Find hotels in Winter Haven, FL from ¥8,942

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Our top choices for Winter Haven hotels

Legoland Florida Hotel

Legoland Florida Hotel
3.0 star property
Winter Haven
9.0 out of 10, Wonderful, (50)
"Really enjoyable stay. "
United Kingdom
John
The price is ¥57,376
¥70,356 total
includes taxes & fees
Jan 7 - Jan 8, 2026
Legoland Florida Hotel

Best Western Plus Winter Haven Inn & Suites 

Best Western Plus Winter Haven Inn & Suites 
3.5 star property
Winter Haven
9.6 out of 10, Exceptional, (1076)
"Clean rooms, great staff"
United States
Whitney
The price is ¥20,273
¥22,706 total
includes taxes & fees
Dec 15 - Dec 16
Best Western Plus Winter Haven Inn & Suites 

Staybridge Suites Winter Haven Auburndale by IHG

Staybridge Suites Winter Haven Auburndale by IHG
3.0 star property
Winter Haven
9.8 out of 10, Exceptional, (663)
"Hotel was very clean and quiet. Beds were amazing. Will stay here again"
United States
Sofia
The price is ¥23,634
¥26,470 total
includes taxes & fees
Dec 28 - Dec 29
Staybridge Suites Winter Haven Auburndale by IHG

Howard Johnson by Wyndham Winter Haven FL

Howard Johnson by Wyndham Winter Haven FL
2.0 star property
Winter Haven
7.0 out of 10, Good, (1008)
"Nice hotel. Clean and great location. "
United States
Raylene
The price is ¥13,217
¥14,803 total
includes taxes & fees
Dec 30 - Dec 31
Howard Johnson by Wyndham Winter Haven FL

Courtyard by Marriott Winter Haven

Courtyard by Marriott Winter Haven
3.0 star property
Winter Haven
9.4 out of 10, Exceptional, (731)
"Great staff, great location "
United States
katherine
The price is ¥26,278
¥29,430 total
includes taxes & fees
Dec 21 - Dec 22
Courtyard by Marriott Winter Haven

LEGOLAND Beach Retreat

LEGOLAND Beach Retreat
3.0 star property
Winter Haven
9.0 out of 10, Wonderful, (140)
"Overall great exsprience. Satff,rooms and amenities were great"
United States
Tanisha
The price is ¥41,827
¥52,940 total
includes taxes & fees
Jan 2 - Jan 3, 2026
LEGOLAND Beach Retreat

Home2 Suites By Hilton Winter Haven

Home2 Suites By Hilton Winter Haven
3.0 star property
Winter Haven
9.4 out of 10, Exceptional, (258)
"Great property. Great Staff! We had a very relaxing stay! "
United States
Wendy
The price is ¥21,022
¥23,544 total
includes taxes & fees
Dec 21 - Dec 22
Home2 Suites By Hilton Winter Haven

Hampton Inn Winter Haven

Hampton Inn Winter Haven
2.5 star property
Winter Haven
9.0 out of 10, Wonderful, (1002)
"Clean room, staff was nice, breakfast was good, easy parking."
United States
Jessica
The price is ¥18,534
¥20,758 total
includes taxes & fees
Dec 21 - Dec 22
Hampton Inn Winter Haven

Holiday Inn Winter Haven by IHG

Holiday Inn Winter Haven by IHG
3.0 star property
Winter Haven
9.0 out of 10, Wonderful, (1000)
"Clean room, great staff, easy check-in."
United States
Vanessa
The price is ¥21,613
¥24,207 total
includes taxes & fees
Dec 21 - Dec 22
Holiday Inn Winter Haven by IHG

Budget Inn Winter Haven

Budget Inn Winter Haven
2.0 star property
Winter Haven
6.8 out of 10, (268)
"It was a good place to stay for what we were looking for to refresh and sleep for 2 nights. The room was clean, new sheets, fresh. We had a good experience. Thank you."
United States
Fernando
The price is ¥12,906
¥14,455 total
includes taxes & fees
Dec 13 - Dec 14
Budget Inn Winter Haven

