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

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

Filter by

Guest rating
Guest rating
Star rating

Our top choices for Winter Haven hotels

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, (1,012 reviews)
"Everything about this property was wonderful. We enjoyed our stay very much!"
United States
Pierina
The price is P5,230
P5,858 total
includes taxes & fees
Jul 27 - Jul 28
Howard Johnson by Wyndham Winter Haven FL

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 P5,107
P5,720 total
includes taxes & fees
Jul 13 - Jul 14
Budget Inn Winter Haven

Florida Garden Motel Winter Haven Near Legoland

Florida Garden Motel Winter Haven Near Legoland
2.5 star property
Winter Haven
2.6 out of 10, (4 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 P3,692
P4,504 total
includes taxes & fees
Jul 15 - Jul 16
Florida Garden Motel Winter Haven Near Legoland

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 P7,014
P7,855 total
includes taxes & fees
Jul 26 - Jul 27
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, (1,015 reviews)
"Holiday inn Winter Haven is our stopping place."
United States
FRan
The price is P6,087
P6,818 total
includes taxes & fees
Jul 26 - Jul 27
Holiday Inn Winter Haven by IHG

LEGOLAND Beach Retreat

LEGOLAND Beach Retreat
3.0 star property
Winter Haven
8.8 out of 10, Excellent, (296 reviews)
"The lego themed rooms were great, food was very good, and location was excellent."
United States
Theresa
The price is P8,319
P11,730 total
includes taxes & fees
Aug 11 - Aug 12
LEGOLAND Beach Retreat

Best Western Plus Winter Haven Inn & Suites 

Best Western Plus Winter Haven Inn & Suites 
3.5 star property
Winter Haven
9.6 out of 10, Exceptional, (1,332 reviews)
"Convenient location."
United States
Holly
The price is P7,335
P8,215 total
includes taxes & fees
Aug 2 - Aug 3
Best Western Plus Winter Haven Inn & Suites 

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 P5,427
P6,078 total
includes taxes & fees
Jul 13 - Jul 14
Lake Roy Beach Inn

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, (840 reviews)
"Great place to stay."
United States
SHANNON
The price is P6,145
P6,882 total
includes taxes & fees
Jul 26 - Jul 27
Staybridge Suites Winter Haven Auburndale by IHG

Economy Suites

Economy Suites
2.0 star property
Winter Haven
4.8 out of 10, (422 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 P4,929
P5,521 total
includes taxes & fees
Jul 16 - Jul 17
Economy Suites

Lake Ida Beach Resort

Lake Ida Beach Resort
3.0 star property
Winter Haven
7.2 out of 10, Good, (193 reviews)
"The cabins were great loved it there"
United States
Jennifer
The price is P4,615
P5,169 total
includes taxes & fees
Jul 13 - Jul 14
Lake Ida Beach Resort

Courtyard by Marriott Winter Haven

Courtyard by Marriott Winter Haven
3.0 star property
Winter Haven
9.4 out of 10, Exceptional, (770 reviews)
"Very convenient to access LegoLand and the staff and Hotel was amazing!"
United States
Tyrone
The price is P9,362
P10,486 total
includes taxes & fees
Jul 26 - Jul 27
Courtyard by Marriott 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, (287 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 P5,230
P5,858 total
includes taxes & fees
Jul 13 - Jul 14
Rodeway Inn & Suites Winter Haven Chain Of Lakes

Home2 Suites By Hilton Winter Haven

Home2 Suites By Hilton Winter Haven
3.0 star property
Winter Haven
9.4 out of 10, Exceptional, (358 reviews)
"Great stay with the Family"
United States
Luis
The price is P8,527
P9,551 total
includes taxes & fees
Aug 9 - Aug 10
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, (6 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 P2,806
P14,376 total
includes taxes & fees
Aug 4 - Aug 5
BlockHaven near Legoland & Disney

Legoland Florida Hotel

Legoland Florida Hotel
3.0 star property
Winter Haven
8.8 out of 10, Excellent, (156 reviews)
"Worth the value !"
United States
Alejandro
The price is P18,165
P22,756 total
includes taxes & fees
Aug 5 - Aug 6
Legoland Florida Hotel

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

Hook, Line & Leisure: Lakefront Gem w/ Porch!
3.0 star property
Florence Villa
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 P9,538
P24,171 total
includes taxes & fees
Jul 26 - Jul 27
Hook, Line & Leisure: Lakefront Gem w/ Porch!

