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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.

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Winter Haven Hotel & Travel Guide

You will find a range of places to stay on Travelocity to choose between when you're ready to start researching your adventure in Winter Haven. You can access no less than 14 accommodation options within a 6 miles (10 kilometers) drive of Winter Haven.

Winter Haven is on your doorstep from these convenient places to stay, such as the Hampton Inn Winter Haven and Howard Johnson Inn – Winter Haven FL.

For somewhere to stay situated close to the Legoland Florida, choose from the Lake Roy Beach Inn or the Shergill Grand Hotel. The Lake Roy Beach Inn is 1 mile (2 kilometers) away and the Shergill Grand Hotel is 0.4 miles (0.6 kilometers) away.

2 miles (3 kilometers) from the middle of Winter Haven is the Rodeway Inn and Suites. This is an excellent option for those who are after cheaper accommodation. Another affordable place to stay in this region is the Howard Johnson Inn – Winter Haven FL.

The Shine Florida Management - Villa Rentals is around 20 miles (36 kilometers) from the downtown area of Winter Haven. Also, the Reunion Resort, A Salamander Golf & Spa Resort is 20 miles (33 kilometers) away. Another possibility is to book a bed at the Fairways Florida Villas or the Reunion by 1791 Vacation Experience.

On your travels, why don't you experience some more of the wetlands that are common in Central Florida? Choose to take a few extra days in some of the other corners of Central Florida. It's no matter if you engage in commonplace regional activities, like hiking and picnicking, or would prefer to travel widely to photograph the many attractions, you'll be able to easily find the most comfortable Travelocity-listed rooms in the region.

Plant City is located 11 miles (17 kilometers) to the southwest of Winter Haven. Here, you can visit the Bartow Flea Market. Those planning to stay a night or two in Bartow can choose from the following Travelocity-listed recommendations; the Holiday Inn Express Bartow and Stay Inn and Suites. Many travelers choose to stop by Plant City, which is home to the Dinosaur World Museum. Plant City is located 25 miles (39 kilometers) to the west of Winter Haven. The Holiday Inn Express Hotel & Suites Plant City and Comfort Inn Plant City - Lakeland are options for places to rest after a long day.

Orlando International Airport is a commonly used arrival point for air travel, and can be found 40 miles (63 kilometers) away from downtown Winter Haven. Conveniently located hotel options are Hyatt Regency Orlando International Airport and Residence Inn Orlando Airport.

Winter Haven hotels essential information

Accommodation
37,842 hotels
Lowest Price
$79
Highest Price
$920
Popular hotels
Best Western Plus Winter Haven Inn & Suites , Home2 Suites By Hilton Winter Haven, Howard Johnson by Wyndham Winter Haven FL, The Grove Resort & Water Park Orlando, Vacation Village at Parkway, Ramada by Wyndham Kissimmee Gateway, Hilton Vacation Club Aqua Sol Orlando West, Holiday Inn & Suites Orlando SW - Celebration Area by IHG, Margaritaville Resort Orlando with H2O Waterpark

Top reasons for your vacation to Winter Haven

  • Stunning Lakes: Winter Haven is surrounded by beautiful lakes, providing opportunities for boating, fishing, and water sports.
  • Breathtaking Gardens: Explore the exquisite gardens in Winter Haven, such as Bok Tower Gardens, with its stunning landscapes and the iconic Singing Tower.
  • Family-Friendly Attractions: Winter Haven offers a range of family-friendly activities, including LEGOLAND Florida Resort, where kids can enjoy thrilling rides and interactive experiences.
  • Exciting Theme Parks: Visit the popular theme parks in Winter Haven, such as Cypress Gardens Adventure Park, offering a mix of thrilling rides and entertaining shows.
  • Historic Polk Theater: Catch a show at the historic Polk Theater, which showcases a variety of performances including live music, theater, and film screenings.

