025.
Whether you're visiting Winter Haven for leisure or business, utilize the map to find hotels close to your ideal location. Clicking on a hotel name will take you to a page with pricing, reviews, and more useful information.

About Winter Haven

Winter Haven is a sun-drenched city dotted with shimmering lakes and lush gardens. Enjoy a family-friendly day out at LEGOLAND Florida Resort, dine at waterfront restaurants and make a splash with water skiing, kayaking and pontoon boat tours. Explore the surrounding wetlands to spot alligators basking in the sun.

Things to do in Winter Haven

The lakes that dot Winter Haven are connected by a network of scenic canals. Many of the waterways are lined with restaurants where you can enjoy delicious food and watch the vibrant sunsets. Winter Haven is known as the “Water Ski Capital of the World” and is a great place to try the adrenaline-fuelled sport. Kayaking, stand-up paddleboarding and leisurely boat tours are ideal if you prefer more relaxing water activities.

Legoland Florida Resort is set on the banks of Lake Eloise and is filled with rides and attractions inspired by the iconic brand. Ride colourful rollercoasters and take a spin on the giant spaceship. Cypress Gardens is set within the park and features an enormous banyan tree planted in the 1930s.

The historic downtown district has been beautifully restored and features landmarks like the Art Deco-style Ritz Theatre. Other heritage buildings have been reimagined as cafes, boutiques and locally-owned galleries. Theatre Winter Haven is one of the best community performing arts groups in the United States, with shows often starring award-winning actors.

Venture out of the city to explore Circle B Bar Reserve. The former cattle ranch is laced with scenic forest trails and wetland boardwalks where you can spot alligators, American kestrels and other wildlife.

Getting around Winter Haven

Winter Haven’s historic downtown core is pedestrian-friendly and easy to get around on foot. Rental cars offer the freedom to explore Winter Haven at your own pace. The city is a one-hour drive from Tampa and 1.5 hours from Tampa International Airport. Orlando is a one-hour drive north.

Facts about staying in Winter Haven

Find useful tips and insights about staying in Winter Haven to help you make the most of your experience. FAQs were last updated on 25 April 2025.
  • What are the best hotels in Winter Haven?

    LEGOLAND Florida Resort, rated with a score of 8.4 from 2,093 reviewers, is one of the most popular hotels in Winter Haven. Other top stays include Holiday Inn Winter Haven, with an average rating of 8.9 from 614 reviewers, and Best Western Plus Winter Haven Inn & Suites, with a score of 9.1 from 335 reviewers.

  • What is a good hotel near LEGOLAND Florida?

    Reviews of LEGOLAND Florida Resort recommend it as a good place to stay near LEGOLAND Florida, scoring 8.4/10 from 2,093 ratings.

  • What is a good hotel in Winter Haven near Chain of Lakes Park?

    The most popular hotel near Chain of Lakes Park is Hampton Inn Winter Haven, with 831 HotelsCombined users scoring it 8.5/10.

  • What are some other cities to stay in when visiting Florida?

    In addition to Winter Haven, travellers opt to visit Orlando when visiting Florida. Miami Beach is also a popular choice to visit.

  • How many hotels are there in Winter Haven?

    In total, there are 163 hotels to choose from in Winter Haven, compared to 232,942 properties in Florida.

See more FAQs

Find better results for your stay in Winter Haven

Consider these popular 3-star hotels in Winter Haven

Stay at one of these Winter Haven 3-star hotels that users have found on HotelsCombined.