Kompose Boutique Resort at Theme Parks

Kompose Boutique Resort at Theme Parks
3.0 star property
Kissimmee
9.4 out of 10, Exceptional, (4,808 reviews)
"Great place to stay the weekend"
United States
Yolanda
The price is P1,463
P4,383 total
includes taxes & fees
Jul 15 - Jul 16
Kompose Boutique Resort at Theme Parks

JC Inn

JC Inn
2.5 star property
Clermont
6.8 out of 10, (1,003 reviews)
"Al the crew was nice,,I love it, no problem I will coming back thanks👍👍👍"
United States
ESTHELA
The price is P4,153
P5,202 total
includes taxes & fees
Jul 19 - Jul 20
JC Inn

Disney's Art Of Animation Resort

Disney's Art Of Animation Resort
3.5 star property
Bay Lake
9.0 out of 10, Wonderful, (1,014 reviews)
"We were very happy with our stay, access to the buses and skyliner were fantastic and all areas of the resort were very well maintained and clean."
United States
Meredyth
Disney's Art Of Animation Resort
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Save an average of 15% on thousands of hotels when you're signed in

Where to stay in Winter Haven

Find the best Winter Haven areas and neighborhoods for the activities you enjoy most. Learn more about Winter Haven
Learn more about Winter Haven

Florence Villa

If you're looking for some top things to see and do in Florence Villa and surrounding area, you can visit Winter Haven City Tennis Center and LEGOLAND® Florida.

Lucerne Park

Lucerne Park might not have many top sights, but Lake Henry Golf Club and Willowbrook Golf Course are two attractions nearby that you can check out.

Stay near popular Winter Haven attractions

Learn more about Winter Haven

Glide through LEGOLAND's colorful rides before cooling off at their water park on hot Florida afternoons. Chain of Lakes offers peaceful kayaking spots where you can paddle between waterways and spot wildlife at your own pace.

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

Top Winter Haven Hotel Reviews

More cheap stays in Winter Haven

Find out more about Winter Haven

Top reasons to visit Winter Haven

  • Family-Friendly Attractions: Winter Haven boasts LEGOLAND Florida Resort, perfect for family fun and adventure.
  • Scenic Chain of Lakes: Explore the picturesque Chain of Lakes, ideal for fishing, kayaking, and enjoying nature.
  • Outdoor Activities: Engage in various outdoor pursuits, from birdwatching to relaxing in urban parks.
  • Delightful Accommodations: Choose from a range of lodgings, including family resorts and pet-friendly hotels.
  • Charming Local Neighbourhoods: Experience the welcoming atmosphere and unique charm of Central Florida.

Find great hotels near Winter Haven

Discover a delightful array of accommodations in Winter Haven, Florida, perfect for every type of traveller. Whether you're seeking a family-friendly resort, a romantic getaway, or a pet-friendly hotel, Winter Haven offers a variety of options to suit your needs. With convenient locations and excellent amenities, including the well-regarded Holiday Inn Winter Haven, you’re sure to find the ideal base for your Floridian adventure.

  • Hilton Vacation Club Mystic Dunes Orlando: Nestled 35km from Winter Haven, the Hilton Vacation Club Mystic Dunes Orlando is a family-friendly retreat with a charming golf-themed atmosphere. This 3.5-star property, boasting a commendable guest rating of 9.0 out of 10, is designed for families seeking a memorable vacation experience. Guests can indulge in the on-site golf facilities or enjoy activities tailored for children, including mini-golf and a selection of games and books. The combination of spacious accommodations and engaging amenities makes it an ideal choice for families looking to unwind and create lasting memories.
  • Extended Stay America Select Suites - Lakeland: Positioned 24km from Winter Haven, the Extended Stay America Select Suites - Lakeland offers a budget-friendly option for adventure seekers. This hotel is perfect for those travelling with pets and craving outdoor excitement, with opportunities for motorboating, fishing, hiking, and biking nearby. With a pet policy that permits dogs and cats, guests can enjoy their stay without leaving their furry friends behind. The property’s inviting atmosphere and focus on recreation ensure a satisfying experience for guests looking to explore the great outdoors.
  • Westgate Town Center Resort: Located 37km from Winter Haven, the Westgate Town Center Resort is a delightful 4-star family haven that also welcomes pets. With a guest rating of 8.2 out of 10, the resort is equipped with numerous amenities, including an arcade game room, a mini-golf course, and a playground for the little ones. Families can enjoy a vibrant water park for an additional fee, ensuring endless fun. The pet-friendly policies allow for a stress-free stay for those travelling with pets, making it a versatile choice for families seeking both relaxation and adventure.

Where to stay in and around Winter Haven

Winter Haven, Florida, is a delightful destination for families and outdoor enthusiasts alike. Explore the scenic Chain of Lakes for a day of fishing or kayaking, and enjoy the family-friendly attractions such as LEGOLAND Florida Resort. The nearby neighbourhoods offer a welcoming atmosphere and a chance to experience the charm of Central Florida. Whether you're seeking relaxation or adventure, Winter Haven has something for everyone, making it a perfect getaway for all ages.

