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Top 10 Winter Haven hotels and places to stay

Best Western Plus Winter Haven Inn & Suites 

3.5 star property
9.4 out of 10, Exceptional, (959)
"Great stay would definitely again "
The price is £97
includes taxes & fees
27 Aug - 28 Aug
Best Western Plus Winter Haven Inn & Suites 

Staybridge Suites Winter Haven Auburndale by IHG

3.0 star property
9.8 out of 10, Exceptional, (517)
"Loved the hotel and will definitely stay here on our next trip!"
The price is £105
includes taxes & fees
28 Aug - 29 Aug
Staybridge Suites Winter Haven Auburndale by IHG

Rodeway Inn

2.0 star property
8.4 out of 10, Very good, (135)
"No frills but comfy bed, clean everything and fridge and microwave makes this well worth the stay. You can tell the owners take pride in this property. "
The price is £61
includes taxes & fees
28 Aug - 29 Aug
Rodeway Inn

Budget Inn

2.0 star property
8.6 out of 10, Excellent, (664)
"Excellent stay. Rooms are very nicely updated. Hightly recommend. "
The price is £58
includes taxes & fees
6 Sept - 7 Sept
Budget Inn

Home2 Suites by Hilton Orlando South Davenport

3.0 star property
9.4 out of 10, Exceptional, (385)
"Great hotel"
The price is £92
includes taxes & fees
14 Sept - 15 Sept
Home2 Suites by Hilton Orlando South Davenport

Home2 Suites By Hilton Winter Haven

3.0 star property
9.4 out of 10, Exceptional, (188)
"Wonderful place to stay"
The price is £105
includes taxes & fees
2 Sept - 3 Sept
Home2 Suites By Hilton Winter Haven

Lake Roy Beach Inn

2.0 star property
7.0 out of 10, Good, (970)
"Love this place, "
The price is £57
includes taxes & fees
28 Aug - 29 Aug
Lake Roy Beach Inn

Hampton Inn Winter Haven

2.5 star property
9.0 out of 10, Wonderful, (1002)
"Great breakfast and clean rooms"
The price is £91
includes taxes & fees
27 Aug - 28 Aug
Hampton Inn Winter Haven

Howard Johnson by Wyndham Winter Haven FL

2.0 star property
6.8 out of 10, (1004)
"Nice and convenient nice staff at check-in "
The price is £71
includes taxes & fees
7 Sept - 8 Sept
Howard Johnson by Wyndham Winter Haven FL

Courtyard by Marriott Winter Haven

3.0 star property
9.4 out of 10, Exceptional, (708)
"Wonderful stay, great staff and accommodations!"
The price is £106
includes taxes & fees
1 Sept - 2 Sept
Courtyard by Marriott Winter Haven

Holiday Inn Winter Haven by IHG

3.0 star property
9.0 out of 10, Wonderful, (1000)
"Very nice, reasonably priced hotel. Easy to book rooms are very clean and a lot of amenities as well."
The price is £71
includes taxes & fees
1 Sept - 2 Sept
Holiday Inn Winter Haven by IHG

Budget Inn Winter Haven

2.0 star property
6.8 out of 10, (258)
"Excelente "
The price is £74
includes taxes & fees
27 Aug - 28 Aug
Budget Inn Winter Haven

LEGOLAND Beach Retreat

3.0 star property
9.2 out of 10, Wonderful, (114)
"Everything. Heard to children. As an adult I loved it"
LEGOLAND Beach Retreat

Legoland Florida Hotel

3.0 star property
9.0 out of 10, Wonderful, (20)
"Nice to be within walking distance to legoland. "
The price is £202
includes taxes & fees
24 Sept - 25 Sept
Legoland Florida Hotel

BlockHaven near Legoland & Disney

3.5 star property
The price is £185
includes taxes & fees
2 Sept - 3 Sept
BlockHaven near Legoland & Disney

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

3.0 star property
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."
The price is £267
includes taxes & fees
27 Aug - 28 Aug
Hook, Line & Leisure: Lakefront Gem, 2 Mi to Dtwn

Lake Ida Beach Resort

3.0 star property
7.4 out of 10, Good, (177)
"We have stayed here several times. "
The price is £63
includes taxes & fees
28 Aug - 29 Aug
Lake Ida Beach Resort

