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Our top choices for Winter Haven hotels

The Grove Resort & Water Park Orlando

The Grove Resort & Water Park Orlando
4.0 star property
Winter Garden
8.0 out of 10, Very Good, (10,235 reviews)
"Great place to stay"
Canada
Jessica Judy Ann
The price is ¥33,812
¥46,957 total
includes taxes & fees
Jun 29 - Jun 30
The Grove Resort & Water Park Orlando

Kompose Boutique Resort at Theme Parks

Kompose Boutique Resort at Theme Parks
3.0 star property
Kissimmee
9.4 out of 10, Exceptional, (4,566 reviews)
"Great stay highly recommend"
United States
Rebeca
The price is ¥6,840
¥14,922 total
includes taxes & fees
Jun 29 - Jun 30
Kompose Boutique Resort at Theme Parks

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando
4.0 star property
Orlando
9.2 out of 10, Wonderful, (5,896 reviews)
"I can’t wait to come back again, Best place for family Vacation!!!"
United States
Ivelisse
The price is ¥27,341
¥30,759 total
includes taxes & fees
Jul 16 - Jul 17
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

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, (830 reviews)
"Great place to stay."
United States
SHANNON
The price is ¥19,575
¥21,924 total
includes taxes & fees
Jul 5 - Jul 6
Staybridge Suites Winter Haven Auburndale by IHG

Holiday Inn Winter Haven by IHG

Holiday Inn Winter Haven by IHG
3.0 star property
Winter Haven
9.0 out of 10, Wonderful, (1,000 reviews)
"Enjoyed our staying!"
United States
Maxim
The price is ¥17,796
¥19,931 total
includes taxes & fees
Jul 5 - Jul 6
Holiday Inn Winter Haven by IHG

Hampton Inn Winter Haven

Hampton Inn Winter Haven
2.5 star property
Winter Haven
9.0 out of 10, Wonderful, (1,001 reviews)
"The breakfast was so good and delicious and the staff was very friendly and helpful"
United States
Yamil
The price is ¥17,315
¥19,392 total
includes taxes & fees
Jul 26 - Jul 27
Hampton Inn Winter Haven

Best Western Plus Winter Haven Inn & Suites 

Best Western Plus Winter Haven Inn & Suites 
3.5 star property
Winter Haven
9.4 out of 10, Exceptional, (1,310 reviews)
"Room was clean - staff friendly and helpful breakfast was perfect"
United States
GERARD
The price is ¥19,284
¥21,597 total
includes taxes & fees
Jun 29 - Jun 30
Best Western Plus Winter Haven Inn & Suites 

Home2 Suites By Hilton Winter Haven

Home2 Suites By Hilton Winter Haven
3.0 star property
Winter Haven
9.4 out of 10, Exceptional, (353 reviews)
"Great stay with the Family"
United States
Luis
The price is ¥25,204
¥28,229 total
includes taxes & fees
Jul 12 - Jul 13
Home2 Suites By Hilton Winter Haven

Howard Johnson by Wyndham Winter Haven FL

Howard Johnson by Wyndham Winter Haven FL
2.0 star property
Winter Haven
7.4 out of 10, Good, (1,007 reviews)
"Everything about this property was wonderful. We enjoyed our stay very much!"
United States
Pierina
The price is ¥13,750
¥15,401 total
includes taxes & fees
Jul 19 - Jul 20
Howard Johnson by Wyndham Winter Haven FL

Legoland Florida Hotel

Legoland Florida Hotel
3.0 star property
Winter Haven
8.8 out of 10, Excellent, (148 reviews)
"Best hotel to stay when visiting Legoland. On the expensive side, but it is worth it."
United States
Johanny
The price is ¥52,934
¥65,627 total
includes taxes & fees
Jul 27 - Jul 28
Legoland Florida Hotel

Courtyard by Marriott Winter Haven

Courtyard by Marriott Winter Haven
3.0 star property
Winter Haven
9.4 out of 10, Exceptional, (768 reviews)
"Very convenient to access LegoLand and the staff and Hotel was amazing!"
United States
Tyrone
The price is ¥23,238
¥26,026 total
includes taxes & fees
Jul 2 - Jul 3
Courtyard by Marriott Winter Haven

