Winter Haven Hotels

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Our top choices for Winter Haven hotels

LEGOLAND Beach Retreat

LEGOLAND Beach Retreat
3.0 star property
Winter Haven
9.0 out of 10, Wonderful, (203 reviews)
"Clean, great for children, breakfast was decent, specially loved the roomy and private rooms, pools has lifeguards "
United States
Yareny
The price is €255
includes taxes & fees
8 May - 9 May
LEGOLAND Beach Retreat

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, (751 reviews)
"Fabulous stay!!"
United States
Leslie
The price is €151
includes taxes & fees
10 May - 11 May
Staybridge Suites Winter Haven Auburndale by IHG

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, (1,215 reviews)
"We enjoyed our stay."
United States
Diane
The price is €140
includes taxes & fees
19 Apr - 20 Apr
Best Western Plus Winter Haven Inn & Suites 

Holiday Inn Winter Haven by IHG

Holiday Inn Winter Haven by IHG
3.0 star property
Winter Haven
9.0 out of 10, Wonderful, (1,007 reviews)
"Clean spacious rooms and friendly staff."
United States
Mark
The price is €116
includes taxes & fees
3 May - 4 May
Holiday Inn Winter Haven by IHG

Howard Johnson by Wyndham Winter Haven FL

Howard Johnson by Wyndham Winter Haven FL
2.0 star property
Winter Haven
7.2 out of 10, Good, (1,012 reviews)
"Great place for our stay!"
United States
Anne E.
The price is €97
includes taxes & fees
30 Apr - 1 May
Howard Johnson by Wyndham Winter Haven FL

Home2 Suites By Hilton Winter Haven

Home2 Suites By Hilton Winter Haven
3.0 star property
Winter Haven
9.4 out of 10, Exceptional, (320 reviews)
"Excellent stay"
United States
Christine M
The price is €155
includes taxes & fees
7 May - 8 May
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, (1,002 reviews)
"Staff friendly. Breakfast good. Hotel easy to access and quiet neighborhood. "
United States
Rebecca
The price is €102
includes taxes & fees
30 Apr - 1 May
Hampton Inn Winter Haven

Lake Ida Beach Resort

Lake Ida Beach Resort
3.0 star property
Winter Haven
7.2 out of 10, Good, (191 reviews)
"We have stayed here several times. "
United States
Martha
The price is €71
includes taxes & fees
20 Apr - 21 Apr
Lake Ida Beach Resort

BlockHaven near Legoland & Disney

BlockHaven near Legoland & Disney
3.5 star property
Winter Haven
10.0 out of 10, Exceptional, (3 reviews)
"Great location. Great communication with host. "
United States
Reid
The price is €232
includes taxes & fees
27 Apr - 28 Apr
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 reviews)
"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 €371
includes taxes & fees
19 Apr - 20 Apr
Hook, Line & Leisure: Lakefront Gem, 2 Mi to Dtwn

Legoland Florida Hotel

Legoland Florida Hotel
3.0 star property
Winter Haven
9.0 out of 10, Wonderful, (105 reviews)
"Great stay! We will go back. "
United States
Marie
The price is €326
includes taxes & fees
7 May - 8 May
Legoland Florida Hotel

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 €101
includes taxes & fees
20 Apr - 21 Apr
Lake Roy Beach Inn

Courtyard by Marriott Winter Haven

Courtyard by Marriott Winter Haven
3.0 star property
Winter Haven
9.4 out of 10, Exceptional, (753 reviews)
"Clean rooms, great location and very friendly staff "
United States
Alyssa
The price is €157
includes taxes & fees
3 May - 4 May
Courtyard by Marriott Winter Haven

Economy Suites

Economy Suites
2.0 star property
Winter Haven
4.8 out of 10, (407 reviews)
"Welcoming to pets. Friendly staff. Great parking"
United States
Angie
The price is €80
includes taxes & fees
27 Apr - 28 Apr
Economy Suites

Budget Inn Winter Haven

Budget Inn Winter Haven
2.0 star property
Winter Haven
6.8 out of 10, (283 reviews)
"Very practical for a weekend getaway or just for sleeping, the mattresses are very good but the base is iron and you have to be careful. Excellent for going to Legoland, you have to plan to leave early and find somewhere to have breakfast."
United States
Emily
The price is €79
includes taxes & fees
12 May - 13 May
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, (273 reviews)
"It's good enough for the price for a short stay. Room was clean."
United States
Jennifer
The price is €77
includes taxes & fees
6 May - 7 May
Rodeway Inn & Suites Winter Haven Chain Of Lakes

