Find Family Hotels in Winter Garden, FL

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Check availability on Winter Garden Family Hotels

Tonight
Dec 6 - Dec 7
Tomorrow
Dec 7 - Dec 8
Next weekend
Dec 12 - Dec 14
In two weeks
Dec 19 - Dec 21

Top Winter Garden Family Hotels

Free daily buffet breakfast
Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center

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

2.5 star property
Bay Lake
9.4 out of 10, Exceptional, (4306)
"Really good place to stay "
United States
Lians
The price is ￥18,018
￥20,269 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center
Outdoor pool, open 9:00 AM to 10:00 PM, pool umbrellas, sun loungers
Home2 Suites by Hilton Orlando at Flamingo Crossings

Home2 Suites by Hilton Orlando at Flamingo Crossings

3.0 star property
Bay Lake
9.2 out of 10, Wonderful, (5051)
"Great location nice breakfast and front desk people is amazing "
United States
Orlando
The price is ￥16,009
￥18,010 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Home2 Suites by Hilton Orlando at Flamingo Crossings
Outdoor pool, a heated pool
SpringHill Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance

SpringHill Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance

3.5 star property
Bay Lake
9.0 out of 10, Wonderful, (2247)
"Great stay"
United States
Christopher
The price is ￥17,708
￥19,922 total
includes taxes & fees
Dec 9 - Dec 10
SpringHill Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance
Outdoor pool, open 8:00 AM to 11:00 PM, pool umbrellas, sun loungers
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, (1965)
"Great stay"
United States
Windy Laine
The price is ￥22,184
￥24,957 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Residence Inn by Marriott Orlando Flamingo Crossing/Western Entrance
Waterslide
The Grove Resort & Water Park Orlando

The Grove Resort & Water Park Orlando

4.0 star property
Winter Garden
8.0 out of 10, Very Good, (8762)
"Amazing guest amazing views wonderful place to live at very clean rooms "
United States
Markeisha
The price is ￥23,144
￥34,599 total
includes taxes & fees
Dec 7 - Dec 8
The Grove Resort & Water Park Orlando
Outdoor pool, open 9:00 AM to 10:00 PM, sun loungers
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, (2126)
"Our stay was great and location was convenient when looking for food!"
United States
Sofia Alexia
The price is ￥19,758
￥22,228 total
includes taxes & fees
Dec 14 - Dec 15
Homewood Suites by Hilton Orlando at Flamingo Crossings
2 outdoor pools, pool umbrellas, sun loungers
Hilton Vacation Club Aqua Sol Orlando West

Hilton Vacation Club Aqua Sol Orlando West

4.0 star property
Winter Garden
8.8 out of 10, Excellent, (4065)
"Really nice place friendly staff. "
United States
Keith
The price is ￥16,504
￥22,936 total
includes taxes & fees
Dec 17 - Dec 18
Hilton Vacation Club Aqua Sol Orlando West
Children's area
StylishAptWtrGrdnOppLake&Prk&Yrd

StylishAptWtrGrdnOppLake&Prk&Yrd

2.0 star property
Winter Garden
9.6 out of 10, Exceptional, (15)
"It was clean and well kept. "
United States
Teresa R.
The price is ￥16,154
￥31,532 total
includes taxes & fees
Dec 8 - Dec 9
StylishAptWtrGrdnOppLake&Prk&Yrd
Game room
Upstay Pet-friendly Condo with Pool near Disney

Upstay Pet-friendly Condo with Pool near Disney

Winter Garden
"Super convenient if your family is looking for an affordable way to visit your college student participating in the Disney College program. Helped that it was pet friendly."
United States
Jennifer A.
Upstay Pet-friendly Condo with Pool near Disney
Terrace/patio
Learn how to camp RV style in this Lux RV which sleeps up to 8 people.

Learn how to camp RV style in this Lux RV which sleeps up to 8 people.

Winter Garden
The price is ￥20,970
￥35,747 total
includes taxes & fees
Dec 7 - Dec 8
Learn how to camp RV style in this Lux RV which sleeps up to 8 people.
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.
View all properties

Top Winter Garden Hotel Reviews

DoubleTree by Hilton at the Entrance to Universal Orlando

DoubleTree by Hilton at the Entrance to Universal Orlando

10/10 Excellent
"Good parking expensive "
Josbith 4-night trip
Posted 4 hours ago
DoubleTree by Hilton at the Entrance to Universal Orlando

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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.