LEGOLAND Beach Retreat

LEGOLAND Beach Retreat
3.0 star property
Winter Haven
8.8 out of 10, Excellent, (272 reviews)
"Overall great stay close to park"
United States
Kerstyn M
The price is ¥25,755
¥35,187 total
includes taxes & fees
Jul 7 - Jul 8
LEGOLAND Beach Retreat

Marriott's Grande Vista

Marriott's Grande Vista
4.0 star property
Orlando
9.0 out of 10, Wonderful, (4,521 reviews)
"Great place to stay with family or just your partner and you!"
United States
Maria
The price is ¥22,487
¥25,297 total
includes taxes & fees
Jul 12 - Jul 13
Marriott's Grande Vista

Sheraton Vistana Villages Resort Villas, I-Drive/Orlando

Sheraton Vistana Villages Resort Villas, I-Drive/Orlando
4.0 star property
International Drive District
9.2 out of 10, Wonderful, (3,615 reviews)
"Great stay!"
United States
Mindy
The price is ¥25,721
¥28,936 total
includes taxes & fees
Jul 16 - Jul 17
Sheraton Vistana Villages Resort Villas, I-Drive/Orlando

Drury Plaza Hotel Orlando - Disney Springs Area

Drury Plaza Hotel Orlando - Disney Springs Area
4.0 star property
Lake Buena Vista
9.8 out of 10, Exceptional, (5,939 reviews)
"Very clean, good breakfast, excellent place to stay."
United States
Xiomara
The price is ¥26,690
¥30,026 total
includes taxes & fees
Jul 19 - Jul 20
Drury Plaza Hotel Orlando - Disney Springs Area

Budget Inn Winter Haven

Budget Inn Winter Haven
2.0 star property
Winter Haven
6.8 out of 10, (292 reviews)
"Easy check in. Perfect for a one night stay. Have returned 3 times. "
United States
Gwen
The price is ¥13,427
¥15,038 total
includes taxes & fees
Jul 1 - Jul 2
Budget Inn Winter Haven

Holiday Inn Resort Orlando Suites - Waterpark by IHG

Holiday Inn Resort Orlando Suites - Waterpark by IHG
3.5 star property
Orlando
8.0 out of 10, Very Good, (159 reviews)
"Hotel was perfect"
United States
Unique
The price is ¥14,722
¥24,753 total
includes taxes & fees
Jun 28 - Jun 29
Holiday Inn Resort Orlando Suites - Waterpark by IHG

Home2 Suites by Hilton Orlando at Flamingo Crossings

Home2 Suites by Hilton Orlando at Flamingo Crossings
3.0 star property
Bay Lake
9.2 out of 10, Wonderful, (5,678 reviews)
"Good place to stay .."
United States
Marcy
The price is ¥15,786
¥17,759 total
includes taxes & fees
Jul 22 - Jul 23
Home2 Suites by Hilton Orlando at Flamingo Crossings

Lake Roy Beach Inn

Lake Roy Beach Inn
2.0 star property
Winter Haven
7.0 out of 10, Good, (1,000 reviews)
"Nice little spot near legoland and was perfect for the family to stay and enjoy a florida lifestyle!"
United States
Amanda
The price is ¥14,269
¥15,981 total
includes taxes & fees
Jun 27 - Jun 28
Lake Roy Beach Inn

Camp Margaritaville Auburndale RV Resort

Camp Margaritaville Auburndale RV Resort
4.0 star property
Auburndale
9.8 out of 10, Exceptional, (40 reviews)
"Beautiful property with great staff. "
United States
Heather
The price is ¥24,927
¥41,326 total
includes taxes & fees
Jul 14 - Jul 15
Camp Margaritaville Auburndale RV Resort
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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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.

