A castle entrance with flags and banners, including a LEGO Kingdoms banner.

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

This weekend
Next weekend

Filter by

Guest rating

Selecting then applying a filter from this group will update the results on a new page

Property class

Our top choices for Winter Haven hotels

LEGOLAND Beach Retreat

LEGOLAND Beach Retreat
3.0 star property
Winter Haven
8.8 out of 10, Excellent, (273 reviews)
"Overall great stay close to park"
United States
Kerstyn M
The price is NZ$385
includes taxes & fees
15 July - 16 July
LEGOLAND Beach Retreat

Hampton Inn Winter Haven

Hampton Inn Winter Haven
2.5 star property
Winter Haven
9.0 out of 10, Wonderful, (1,002 reviews)
"The breakfast was so good and delicious and the staff was very friendly and helpful"
United States
Yamil
The price is NZ$228
includes taxes & fees
9 July - 10 July
Hampton Inn Winter Haven

Best Western Plus Winter Haven Inn & SuitesĀ 

Best Western Plus Winter Haven Inn & SuitesĀ 
3.5 star property
Winter Haven
9.6 out of 10, Exceptional, (1,311 reviews)
"Room was clean - staff friendly and helpful breakfast was perfect"
United States
GERARD
The price is NZ$236
includes taxes & fees
29 June - 30 June
Best Western Plus Winter Haven Inn & SuitesĀ 

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, (1,000 reviews)
"Everything about this property was wonderful. We enjoyed our stay very much!"
United States
Pierina
The price is NZ$169
includes taxes & fees
1 July - 2 July
Howard Johnson by Wyndham Winter Haven FL

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, (831 reviews)
"Great place to stay."
United States
SHANNON
The price is NZ$240
includes taxes & fees
5 July - 6 July
Staybridge Suites Winter Haven Auburndale by IHG

Florida Garden Motel Winter Haven Near Legoland

Florida Garden Motel Winter Haven Near Legoland
2.5 star property
Winter Haven
2.0 out of 10, (2 reviews)
"The room was full of dust and bugs tv didn’t work the covers smelled and so did the room. There was bugs in the shower the towels were dirty thank God I brought my own."
United States
Kia
The price is NZ$136
includes taxes & fees
28 June - 29 June
Florida Garden Motel Winter Haven Near Legoland

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 NZ$218
includes taxes & fees
5 July - 6 July
Holiday Inn Winter Haven by IHG

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 NZ$315
includes taxes & fees
22 July - 23 July
Home2 Suites By Hilton Winter Haven

BlockHaven near Legoland & Disney

BlockHaven near Legoland & Disney
3.5 star property
Winter Haven
10.0 out of 10, Exceptional, (5 reviews)
"We loved this place! It was perfect for all of us! It was nice and clean as well!"
United States
Ericka
The price is NZ$414
includes taxes & fees
28 June - 29 June
BlockHaven near Legoland & Disney

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 NZ$319
includes taxes & fees
7 July - 8 July
Courtyard by Marriott Winter Haven

Legoland Florida Hotel

Legoland Florida Hotel
3.0 star property
Winter Haven
8.8 out of 10, Excellent, (149 reviews)
"Best hotel to stay when visiting Legoland. On the expensive side, but it is worth it."
United States
Johanny
The price is NZ$718
includes taxes & fees
28 June - 29 June
Legoland Florida Hotel

Lake Ida Beach Resort

Lake Ida Beach Resort
3.0 star property
Winter Haven
7.2 out of 10, Good, (193 reviews)
"Was probably once a great time place. Owner was nice. Night time neighborhood is a bit noisy guess it's just how people act now no respect for property."
United States
wade
The price is NZ$135
includes taxes & fees
28 June - 29 June
Lake Ida Beach Resort

Economy Suites

Economy Suites
2.0 star property
Winter Haven
4.8 out of 10, (421 reviews)
"Room was good, nice area, clean towels. Hot water and ac works.. I recommend than the prince of Wales motel"
United States
Shawn
The price is NZ$130
includes taxes & fees
9 July - 10 July
Economy Suites

Hook, Line & Leisure: Lakefront Gem w/ Porch!

Hook, Line & Leisure: Lakefront Gem w/ Porch!
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$758
includes taxes & fees
27 July - 28 July
Hook, Line & Leisure: Lakefront Gem w/ Porch!

