Search Winter Haven hotels

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
In two weeks

Filter by

Guest rating
Guest rating
Star rating

Our top choices for Winter Haven hotels

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 NZ$487
includes taxes & fees
12 Apr - 13 Apr
BlockHaven near Legoland & Disney

LEGOLAND Beach Retreat

LEGOLAND Beach Retreat
3.0 star property
Winter Haven
9.0 out of 10, Wonderful, (190 reviews)
"super friendly staff clean rooms walking distance from peppa pig park "
United States
Rosmina
The price is NZ$583
includes taxes & fees
18 Apr - 19 Apr
LEGOLAND Beach Retreat

Lake Ida Beach Resort

Lake Ida Beach Resort
3.0 star property
Winter Haven
7.2 out of 10, Good, (190 reviews)
"We have stayed here several times. "
United States
Martha
The price is NZ$154
includes taxes & fees
30 Mar - 31 Mar
Lake Ida Beach Resort

Home2 Suites By Hilton Winter Haven

Home2 Suites By Hilton Winter Haven
3.0 star property
Winter Haven
9.4 out of 10, Exceptional, (313 reviews)
"Excellent stay"
United States
Christine M
The price is NZ$340
includes taxes & fees
12 Apr - 13 Apr
Home2 Suites By Hilton Winter Haven

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, (738 reviews)
"Fabulous stay!!"
United States
Leslie
The price is NZ$337
includes taxes & fees
20 Apr - 21 Apr
Staybridge Suites Winter Haven Auburndale by IHG

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 NZ$269
includes taxes & fees
5 Apr - 6 Apr
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, (1,002 reviews)
"Clean spacious rooms and friendly staff."
United States
Mark
The price is NZ$269
includes taxes & fees
19 Apr - 20 Apr
Holiday Inn Winter Haven by IHG

Lake Roy Beach Inn

Lake Roy Beach Inn
2.0 star property
Winter Haven
7.0 out of 10, Good, (1,001 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 NZ$211
includes taxes & fees
30 Mar - 31 Mar
Lake Roy Beach Inn

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, (1,003 reviews)
"Great place for our stay!"
United States
Anne E.
The price is NZ$210
includes taxes & fees
8 Apr - 9 Apr
Howard Johnson by Wyndham Winter Haven FL

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, (1,186 reviews)
"We enjoyed our stay."
United States
Diane
The price is NZ$325
includes taxes & fees
12 Apr - 13 Apr
Best Western Plus Winter Haven Inn & Suites 

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 NZ$763
includes taxes & fees
14 Apr - 15 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, (96 reviews)
"Great staff! Breakfast included! Pool was heated to a perfect temperature. "
United States
Rob
The price is NZ$670
includes taxes & fees
22 Apr - 23 Apr
Legoland Florida Hotel

Economy Suites

Economy Suites
2.0 star property
Winter Haven
4.8 out of 10, (405 reviews)
"Staff was fantastic! Always there to take care of anything we needed. "
United States
Rebecca
The price is NZ$137
includes taxes & fees
30 Mar - 31 Mar
Economy Suites

Courtyard by Marriott Winter Haven

Courtyard by Marriott Winter Haven
3.0 star property
Winter Haven
9.4 out of 10, Exceptional, (749 reviews)
"Clean rooms, great location and very friendly staff "
United States
Alyssa
The price is NZ$413
includes taxes & fees
5 Apr - 6 Apr
Courtyard by Marriott Winter Haven

Budget Inn Winter Haven

Budget Inn Winter Haven
2.0 star property
Winter Haven
6.6 out of 10, (279 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 NZ$146
includes taxes & fees
19 Apr - 20 Apr
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, (270 reviews)
"The room was ok not spotless and the staff was courtesy but the only issues was that the promotion said free breakfast and they don't give any because they eliminated. "
United States
Greismarie
The price is NZ$174
includes taxes & fees
28 Apr - 29 Apr
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, (1,004 reviews)
"This Disney resort is a value resort but as any Disney resort, it is clean and a great budget friendly place to stay while enjoying the magic of Disney. They had two large pools to enjoy and the food court for easy access to food. Our stay was enjoyable. "
United States
Jennifer
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, (1,006 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, (3,312 reviews)
"Breakfast was great clean and delish I will stay here again "
United States
Jessica
The price is NZ$247
includes taxes & fees
12 Apr - 13 Apr
Kompose Boutique Resort at Theme Parks

