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

Winter Haven Hotel Guide - Family Friendly Hotels in Winter Haven, Florida

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Check availability on Winter Haven Family Friendly Hotels

Tonight
14 Oct - 15 Oct
Tomorrow
15 Oct - 16 Oct
This weekend
16 Oct - 18 Oct
Next weekend
23 Oct - 25 Oct

Our top choices for Winter Haven family-friendly hotels

1. Best Western Plus Winter Haven Inn & Suites 

Best Western Plus Winter Haven Inn & Suites 
Winter Haven
€122
includes taxes & fees
18 Oct - 19 Oct
Best Western Plus Winter Haven Inn & Suites 

2. Hampton Inn Winter Haven

Hampton Inn Winter Haven
Winter Haven
  • Family fun flourishes near LEGOLAND® Florida with free breakfast, cots, and a serene outdoor pool for enjoyable escapes.
€118
includes taxes & fees
25 Oct - 26 Oct
Hampton Inn Winter Haven

3. Holiday Inn Winter Haven by IHG

Holiday Inn Winter Haven by IHG
Winter Haven
  • Holiday inn creates memorable family moments with outdoor pool, proximity to legoland, and kid-friendly amenities.
€110
includes taxes & fees
25 Oct - 26 Oct
Holiday Inn Winter Haven by IHG

4. Staybridge Suites Winter Haven Auburndale by IHG

Staybridge Suites Winter Haven Auburndale by IHG
Winter Haven
€135
includes taxes & fees
18 Oct - 19 Oct
Staybridge Suites Winter Haven Auburndale by IHG

5. Howard Johnson by Wyndham Winter Haven FL

Howard Johnson by Wyndham Winter Haven FL
Winter Haven
  • Family fun near LEGOLAND® Florida—this welcoming hotel offers a gated outdoor pool, convenient location, and complimentary breakfast.
€77
includes taxes & fees
19 Oct - 20 Oct
Howard Johnson by Wyndham Winter Haven FL

6. Courtyard by Marriott Winter Haven

Courtyard by Marriott Winter Haven
Winter Haven
€169
includes taxes & fees
18 Oct - 19 Oct
Courtyard by Marriott Winter Haven

7. LEGOLAND Beach Retreat

LEGOLAND Beach Retreat
Winter Haven
€244
includes taxes & fees
6 Nov - 7 Nov
LEGOLAND Beach Retreat

8. Home2 Suites By Hilton Winter Haven

Home2 Suites By Hilton Winter Haven
Winter Haven
€152
includes taxes & fees
8 Nov - 9 Nov
Home2 Suites By Hilton Winter Haven

9. The Russell Lake House

The Russell Lake House
Winter Haven
€199
includes taxes & fees
6 Nov - 7 Nov
The Russell Lake House

10. Rodeway Inn & Suites Winter Haven Chain Of Lakes

Rodeway Inn & Suites Winter Haven Chain Of Lakes
Winter Haven
  • Family-friendly motel near LEGOLAND® Florida offers outdoor pool and free breakfast, 5 minutes away.
€81
includes taxes & fees
17 Oct - 18 Oct
Rodeway Inn & Suites Winter Haven Chain Of Lakes
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Choose what matters most at family-friendly hotels in Winter Haven

Breakfast included
Pool
4 stars
Water park
All-inclusive

Family-friendly hotels with free breakfast in Winter Haven

Best Western Plus Winter Haven Inn & Suites 

Best Western Plus Winter Haven Inn & Suites 
Winter Haven
€122
includes taxes & fees
18 Oct - 19 Oct
Best Western Plus Winter Haven Inn & Suites 

Hampton Inn Winter Haven

Hampton Inn Winter Haven
Winter Haven
€118
includes taxes & fees
25 Oct - 26 Oct
Hampton Inn Winter Haven

Courtyard by Marriott Winter Haven

Courtyard by Marriott Winter Haven
Winter Haven
€169
includes taxes & fees
18 Oct - 19 Oct
Courtyard by Marriott Winter Haven