Disney's All-Star Music Resort

Disney's All-Star Music Resort
3.0 star property
Lake Buena Vista
8.8 out of 10, Excellent, (1,002 reviews)
"It was a small space but nice. "
United States
Karin
Disney's All-Star Music Resort

Disney's All Star Sports Resort

Disney's All Star Sports Resort
3.0 star property
Lake Buena Vista
8.6 out of 10, Excellent, (1,005 reviews)
"Nice resort"
United States
Frank
Disney's All Star Sports Resort

Kompose Boutique Resort at Theme Parks

Kompose Boutique Resort at Theme Parks
3.0 star property
Kissimmee
9.4 out of 10, Exceptional, (3,575 reviews)
"Amazing breakfast and location to disney is a huge plus. "
Canada
Saira
The price is €125
includes taxes & fees
20 Apr - 21 Apr
Kompose Boutique Resort at Theme Parks

Margaritaville Resort Orlando with H2O Waterpark

Margaritaville Resort Orlando with H2O Waterpark
4.0 star property
Kissimmee
8.8 out of 10, Excellent, (3,582 reviews)
"Very nice hotel. Would definitely stay again. Very nice and clean. The food is great and the staff is friendly."
United States
Marilyn
The price is €166
includes taxes & fees
17 May - 18 May
Margaritaville Resort Orlando with H2O Waterpark
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 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.

Top Winter Haven Hotel Reviews

More cheap stays in Winter Haven

Find out more about Winter Haven

Top reasons to visit Winter Haven

  • Enchanting LEGOLAND Florida Resort: Perfect for families, this amusement park offers fun rides, attractions, and interactive experiences.
  • Picturesque Chain of Lakes: Explore stunning lakes ideal for fishing, boating, and picnicking amidst natural beauty.
  • Family-Friendly Outdoor Adventures: Enjoy urban parks and recreational activities that cater to all ages.
  • Annual Events: Participate in vibrant local events that showcase the charm and excitement of Winter Haven.
  • Diverse Accommodation Options: Choose from various hotels and resorts that ensure comfort and accessibility for all guests.

Find great hotels near Winter Haven

Discover the ideal retreat in Winter Haven, Florida, where a variety of hotels and resorts cater to families, couples, and pet lovers alike. With a focus on accessibility and comfort, you'll find accommodations featuring accessible pools and convenient access to the enchanting Cypress Gardens. Whether you're seeking a romantic getaway or a family adventure, Winter Haven offers a diverse selection of lodging options designed to enhance your memorable holiday experience.

  • Hilton Vacation Club Mystic Dunes Orlando: Nestled 35.4km from Winter Haven, Hilton Vacation Club Mystic Dunes Orlando offers a delightful blend of golf-themed luxury and family-friendly amenities. This 3.5-star property is perfect for those seeking a vibrant vacation experience. Business travellers will appreciate the extensive facilities, including a 24-hour business centre, meeting rooms, and conference space. Families can enjoy a range of engaging activities, from games to a children's pool, ensuring fun for all ages. With its picturesque golf courses and comprehensive amenities, this hotel promises an unforgettable stay.
  • Extended Stay America Select Suites - Lakeland: Located 24.1km from Winter Haven, Extended Stay America Select Suites - Lakeland is an adventure-seeker’s paradise. This LGBTQIA-friendly and pet-friendly accommodation features a plethora of outdoor activities nearby, including tubing, waterskiing, and kayaking. With a welcoming atmosphere for pets, guests can relax knowing their furry companions are accommodated as well. Whether you’re looking to explore the great outdoors or enjoy a peaceful retreat, this hotel offers a unique blend of adventure and comfort, making it ideal for diverse travellers.
  • Westgate Town Center Resort: Just 37.0km from Winter Haven, Westgate Town Center Resort is a 4-star retreat designed for family enjoyment. This pet-friendly resort boasts a variety of amenities for children, such as an arcade game room, playground, and mini golf, ensuring that younger guests are entertained throughout their stay. Parents can relax knowing that their children are well catered for, while the pet policy accommodates furry friends too. With its spacious accommodations and family-oriented facilities, this resort is perfect for creating lasting memories.