Vacation Village Orlando, Celebration

Vacation Village Orlando, Celebration
3.0 star property
Kissimmee
8.6 out of 10, Excellent, (3,761 reviews)
"Awesome stay "
United States
Heather
The price is NZ$218
includes taxes & fees
12 Apr - 13 Apr
Vacation Village Orlando, Celebration
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.
Save an average of 15% on thousands of hotels when you're signed in

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 accommodation in Winter Haven

Find out more about Winter Haven

Top reasons to visit Winter Haven

  • Outdoor Adventures: Winter Haven is perfect for families and thrill-seekers, offering numerous outdoor activities and scenic lakes.
  • Amusement Parks: Enjoy a variety of amusement parks that promise fun-filled days for visitors of all ages.
  • Charming Neighbourhoods: Explore friendly neighbourhoods with unique gift shops and local souvenirs.
  • Relaxing Resorts: Choose from a range of resorts ideal for relaxation or family activities.
  • Access to Miami Beach: Experience the vibrant coastal life just a short trip away from Winter Haven.

Find great hotels near Winter Haven

Discover the charm of Winter Haven, Florida, with a selection of accommodation options that cater to families, couples, and pet lovers alike. Whether you're seeking a relaxing resort or a comfortable hotel, you'll find a variety of choices to suit your needs. From family-friendly amenities to romantic settings, Winter Haven hotels offer the perfect base for your holiday adventures.

  • Hilton Vacation Club Mystic Dunes Orlando: Nestled 35.4km from Winter Haven, the Hilton Vacation Club Mystic Dunes Orlando offers a family-friendly environment with a distinct business theme. Ideal for those balancing work and leisure, this hotel features a comprehensive Business Centre available 24 hours, along with accessible meeting spaces. Families will appreciate the dedicated children's amenities, including a children's pool, games, and a foosball table. The spacious accommodations make it perfect for a memorable family vacation, blending relaxation with productive facilities.
  • Extended Stay America Select Suites - Lakeland: Located 24.1km from Winter Haven, the Extended Stay America Select Suites - Lakeland caters to adventurous travellers and is proudly LGBTQIA welcoming. With a pet-friendly policy, this property allows you to bring your furry friends along on your journey. Outdoor enthusiasts will enjoy various adventure sports nearby, including motorboating and kayaking. The friendly atmosphere and diverse recreational activities make it an ideal hub for those looking to explore and enjoy the great outdoors while feeling at home.
  • Westgate Town Center Resort: Situated 37.0km away from Winter Haven, Westgate Town Center Resort is a vibrant 4-star resort perfect for families and LGBTQIA welcoming. This property shines with its child-friendly amenities, including a shared playground, an arcade game room, and mini-golf, ensuring endless entertainment for younger guests. With spacious accommodations and a variety of onsite activities, it’s an excellent choice for families looking to create lasting memories together while enjoying the comforts of a resort setting.

Where to stay in and around Winter Haven

Winter Haven, Florida, offers a delightful vacation experience with its family-friendly atmosphere and easy access to outdoor adventures. Explore the charming resorts and friendly neighbourhoods, ideal for relaxation or fun-filled activities. Nearby attractions like Winter Haven South Beach provide a perfect spot for unwinding. Whether you're seeking budget-friendly options or a vibrant community, this city caters to every traveler's needs, making it a fantastic choice for your holiday.

  • Eagle Lake: Located a mere 4.8km from Winter Haven, Eagle Lake is a charming city that offers a delightful blend of family-friendly activities and outdoor adventures. With a moderately seasonal influx of travellers, particularly in March, June, and September, visitors flock here for its lively entertainment options. Eagle Lake boasts a variety of attractions, including resorts, an amusement park, and a shopping mall centre. It's also in close proximity to beautiful beaches and a theme park, making it a perfect spot for families seeking fun in the sun.
  • Cypress Gardens: Nestled within Winter Haven, Cypress Gardens is a picturesque village known for its welcoming atmosphere and diverse recreational offerings. The travel experience here is quite steady throughout the year, with peak visitors from January to March. Families and adventure seekers will find plenty to do, from exploring resorts and amusement parks to enjoying a round of golf. Local attractions include stunning beaches and a renowned film studio, adding a touch of cinematic charm to your visit.
  • Inwood: Another lovely village within the Winter Haven area, Inwood attracts a steady stream of visitors year-round, with peak times in March, July, and December. Ideal for outdoor enthusiasts and families, Inwood is home to various resorts, amusement parks, and golf facilities. The village is also close to a beautiful lake and a stadium, providing ample opportunities for adventure and leisure. Whether you're looking to relax by the water or catch a local game, Inwood offers a delightful blend of activities for everyone.