  • Eloise: Nestled within the Winter Haven area, Eloise is a quaint village that offers a unique blend of family-friendly activities and outdoor adventures. While the number of visitors remains fairly consistent throughout the year, peak times occur in March, July, and December. Travellers flock to Eloise for its charming resorts, thrilling amusement parks, and picturesque recreational areas. Notable local landmarks include a nearby theme park and a serene bay, making it an ideal spot for families seeking fun-filled days in the sun.
  • Davenport: Located a mere 21km from Winter Haven, Davenport is a vibrant city that attracts visitors year-round, with peak seasons in June to July and September. Known for its family-oriented atmosphere and entertainment options, Davenport is home to numerous resorts and golf courses that cater to all ages. The city's close proximity to theme parks, a film studio, and beautiful beaches makes it perfect for those looking to blend relaxation with adventure. A visit to Davenport ensures a well-rounded travel experience filled with both leisure and excitement.
  • Cypress Gardens: Another charming village in the Winter Haven region, Cypress Gardens is a delightful destination that appeals to families and outdoor enthusiasts alike. With peak visitor numbers in January to March, it offers a range of activities, including access to resorts, amusement parks, and golf facilities. The area is known for its stunning theme park and beautiful beaches, along with a sports facility stadium that hosts various events. Cypress Gardens promises an adventure-filled getaway, perfect for those looking to enjoy the natural beauty and recreational options available.

Things to do in Winter Haven

Shopping

In Winter Haven, visit the local shopping options at the Cypress Gardens Boulevard, which features various shops and boutiques. If you're up for a drive, check out the Lakeland Square Mall, located around 24km away, boasting a wide selection of stores and dining choices.

Recreation

The Spa at the Grove offers a tranquil atmosphere with a range of rejuvenating treatments, including massages and facials. For outdoor enthusiasts, the Chain of Lakes provides opportunities for kayaking, cycling, and leisurely strolls along scenic paths, allowing you to connect with nature and unwind.

Adventure

Explore Legoland Florida Resort, a thrilling theme park with rides, interactive attractions, and stunning Lego sculptures. For a more nature-oriented adventure, visit the Chain of Lakes for kayaking, fishing, and scenic views, offering ample opportunities to enjoy the beauty of Florida’s outdoors.

Nightlife

In Winter Haven, The Chain O’ Lakes Park offers serene evening strolls by the water, while local pubs like The Red Door enjoy a lively atmosphere with craft beers and live music. For a more laid-back vibe, check out The Downtown Plaza's outdoor events and food trucks.

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

Booking tips and Expedia advantages for Winter Haven

Winter Haven offers several ways to save during your visit, including free attractions like The Circle B Bar Reserve and Rotary Park. To save on accommodation, consider travelling in the low season from August to September or November, and aim to book a month in advance for the best rates. Tuesdays are generally the cheapest days to stay, while Saturdays are pricier. Use Expedia to compare hotel rates, look for eco-friendly options, and consider bundling your hotel with flights for additional savings.

  • The most and least expensive months on average to stay in a hotel: The cheapest months to stay in Winter Haven are August to September and November, where the prices are slightly lower. This is in comparison to March to April and December, where prices are slightly higher.
  • The best time to book a hotel: The cheapest time to book a hotel in Winter Haven is usually 1 month out from when you are planning to stay. If you're a little more spontaneous, you could also peruse Expedia's last minute deals which could secure you a cheaper stay. Look out for the green banner below the price to spot the deals.
  • 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, preferred location, and the type of hotel you desire. For instance, selecting the Eco-certified filter will showcase sustainable and eco-friendly accommodation options currently available. To find the most economical prices and offers, simply sort the price filter from lowest to highest.
  • Consider bundling your trip: You can enjoy savings 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 an excellent destination for family and outdoor adventures, featuring popular attractions such as scenic lakes, urban parks, and amusement parks. Travellers can enjoy a variety of experiences, from relaxing by the beach to engaging in outdoor activities, making it an ideal location for those seeking both adventure and family-friendly fun.

  • LEGOLAND® Florida: This vibrant amusement park offers a world of creativity and adventure, featuring themed rides, interactive exhibits, and impressive LEGO constructions that spark imagination for families. With its outdoor settings, the park provides a fun-filled atmosphere where guests can explore and enjoy various attractions together.
  • Peppa Pig Theme Park Florida: Dive into the charming world of Peppa Pig, where young fans can experience delightful rides and entertaining shows. This theme park focuses on family-friendly fun, making it an engaging environment for children to enjoy their favourite characters in a lively setting.
  • Bartow Airbase History Museum: Located 10km from Winter Haven, this aviation museum offers a fascinating glimpse into military aviation history. With its cultural vibes, visitors can explore aircraft displays and learn about the significant role the airbase played in various conflicts.