Staybridge Suites Winter Haven Auburndale by IHG

Staybridge Suites Winter Haven Auburndale by IHG
Winter Haven
€135
includes taxes & fees
18 Oct - 19 Oct
Staybridge Suites Winter Haven Auburndale by IHG

Holiday Inn Winter Haven by IHG

Holiday Inn Winter Haven by IHG
Winter Haven
€110
includes taxes & fees
25 Oct - 26 Oct
Holiday Inn Winter Haven by IHG

Home2 Suites By Hilton Winter Haven

Home2 Suites By Hilton Winter Haven
Winter Haven
€152
includes taxes & fees
8 Nov - 9 Nov
Home2 Suites By Hilton Winter Haven

LEGOLAND Beach Retreat

LEGOLAND Beach Retreat
Winter Haven
€244
includes taxes & fees
13 Nov - 14 Nov
LEGOLAND Beach Retreat

Howard Johnson by Wyndham Winter Haven FL

Howard Johnson by Wyndham Winter Haven FL
Winter Haven
€77
includes taxes & fees
19 Oct - 20 Oct
Howard Johnson by Wyndham Winter Haven FL

Rodeway Inn & Suites Winter Haven Chain Of Lakes

Rodeway Inn & Suites Winter Haven Chain Of Lakes
Winter Haven
€81
includes taxes & fees
17 Oct - 18 Oct
Rodeway Inn & Suites Winter Haven Chain Of Lakes

Legoland Florida Hotel

Legoland Florida Hotel
Winter Haven
€269
includes taxes & fees
20 Oct - 21 Oct
Legoland Florida Hotel
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Family-friendly hotels with pools in Winter Haven

Best Western Plus Winter Haven Inn & Suites 

Best Western Plus Winter Haven Inn & Suites 
Winter Haven
€122
includes taxes & fees
18 Oct - 19 Oct
Best Western Plus Winter Haven Inn & Suites 

Hampton Inn Winter Haven

Hampton Inn Winter Haven
Winter Haven
€118
includes taxes & fees
25 Oct - 26 Oct
Hampton Inn Winter Haven

Courtyard by Marriott Winter Haven

Courtyard by Marriott Winter Haven
Winter Haven
€169
includes taxes & fees
18 Oct - 19 Oct
Courtyard by Marriott Winter Haven

Holiday Inn Winter Haven by IHG

Holiday Inn Winter Haven by IHG
Winter Haven
€110
includes taxes & fees
25 Oct - 26 Oct
Holiday Inn Winter Haven by IHG

Staybridge Suites Winter Haven Auburndale by IHG

Staybridge Suites Winter Haven Auburndale by IHG
Winter Haven
€135
includes taxes & fees
18 Oct - 19 Oct
Staybridge Suites Winter Haven Auburndale by IHG

Home2 Suites By Hilton Winter Haven

Home2 Suites By Hilton Winter Haven
Winter Haven
€152
includes taxes & fees
8 Nov - 9 Nov
Home2 Suites By Hilton Winter Haven

LEGOLAND Beach Retreat

LEGOLAND Beach Retreat
Winter Haven
€244
includes taxes & fees
13 Nov - 14 Nov
LEGOLAND Beach Retreat

Howard Johnson by Wyndham Winter Haven FL

Howard Johnson by Wyndham Winter Haven FL
Winter Haven
€77
includes taxes & fees
19 Oct - 20 Oct
Howard Johnson by Wyndham Winter Haven FL

Rodeway Inn & Suites Winter Haven Chain Of Lakes

Rodeway Inn & Suites Winter Haven Chain Of Lakes
Winter Haven
€81
includes taxes & fees
17 Oct - 18 Oct
Rodeway Inn & Suites Winter Haven Chain Of Lakes

Lake Roy Beach Inn

Lake Roy Beach Inn
Winter Haven
€88
includes taxes & fees
17 Oct - 18 Oct
Lake Roy Beach Inn
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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Top Winter Haven Hotel Reviews