Rodeway Inn & Suites Winter Haven Chain Of Lakes

Rodeway Inn & Suites Winter Haven Chain Of Lakes
2.0 star property
Winter Haven
5.4 out of 10, (252)
"Only one toilet paper and the front office staff was rude and 150$ down payment was outrageous "
United States
Nelson
The price is ¥13,217
¥14,803 total
includes taxes & fees
Dec 13 - Dec 14
Rodeway Inn & Suites Winter Haven Chain Of Lakes

Lake Roy Beach Inn

Lake Roy Beach Inn
2.0 star property
Winter Haven
7.0 out of 10, Good, (987)
"Great very nice comfortable room"
United States
Rian
The price is ¥14,964
¥16,760 total
includes taxes & fees
Dec 14 - Dec 15
Lake Roy Beach Inn

Lake Ida Beach Resort

Lake Ida Beach Resort
3.0 star property
Winter Haven
7.2 out of 10, Good, (186)
"We have stayed here several times. "
United States
Martha
The price is ¥11,662
¥13,062 total
includes taxes & fees
Dec 14 - Dec 15
Lake Ida Beach Resort

Economy Suites

Economy Suites
2.0 star property
Winter Haven
4.8 out of 10, (390)
"Do not go here. Dirty. Stinky. extremely uncomfortable."
United States
Rian
Economy Suites

BlockHaven near Legoland & Disney

BlockHaven near Legoland & Disney
3.5 star property
Winter Haven
The price is ¥15,706
¥45,978 total
includes taxes & fees
Dec 16 - Dec 17
BlockHaven near Legoland & Disney

Hook, Line & Leisure: Lakefront Gem, 2 Mi to Dtwn

Hook, Line & Leisure: Lakefront Gem, 2 Mi to Dtwn
3.0 star property
Winter Haven
10.0 out of 10, Exceptional, (3)
"We stayed here because our soccer team had a tournament in the area. We had a couple families stay and the price was much cheaper than hotels around the area. The house is beautiful and spacious inside. Has alot of upgrades. At first we thought the neighborhood looked a little off, but we had no issues at all with our stay. We have some other tournaments in this area later in the year and we will definitely be booking to stay here again."
United States
John
The price is ¥26,589
¥68,145 total
includes taxes & fees
Dec 14 - Dec 15
Hook, Line & Leisure: Lakefront Gem, 2 Mi to Dtwn

Holiday Inn Express Bartow by IHG

Holiday Inn Express Bartow by IHG
2.5 star property
Bartow
9.0 out of 10, Wonderful, (948)
"Great stay overall. "
United States
Melanie
The price is ¥15,083
¥16,892 total
includes taxes & fees
Dec 22 - Dec 23
Holiday Inn Express Bartow by IHG

Rodeway Inn Lake Wales - Winter Haven

Rodeway Inn Lake Wales - Winter Haven
2.0 star property
Lake Wales
8.2 out of 10, Very Good, (167)
"Easy check-in friendly staff quiet atmosphere clean rooms"
United States
Erica
The price is ¥13,137
¥14,712 total
includes taxes & fees
Dec 14 - Dec 15
Rodeway Inn Lake Wales - Winter Haven

Hampton Inn & Suites Lake Wales

Hampton Inn & Suites Lake Wales
2.5 star property
Lake Wales
9.0 out of 10, Wonderful, (1000)
"Staff was friendly and the hotel was clean and local. "
United States
John
The price is ¥17,290
¥19,365 total
includes taxes & fees
Jan 1 - Jan 2, 2026
Hampton Inn & Suites Lake Wales

La Quinta Inn & Suites by Wyndham Lakeland West

La Quinta Inn & Suites by Wyndham Lakeland West
3.0 star property
Lakeland
7.0 out of 10, Good, (1020)
"Clean Friendly staff. Dog and cat friendly"
United States
Daniela
The price is ¥10,481
¥12,631 total
includes taxes & fees
Dec 14 - Dec 15
La Quinta Inn & Suites by Wyndham Lakeland West
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.

Great weekend hotel deals in Winter Haven, FL

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Stay near popular Winter Haven attractions

Learn more about Winter Haven

Glide through LEGOLAND's colorful rides before cooling off at their water park on hot Florida afternoons. Chain of Lakes offers peaceful kayaking spots where you can paddle between waterways and spot wildlife at your own pace.