Rodeway Inn & Suites Winter Haven Chain Of Lakes

2.0 star property
5.4 out of 10, (244)
"I paid but I never sleep... was the worst hotel..."
The price is £71
includes taxes & fees
27 Aug - 28 Aug
Rodeway Inn & Suites Winter Haven Chain Of Lakes

Economy Suites

2.0 star property
4.8 out of 10, (378)
"The staff very friendly and attentive"
Economy Suites

SureStay Hotel by Best Western Clermont Theme Park West

2.5 star property
8.0 out of 10, Very good, (1005)
" Wonderful place to stay very clean and staff is wonderful 2nd time going back "
The price is £52
includes taxes & fees
1 Sept - 2 Sept
SureStay Hotel by Best Western Clermont Theme Park 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.
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Check out hotels with free breakfast in Winter Haven

Hotels with a pool in Winter Haven you'll enjoy

These pet-friendly hotels in Winter Haven may fit your trip

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.

Accommodation near Winter Haven attractions

LEGOLAND® Florida
Legoland Florida which includes a river or creek, a garden and a pond

LEGOLAND® Florida

4.5/5(7 reviews)

Take the kids to this dynamic theme park for a day full of exciting rides, LEGO® brick creations and the chance to build your own LEGO®robots.

Willowbrook Golf Course

Willowbrook Golf Course

Enjoy a round of golf in Winter Haven at Willowbrook Golf Course. Amble around this family-friendly area's lakeside and enjoy its top-notch restaurants.

Learn more about Winter Haven

Glide through LEGOLAND's colourful 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 which includes rides

Top Winter Haven Hotel Reviews

More cheap stays in Winter Haven

More cheap stays in Winter Haven

Find out more about Winter Haven

Find out more about Winter Haven

Top reasons to visit Winter Haven

  • Family-Friendly Activities: Winter Haven is ideal for families, offering exciting outdoor adventures and attractions, including treasure hunts and amusement parks.
  • Scenic Lakes and Parks: Explore the picturesque lakes and urban parks that provide beautiful settings for relaxation and recreation.
  • Winter Haven Waterpark: Enjoy a fun-filled day at this popular waterpark, perfect for families seeking thrills and excitement.
  • Vibrant Downtown: Experience the welcoming atmosphere of the downtown area, bustling with friendly locals and shops.
  • Diverse Accommodation Options: Choose from a range of hotels and resorts catering to all types of travellers, ensuring a comfortable stay.

Find great hotels near Winter Haven

Experience a delightful stay in Winter Haven, Florida, where a variety of hotels and resorts cater to all types of travellers. Whether you're seeking family-friendly amenities, pet-friendly options, or a romantic getaway, you'll find numerous choices, including the renowned Holiday Inn and various star-rated establishments. Enjoy the perfect blend of comfort and hospitality as you explore the charming surroundings of Winter Haven.

  • Hilton Vacation Club Mystic Dunes Orlando: Experience a unique blend of business and leisure at Hilton Vacation Club Mystic Dunes Orlando, a 3.5-star property renowned for its golf-themed atmosphere. Located 13.7km from Winter Haven, this LGBTQIA-friendly hotel caters to both business travellers and golf enthusiasts. With a range of business amenities including a 24-hour business centre, meeting rooms, and conference space, you can effortlessly combine work with play. The property also provides access to golf experiences, making it an ideal choice for those looking to tee off during their stay.
  • Extended Stay America Select Suites - Lakeland: Perfect for adventure seekers and pet lovers, Extended Stay America Select Suites - Lakeland offers a welcoming atmosphere just 9.3km from Winter Haven. This LGBTQIA-friendly hotel encourages guests to enjoy nearby recreational activities such as fishing, kayaking, and waterskiing. With a pet-friendly policy, you can bring your furry companions along to share in the adventure. The property also provides necessary amenities for pets, ensuring a comfortable stay for all family members.
  • Westgate Town Center Resort: A family-friendly resort located 14.3km from Winter Haven, Westgate Town Center Resort is a 4-star accommodation that warmly welcomes pets and LGBTQIA travellers alike. Families will appreciate the array of children's amenities, including a water park, playground, and arcade game room, ensuring entertainment for younger guests. The resort's pet policy allows dogs, with services available for service animals, making it an excellent choice for families traveling with pets. Enjoy a memorable stay filled with fun and relaxation at this vibrant destination.