Holiday Inn & Suites Orlando SW - Celebration Area by IHG

Holiday Inn & Suites Orlando SW - Celebration Area by IHG

8/10 Good
"Everything was awesome! When we arrived our room was no longer available but we got an upgrade, only reason I gave it a 4/5 is because I forgot an item, Called them 2 hours after check it out, they said they will call back but never did, called twice."
Payman 7-night trip
Posted 10 hours ago
Holiday Inn & Suites Orlando SW - Celebration Area by IHG
The Grove Resort & Water Park Orlando

The Grove Resort & Water Park Orlando

10/10 Excellent
"El spa está mal atendido lo que es las losas"
Berardo 2-night trip
Posted 12 hours ago
The Grove Resort & Water Park Orlando
Delta Hotels by Marriott Orlando Celebration

Delta Hotels by Marriott Orlando Celebration

10/10 Excellent
"The room was excellent with pool views. The breakfast was delicious. The entire property was nice and I definitely enjoyed the pool, rum shack bar and fitness center."
Hector 5-night trip
Posted 12 hours ago
Delta Hotels by Marriott Orlando Celebration
Hilton Vacation Club Aqua Sol Orlando West

Hilton Vacation Club Aqua Sol Orlando West

10/10 Excellent
"Very nice place to spend the weekend with young children"
WAIITI 1-night trip
Posted 13 hours ago
Hilton Vacation Club Aqua Sol Orlando West
Hilton Vacation Club Mystic Dunes Orlando

Hilton Vacation Club Mystic Dunes Orlando

10/10 Excellent
"We’ve stayed at Mystic Dunes in Orlando twice and have really enjoyed our stays! The condos are spacious, the grounds are clean and well maintained, and there are three pools on the property. The location is also great—close to Disney, with a Walmart just around the corner, which is super convenient. The kitchens are stocked with everything you need, including pots, pans, cleaning supplies, soaps, and more. The kitchens are on the smaller side and can feel a little cramped, but it was nice having everything available. There is also a washer and dryer in the condo, which is a big plus. One thing to keep in mind when booking is that the condos have a maximum of two bedrooms per condo. Some units have a shared entryway with two separate condo doors, so what may appear like a larger setup can actually be two separate condos. If you’re traveling with small children or need three bedrooms together, this is definitely something to check ahead of time. There is one pool bar that serves food and drinks, but if you aren’t staying close by, you’ll definitely want a car to get around. There is no hot tub, which would be a nice addition. Overall, we’ve had two enjoyable stays and would definitely consider staying at Mystic Dunes again. It’s a comfortable, convenient option for a Disney-area trip, especially if you like having a little more space than a typical hotel room!"
Christiana 3-night trip
Posted 13 hours ago
Hilton Vacation Club Mystic Dunes Orlando
Howard Johnson by Wyndham Winter Haven FL

Howard Johnson by Wyndham Winter Haven FL

8/10 Good
"Todo muy bueno, pero si recomiendo más variedad en el desayuno o por lo menos con proteína."
Ana 1-night trip
Posted 2 days ago
Howard Johnson by Wyndham Winter Haven FL

Frequently asked questions

What's Winter Haven like for family-friendly holidays?
If you've been thinking about a holiday with your children, Winter Haven is a good choice. The exciting theme parks, entertainment and lake views are just some of the things that make this the perfect spot for family trips. Fly into Lakeland Intl. Airport (LAL), which is located 17.3 mi (27.8 km) from the city centre.
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 choices to stay with the children include Howard Johnson by Wyndham Winter Haven FL and Holiday Inn Winter Haven by IHG.
When's the best time to book a family-friendly holiday 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.
What's there to see and do with your family in Winter Haven?
While you and your family are holidaying in Winter Haven, you may want to visit some family-friendly attractions such as LEGOLAND® Florida and Theatre Winter Haven. Make sure that you have lots of time for activities such as Chain of Lakes Park and Peppa Pig Theme Park Florida.
What's the best way for us to get around Winter Haven?
If you want to venture outside the area, hop on a train at Winter Haven Station. Winter Haven may not have many public transport choices, so consider a car rental to maximise your time.