Things to do in and around Winter Haven

Winter Haven is a fantastic destination for families seeking outdoor adventures. Popular activities include visiting resorts and amusement parks, as well as exploring vibrant shopping areas. Don’t miss the chance to check out local gift shops for unique souvenirs. Whether you're looking for thrill-seeking fun or relaxing moments, Winter Haven has something for everyone to enjoy on their holiday.

Shopping

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

Recreation

At Chain of Lakes Park, immerse yourself in a vibrant sports atmosphere with various recreational facilities. Experience outdoor relaxation at Lake Henry Golf Club and Baytree Golf Club, where you can enjoy the scenic landscapes while indulging in a round of golf, perfect for unwinding and connecting with nature.

Adventure

Experience the thrill of Chain Of Wakes, where you can indulge in exhilarating water sports amidst a vibrant outdoor atmosphere. For those seeking a bit of competition, the Winter Haven City Tennis Center offers an adventurous vibe perfect for tennis enthusiasts. Don’t miss the scenic Fort Fraser Trail, located 12.9km from Winter Haven, ideal for hiking and enjoying nature.

Nightlife

Experience a vibrant nightlife in Winter Haven. Enjoy a captivating show at Theatre Winter Haven for a touch of culture, or unwind at Indigo's Family Fun Center for drinks and entertainment. For a lively adventure, challenge friends at Indigo's Billiards, Bowling & Games for a fun-filled evening.

*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 between August to September or November, when accommodation prices are lower. Utilize free activities like The Circle B Bar Reserve and Rotary Park, and opt for biking or walking to explore the area affordably. Booking hotels about a month in advance can yield better rates, and check for last-minute deals on Expedia for discounts. Tuesdays are the cheapest days to stay, while Saturdays are the priciest. Combine your hotel, flights, and activities for additional savings through package deals.

  • 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 preferred type of accommodation. To find the best prices and deals, sort the price filter from low to high.
  • Consider bundling your trip: You can save some dollars by combining your Winter Haven hotel booking with your flights and activities through an Expedia package deal.

Find the best attractions in and around Winter Haven

Winter Haven, Florida, is an ideal destination for families and adventure seekers alike, offering a blend of outdoor activities and attractions. With its scenic lakes, amusement parks, and urban parks, there's something for everyone to enjoy. Whether you’re looking for a beach experience or fun-filled family outings, Winter Haven has you covered. Don't miss the chance to explore nearby Miami Beach for a taste of the vibrant coastal life.

  • LEGOLAND® Florida: Dive into a world of creativity and adventure at LEGOLAND® Florida, where you can explore interactive rides, build your own LEGO creations, and enjoy themed attractions perfect for families. It's a fantastic day out for all ages.
  • Auburndale City Park: Situated 8.0km from Winter Haven, Auburndale City Park offers a serene escape with lush greenery, walking trails, and playgrounds. It's an ideal spot for a family picnic or a leisurely stroll amidst nature.
  • Peppa Pig Theme Park Florida: Also in Winter Haven, this charming theme park brings the beloved Peppa Pig to life. With themed rides and activities, it’s a delightful experience for younger children and their 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

When visiting Winter Haven, Florida, you have several airport options. Orlando International Airport (MCO) is situated 61.2km away, with nearby hotels like The Ritz-Carlton Orlando, Grande Lakes, a 5-star establishment 12.9km from the airport. The hotel offers convenient airport shuttle services. Tampa International Airport (TPA) is 78.9km from Winter Haven, with excellent accommodations such as The Tampa EDITION, a 5-star hotel just 9.7km away. Lastly, St. Petersburg-Clearwater International Airport (PIE) is 95.0km away, with quality options like Hilton Clearwater Beach Resort & Spa, located 16.1km from the airport. Each airport provides accessible transport to their respective hotels.

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 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?
Lake Roy Beach Inn is a top hotel for people travelling with their pets, and offers an outdoor pool and free WiFi for its human guests. Other good options for you and your pet include Howard Johnson by Wyndham Winter Haven FL and Staybridge Suites Winter Haven Auburndale by IHG. 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 232 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 Chain of Lakes Park or Winter Haven City Tennis Center. 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.

Explore a world of travel with Expedia