Where to stay in and around Winter Haven

Winter Haven, Florida, offers a delightful blend of family-friendly attractions and outdoor adventures, making it an ideal winter getaway. Explore the vibrant downtown area, where friendly locals create a welcoming atmosphere. Nearby neighbourhoods are perfect for relaxing family vacations or budget-friendly experiences. Whether you're seeking thrilling outdoor activities or a serene retreat, Winter Haven and its surroundings promise an unforgettable escape for travellers of all ages.

  • Eagle Lake: Situated a mere 1.9km from Winter Haven, Eagle Lake is a charming city that offers a delightful blend of family-friendly outdoor activities and entertainment. With peak visitor numbers in March, June, and September, this area is perfect for those seeking a family-oriented getaway. Enjoy a variety of attractions, including a nearby amusement park, shopping mall centre, and beautiful beaches. The local landmarks, such as the theme park, provide exciting experiences for all ages, making Eagle Lake a fantastic spot to create lasting memories.
  • Cypress Gardens: Nestled within Winter Haven, Cypress Gardens is a quaint village that draws visitors year-round, especially during the bustling months of January to March. Known for its adventurous spirit, it offers a plethora of outdoor activities, including golfing and visits to a renowned amusement park. The area's proximity to stunning beaches and a film studio adds to its allure. Families will appreciate the engaging experiences available, ensuring that Cypress Gardens remains a beloved destination for holidaymakers seeking both excitement and relaxation.
  • Jan Phyl Village: Located within the vicinity of Winter Haven, Jan Phyl Village is a welcoming community that attracts visitors throughout the year, with peak seasons from February to April. This village boasts a vibrant atmosphere with an emphasis on family entertainment. Enjoy thrilling motor racing experiences and explore local attractions, including a theme park, stadium, and picturesque beaches. Whether it's a day of adventure or relaxation, Jan Phyl Village provides a diverse range of activities that cater to all ages, making it an essential stop on your itinerary.

Things to do in and around Winter Haven

Winter Haven is perfect for family-friendly outdoor adventures, offering exciting activities like treasure hunts and Florida adventures. Visitors can enjoy a variety of attractions, including resorts, amusement parks, and vibrant shopping areas, making it an ideal destination for a memorable holiday.

Shopping

For shopping in Winter Haven, visit Northgate Shopping Center for a vibrant mix of businesses and entertainment. Southlan Shopping Center, located 4.3km away, offers a family-friendly atmosphere. If you're up for a drive, Eagle Ridge Mall, 5.6km distant, provides a broader selection of shops.

Recreation

Willowbrook Golf Course offers a tranquil golfing experience amidst beautiful landscapes, perfect for relaxation and leisure. Southern Dunes Golf and Country Club, located 6.2km away, features stunning fairways, ideal for both novices and seasoned players. Chain of Lakes Park provides a vibrant atmosphere for outdoor sports and recreation.

Adventure

Experience exhilarating water sports at Chain Of Wakes in Winter Haven, where adventure and outdoor excitement await. For tennis enthusiasts, the Winter Haven City Tennis Center offers a vibrant atmosphere. Enjoy scenic hikes along the Fort Fraser Trail, located 5.0km away, perfect for immersing yourself in nature.

Nightlife

Winter Haven’s nightlife offers a blend of culture and fun. Enjoy a captivating performance at Theatre Winter Haven for a romantic evening. For a lively atmosphere, visit Indigo’s Family Fun Center for drinks, or challenge friends at Indigo's Billiards, Bowling & Games for a thrilling night out.

Booking tips and Expedia advantages for Winter Haven

Winter Haven is a budget-friendly destination for travellers. Enjoy free attractions like The Circle B Bar Reserve and Rotary Park. To save on accommodation, visit from August to September or November, and consider booking your hotel about a month in advance for the best rates. Tuesdays are generally the cheapest nights to stay, while Saturdays are pricier. Use Expedia to find package deals that combine hotels with flights and activities, and apply filters to find the best offers, including free cancellation and residents' discounts.

  • 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: Utilise Expedia’s search tool to refine your preferences, such as your budget, desired location, and the type of accommodation you prefer. To discover the most affordable options and offers, arrange the price filter from lowest to highest.
  • 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, offers a delightful mix of family-friendly activities and outdoor adventures. Visitors can explore scenic lakes, enjoy the local urban parks, and experience the thrills of amusement parks. Notable attractions include the Winter Haven Waterpark, perfect for a fun-filled day, and the charming surroundings of Winter Haven itself, ideal for those seeking a beach-like experience. This destination is perfect for families looking to create lasting memories in a vibrant setting.

