Find Family Hotels in Winter Haven, FL from CA $150

  • 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 availability on Winter Haven Family Hotels

Our top choices for Winter Haven family-friendly hotels

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 CA $189
CA $211 total
includes taxes & fees
Mar 29 - Mar 30
Hampton Inn Winter Haven

BlockHaven near Legoland & Disney

BlockHaven near Legoland & Disney
3.5 star property
Winter Haven
10.0 out of 10, Exceptional, (2 reviews)
"Great location. Great communication with host. "
United States
Reid
The price is CA $134
CA $400 total
includes taxes & fees
Mar 22 - Mar 23
BlockHaven near Legoland & Disney

Holiday Inn Winter Haven by IHG

Holiday Inn Winter Haven by IHG
3.0 star property
Winter Haven
9.0 out of 10, Wonderful, (1,003 reviews)
"Clean spacious rooms and friendly staff."
United States
Mark
The price is CA $189
CA $212 total
includes taxes & fees
Mar 29 - Mar 30
Holiday Inn Winter Haven by IHG

Sweet Cottage 5 mi to Legoland & 0.5 mi to dwntwn

Sweet Cottage 5 mi to Legoland & 0.5 mi to dwntwn
Winter Haven
8.6 out of 10, Excellent, (4 reviews)
"Just what we needed for a weekend trip with our grandsons for the weekend "
United States
Christine B.
The price is CA $157
CA $384 total
includes taxes & fees
Mar 22 - Mar 23
Sweet Cottage 5 mi to Legoland & 0.5 mi to dwntwn

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 CA $234
CA $600 total
includes taxes & fees
Apr 14 - Apr 15
Hook, Line & Leisure: Lakefront Gem, 2 Mi to Dtwn

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)
"Clean, good location. Would stay here again "
United States
David
The price is CA $151
CA $169 total
includes taxes & fees
Apr 1 - Apr 2
Howard Johnson by Wyndham Winter Haven FL

Courtyard by Marriott Winter Haven

Courtyard by Marriott Winter Haven
3.0 star property
Winter Haven
9.4 out of 10, Exceptional, (746 reviews)
"Clean rooms, great location and very friendly staff "
United States
Alyssa
The price is CA $267
CA $299 total
includes taxes & fees
Mar 26 - Mar 27
Courtyard by Marriott Winter Haven

The Unique cozy studio

The Unique cozy studio
Winter Haven
9.0 out of 10, Wonderful, (2 reviews)
"Cool little place, love the outdoor private patio.Very close to everything downtown"
United States
Cory M.
The price is CA $110
CA $250 total
includes taxes & fees
Mar 22 - Mar 23
The Unique cozy studio

Heated Pool and Hot tub-near Legoland, Disney, Theme parks

Heated Pool and Hot tub-near Legoland, Disney, Theme parks
Winter Haven
9.8 out of 10, Exceptional, (45 reviews)
"We had a great stay!"
United States
Harper B.
The price is CA $285
CA $593 total
includes taxes & fees
Mar 31 - Apr 1
Heated Pool and Hot tub-near Legoland, Disney, Theme parks

The Old Haven - An Enduring Piece of Nostalgia

The Old Haven - An Enduring Piece of Nostalgia
Winter Haven
9.8 out of 10, Exceptional, (11 reviews)
"Nice location, comfortable stay."
United States
Karthik D.
The price is CA $164
CA $413 total
includes taxes & fees
Mar 25 - Mar 26
The Old Haven - An Enduring Piece of Nostalgia
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.

Choose what matters most at family-friendly hotels in Winter Haven

Family-friendly hotels with free breakfast in Winter Haven

Family-friendly hotels with pools in Winter Haven

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.

Top Winter Haven Hotel Reviews

Frequently asked questions

What are the best family-friendly hotels in Winter Haven?
The Legoland Florida Hotel is a fantastic option for families seeking adventure and convenience, boasting a stellar review score of 9.2. This 3-star hotel not only offers a vibrant setting with themed rooms but also provides a range of amenities tailored for children, such as a children's meal programme and a delightful pool area equipped with pool toys. Breakfast is complimentary, making mornings easier for busy families eager to start their day of fun.