Winter Haven showing rides

Top Winter Haven Hotel Reviews

More cheap stays in Winter Haven

Find out more about Winter Haven

Top reasons to visit Winter Haven

  • Exciting Amusement Parks: Visit Legoland Florida for thrilling rides and attractions perfect for families.
  • Stunning Chain of Lakes: Explore beautiful lakes ideal for boating, fishing, and outdoor activities.
  • Relaxing Beaches: Enjoy nearby beaches in Clearwater and St. Pete for sunbathing and picnics.
  • Scenic Urban Parks: Discover lush parks that offer scenic views and recreational activities.
  • Varied Accommodations: Choose from family-friendly resorts to cozy hotels that fit all budgets.

Find great hotels near Winter Haven

Explore a variety of hotel accommodations in Winter Haven, Florida, ideal for families, couples, and pet owners alike. From family-friendly resorts to romantic hotels, you’ll find options that cater to your needs. Look for accessible amenities and cozy stays in the scenic Cypress Gardens area. Experience the warmth of Southern hospitality while discovering the perfect base for your adventures in this charming city.

  • Hilton Vacation Club Mystic Dunes Orlando: Experience a delightful family vacation at Hilton Vacation Club Mystic Dunes Orlando, a 3.5-star hotel located 35.4km from Winter Haven. Embracing an LGBTQIA-friendly atmosphere, this golf-themed property offers a unique blend of leisure and recreation. Guests can indulge in golf-themed activities and enjoy amenities tailored for children, including games, books, and a children's pool. With its stunning surroundings and attention to family-friendly services, this resort creates an inviting environment for all ages, making it an excellent choice for families and golf enthusiasts alike.
  • Extended Stay America Select Suites - Lakeland: Ideal for adventurous travelers, Extended Stay America Select Suites - Lakeland is located 24.1km from Winter Haven and welcomes both LGBTQIA guests and pets. This property is perfect for those seeking outdoor excitement, with nearby adventure sports such as fishing, kayaking, and hiking. The hotel features a pet-friendly policy, allowing you to bring your furry companions along for the journey. With versatile accommodations and a focus on adventure, this hotel invites guests to explore the natural beauty of Florida while enjoying a comfortable stay.
  • Westgate Town Center Resort: A family-friendly and pet-welcoming destination, Westgate Town Center Resort is a 4-star property situated 37.0km from Winter Haven. This resort provides a wide range of amenities for children, including a free crib service, onsite mini-golf, and an arcade game room, ensuring endless fun for younger guests. With its LGBTQIA-friendly environment and a water park available for a fee, families can enjoy a memorable vacation experience together. The resort's welcoming atmosphere and variety of activities make it a top choice for both families and pet owners alike.

Where to stay in and around Winter Haven

Winter Haven, Florida, offers a delightful blend of family-friendly adventures and outdoor fun. Explore the stunning Chain of Lakes, visit Legoland Florida for thrilling rides, or relax at nearby beaches in Clearwater and St. Pete. This central Florida gem is perfect for budget-conscious travelers seeking a friendly atmosphere. With its convenient location, you'll discover a variety of attractions and experiences that cater to all ages, making it an ideal vacation destination.

  • Eagle Lake: Nestled a mere 4.8km from Winter Haven, Eagle Lake is a charming city that offers a delightful mix of family-oriented activities and outdoor adventures. With visitor numbers peaking in March, June, and September, this area is perfect for those seeking seasonal fun. The city is home to a variety of attractions, including resorts, amusement parks, and shopping centers, making it a fantastic destination for entertainment. Don't miss the nearby theme park and beautiful family-friendly beaches, which provide endless opportunities for relaxation and recreation.
  • Cypress Gardens: Located within the Winter Haven area, Cypress Gardens is a quaint village that draws visitors year-round, with peaks in January to March. Known for its family-friendly atmosphere and adventurous spirit, this village boasts an array of activities, including resorts, amusement parks, and golf courses. Visitors can explore local attractions such as theme parks, stunning beaches, and even a film studio, ensuring a memorable experience filled with fun and excitement for all ages.
  • Inwood: Also situated in the Winter Haven region, Inwood is a vibrant village renowned for its outdoor and family adventure offerings. With travel peaks in March, July, and December, this area is always buzzing with activity. Visitors will find an abundance of entertainment options, including resorts, amusement parks, and golf facilities. The nearby theme park, picturesque lake, and local stadium add to the allure, making Inwood an ideal spot for both relaxation and adventure seekers alike.