Find your favorite hotels in Winter Haven

If you're planning a family vacation to Winter Haven, Florida, you'll find a variety of hotel options to choose from. Whether you're looking for a budget-friendly option or a luxurious resort, there is something for everyone. Winter Haven offers a range of accommodations, including hotels near popular attractions and cheap hotels for budget-conscious travelers. With excellent amenities and convenient locations, these hotels provide the perfect place to relax and enjoy your vacation in Winter Haven.

Hotel nameTypeStarsDescription
Howard Johnson by Wyndham Winter Haven FLMotel2.0This 2.0-star rating motel is a budget-friendly option for your family vacation. It offers connecting rooms, an outdoor pool, and free breakfast. The hotel is in close proximity to friendly people and golf, making it a great choice for a relaxing getaway.
Best Western Plus Winter Haven Inn & SuitesWith a 2.5-star rating, this hotel provides a comfortable stay for your family. Its location offers easy access to various facilities and attractions in Winter Haven, ensuring a convenient and enjoyable vacation.
Holiday Inn Winter Haven, an IHG HotelHotel3.0This 3.0-star rating hotel is perfect for your family vacation. It has an outdoor pool, room service, a bar, and a swimming pool. The hotel's proximity to urban areas and shopping centers makes it a great choice for both relaxation and entertainment.

Explore the best activities and sights in Winter Haven

Winter Haven, located in Florida, offers a wide range of activities suitable for a family vacation. With its close proximity to lakes, gardens, and family-friendly attractions, there is plenty to keep everyone entertained. Enjoy a day at a local playground or explore the beautiful nature surrounding the area. For those seeking more excitement, visit the popular theme parks and sports venues. Don't miss out on dining at the various cafes and restaurants, or catching a show at the historic Polk Theater. Winter Haven truly has something for everyone in the family to enjoy.

  1. LEGOLAND® Florida: LEGOLAND® Florida is a theme park that offers a one-of-a-kind experience for the whole family. Explore the vibrant gardens and enjoy the family-friendly atmosphere. Take a stroll by the picturesque lake and immerse yourself in the world of LEGO. The themepark is filled with thrilling rides and attractions that will leave you in awe. Golf enthusiasts can enjoy a round of golf amidst the beautiful surroundings. Admire the colorful flowers and go hiking in the nature trails. Catch a baseball game and indulge in some delicious dining options. LEGOLAND® Florida is the perfect destination for entertainment and a memorable family experience.
  2. Chain of Lakes Park: Chain of Lakes Park is a sports facility and stadium that offers a unique experience for sports enthusiasts. Enjoy the serene views of the lake while watching a baseball game. Explore the exquisite gardens and embrace the family-friendly atmosphere. Get in touch with nature as you go hiking or golfing. The park also features a themepark for added excitement. After a day of sports activities, dine at one of the restaurants and savor delicious meals. Chain of Lakes Park is the ideal place for sports lovers to enjoy a variety of activities and immerse themselves in nature.
  3. Theatre Winter Haven: Theatre Winter Haven is a theater that provides a cultural and entertaining experience. Enjoy the scenic views of the lake and admire the beautiful gardens surrounding the theater. Catch a baseball game and appreciate the family-friendly atmosphere. Nature lovers can go hiking or golfing in the serene surroundings. The theater also offers a themepark experience for added enjoyment. After a day of activities, dine at one of the restaurants and indulge in a romantic evening. Theatre Winter Haven is the perfect destination for culture, family, romance, and entertainment.

Where to stay in Winter Haven

Winter Haven, Florida is the perfect year-round destination for families seeking a beach retreat with a touch of southern hospitality. With its close proximities to beautiful lakes, gardens, and family-friendly activities, Winter Haven offers something for everyone. You can spend a day exploring the stunning gardens or enjoying a picnic by the lake. For sports enthusiasts, catch a baseball game or engage in water sports. And no family vacation is complete without a visit to the thrilling theme park and the vibrant entertainment scene. Winter Haven is sure to create joyful memories for your family.