Another excellent choice is the Holiday Inn Winter Haven by IHG, which has earned a rating of 9.0 from travellers. Families appreciate the spacious and clean rooms, along with the friendly and wonderful staff. The hotel features connecting rooms and free cribs, ensuring comfort for families of all sizes. Guests rave about the inviting pool, which is both clean and warm, as well as the great breakfast options available to fuel your adventures.

For those seeking a quiet and family-friendly retreat, the Howard Johnson by Wyndham Winter Haven is also a great pick. With its focus on child-friendly designs and a relaxing atmosphere, this hotel offers connecting rooms and a lovely pool. Travellers have noted the friendly staff as a highlight, alongside the clean and quiet rooms that make for a restful stay.

Finally, consider the Courtyard by Marriott Winter Haven, which shines with an impressive review score of 9.4. This hotel features a lovely outdoor pool complete with sun loungers, and the spacious rooms cater to families perfectly. Guests praise the great service and clean facilities, making it a reliable choice for those travelling with children.
Which area of Winter Haven is best to stay in for families?
The best area to stay in Winter Haven for families is the central area around the Chain of Lakes, as it offers excellent access to parks, water activities, and convenient amenities.

This central location means you're just a stone's throw from the many lovely parks dotted along the lakes, such as the shores of Lake Howard or Lake Shipp, which are superb for a family stroll or a picnic. Many of these parks feature playgrounds where children can burn off some energy. The Chain of Lakes itself is a fantastic natural playground, ideal for gentle boat trips or even just watching the local wildlife from the shore.

The area is quite walkable, especially around the downtown core, which has a charming atmosphere. You'll find a good selection of casual, family-friendly eateries with options that cater to even the pickiest eaters, as well as ice cream parlours for a sweet treat. There are also grocery stores nearby, making it easy to stock up on snacks and essentials for your accommodation.
How much does a family hotel in Winter Haven cost?
Travellers can find great deals on family-friendly Winter Haven hotels from CA $150 with Expedia. You may find hotels in Winter Haven that let kids stay for free, which can help you save. There are plenty of factors that can impact the price of family hotels, including location, amenities and the time of year. Sort Winter Haven hotels on Expedia by price to see our cheapest prices first.
What are the best Winter Haven family-friendly hotels with a pool?
The Legoland Florida Hotel is a delightful choice for families seeking adventure, boasting a great rating of 9.2. This vibrant 3-star hotel is tailored for children, featuring a secured outdoor pool where little ones can splash about safely. You'll appreciate the added convenience of a complimentary breakfast, and the hotel also offers kids meals, ensuring that even the fussiest eaters are catered for.

Another excellent option is the Holiday Inn Winter Haven by IHG, which also holds a great rating of 9.0. This 3-star hotel shines with its spacious and clean rooms, and families will love the warm outdoor pool that's great for a leisurely dip. With free WiFi and self-parking, along with a breakfast that's often described as perfect, this hotel combines quality with value seamlessly.

The Courtyard by Marriott Winter Haven stands out with a fantastic traveller rating of 9.4, making it a top pick for families. It features an outdoor pool equipped with sun loungers, great for those sun-soaked days. Guests rave about the spacious and clean rooms, and the hotel provides cribs and kids meals, ensuring a family-friendly atmosphere.

Finally, the Hampton Inn Winter Haven, also rated 9.0, offers a warm and inviting outdoor pool along with complimentary breakfast options. Families appreciate the friendly service and the comfortable rooms that provide a relaxing retreat after a day of fun.
Which cheap kid-friendly hotels in Winter Haven do travelers love?
If you're looking for affordable and kid-friendly accommodation in Winter Haven, the Hampton Inn Winter Haven is an excellent choice that consistently receives high praise, boasting an impressive review score of 9.0. Families particularly appreciate its welcoming atmosphere; guests often mention the friendly staff, comfortable and clean rooms, and a complimentary breakfast that sets a great tone for the day. The hotel features a lovely pool where kids can splash around, along with free WiFi and self-parking for added convenience.

