Find hotels in Winter Haven, FL from ₩75,139

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Our top choices for Winter Haven hotels

Outdoor pool, open 9:00 AM to 9:00 PM, pool umbrellas, sun loungers
LEGOLAND Beach Retreat

LEGOLAND Beach Retreat

LEGOLAND Beach Retreat
3.0 star property
Winter Haven
9.2 out of 10, Wonderful, (145)
Colorful hotel near LEGOLAND® Florida offers outdoor and children's pools for splashing between park visits. Grab breakfast before heading to the attractions, then return for refreshments at the bar or poolside lounge.
"Overall great exsprience. Satff,rooms and amenities were great"
United States
Tanisha
The price is ₩337,348
₩434,343 total
includes taxes & fees
Jan 3 - Jan 4, 2026
LEGOLAND Beach Retreat
Exterior
Hampton Inn Winter Haven

Hampton Inn Winter Haven

Hampton Inn Winter Haven
2.5 star property
Winter Haven
9.0 out of 10, Wonderful, (1002)
Located just a 10-minute drive from LEGOLAND® Florida, this Winter Haven hotel offers a refreshing outdoor pool and complimentary breakfast. Enjoy free WiFi and parking while staying near Theatre Winter Haven. The fitness center provides workout options after exploring nearby attractions.
"Clean room, staff was nice, breakfast was good, easy parking."
United States
Jessica
The price is ₩152,499
₩170,800 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Hampton Inn Winter Haven
Standard Room, 2 Queen Beds, Non Smoking, Bathtub (Larger Room) | Desk, laptop workspace, blackout drapes, iron/ironing board
Best Western Plus Winter Haven Inn & Suites 

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, (1095)
Wake up to complimentary full breakfast before exploring LEGOLAND® Florida, just a 10-minute walk away. After visiting Peppa Pig Theme Park, cool off in the outdoor pool. Helpful staff, free WiFi and parking enhance your Winter Haven stay.
"Clean rooms, great staff"
United States
Whitney
The price is ₩199,785
₩223,760 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Best Western Plus Winter Haven Inn & Suites 
Blackout drapes, iron/ironing board, free cribs/infant beds
Howard Johnson by Wyndham Winter Haven FL

Howard Johnson by Wyndham Winter Haven FL

Howard Johnson by Wyndham Winter Haven FL
2.0 star property
Winter Haven
7.0 out of 10, Good, (1002)
This quiet motel offers a refreshing outdoor pool and complimentary breakfast, WiFi, and parking. Grab lunch at San Diego's Mexican Grill after exploring nearby attractions. Within walking distance of Winter Haven Station and surrounded by shops and restaurants.
"Nice hotel. Clean and great location. "
United States
Raylene
The price is ₩122,541
₩137,246 total
includes taxes & fees
Dec 30 - Dec 31
Howard Johnson by Wyndham Winter Haven FL
Bar (on property)
Holiday Inn Winter Haven by IHG

Holiday Inn Winter Haven by IHG

Holiday Inn Winter Haven by IHG
3.0 star property
Winter Haven
9.0 out of 10, Wonderful, (1000)
"Was ok Regular Holiday inn experience Staff were nice "
United States
Nadav
The price is ₩207,599
₩232,511 total
includes taxes & fees
Jan 12 - Jan 13, 2026
Holiday Inn Winter Haven by IHG
Terrace/patio
Home2 Suites By Hilton Winter Haven

Home2 Suites By Hilton Winter Haven

Home2 Suites By Hilton Winter Haven
3.0 star property
Winter Haven
9.4 out of 10, Exceptional, (268)
This business-friendly hotel offers a seasonal outdoor pool and fitness center just minutes from LEGOLAND® and Peppa Pig Theme Park. Free breakfast, WiFi, and parking enhance your family vacation in Winter Haven.
"Excellent hotel experience."
United States
Latasha
The price is ₩211,607
₩237,000 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Home2 Suites By Hilton Winter Haven
Property amenity
Courtyard by Marriott Winter Haven

Courtyard by Marriott Winter Haven

Courtyard by Marriott Winter Haven
3.0 star property
Winter Haven
9.4 out of 10, Exceptional, (734)
Just 5 minutes from LEGOLAND® Florida, this Winter Haven hotel offers an outdoor pool and dining at The Bistro. Enjoy the bar/lounge, 24-hour fitness center, and garden. With free WiFi and parking, plus proximity to Chain Of Wakes, comfort meets convenience.
"Great staff, great location "
United States
katherine
The price is ₩249,407
₩279,336 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Courtyard by Marriott Winter Haven
Property grounds
Lake Roy Beach Inn