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 NZ$175
includes taxes & fees
27 June - 28 June
Lake Roy Beach Inn

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 NZ$165
includes taxes & fees
27 June - 28 June
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
5.2 out of 10, (285 reviews)
"Everything was good other than the photo shows they provide breakfast. The staff were very helpful, it would be nicer if the vending machines carried diet drinks for us diabetic people also if they provided some type of complementary waters that would be nice other than that it was okay for the price."
United States
Alana
The price is NZ$169
includes taxes & fees
27 June - 28 June
Rodeway Inn & Suites Winter Haven Chain Of Lakes

Disney's Art Of Animation Resort

Disney's Art Of Animation Resort
3.5 star property
Bay Lake
9.0 out of 10, Wonderful, (1,001 reviews)
"Amazing rooms and amazing staff"
United States
Robert
Disney's Art Of Animation 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, (1,002 reviews)
"Great location, easy access to parks beds were comfy"
United States
Ibis
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, (4,574 reviews)
"Great stay highly recommend"
United States
Rebeca
The price is NZ$126
includes taxes & fees
28 June - 29 June
Kompose Boutique Resort at Theme Parks
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.

A castle entrance with flags and banners, including a LEGO Kingdoms banner.

Top Winter Haven Hotel Reviews

Recent Reviews in Winter Haven

More cheap accommodation in Winter Haven

Find out more about Winter Haven

Top reasons to visit Winter Haven

  • Family-Friendly Attractions: Enjoy a range of activities perfect for families, including amusement parks and water parks.
  • Beautiful Lakes and Parks: Explore stunning lakes and urban parks, ideal for outdoor adventures and relaxation.
  • Vibrant Local Dining: Indulge in delicious local cuisine at a variety of restaurants that cater to all tastes.
  • Charming Neighbourhoods: Wander through welcoming neighbourhoods that radiate a friendly atmosphere.
  • Varied Accommodation Options: Choose from family-friendly resorts to romantic inns, ensuring a perfect stay for everyone.

Find great hotels near Winter Haven

Discover a variety of hotel accommodations in Winter Haven, Florida, perfect for every type of traveller. Whether you're seeking a family-friendly resort, a pet-friendly hotel, or a romantic getaway, the options are plentiful. From the renowned Holiday Inn to charming inns, each venue offers a unique experience tailored to your needs. Enjoy a memorable stay in this vibrant city, where comfort and convenience come together seamlessly.

  • Hilton Vacation Club Mystic Dunes Orlando: Nestled 35.4km from Winter Haven, the 3.5-star Hilton Vacation Club Mystic Dunes Orlando is tailored for families and golf enthusiasts seeking a memorable getaway. With a guest rating of 9.0 out of 10, this property features a unique golf-themed experience, allowing guests to enjoy the sport right on-site. Families will appreciate the dedicated amenities for children, including a mini golf course, ping pong tables, and a children's pool, ensuring fun for all ages. The resort's spacious accommodations and family-oriented atmosphere make it a delightful choice for those looking to create lasting memories together.
  • Extended Stay America Select Suites - Lakeland: Located 24.1km from Winter Haven, Extended Stay America Select Suites - Lakeland is an ideal option for adventurous travellers on a budget. This pet-friendly accommodation offers a range of outdoor activities nearby, such as motorboating, kayaking, and hiking, perfect for guests seeking excitement. The property permits pets with certain restrictions, ensuring your furry friends can join you on your adventure. With its focus on practicality and comfort, this hotel provides the essentials for a relaxed stay while you explore the surrounding area.
  • Westgate Town Center Resort: Just 37.0km from Winter Haven, the 4-star Westgate Town Center Resort is a family-friendly haven that also welcomes pets. With a guest rating of 8.2 out of 10, this resort boasts a variety of amenities, including a water park, children's pool, and an arcade game room, catering to families looking for entertainment. The property also features mini golf and a children's club, ensuring a fun-filled experience for young guests. With its blend of comfort and engaging activities, Westgate Town Center Resort creates a welcoming environment for families and pet owners alike.

Where to stay in and around Winter Haven

Winter Haven, Florida, offers a delightful blend of family-friendly activities and outdoor adventures, making it an ideal destination for travellers. Explore the charming neighborhoods that radiate a welcoming atmosphere, perfect for relaxing getaways. Nearby attractions in Central Florida provide a mix of touristy spots and budget-friendly options, ensuring something for everyone. Whether you're seeking thrilling experiences or leisurely days, Winter Haven is a haven for families looking to create lasting memories.