  1. Cypress Gardens: Cypress Gardens is a popular city known for its charming atmosphere and scenic beauty. It is home to the famous Legoland Florida Resort, which offers a fun-filled experience for families with its thrilling rides and interactive attractions. The city also boasts the beautiful Cypress Gardens, a historic botanical garden that showcases a variety of plants and flowers. Families can enjoy leisurely walks, boat rides, and picnics in this serene setting. With its numerous dining options and shopping centers, Cypress Gardens provides a perfect blend of entertainment and relaxation for a memorable family vacation.
  2. Jan Phyl Village: Jan Phyl Village is a bustling city that offers a range of family-friendly activities. Families can visit the local parks and playgrounds, where children can engage in outdoor games and enjoy the fresh air. The city also has a vibrant community center that hosts various events and activities for families to participate in. Jan Phyl Village is known for its friendly locals and welcoming atmosphere, making it an ideal destination for a family vacation.
  3. Eloise: Eloise is a popular city featured with baseball, sports, lakes, sunsets, nature, and family-friendly attractions. Families can enjoy watching baseball games or even participate in sports activities at the local fields and courts. Eloise is surrounded by beautiful lakes, providing opportunities for fishing, boating, and water sports. The city's stunning sunsets create a picturesque setting for family walks and outdoor picnics. Nature enthusiasts can explore the nearby parks and trails, immersing themselves in the natural beauty of Eloise. With its range of family-friendly amenities and attractions, Eloise offers a memorable vacation experience for families.

Best times to go to Winter Haven

The travel seasons of Winter Haven

Trips to Winter Haven show no change in popularity throughout the year. The peak season to visit is from February to April, with March being the highest month. Off-peak season starts from October to December, and November sees the least travelers.

Winter Haven has something in store for you whenever you visit. January is the coldest month of the year, while August is hottest, with average temperatures up to 81.9 degrees Fahrenheit. The wettest month in Winter Haven is August, so pack accordingly.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationcloud iconCloudiness
January60.4°F (15.8°C)Light RainMostly Sunny
February64.4°F (18.0°C)No Rain (Dry)Mostly Sunny
March67.5°F (19.7°C)Light RainMostly Sunny
April72.9°F (22.7°C)Light RainMostly Sunny
May77.2°F (25.1°C)Light RainMostly Sunny
June80.6°F (27.0°C)Moderate RainMostly Sunny
July81.7°F (27.6°C)Moderate RainMostly Sunny
August81.9°F (27.7°C)Moderate RainMostly Sunny
September79.5°F (26.4°C)Moderate RainMostly Sunny
October74.7°F (23.7°C)Light RainMostly Sunny
November68.0°F (20.0°C)No Rain (Dry)Mostly Sunny
December64.2°F (17.9°C)No Rain (Dry)Mostly Sunny

Food and dining in Winter Haven

Winter Haven, Florida is a paradise for food lovers, with its diverse range of restaurants offering distinctive local cuisines. Whether you're craving classic American fare or authentic Latin American Mexican dishes, this city has it all. Popular restaurants like Sonic Drive-In and Cypress Lanes serve up delicious North American dishes, while Tacos My Friend is the go-to spot for highly rated Latin American Mexican cuisine. With plenty of dining opportunities and a beach-chic living atmosphere, Winter Haven is a food lover's dream. Don't miss out on trying the mouthwatering dishes at Tijuana Flats®!

How do I find a great hotel with Travelocity?

Give your entire crew a vacation they'll never forget. When looking for the ideal accommodations, utilize the family-friendly badge to find hotels that offer extra amenities for children. Moreover, our tailored filters assist you in finding hotels that are conveniently located near popular attractions, provide enhanced cleaning measures, and fall within your budget range.

Why should I book with Travelocity?

When planning your trip, we understand the demands of your busy life and the importance of making it hassle-free. Our caring team is dedicated to providing reliable information to help you find and create the perfect travel experience for you and your family. With transparent pricing, verifiable reviews, and 24/7 guaranteed customer support, we aim to ensure that you can focus on making lifelong memories and worry less about the logistics.