Top Winter Haven Hotel Reviews

More cheap stays in Winter Haven

Find out more about Winter Haven

Top reasons to visit Winter Haven

  • LEGOLAND Florida Resort: A must-visit for families, this theme park offers rides, attractions, and immersive experiences for all ages.
  • Chain of Lakes: Perfect for outdoor enthusiasts, offering activities like fishing, kayaking, and scenic views.
  • Amusement Parks: Enjoy thrilling rides and family-friendly attractions that promise fun for everyone.
  • Local Restaurants: Savor diverse dining options that showcase the local cuisine and culture.
  • Family-Friendly Accommodations: Choose from a variety of lodging options, ensuring a comfortable stay for all types of travelers.

Find great hotels near Winter Haven

Discover a variety of hotel accommodations in Winter Haven, Florida, perfect for every type of traveler. Whether you're seeking a family-friendly resort, a romantic getaway, or a pet-friendly option, Winter Haven offers a range of lodging choices. From well-known chains like Holiday Inn to charming inns, you'll find ideal places to relax and enjoy your vacation. Experience the warm hospitality and unique attractions this vibrant city has to offer.

  • Hilton Vacation Club Mystic Dunes Orlando: Nestled 35km from Winter Haven, Hilton Vacation Club Mystic Dunes Orlando offers a family-friendly retreat with a distinctive golf theme. This 3.5-star property, rated 9.0 out of 10 by guests, is ideal for families seeking both relaxation and recreation. Enjoy a range of children’s amenities, including a dedicated pool, games, and ping pong tables, ensuring a fun-filled experience for younger guests. The resort’s golf-themed activities cater to both enthusiasts and novices, making it a great choice for families looking to bond over their love for the sport.
  • Extended Stay America Select Suites - Lakeland: Located 24km from Winter Haven, this budget-friendly hotel is designed for adventurous travelers and pet owners alike. With a focus on outdoor recreation, guests can engage in activities such as motorboating, kayaking, and tubing nearby. The property accommodates pets with certain restrictions, allowing your furry friends to join in on the adventure. Extended Stay America Select Suites offers the flexibility and amenities needed for a comfortable extended stay, making it a great option for those seeking a more casual and flexible vacation experience.
  • Westgate Town Center Resort: Situated 37km from Winter Haven, Westgate Town Center Resort provides a vibrant family atmosphere with a guest rating of 8.2 out of 10. This 4-star resort features a variety of child-friendly amenities, including a playground, arcade game room, and onsite mini-golf. Additionally, the property welcomes pets, making it an excellent choice for families traveling with their furry companions. With numerous activities designed for both adults and children, this resort ensures that all family members can enjoy their stay in a comfortable and engaging environment.

Where to stay in and around Winter Haven

Winter Haven, Florida, is a fantastic destination for families and adventure seekers alike. Discover the area's charm by visiting the famous LEGOLAND Florida Resort, perfect for kids and adults. Explore the serene Chain of Lakes for outdoor activities like fishing and kayaking. Nearby neighborhoods offer a friendly atmosphere, making it easy to relax and enjoy the local culture. With its inviting vibe, Winter Haven is an ideal spot for a memorable family-friendly vacation in Central Florida.

  • Eloise: Nestled within the Winter Haven area, Eloise is a charming village that offers a unique blend of family-friendly outdoor adventures. With visitor peaks in March, July, and December, Eloise boasts a delightful mix of recreational areas and amusement parks. Travelers can enjoy the scenic beauty of local landmarks such as theme parks and picturesque bays. Whether you're seeking a relaxing day at a resort or an adventurous outing with the family, Eloise provides a welcoming atmosphere for all.
  • Davenport: Located approximately 21km from Winter Haven, Davenport is a vibrant city known for its engaging entertainment options and outdoor activities. Visitor numbers peak in June to July and September, making it a popular summer destination. Davenport offers a variety of resorts and golf courses, perfect for those looking to unwind or enjoy a round of golf. The city is also in proximity to exciting attractions like theme parks, film studios, and beautiful beaches, ensuring a memorable vacation experience.
  • Cypress Gardens: Another delightful village in the Winter Haven area, Cypress Gardens attracts visitors seeking family-oriented outdoor adventures. With peak travel seasons from January to March, this village is renowned for its stunning natural beauty and recreational opportunities. Visitors can explore local resorts, amusement parks, and golf courses, while nearby attractions include serene beaches and sports facilities. Cypress Gardens promises an exhilarating getaway filled with entertainment for all ages.