Things to do in and around Winter Haven

Winter Haven, Florida, is perfect for family adventures and outdoor fun. Enjoy thrilling boat rides, relax with a beach picnic, or explore the area on a bike tour. With popular attractions like resorts, amusement parks, and vibrant shopping areas, there's something for everyone. Embrace the adventure and create lasting memories in this charming city.

Shopping

In Winter Haven, visit Northgate Shopping Center for a variety of shops and entertainment. Havendale Plaza, located 11.3km away, offers a great mix of business and family vibes. If you're up for a drive, check out Eagle Ridge Mall, 14.5km away, featuring more shopping options and fun activities.

Recreation

At Chain of Lakes Park, immerse yourself in the vibrant sports atmosphere while enjoying walking trails and scenic views. The Lake Henry Golf Club offers a relaxing outdoor experience with well-maintained greens. For a tranquil day, visit Baytree Golf Club, where you can enjoy a round of golf surrounded by nature.

Adventure

Experience thrilling water sports at Chain Of Wakes, where you can wakeboard, water ski, and enjoy the vibrant outdoor atmosphere. For tennis enthusiasts, the Winter Haven City Tennis Center offers a fun and adventurous environment to play and socialize. Hike the scenic Fort Fraser Trail for beautiful views and outdoor adventure.

Nightlife

In Winter Haven, Theatre Winter Haven offers a charming mix of culture and romance, perfect for a delightful night out. For a fun and lively atmosphere, Indigo's Family Fun Center provides entertainment with a cozy pub vibe, while Indigo's Billiards, Bowling & Games promises thrilling adventures and excitement.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Booking tips and Expedia advantages for Winter Haven

To save money on your trip to Winter Haven, consider visiting during the cheaper months of August to September or November. Take advantage of free attractions like The Circle B Bar Reserve and Rotary Park. For transportation, biking is a cost-effective option. Book your hotel about a month in advance for the best rates, and look for last-minute deals on Expedia. Tuesdays are typically the least expensive days to stay, while Saturdays are the priciest. Combining your hotel with flights and activities in an Expedia package can also lead to significant savings.

  • The most and least expensive months on average to stay in a hotel: The cheapest months to stay in Winter Haven are August to September and November, where the prices are slightly lower. This is in comparison to March to April and December, where prices are slightly higher.
  • The best time to book a hotel: The cheapest time to book a hotel in Winter Haven is usually 1 month out from when you are planning to stay, though if you're late to the party, have a look at Expedia's last minute deals - the green banner below the hotel's price indicates a discounted rate.
  • The most and least expensive days on average to stay in a hotel: The least expensive day to stay in Winter Haven is Tuesday. The most expensive day to stay in Winter Haven is Saturday.
  • Find cheap hotels on Expedia: Expedia's search tool lets you set your budget, choose your desired location, and more. You can arrange your search results by price, displaying the lowest rates first so you can find the best deals on hotels. Additionally, you can refine your options by hotel type; for instance, selecting the Eco-certified filter will highlight sustainable and environmentally friendly hotels that you can book.
  • Consider bundling your trip: You can save money by combining your Winter Haven hotel reservation with your flights and activities through an Expedia package.

Find the best attractions in and around Winter Haven

Winter Haven, Florida, is perfect for family-friendly outdoor and adventure vacations. Visitors can explore a variety of attractions, including beautiful lakes, exciting amusement parks, and scenic urban parks. Whether you're seeking thrilling experiences or a relaxing beach getaway, Winter Haven offers a diverse range of points of interest that cater to all types of travelers looking to enjoy the great outdoors with family and friends.