Another fantastic option is Home2 Suites By Hilton Winter Haven, which shines with an impressive rating of 9.4. This hotel offers spacious connecting rooms, superb for families, and a delightful pool area. The complimentary buffet breakfast is a hit, especially on weekends, ensuring that everyone starts their day with a hearty meal.

For those seeking a budget-friendly and family-friendly experience, the Howard Johnson by Wyndham Winter Haven FL stands out. Guests frequently rave about the clean and quiet rooms and the great location. The property features child-friendly window designs and a nice pool, making it a safe play area for the little ones.

Lastly, the Staybridge Suites Winter Haven Auburndale by IHG is another superb choice, holding a top rating of 9.8. Families love the spacious rooms and the excellent breakfast options, along with the friendly and helpful staff. The inviting pool is superb for unwinding after a day of adventures.
Which Winter Haven family-friendly hotels welcome pets?
The Rodeway Inn & Suites Winter Haven Chain Of Lakes is a charming option for families travelling with pets, offering a friendly setting alongside a range of convenient amenities. Guests appreciate the free continental breakfast and the spacious pool, making it an ideal spot for relaxation after a day of exploring. This hotel permits pets, specifically dogs, ensuring your furry friends can join in on the family adventure.

Another excellent choice is the Lake Roy Beach Inn, where families can enjoy clean and comfortable rooms, as well as a beautiful pool. With a traveller rating of 7.0, this hotel allows both dogs and cats, making it a versatile option for pet owners. The inviting porches and balconies also provide a lovely space to unwind while enjoying the Florida sunshine.

For those seeking a friendly atmosphere, the Howard Johnson by Wyndham Winter Haven FL stands out with its clean and quiet rooms, praised by guests for their comfort. This hotel welcomes pets and features family-friendly facilities, including a lovely pool area, great for splashing about with the kids.

Lastly, the Hampton Inn Winter Haven, which boasts an impressive traveller rating of 9.0, combines quality and convenience seamlessly. This hotel not only offers a delicious breakfast and a clean, comfortable environment, but it also welcomes pets, ensuring the whole family can enjoy their stay together.
Which family-friendly hotels are in central Winter Haven?
Staybridge Suites Winter Haven Auburndale by IHG is an excellent choice for families, boasting a fantastic review score of 9.8. This 3-star hotel offers a delightful outdoor pool, superb for splashing around after a day of exploring. Guests rave about the spacious and clean rooms, and the complimentary continental breakfast is often described as amazing, ensuring a great start to your day.

Another wonderful option is the Best Western Plus Winter Haven Inn & Suites, rated 9.4 by guests. Families appreciate its convenient location and the inclusive setting. The hotel features a lovely pool area and a free breakfast that many find excellent. Visitors often comment on the friendly and accommodating staff, making it a comfortable stay for families with children.

For those who prefer a more modern vibe, the Courtyard by Marriott Winter Haven is a fantastic choice. Also rated 9.4, this hotel provides amenities like free cribs and kids' meals, ensuring that families have everything they need. The spacious rooms and outdoor pool, equipped with sun loungers, create a relaxing environment for parents and children alike.

Home2 Suites By Hilton Winter Haven is another family-friendly gem, with a review score of 9.4. This hotel offers connecting rooms, which are superb for larger families, and a complimentary buffet breakfast that is sure to please everyone. The outdoor pool is a great spot for family fun, while the free Wi-Fi keeps everyone connected.

