A child riding a bicycle on a wooden boardwalk with a body of water and trees in the background.

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Our top choices for Winter Garden family-friendly hotels

1. Home2 Suites By Hilton Winter Garden

Home2 Suites By Hilton Winter Garden
3.0 star property
Winter Garden
9.4 out of 10, Exceptional, (536 reviews)
"Good choice , clean, helpful staff"
United States
Enrique
The price is ₩146,224
₩164,502 total
includes taxes & fees
Nov 29 - Nov 30
Home2 Suites By Hilton Winter Garden

2. Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center

Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center
3.0 star property
Bay Lake
9.4 out of 10, Exceptional, (5,755 reviews)
"Always amazing stay!"
United States
kenyetta
The price is ₩105,600
₩118,801 total
includes taxes & fees
Dec 8 - Dec 9
Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center

3. Home2 Suites by Hilton Orlando at Flamingo Crossings

Home2 Suites by Hilton Orlando at Flamingo Crossings
3.0 star property
Bay Lake
9.4 out of 10, Exceptional, (6,280 reviews)
"Fantastic hotel, loved every minute of our stay!"
United States
Melissa
The price is ₩130,353
₩146,647 total
includes taxes & fees
Nov 29 - Nov 30
Home2 Suites by Hilton Orlando at Flamingo Crossings

4. Residence Inn by Marriott Orlando Flamingo Crossing/Western Entrance

Residence Inn by Marriott Orlando Flamingo Crossing/Western Entrance
3.0 star property
Bay Lake
9.6 out of 10, Exceptional, (2,326 reviews)
"Nice resort."
United States
Steven
The price is ₩119,225
₩134,128 total
includes taxes & fees
Nov 29 - Nov 30
Residence Inn by Marriott Orlando Flamingo Crossing/Western Entrance

5. Homewood Suites by Hilton Orlando at Flamingo Crossings

Homewood Suites by Hilton Orlando at Flamingo Crossings
3.0 star property
Bay Lake
9.4 out of 10, Exceptional, (2,781 reviews)
"Great place to stay."
Australia
Timothy
The price is ₩163,215
₩183,617 total
includes taxes & fees
Nov 29 - Nov 30
Homewood Suites by Hilton Orlando at Flamingo Crossings

6. TownePlace Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance

TownePlace Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance
3.5 star property
Bay Lake
9.0 out of 10, Wonderful, (1,916 reviews)
"Great place to stay"
United States
Ramon
The price is ₩116,019
₩130,521 total
includes taxes & fees
Nov 29 - Nov 30
TownePlace Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance

7. The Grove Resort & Water Park Orlando

The Grove Resort & Water Park Orlando
4.0 star property
Winter Garden
8.2 out of 10, Very good, (10,948 reviews)
"Great place to stay!"
United States
Jessica
The price is ₩231,210
₩333,624 total
includes taxes & fees
Dec 7 - Dec 8
The Grove Resort & Water Park Orlando

8. Upstay: Pet-friendly Family Condo w Poolsleeps 8

Upstay: Pet-friendly Family Condo w Poolsleeps 8
4.0 star property
Winter Garden
The price is ₩101,350
₩337,555 total
includes taxes & fees
Nov 17 - Nov 18
Upstay: Pet-friendly Family Condo w Poolsleeps 8

9. Upstay - Modern Family Apartment w Pool Hot Tub

Upstay - Modern Family Apartment w Pool Hot Tub
2.0 star property
Winter Garden
The price is ₩129,781
₩338,415 total
includes taxes & fees
Nov 17 - Nov 18
Upstay - Modern Family Apartment w Pool Hot Tub
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 Garden

Family-friendly hotels with free breakfast in Winter Garden

Family-friendly hotels with pools in Winter Garden

4-star family-friendly hotels in Winter Garden

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 Garden Hotel Reviews

Frequently asked questions

What's Winter Garden like for family-friendly vacations?
The welcoming destination of Winter Garden is a great choice if you've been considering a vacation with the kids. The fun-filled waterpark, excursions, and recreation options are just some of the things that make this a good place for family vacations. Arrange a flight into Orlando Intl. Airport (MCO), which is located 19.3 mi (31 km) from the city center.
What's the best place to stay when traveling with kids to Winter Garden?
The Grove Resort & Water Park Orlando is a resort with free water park access and a lazy river, and it's a top choice on Expedia for families. Other options for your stay with the kids include Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center and Residence Inn by Marriott Orlando Flamingo Crossing/Western Entrance.
When's the best time to book a family-friendly vacation in Winter Garden?
The hottest months are usually August and July with an average temp of 82°F, while the coldest months are January and February with an average of 64°F. The rainiest months in Winter Garden are August, July, September, and June, with each month seeing an average of 9 inches of rainfall.
What's there to see and do with your family in Winter Garden?
Flamingo Crossings Town Center, Surfari Water Park, and Garden Theatre are interesting attractions you and your family will enjoy exploring while you are staying in Winter Garden. Make sure you have plenty of time to take in activities in the area like Universal Studios Florida, Universal Orlando Resort, and Magic Kingdom® Park.