How can I save money on my trip to Winter Haven?

Save money by visiting Winter Haven during the less popular season from October to December. Consider bundling your flights, hotel, and car bookings to get a discounted price. While exploring Winter Haven, enjoy inexpensive local attractions such as visiting the beautiful lakes, gardens, and family-friendly baseball games. Take advantage of the affordable dining options and explore the natural beauty of the surrounding areas. Winter Haven offers a variety of entertainment options, including theme parks and cafes, that won't break the bank.

Frequently asked questions

What are the top kid-friendly hotels in Winter Haven?
Take some of the trials out of traveling with young ones by booking a family-friendly Winter Haven hotel. From entertaining amenities to more services, these properties come with perks that’ll make your trip run smoothly: Unpack your bags at FALL/WINTER SPECIAL RATES Mid-century Mod w/ Fireplaces - Downtown Near Legoland. It comes with a water park, a swimming pool and a talent for making families feel welcome. Otherwise, spend your Winter Haven getaway at Budget Inn Winter Haven. Make the most of a picnic area, front desk services and more here.
Where can I find cheap hotels in Winter Haven?
At Travelocity you’ll find really nice hotels in Winter Haven at great prices. We source incredible prices with our trusted partners, so you have a tempting selection of cheap hotels to choose from. If you can be flexible on dates and location, consider staying at a hotel near Winter Haven rather than in Winter Haven. We may find you even better rates, too.
How do I find the best Winter Haven hotel deals?
Simple! On Travelocity, look through the fantastic offers we’ve already found in Winter Haven then use our filters to find a great deal that’s perfect for you. Enter your travel dates, select the number of rooms you need, and we’ll do the rest. You can get great discounts on flights and car hire, too, when you bundle.
How much does it cost to stay in a hotel in Winter Haven?
The cheapest hotel in Winter Haven is $79. This price was available within the past 7 days, for stays with a check-in date within the next year. Of course, the price you pay depends on your dates of travel, the length of your stay, and the hotel’s location. Prices and availability are subject to change. Additional terms apply.
How many hotels are in Winter Haven?
There are 37,842 hotels in Winter Haven on Travelocity.
What are the best hotels in Winter Haven?
Winter Haven has so many great hotels to choose from at Travelocity — and it’s so easy to find the perfect one. Just choose one of our popular pre-selected hotels with great reviews, or you can refine your search to build your ideal stay. Simply filter hotels based on price or star rating, or select properties with a pool, a hot tub, or a range of other amenities and pick the best place to stay in Winter Haven for you!
When is the best time to visit Winter Haven?
If you want the joy of a fun-filled trip in peak season, visit Winter Haven during February, March and July. If you’d prefer the peace of off-season, book a stay during quieter months, such as January, September and October.
When is the cheapest time to stay in Winter Haven?
Based on historic data is usually the cheapest month to visit Winter Haven. However, we have incredible deals all year round, so we’re confident you’ll find a room in your budget whenever you choose to travel.
Are there any great family-friendly hotels in Winter Haven?
There are multiple hotels in Winter Haven that will please the whole family. Do you need adjoining rooms, babysitting services or a swimming pool? We’ve got you covered. Use our family filter to narrow your search down and use guest reviews to help you pick the perfect place for your next family trip to Winter Haven. We have plenty of kid-friendly hotels in Winter Haven to choose from on Travelocity!
Why book a hotel in Winter Haven through Travelocity?
Because we have the top hotels in Winter Haven! We want to help you travel more and worry less. That’s why we’ve put the most amazing hotel, car rental, and flight deals in one place. When you search for hotels with us, you know you’re getting fantastic prices with no hidden fees and free cancellation on most properties up to 24 hours before your stay. If you become a Travelocity member, you also get exclusive member discounts. Sign up today!
How do I cancel my hotel booking in Winter Haven on Travelocity?
Canceling your booking with Travelocity is easy. Sign into your account and select My Trips. Here, you will see your cancellation options. We offer free cancellation on many properties.

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