Where to stay in and around Winter Haven

Winter Haven, Florida, offers a delightful blend of family-friendly adventures and outdoor experiences. From the enchanting LEGOLAND Florida Resort to the serene Chain of Lakes, there's something for everyone. Nearby towns and regions add to the charm, featuring friendly locals and relaxing atmospheres perfect for budget-conscious travellers. Whether you're seeking thrilling activities or a peaceful retreat, Winter Haven promises a memorable holiday filled with diverse experiences.

  • Eagle Lake: Situated a mere 4.8km from Winter Haven, Eagle Lake is a charming city that offers a moderately seasonal travel experience, with visitor peaks in March, June, and September. The area attracts families seeking outdoor entertainment, providing access to resorts, amusement parks, and shopping centres. Eagle Lake's local attractions include a delightful theme park and sandy family beach, making it an ideal spot for those looking to enjoy leisure and recreation in a picturesque setting.
  • Cypress Gardens: Nestled within the Winter Haven area, Cypress Gardens is a quaint village where visitors can enjoy a family-friendly atmosphere year-round. While visitor numbers peak from January to March, this locale remains inviting throughout the year. Known for its outdoor adventures, Cypress Gardens boasts access to resorts, amusement parks, and golf facilities. With nearby attractions such as a theme park, beach, and a film studio, there's always something exciting to explore in this vibrant community.
  • Inwood: Also located within Winter Haven, Inwood is an engaging village that attracts visitors with its outdoor family adventures. While the travel experience remains steady throughout the year, peaks occur in March, July, and December. Guests can partake in activities at local resorts, amusement parks, and golf courses. With a theme park, serene lakes, and a stadium in close proximity, Inwood presents a dynamic blend of leisure and excitement, perfect for those seeking memorable family escapades.

Things to do in and around Winter Haven

Winter Haven offers a delightful blend of family-friendly activities and outdoor adventures, making it an ideal destination for your holiday. Explore popular attractions such as the local amusement park and various shopping areas, while also enjoying the vibrant Central Florida scene. Don't miss the opportunity to participate in annual events that showcase the area's charm and excitement, ensuring a memorable visit filled with fun and adventure.

Shopping

In Winter Haven, you can visit Northgate Shopping Center for a vibrant shopping experience. Havendale Plaza, 11.3km away, offers a mix of entertainment and dining. If you're up for a drive, Eagle Ridge Mall, located 14.5km away, features various shops and family-friendly activities.

Recreation

Experience the vibrant atmosphere at Chain of Lakes Park, ideal for sports enthusiasts. Enjoy a round of golf at Lake Henry Golf Club or Baytree Golf Club, both offering beautiful outdoor settings and a chance to unwind amidst nature while engaging in your favourite sport.

Adventure

Experience the thrill of water sports at Chain Of Wakes, where you can enjoy various aquatic activities amidst a vibrant atmosphere. For tennis enthusiasts, the Winter Haven City Tennis Center offers exciting adventure vibes. Additionally, the Fort Fraser Trail, located 12.9km from Winter Haven, is perfect for scenic hiking adventures.

Nightlife

Experience the vibrant nightlife of Winter Haven at Theatre Winter Haven for cultural performances. For a lively atmosphere, visit Indigo's Family Fun Center for drinks and entertainment, or challenge your friends at Indigo's Billiards, Bowling & Games for a fun-filled evening of games and adventure.

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

Booking tips and Expedia advantages for Winter Haven

When planning your visit to Winter Haven, Florida, consider free attractions like The Circle B Bar Reserve and Rotary Park to save money. Opt for affordable transport options, such as biking or car rentals. To get the best hotel deals, travel during the cheaper months of August, September, or November, and book about a month in advance. Tuesday is the least expensive day for accommodation, while Saturday is the priciest. Use Expedia’s tools to filter by budget and combine bookings for additional savings on flights and activities.