Lastly, the Holiday Inn Winter Haven by IHG, rated 9.0, is ideal for families needing extra space. With connecting rooms and free rollaway beds, it caters to larger groups comfortably. The hotel features a clean, warm pool, and guests often highlight the friendly staff and convenient location, making it a reliable choice for family adventures in central Winter Haven.
Is Winter Haven a family-friendly destination?
Yes, Winter Haven is a very family-friendly destination, especially if you're looking for a relaxed holiday with plenty of outdoor activities and attractions geared towards younger children.

The city is renowned for its Chain of Lakes, offering numerous opportunities for boating, kayaking, and simply enjoying the waterfront. Many parks dot the area, providing lovely green spaces for children to play and families to picnic. The city centre itself has a charming, walkable feel with local shops and eateries.

Winter Haven boasts an impressive botanical garden where families can explore themed gardens and enjoy the natural beauty. There are also several interactive museums designed to spark curiosity and learning in children. For a truly great experience, consider a scenic boat tour of the lakes, a wonderful way to see the area from a different perspective.

You'll find plenty of casual dining options in Winter Haven, many of which cater to families with children's menus. There are also several ice cream parlours and grocery stores readily available for stocking up on snacks and essentials.
What family-friendly activities should we do in Winter Haven?
Some of the best family-friendly activities in Winter Haven include exploring the beautiful Chain of Lakes and enjoying the numerous parks and green spaces.

The Chain of Lakes offers a fantastic opportunity for families to get out on the water. You can hire a pontoon boat for a leisurely cruise, go kayaking, or even try paddleboarding. Many of the lakes have public access points with small sandy areas superb for children to play by the water's edge, and you might even spot some local wildlife.

For land-based fun, Winter Haven boasts several lovely parks. For instance, Central Park in downtown Winter Haven features a wonderful splash pad that's superb for little ones to cool off on a warm day, along with plenty of open space for picnics and playing. Alternatively, Rotary Park offers a well-maintained playground and walking paths, ideal for an afternoon stroll.
Are there any great family hotels in Winter Haven with a gym?
Staybridge Suites Winter Haven Auburndale by IHG is a fantastic choice for families seeking a comfortable stay with fitness facilities. This 3-star hotel boasts a fitness centre, ensuring that parents can keep up with their workout routines while the kids enjoy the spacious and clean rooms. Guests rave about the friendly and helpful staff, as well as the excellent complimentary breakfast that makes mornings a breeze.

Another excellent option is the Best Western Plus Winter Haven Inn & Suites, rated highly by guests for its comfortable and clean rooms. This 3.5-star hotel also features a fitness centre, along with a lovely pool for family fun. Travellers appreciate the convenient location and the amazing breakfast offerings, making it a top pick for families.

For a more modern feel, consider the Courtyard by Marriott Winter Haven, which not only offers a 24-hour fitness facility but also an outdoor pool that kids will love. Guests highlight the spacious and clean rooms, alongside great service, making it a reliable choice for families looking for comfort and convenience.

Home2 Suites By Hilton Winter Haven is another family-friendly gem, featuring accessible fitness facilities and a lovely pool. Families enjoy the buffet breakfast options, which cater to various tastes, ensuring everyone starts the day off well.

Lastly, the Holiday Inn Winter Haven by IHG complements its appealing features with a fitness centre and a warm, clean pool. Families appreciate the spacious rooms and the friendly staff who go above and beyond to ensure a wonderful stay.
How can I save on a family-friendly hotel in Winter Haven with Expedia?
With Expedia, you'll unlock our lowest prices by becoming a One Key™ member. It's free and easy to join, and you can even access member perks too. Just remember to sign in to get our best prices on family-friendly Winter Haven hotels. Typically, booking in advance will help you save on your hotel stay. If you're feeling spontaneous, be sure to check for last-minute deals.
Can I cancel my family hotel reservation on Expedia?
Many Expedia hotel reservations are refundable, provided that you cancel before the hotel's cancellation deadline. This is often within 24-48 hours of your scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. For maximum flexibility, use Expedia's "Fully refundable property" filter during your search to find the right family-friendly hotel in Winter Haven for you.

Explore a world of travel with Expedia