  • LEGOLAND® Florida: Dive into a world of creativity and adventure at LEGOLAND® Florida, where families can explore interactive rides, shows, and attractions themed around LEGO. Enjoy a fun-filled day with unique experiences that spark imagination for visitors of all ages.
  • Auburndale City Park: Just 8.0km from Winter Haven, Auburndale City Park is a serene urban escape. Families can enjoy picnicking, walking trails, and playgrounds amidst lush greenery, making it a perfect spot to relax and unwind in a city atmosphere.
  • Peppa Pig Theme Park Florida: Experience the whimsical world of Peppa Pig in this delightful theme park located in Winter Haven. Featuring rides and attractions inspired by the beloved characters, it’s an entertaining destination for young fans and families.

Best time to go to Winter Haven

The best time to visit Winter Haven is dependant on what kind of holiday you are seeking. August is its hottest month on average. At this time, visitor numbers are slightly low and weather is mostly sunny with moderate rain. January is its coolest month on average. At this time, visitor numbers are average and weather is mostly sunny with light rain.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January60.4°F (15.8°C)Light RainMostly SunnyAverageAverage
February64.4°F (18.0°C)No RainMostly SunnyAverageAverage
March67.5°F (19.7°C)Light RainMostly SunnySlightly HighSlightly High
April72.9°F (22.7°C)Light RainMostly SunnySlightly HighSlightly High
May77.2°F (25.1°C)Light RainMostly SunnyAverageAverage
June80.6°F (27.0°C)Moderate RainMostly SunnyAverageAverage
July81.7°F (27.6°C)Moderate RainMostly SunnyAverageAverage
August81.9°F (27.7°C)Moderate RainMostly SunnySlightly LowSlightly Low
September79.5°F (26.4°C)Moderate RainMostly SunnySlightly HighSlightly Low
October74.7°F (23.7°C)Light RainMostly SunnySlightly LowAverage
November68.0°F (20.0°C)No RainMostly SunnySlightly LowSlightly Low
December64.2°F (17.9°C)No RainMostly SunnyAverageSlightly High

The nearest major airports for your trip to Winter Haven

To reach Winter Haven, Florida, you can fly into several major airports. Orlando International Airport (MCO) is 61.2km away, with nearby hotels like The Ritz-Carlton Orlando, Grande Lakes and Hyatt Regency Orlando, both offering various transportation services. Tampa International Airport (TPA) is 78.9km away, featuring excellent hotels such as The Tampa EDITION and JW Marriott Tampa Water Street, also with accessible transport options. Lastly, St. Petersburg-Clearwater International Airport (PIE) is 95.0km away, with hotels like Hilton Clearwater Beach Resort & Spa and Clearwater Beach Marriott Resort on Sand Key, providing convenient access to the airport. Each airport offers a range of accommodations and transport services for your convenience.