  • 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: Book your hotel in Winter Haven about 1 month out to secure some of the cheapest prices. If you're the spontaneous type, Expedia's last minute deals and discounts are indicated via the green label below the price.
  • 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 enables you to set your budget, choose your desired location, and much more. You can organise your results to display prices from lowest to highest, allowing you to find the most affordable hotels first. Additionally, you have the option to refine your search by hotel type; for instance, selecting the Eco-certified filter will showcase sustainable and eco-friendly hotels that are available for booking.
  • 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 ideal for family-friendly outdoor adventures, boasting attractions like picturesque lakes, amusement parks, and urban parks. Visitors can enjoy a variety of activities that cater to those seeking outdoor experiences, family fun, and a taste of beach life, making it a delightful destination for tourists looking to explore the natural beauty and recreational offerings of Florida.

  • LEGOLAND® Florida: Dive into a world of imagination at LEGOLAND® Florida, where creativity and adventure come alive. This vibrant amusement park offers thrilling rides, interactive attractions, and incredible LEGO displays, perfect for families looking for outdoor fun.
  • Auburndale City Park: A serene escape just 8.0km from Winter Haven, Auburndale City Park features expansive green spaces, playgrounds, and scenic walking trails. It's an ideal spot for families seeking a peaceful retreat in an urban setting.
  • Peppa Pig Theme Park Florida: Delight in the whimsical world of Peppa Pig at this enchanting theme park. Featuring charming rides and attractions designed for young children, it promises a fun-filled day of entertainment for the whole family.

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

For your visit to Winter Haven, Florida, you can fly into several major airports. Orlando International Airport (MCO) is 61.2km away, with nearby hotels such as The Ritz-Carlton Orlando, Grande Lakes and Hyatt Regency Orlando, both offering convenient transport services. Tampa International Airport (TPA) is 78.9km away, featuring excellent accommodation options like The Tampa EDITION and JW Marriott Tampa Water Street. Lastly, St. Petersburg-Clearwater International Airport (PIE), located 95.0km away, is close to hotels like Hilton Clearwater Beach Resort & Spa. Each airport provides ample transportation options to facilitate your journey to Winter Haven.

Frequently asked questions

What's the best place to stay in Winter Haven?
Based on our traveller data, Best Western Plus Winter Haven Inn & Suites  is one of the top choices for your stay. This hotel is a short 10-minute walk from LEGOLAND® Florida, and it offers free breakfast and an outdoor pool. Other good options for your trip include Howard Johnson by Wyndham Winter Haven FL and Legoland Florida Hotel. See all available top hotels, or vacation rentals in Winter Haven.
What are some of the best holiday rentals that Winter Haven has to offer?
The Berkley, Orlando: This holiday home rental outside of Winter Haven offers a furnished patio, a terrace and a BBQ 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 holiday with an arcade/games room and 1 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 hotel bookings are fully refundable if cancelled prior to the accommodation's cancellation deadline, which is usually within 24-48 hours of your check-in date. If you booked a non-refundable reservation, it may still be possible to cancel it and get a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Winter Haven.
What's the best family accommodation 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 good options for your stay with the children include Howard Johnson by Wyndham Winter Haven FL and Holiday Inn Winter Haven by IHG. Also, attractions such as LEGOLAND® Florida and Indigo's Family Fun Center are fun for children 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 Wi-Fi and free parking. Hampton Inn Winter Haven and Courtyard by Marriott Winter Haven are two other good choices for your stay. See all available hotels listed as LGBTQ-friendly in Winter Haven.
What's the best dog-friendly hotel in Winter Haven?
Staybridge Suites Winter Haven Auburndale by IHG is a top hotel for people travelling with their pets, and offers an outdoor pool and concierge services for its human guests. Other good options for you and your pet include Howard Johnson by Wyndham Winter Haven FL and Lake Roy Beach Inn. See more pet-friendly hotel accommodations in Winter Haven.
What are some accommodation options with pools in Winter Haven?
Courtyard by Marriott Winter Haven is a top hotel with a pool, free WiFi and free self-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.
How is it to stay in Winter Haven?
Families will find child-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. A top sight in the city is LEGOLAND® Florida. In Winter Haven, there are 234 hotels and other accommodation options 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 highlight the natural beauty with places to discover including The Circle B Bar Reserve, Rotary Park and Inman Park. Baseball fans will find lots to cheer about, while everyone can enjoy an event or game at Winter Haven City Tennis Center or Chain of Lakes Park. Take a look at what more there is 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 the area, hop aboard 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 temperature of 27°C, while the coldest months are January and February, with an average of 18°C. The rainiest months in Winter Haven are August, July, September and June, with each month seeing an average of 211 mm of rainfall.

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