  • LEGOLAND® Florida: Dive into a world of imagination at LEGOLAND® Florida, an amusement park brimming with family-friendly rides and attractions. Enjoy outdoor adventures, interactive experiences, and spectacular LEGO displays that spark creativity for visitors of all ages.
  • Bok Tower Gardens: Just 6.8km from Winter Haven, Bok Tower Gardens offers a serene escape with lush landscapes and a stunning historic tower. Experience the rich cultural heritage and the tranquil beauty of its gardens, perfect for leisurely strolls and picnics.
  • Grand Hotel: Located 7.5km away, the Grand Hotel is a magnificent monument steeped in history. Explore its architectural grandeur while immersing yourself in the local culture and enjoying the charming surroundings.

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 Rain (Dry)Mostly SunnyAverageSlightly High
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 LowAverage
September79.5°F (26.4°C)Moderate RainMostly SunnySlightly HighSlightly Low
October74.7°F (23.7°C)Light RainMostly SunnySlightly LowSlightly Low
November68.0°F (20.0°C)No Rain (Dry)Mostly SunnySlightly LowSlightly Low
December64.2°F (17.9°C)No Rain (Dry)Mostly SunnyAverageAverage

The nearest major airports for your trip to Winter Haven

Winter Haven, Florida, is accessible via three major airports. Orlando International Airport (MCO) is situated 23.6km away, with notable hotels like The Ritz-Carlton Orlando, Grande Lakes and Rosen Shingle Creek, both around 5.0km from the airport, offering various shuttle services. Tampa International Airport (TPA) is 30.4km from Winter Haven, with excellent options such as The Tampa EDITION and JW Marriott Tampa Water Street, both 3.7km away and easily reachable. Lastly, St. Petersburg-Clearwater International Airport (PIE) is located 36.7km away, featuring hotels like Hilton Clearwater Beach Resort & Spa, all within 6.2km of the airport.

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Frequently asked questions

What is the best area to stay in Winter Haven?
Cypress Gardens is the best area to stay in Winter Haven, offering a delightful blend of relaxation and adventure. This charming neighbourhood is renowned for its stunning botanical gardens and lush landscapes, making it an ideal spot for those who appreciate nature. Visitors can easily explore the nearby Chain of Lakes, superb for kayaking, fishing, or simply soaking up the sun. With convenient access to attractions like the famous LEGOLAND Florida Resort, Cypress Gardens serves as a fantastic base for family fun.

For families seeking memorable experiences, Cypress Gardens is particularly appealing. The area provides ample opportunities for outdoor activities, from picnics in the gardens to thrilling days at the theme park. The inviting space and family-friendly amenities ensure that everyone, from toddlers to grandparents, can create lasting memories together.
What are the best hotels in Winter Haven that travellers recommend?
Best Western Plus Winter Haven Inn & Suites is a top choice among travellers, boasting an impressive review score of 9.4. Guests appreciate the friendly space and attentive service, making it great for couples looking for a romantic getaway or a serene retreat. The outdoor pool area, complete with sun loungers and umbrellas, invites relaxation after a day of exploring the local attractions.

For families, Staybridge Suites Winter Haven Auburndale by IHG stands out with an exceptional rating of 9.8. This hotel offers spacious rooms with premium bedding and stunning lake views, ideal for a comfortable stay. The outdoor pool is a great spot for children to splash around while parents relax, and being located near a shopping district adds to the convenience of family outings.

Home2 Suites By Hilton Winter Haven, rated 8.8, is another fantastic option for families or those traveling with children. The hotel features accessible outdoor pools and spacious suites, making it a practical choice for longer stays. Guests love the modern amenities combined with a relaxed atmosphere, ensuring everyone feels at home.

Couples seeking a cozy retreat can also consider Courtyard by Marriott Winter Haven, which has a traveller rating of 9.4. With stunning lake views and a serene pool area, it offers an intimate setting for relaxation. The hotel's close proximity to local dining options makes it easy for couples to explore the culinary scene together.