Frequently asked questions

What's the best place to stay in Winter Haven?
Staybridge Suites Winter Haven Auburndale by IHG is ranked highly by Expedia customers. This hotel offers free breakfast and an outdoor pool. Reviews from our site also recommend Home2 Suites By Hilton Winter Haven and Courtyard by Marriott Winter Haven as top options for your trip. See all available top hotels, or vacation rentals in Winter Haven.
What are some of the best vacation home rentals in Winter Haven?
The Berkley, Orlando: This vacation home rental outside of Winter Haven offers a furnished patio, a terrace, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a full-sized fridge, a microwave, and a coffee maker. You can relax into your vacation with an arcade game room and a hot tub. See all vacation rentals in Winter Haven.
If I need to cancel my hotel reservation in Winter Haven, will I receive a refund?
Yes! The majority of room reservations are fully refundable provided that you cancel prior to the accommodation's cancellation deadline, which in most cases is within 24 or 48 hours of your scheduled arrival. If you have a reservation that's non-refundable, it might still be possible to cancel it and be given a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Winter Haven.
Where can I learn more about changing or cancelling my trip to Winter Haven?
To access more information about updating your trip to Winter Haven or cancelling it, click here.
What's the best place to stay for a family vacation in Winter Haven?
Legoland Florida Hotel is a hotel with a water park and 2 outdoor pools, and it's a top choice on Expedia for families. Other choices for your stay with the kids include Howard Johnson by Wyndham Winter Haven FL and Hampton Inn Winter Haven. Attractions like LEGOLAND® Florida and Peppa Pig Theme Park Florida are also fun for kids of all ages. Find more child-friendly accommodations in Winter Haven.
What's the best LGBTQ-friendly place to stay in Winter Haven?
Holiday Inn Winter Haven by IHG is a top LGBTQ-friendly hotel that features free WiFi and free parking. Hampton Inn Winter Haven and Courtyard by Marriott Winter Haven are two other good options for your stay. See all available hotels listed as LGBTQ-friendly in Winter Haven.
What's the best pet-friendly hotel in Winter Haven?
Staybridge Suites Winter Haven Auburndale by IHG is a top hotel for people traveling with their pets, and offers an outdoor pool and concierge services for its human guests. Other good choices for you and your pet include Home2 Suites By Hilton Winter Haven and Howard Johnson by Wyndham Winter Haven FL. See more pet-friendly hotel accommodations in Winter Haven.
Where is the best hotel to stay near Cypresswood Golf and Country Club?
Courtyard by Marriott Winter Haven is one of the top choices for your stay based on our traveler data, and this 3-star hotel offers a restaurant and an outdoor pool. It's located 2.9 mi (4.6 km) from Cypresswood Golf and Country Club. Other good options within 5 miles include OYO Hotel Dundee By Crystal Lake and Econo Lodge Winter Haven Chain Of Lakes.
What about the best place to stay close to Willowbrook Golf Course?
One of the top choices for your stay is Disney, Legoland! Your Home away from Home in Winter Haven, FL. Pets Welcome!, located 1.6 mi (2.6 km) from Willowbrook Golf Course, and this resort offers a water park and private decks. Lake Ida Beach Resort and Winter Haven Gardens Inn are two other good choices within a few miles.
What are some accommodations with pools in Winter Haven?
Courtyard by Marriott Winter Haven is a top hotel with a pool, free WiFi, and free parking. View all hotels with pools in Winter Haven.
What's the most popular hotel in Winter Haven with a water park on-site or close by?
Legoland Florida Hotel is a popular hotel featuring water park access, 2 outdoor pools, and a restaurant. Another top water park hotel you might want to consider is Cute & Cozy 1 bedroom guesthouse located in Winter Haven FL. Check out all hotels with or near waterparks in Winter Haven.
What is the best hotel near Tampa International Airport (TPA)?
Ramada by Wyndham Tampa Airport Westshore is a popular 3-star hotel featuring a restaurant and an outdoor pool. It's located a short 1.9 mi (3 km) from Tampa Intl. Airport. Other choices close to the airport are Tampa Airport Marriott and Grand Hyatt Tampa Bay.
What's it like to stay in Winter Haven?
Families will find kid-friendly activities in Winter Haven, and visitors give high marks for the lakeside setting and top-notch restaurants. This city also attracts tourists with its gardens, baseball games, and entertainment choices. A top sight in the city is LEGOLAND® Florida. In Winter Haven, there are 232 hotels and other accommodations to choose from. Find out more about Winter Haven.
What should I do while I'm visiting Winter Haven?
Families come for attractions such as LEGOLAND® Florida, Peppa Pig Theme Park Florida, and Indigo's Family Fun Center. The lakeside and gardens highlight the natural beauty with places to discover including The Circle B Bar Reserve, Inman Park, and Lake Conine. Baseball fans will find lots to cheer about, while everyone can enjoy an event or game at Chain of Lakes Park or Winter Haven City Tennis Center. Check out what more to see and do in Expedia's Winter Haven guide.
What's the best way to get around Winter Haven?
If you want to venture outside of the area, hop on a train at Winter Haven Station. If you want to venture out around the area, you may want a rental car in Winter Haven for your journey.
What's the weather like in Winter Haven?
The hottest months are usually August and July with an average temp of 81°F, while the coldest months are January and February with an average of 64°F. The rainiest months in Winter Haven are August, July, September, and June, with each month seeing an average of 8 inches of rainfall.

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