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

Accessing Winter Haven, Florida, is easy via its major airports. Orlando International Airport (MCO) is 61km away, with nearby luxury hotels such as The Ritz-Carlton Orlando, Grande Lakes and Rosen Shingle Creek, both offering convenient shuttle services. Tampa International Airport (TPA) is slightly further at 79km, featuring excellent options like The Tampa EDITION and JW Marriott Tampa Water Street, both close to the airport. Additionally, Melbourne Orlando International Airport (MLB) is 108km away, with comfortable stays at the DoubleTree Suites by Hilton Melbourne Beach Oceanfront and Seaglass Inn, providing accessible transport to the airport.

Frequently asked questions

What's the best place to stay in Winter Haven?
Based on our traveler data, Holiday Inn Winter Haven by IHG is one of the top choices for your stay. This hotel offers a restaurant and an outdoor pool. Other good choices for your trip include Best Western Plus Winter Haven Inn & Suites  and Legoland Florida Hotel. See all available top hotels, or vacation rentals in Winter Haven.
What are some of the best vacation home rentals in Winter Haven?
The Berkley, Orlando: This vacation home rental outside of Winter Haven offers a furnished patio, a terrace, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a full-sized fridge, a microwave, and a coffee maker. You can relax into your vacation with an arcade game room and a hot tub. See all vacation rentals in Winter Haven.
If I need to cancel my hotel reservation in Winter Haven, will I receive a refund?
Yes! The majority of room reservations are fully refundable provided that you cancel prior to the accommodation's cancellation deadline, which in most cases is within 24 or 48 hours of your scheduled arrival. If you have a reservation that's non-refundable, it might still be possible to cancel it and be given a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Winter Haven.
What's the best place to stay for a family vacation in Winter Haven?
Legoland Florida Hotel is a hotel with a water park and 2 outdoor pools, and it's a top choice on Expedia for families. Other choices for your stay with the kids include Howard Johnson by Wyndham Winter Haven FL and Holiday Inn Winter Haven by IHG. Attractions like LEGOLAND® Florida and Indigo's Family Fun Center are also fun for kids of all ages. Find more child-friendly accommodations in Winter Haven.
What's the best LGBTQ-friendly place to stay in Winter Haven?
Holiday Inn Winter Haven by IHG is a top LGBTQ-friendly hotel that features free WiFi and free parking. Hampton Inn Winter Haven and Courtyard by Marriott Winter Haven are two other good options for your stay. See all available hotels listed as LGBTQ-friendly in Winter Haven.
What's the best pet-friendly hotel in Winter Haven?
Staybridge Suites Winter Haven Auburndale by IHG is a top hotel for people traveling with their pets, and offers an outdoor pool and a fitness center for its human guests. Other good choices for you and your pet include Howard Johnson by Wyndham Winter Haven FL and Hampton Inn Winter Haven. See more pet-friendly hotel accommodations in Winter Haven.
What are some accommodations with pools in Winter Haven?
Courtyard by Marriott Winter Haven is a top hotel with a pool, free WiFi, and free parking. View all hotels with pools in Winter Haven.
What's the most popular hotel in Winter Haven with a water park on-site or close by?
Legoland Florida Hotel is a popular hotel featuring water park access, 2 outdoor pools, and a restaurant. Check out all hotels with or near waterparks in Winter Haven.
What's it like to stay in Winter Haven?
Families will find kid-friendly activities in Winter Haven, and visitors give high marks for the lakeside setting and top-notch restaurants. This city also attracts tourists with its gardens, baseball games, and entertainment choices. A top sight in the city is LEGOLAND® Florida. In Winter Haven, there are 235 hotels and other accommodations to choose from. Find out more about Winter Haven.
What should I do while I'm visiting Winter Haven?
Families come for attractions such as LEGOLAND® Florida, Indigo's Family Fun Center, and Peppa Pig Theme Park Florida. The lakeside and gardens highlight the natural beauty with places to discover including The Circle B Bar Reserve, Lake Mirror, and Lake Shipp. Baseball fans will find lots to cheer about, while everyone can enjoy an event or game at Chain of Lakes Park or Winter Haven City Tennis Center. Check out what more to see and do in Expedia's Winter Haven guide.
What's the best way to get around Winter Haven?
If you want to venture outside of the area, hop on a train at Winter Haven Station. If you want to venture out around the area, you may want a rental car in Winter Haven for your journey.
What's the weather like in Winter Haven?
The hottest months are usually August and July with an average temp of 81°F, while the coldest months are January and February with an average of 64°F. The rainiest months in Winter Haven are August, July, September, and June, with each month seeing an average of 8 inches of rainfall.