Lake Roy Beach Inn

Lake Roy Beach Inn
2.0 star property
Winter Haven
7.0 out of 10, Good, (991)
Overlooking Lake Roy, this beachside hotel offers easy access to LEGOLAND® and Peppa Pig Theme Park. Enjoy the outdoor pool, complimentary WiFi, and parking. Rooms include refrigerators and microwaves, while the helpful staff ensures a pleasant stay.
"Great very nice comfortable room"
United States
Rian
The price is ₩140,129
₩156,944 total
includes taxes & fees
Dec 29 - Dec 30
Lake Roy Beach Inn
Outdoor pool, pool umbrellas, sun loungers
Lake Ida Beach Resort

Lake Ida Beach Resort

Lake Ida Beach Resort
3.0 star property
Winter Haven
7.2 out of 10, Good, (187)
Waterfront cottages with kitchenettes and soaking tubs offer a peaceful escape just minutes from LEGOLAND® Florida. Take a refreshing dip in the outdoor pool, stroll through the garden, or relax on the terrace while enjoying free WiFi and parking.
"We have stayed here several times. "
United States
Martha
The price is ₩122,541
₩137,246 total
includes taxes & fees
Jan 15 - Jan 16, 2026
Lake Ida Beach Resort
Property amenity
Staybridge Suites Winter Haven Auburndale by IHG

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, (675)
Set in a quiet environment, this Winter Haven hotel offers easy access to LEGOLAND® Florida just minutes away. Guests can enjoy the outdoor pool after a day of adventure, while kayaking and water sports are nearby. Free breakfast and WiFi enhance your stay.
"Grwat stay"
United States
Carlos Manuel
The price is ₩224,899
₩251,887 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Staybridge Suites Winter Haven Auburndale by IHG
2 outdoor pools, open 11:00 AM to 9:00 PM, pool umbrellas, sun loungers
Legoland Florida Hotel

Legoland Florida Hotel

Legoland Florida Hotel
3.0 star property
Winter Haven
9.0 out of 10, Wonderful, (54)
Immerse in colorful adventure at this themed hotel featuring 2 outdoor pools and a water park. Character encounters delight young guests while Bricks Family Restaurant serves American cuisine. Located in Winter Haven near Peppa Pig Theme Park Florida with free breakfast and WiFi.
"Really enjoyable stay. "
United Kingdom
John
The price is ₩459,890
₩571,590 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Legoland Florida Hotel
Luxury House, 3 Bedrooms, Garden View | Living area | 50-inch Smart TV with digital channels, toys, heated floors
BlockHaven near Legoland & Disney

BlockHaven near Legoland & Disney

BlockHaven near Legoland & Disney
3.5 star property
Winter Haven
The price is ₩134,596
₩413,937 total
includes taxes & fees
Jan 3 - Jan 4, 2026
BlockHaven near Legoland & Disney
House (3 Bedrooms) | Interior
Hook, Line & Leisure: Lakefront Gem, 2 Mi to Dtwn

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)
Charming Winter Haven retreat with a full kitchen and fireplace for cozy evenings. Enjoy your morning coffee on the private patio before heading to nearby LEGOLAND® or exploring Inman Park. Free parking makes day trips easy.
"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 ₩246,524
₩631,822 total
includes taxes & fees
Jan 3 - Jan 4, 2026
Hook, Line & Leisure: Lakefront Gem, 2 Mi to Dtwn
Double Room, 2 Double Beds | Desk, free WiFi, bed sheets
Budget Inn Winter Haven

Budget Inn Winter Haven

Budget Inn Winter Haven
2.0 star property
Winter Haven
6.8 out of 10, (271)
Situated near popular attractions in Winter Haven, this budget-friendly motel offers complimentary WiFi and parking. Just a 10-minute drive to LEGOLAND® Florida and minutes from Winter Haven Public Library and train station.
"Good"
United States
Aler
The price is ₩119,658
₩134,017 total
includes taxes & fees
Dec 29 - Dec 30
Budget Inn Winter Haven
Free daily continental breakfast
Rodeway Inn & Suites Winter Haven Chain Of Lakes

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, (253)
Just a 5-minute drive from LEGOLAND® Florida and near Peppa Pig Theme Park, this motel offers family-friendly convenience with an outdoor pool. Enjoy free continental breakfast, WiFi, and parking during your stay. Winter Haven Station is only 9 minutes away.
"Only one toilet paper and the front office staff was rude and 150$ down payment was outrageous "
United States
Nelson
The price is ₩122,541
₩137,245 total
includes taxes & fees
Dec 29 - Dec 30
Rodeway Inn & Suites Winter Haven Chain Of Lakes
Exterior
Economy Suites

Economy Suites

Economy Suites
2.0 star property
Winter Haven
4.8 out of 10, (390)
Relax at the outdoor pool with a refreshing drink from the poolside bar after a day of theme park fun. Just 5 minutes from LEGOLAND and near Peppa Pig Theme Park, this motel offers free WiFi and parking with attentive service.
"Do not go here. Dirty. Stinky. extremely uncomfortable."
United States
Rian
Economy Suites
2 outdoor pools, pool umbrellas, sun loungers
Disney's All Star Sports 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, (1000)
"Had a great stay. Thank you for the very courteous and friendly staff at Disneyworld"
United States
Eduardo
Disney's All Star Sports Resort
2 outdoor pools, pool umbrellas, sun loungers
Disney's All-Star Music Resort