  • Eloise: Nestled within the Winter Haven area, Eloise is a charming village that offers a unique blend of outdoor adventure and family-friendly experiences. While visitor numbers are fairly steady year-round, the peak months of March, July, and December draw those eager to explore its recreational offerings. Families flock to local resorts and amusement parks, while nature enthusiasts can enjoy the nearby bay and theme park. Eloise is perfect for those looking to immerse themselves in the natural beauty and community spirit of the region.
  • Davenport: Located a mere 20.9km from Winter Haven, Davenport is a vibrant city that attracts travellers seeking family-oriented and entertainment-themed experiences. The city sees a spike in visitors during the warm months of June through July and September. Popular activities include indulging in resort amenities and hitting the greens at local golf courses. With proximity to theme parks, film studios, and beautiful beaches, Davenport offers a diverse array of attractions that cater to all ages, making it an ideal destination for a fun-filled getaway.
  • Cypress Gardens: Another delightful village within Winter Haven's vicinity, Cypress Gardens captivates visitors with its outdoor adventures and family-friendly atmosphere. The village witnesses a peak in tourist activity from January to March, making it a great time for a visit. Adventurers can enjoy a mix of resorts, amusement parks, and golf facilities. With easy access to stunning beaches and sports stadiums, Cypress Gardens is a perfect spot for those looking to experience both relaxation and excitement during their holiday.

Things to do in Winter Haven

Shopping

In Winter Haven, visit the vibrant Chain of Lakes Mall, featuring a variety of shops and eateries. If you're up for a drive, check out the nearby Lakeland Square Mall, located 24.1km away, offering a larger selection of retail stores and dining options.

Recreation

In Winter Haven, the Zen Wellness Spa offers a tranquil environment with a range of holistic treatments, including massages and aromatherapy. For outdoor enthusiasts, explore the scenic Chain of Lakes with kayaking and paddleboarding, providing a refreshing way to connect with nature and unwind.

Adventure

In Winter Haven, explore the thrilling rides at Legoland Florida Resort, featuring roller coasters and interactive attractions. For water adventures, visit Cypress Gardens, where you can enjoy water skiing shows and scenic boat tours through beautiful landscapes.

Nightlife

Experience the vibrant nightlife in Winter Haven with a visit to The Ridge, where you can enjoy live music and a lively atmosphere. For a more relaxed vibe, check out The 301 CafƩ, offering a cozy spot for drinks and conversation with friends.

*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 offers a fantastic family getaway filled with outdoor adventures. Visitors can explore beautiful lakes, urban parks, and amusement parks, making it an ideal destination for those seeking a beach experience or outdoor fun. This charming area caters to families and adventure seekers alike, ensuring memorable experiences for everyone.

  • LEGOLANDĀ® Florida: Dive into a world of creativity and adventure at LEGOLANDĀ® Florida, where families can explore themed areas filled with rides, shows, and interactive experiences. From thrilling roller coasters to impressive LEGO sculptures, it’s a vibrant destination that sparks imagination for all ages.
  • The Circle B Bar Reserve: Located 14.5km from Winter Haven, this nature reserve offers a tranquil escape with opportunities for hiking, birdwatching, and wildlife spotting. The diverse ecosystems provide a unique adventure for nature lovers looking to connect with Florida’s natural beauty.
  • Combee Park: Situated 16.1km away, Combee Park is a family-friendly urban oasis featuring playgrounds, picnic areas, and walking paths. It’s an ideal spot to enjoy outdoor activities while soaking in the local community vibes amidst the greenery.

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 easy with three major airports nearby. Orlando International Airport (MCO) is 61.2km away, offering luxury at The Ritz-Carlton Orlando, Grande Lakes, only 12.9km from the airport, with 24-hour airport shuttle service. Tampa International Airport (TPA) is 78.9km away, with excellent options like The Tampa EDITION and JW Marriott Tampa Water Street, both 9.7km from the airport. Lastly, Sarasota-Bradenton International Airport (SRQ) is 107.8km away, featuring The Ritz-Carlton, Sarasota, a 5-star hotel located 4.8km from the airport. All hotels provide convenient access to their respective airports, ensuring a smooth arrival for your vacation.

Frequently asked questions

What's the best place to stay in Winter Haven?
Based on our traveller 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 options for your trip include LEGOLAND Beach Retreat and Best Western Plus Winter Haven Inn & SuitesĀ . 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 LEGOLANDĀ® 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 a fitness centre for its human guests. Other good options 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.
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 LEGOLANDĀ® Florida. In Winter Haven, there are 235 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 LEGOLANDĀ® 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. 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