Lastly, the Holiday Inn Winter Haven by IHG, rated at 9.0, caters well to business travellers. With comfortable suites and a welcoming ambiance, it provides the great blend of leisure and convenience. The outdoor pool and sun loungers make unwinding after a busy day a breeze.
What are the best family hotels in Winter Haven?
Staybridge Suites Winter Haven Auburndale by IHG is a fantastic choice for families, boasting an impressive customer review rating of 9.8. This hotel features a delightful pool for leisurely afternoons and comes equipped with convenient amenities such as a kitchen, dishwasher, and sofa beds, making it easy for families to enjoy home-cooked meals and comfortable accommodations during their stay.

Another excellent family-friendly option is the Courtyard by Marriott Winter Haven, which has earned a rating of 9.4. This hotel ensures an easy experience with its thoughtful amenities like free cribs, kids' meals, and a pool, great for kids to splash around. Plus, the hotel's sofa beds provide extra sleeping space for larger families.

Best Western Plus Winter Haven Inn & Suites, also rated 9.4, is ideal for families looking for nearby attractions, as it is conveniently located close to theme parks. The property features a pool, kitchenette, and daily housekeeping, allowing families to enjoy a comfortable and straightforward stay.

For those needing extra space, the Holiday Inn Winter Haven by IHG is noteworthy, offering connecting rooms and free accommodations for children. With a customer review score of 9.0, this hotel also features a pool and daily breakfast options, ensuring your family starts the day off right.

Lastly, Home2 Suites By Hilton Winter Haven, with a rating of 8.8, provides connecting rooms and a refreshing pool, along with complimentary buffet breakfast, making it a convenient and budget-friendly choice for families who appreciate added value in their travels. Find more child-friendly accommodations in Winter Haven.
What hotels in Winter Haven offer free breakfast?
Staybridge Suites Winter Haven Auburndale by IHG is an exceptional choice for travellers seeking comfort and convenience, boasting a stellar rating of 9.8. This hotel features a complimentary breakfast that includes a variety of options to kickstart your day. Families will appreciate the fully equipped kitchen in the suites, great for preparing meals at your leisure. The outdoor pool area, complete with sun loungers and stunning lake views, provides a relaxing setting for both parents and children to unwind after a day of adventures.

Another great option is the Best Western Plus Winter Haven Inn & Suites, which also offers a complimentary breakfast and holds an excellent review score of 9.4. Guests love the outdoor pool, ideal for a refreshing dip, as well as the convenience of a kitchenette in the rooms. This property is particularly family-friendly, providing a secure, shared pool area where kids can enjoy themselves while parents relax nearby.

For travellers seeking a romantic getaway, Home2 Suites By Hilton Winter Haven, with a review score of 8.8, provides a cozy atmosphere with a buffet breakfast included. The seasonal outdoor pool and accessible fitness centre make it a solid choice for couples looking to recharge while enjoying the local attractions. Find more hotels with free breakfast in Winter Haven.
What are the best budget hotels in Winter Haven?
Staybridge Suites Winter Haven Auburndale by IHG is an excellent choice for travellers seeking a comfortable yet budget-friendly experience. This hotel boasts a remarkable traveller review score of 9.8, highlighting its appeal. Families will appreciate the spacious rooms equipped with kitchens, allowing for easy meal preparation. Guests can start their day with a complimentary breakfast before enjoying the outdoor pool, which is superb for relaxing after a day of exploring.

Another fantastic family-friendly option is the Courtyard by Marriott Winter Haven, rated 9.4 by guests. This hotel features an inviting outdoor pool, ideal for family fun under the Florida sun. With a dedicated kids' meal option and cribs available at no extra charge, it caters to families while also offering a fitness centre for parents looking to stay active. The picturesque lake view adds a serene touch to your stay, making it a delightful retreat for everyone.

For travellers looking for a more romantic getaway, accommodations like the Best Western Plus Winter Haven Inn & Suites and the Holiday Inn Winter Haven by IHG may appeal, as both offer excellent amenities and comfortable settings. With their shared outdoor pools and convenient locations, these hotels are superb for couples seeking a relaxing escape. View all budget hotels in Winter Haven.
Can I cancel my hotel reservation on Expedia?
You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in Winter Haven.
How can I save on a Winter Haven hotel booking with Expedia?
Before booking your Winter Haven hotel, remember to join Expedia's free travel rewards program. Just sign up and sign in to access our lowest Member Prices as well as members-only perks. You could also enjoy savings by bundling together your hotel and flights on Expedia.
How much is the nightly rate at a Winter Haven hotel?
Prices for hotels in Winter Haven often vary, but you can find a great deal from £39 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for the cheapest rate.