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, (1003)
"Very clean and there are two pools which is great. Lots of things to do on the property."
United States
Palmer
Disney's All-Star Music Resort
Outdoor pool, pool umbrellas, sun loungers
Kompose Boutique Resort at Theme Parks

Kompose Boutique Resort at Theme Parks

Kompose Boutique Resort at Theme Parks
3.0 star property
Kissimmee
9.4 out of 10, Exceptional, (2110)
Immerse yourself in vacation bliss at this Kissimmee resort with 2 outdoor pickleball courts and an outdoor pool. Just minutes from Walt Disney World® Resort and Disney's Animal Kingdom®, enjoy convenient access plus spa services and a poolside bar.
"Very nice place to stay in, we love it!!"
United States
Basim
The price is ₩99,517
₩170,206 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Kompose Boutique Resort at Theme Parks
Exterior
Ramada by Wyndham Kissimmee Gateway

Ramada by Wyndham Kissimmee Gateway

Ramada by Wyndham Kissimmee Gateway
3.0 star property
Kissimmee
8.0 out of 10, Very Good, (3906)
This Kissimmee hotel offers quiet relaxation with 2 outdoor pools and a friendly cafe. Just a 10-minute drive to Walt Disney World® Resort and near ESPN Complex, guests love the helpful staff and convenient free parking and WiFi.
"Phenomenal hotel for the price point as well as the children. "
United States
Destiny
The price is ₩72,660
₩111,922 total
includes taxes & fees
Jan 20 - Jan 21, 2026
Ramada by Wyndham Kissimmee Gateway
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

Legoland Florida showing rides as well as a small group of people

LEGOLAND® Florida

4.4/5 (1,704 reviews)
Take the kids to this dynamic theme park for a day full of exciting rides, LEGO® brick creations and the chance to build your own LEGO®robots.
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Scenic view of Winter Park, Chain of Lakes canal. The Chain of Lakes is a popular tourist destination for residents and visitors to Winter Park, Florida, USA.

Chain of Lakes Park

4.0/5 (130 reviews)
Catch an event at Chain of Lakes Park during your trip to Winter Haven. Stroll along the lakeside in this family-friendly area, or check out its top-notch restaurants.
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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.

See all hotels in Winter Haven
Winter Haven showing rides

Top Winter Haven Hotel Reviews

Delta Hotels by Marriott Orlando Celebration

Delta Hotels by Marriott Orlando Celebration

10/10 Excellent
"Excellent stay and will be back"
Patrick 1-night trip
Posted 10 hours ago
Delta Hotels by Marriott Orlando Celebration

More cheap stays in Winter Haven

Rodeway Inn Kissimmee Maingate West

Rodeway Inn Kissimmee Maingate West

7455 W Irlo Bronson Highway Kissimmee FL
The price is ₩54,769 per night from Jan 3 to Jan 4
₩54,769
₩75,139 total
Jan 3 - Jan 4, 2026
includes taxes & fees
6.6/10 (1,199 reviews)

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 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.
Where can I learn more about changing or cancelling my trip to Winter Haven?
To access more information about updating your trip to Winter Haven or cancelling it, click here.
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 Hampton Inn Winter Haven. 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 concierge services for its human guests. Other good choices for you and your pet include Howard Johnson by Wyndham Winter Haven FL and Home2 Suites By Hilton Winter Haven. See more pet-friendly hotel accommodations in Winter Haven.
Where is the best hotel to stay near Cypresswood Golf and Country Club?
Courtyard by Marriott Winter Haven is one of the top choices for your stay based on our traveler data, and this 3-star hotel offers a restaurant and an outdoor pool. It's located 2.9 mi (4.6 km) from Cypresswood Golf and Country Club. Other good options within 5 miles include OYO Hotel Dundee By Crystal Lake and Econo Lodge Winter Haven Chain Of Lakes.
What about the best place to stay close to Willowbrook Golf Course?
One of the top choices for your stay is Disney, Legoland! Your Home away from Home in Winter Haven, FL. Pets Welcome!, located 1.6 mi (2.6 km) from Willowbrook Golf Course, and this resort offers a water park and private decks. Lake Ida Beach Resort and Winter Haven Gardens Inn are two other good choices within a few miles.
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 is the best hotel near Tampa International Airport (TPA)?
Ramada by Wyndham Tampa Airport Westshore is a popular 3-star hotel featuring a restaurant and an outdoor pool. It's located a short 1.9 mi (3 km) from Tampa Intl. Airport. Other choices close to the airport are Tampa Airport Marriott and Grand Hyatt Tampa Bay.
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 240 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, Inman Park, 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. 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.