Things to do in Winter Haven

Shopping

In Winter Haven, you can explore the local shops at the Chain of Lakes Plaza for unique gifts and souvenirs. If you're up for a drive, visit the nearby Lakeside Village, a charming outdoor shopping center featuring a variety of stores and dining options.

Recreation

In Winter Haven, the Zen Wellness Spa offers a serene atmosphere with a variety of massages and holistic treatments designed to rejuvenate the spirit. Nearby, the Cypress Gardens offers scenic trails and nature walks, allowing you to connect with the tranquil beauty of Florida’s landscape.

Adventure

Explore the thrilling rides at Legoland Florida Resort, featuring roller coasters and interactive attractions. Venture to the nearby Cypress Gardens for breathtaking nature trails and stunning views. For water excitement, enjoy the refreshing slides and lazy rivers at the local water parks, perfect for a hot day in the sun.

Nightlife

Check out the Blue Moon Bar & Grill for a lively atmosphere and tasty cocktails. For a more relaxed vibe, visit the Cypress Lanes for bowling and arcade games. If you're in the mood for dancing, stop by the Night Owl Lounge, where you can enjoy great music and socialize.

*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 is perfect for family and adventure vacations, offering a range of attractions like lakes, urban parks, and amusement parks. Visitors can enjoy outdoor activities and beach experiences, making it an ideal destination for families looking to explore and have fun. Whether you're seeking relaxation by the water or thrilling rides at local amusement parks, Winter Haven has something for everyone to enjoy during their stay.

  • LEGOLAND® Florida: Experience a world of creativity and adventure at LEGOLAND® Florida, where families can enjoy thrilling rides, interactive attractions, and impressive LEGO displays. This amusement park offers a unique blend of fun for children and nostalgia for adults.
  • Bok Tower Gardens: Discover the serene beauty of Bok Tower Gardens, a historic tower surrounded by lush landscapes and vibrant gardens. This cultural gem features walking paths, a stunning carillon, and peaceful spots perfect for reflection.
  • Peppa Pig Theme Park Florida: Delight in the whimsical world of Peppa Pig at this themed park designed for younger children. With engaging rides and charming play areas, families can enjoy a playful experience in a colorful setting.

Best time to go to Winter Haven

The best time to visit Winter Haven can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in Winter Haven falls in August, when visitor numbers are slightly low and weather is mostly sunny with moderate rain. The coolest average temperature in Winter Haven falls in January, visitor numbers are average and weather is mostly sunny with light rain.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
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

Flying into Winter Haven, Florida, is convenient with three major airports nearby. Orlando International Airport (MCO) is 61km away, with excellent hotels like The Ritz-Carlton Orlando, Grande Lakes and Rosen Shingle Creek, both 13km from the airport, offering various transportation services. Tampa International Airport (TPA) is 79km away, featuring luxurious options like The Tampa EDITION and JW Marriott Tampa Water Street, just 10km from the airport. Finally, Sarasota-Bradenton International Airport (SRQ), located 108km from Winter Haven, boasts hotels such as The Ritz-Carlton, Sarasota, 5km from the airport, ensuring easy access for travelers.

Frequently asked questions

What's the best place to stay in Winter Haven?
Based on our traveler data, Holiday Inn Winter Haven by IHG is one of the top choices for your stay. This hotel offers a restaurant and an outdoor pool. Other good choices for your trip include Staybridge Suites Winter Haven Auburndale by IHG and Howard Johnson by Wyndham Winter Haven FL. 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 Holiday Inn Winter Haven by IHG. Attractions like LEGOLAND® Florida and Indigo's Family Fun Center 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 a fitness center for its human guests. Other good choices for you and your pet include Howard Johnson by Wyndham Winter Haven FL and Hampton Inn Winter Haven. 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. 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 235 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, Indigo's Family Fun Center, and Peppa Pig Theme Park Florida. The lakeside and gardens exemplify the natural beauty, and places to admire include The Circle B Bar Reserve 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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