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Our top choices for Winter Garden family-friendly hotels

1. 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, (5,718 reviews)
"Great location, breakfast, clean, and very nice and helpful staff!"
United States
Robert
The price is ₩101,458
₩114,140 total
includes taxes & fees
Nov 24 - Nov 25
Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center

2. 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, (1,906 reviews)
"Great place to stay"
United States
Ramon
The price is ₩127,409
₩143,335 total
includes taxes & fees
Nov 24 - Nov 25
TownePlace Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance

3. 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, (2,318 reviews)
"We were very pleased with our stay here. The location, the rooms and breakfast were great!"
United States
Michael
The price is ₩125,398
₩141,073 total
includes taxes & fees
Nov 24 - Nov 25
Residence Inn by Marriott Orlando Flamingo Crossing/Western Entrance

4. 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, (2,355 reviews)
"amazing stay, close to everything magical"
United States
Ramez
The price is ₩114,668
₩129,001 total
includes taxes & fees
Nov 24 - Nov 25
SpringHill Suites Orlando at FLAMINGO CROSSINGS® Town Center/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, (2,772 reviews)
"Would absolutely stay here again. Super close to the Disney parks and within walking distance of shopping."
United States
Suzanne M.
The price is ₩152,864
₩171,972 total
includes taxes & fees
Nov 29 - Nov 30
Homewood Suites by Hilton Orlando at Flamingo Crossings

6. 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, (6,260 reviews)
"Fantastic hotel, loved every minute of our stay!"
United States
Melissa
The price is ₩130,869
₩147,228 total
includes taxes & fees
Nov 24 - Nov 25
Home2 Suites by Hilton Orlando at Flamingo Crossings

7. 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, (3,949 reviews)
"Love this place plenty to do for kids and the adults with them !!!"
United States
Travis
The price is ₩137,468
₩192,377 total
includes taxes & fees
Nov 11 - Nov 12
Hilton Vacation Club Aqua Sol Orlando West

8. 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, (10,920 reviews)
"Great place to stay!"
United States
Jessica
The price is ₩239,363
₩343,213 total
includes taxes & fees
Dec 6 - Dec 7
The Grove Resort & Water Park Orlando

9. Upstay: Condo Near Disney w Pool, Sauna

Upstay: Condo Near Disney w Pool, Sauna
4.0 star property
Winter Garden
10.0 out of 10, Exceptional, (2 reviews)
"We had a nice stay, the property is older, but very clean. The price was right for the 7nights, and it is 7 miles from park properties."
United States
Ben
The price is ₩101,927
₩339,479 total
includes taxes & fees
Nov 30 - Dec 1
Upstay: Condo Near Disney w Pool, Sauna

10. Upstay - Condo Near Disney w Pool Hot tub Sauna

Upstay - Condo Near Disney w Pool Hot tub Sauna
2.0 star property
Winter Garden
The price is ₩117,469
₩327,292 total
includes taxes & fees
Nov 30 - Dec 1
Upstay - Condo Near Disney w Pool Hot tub Sauna

11. Upstay - Pet-friendly Suite w Pool, Sauna

Upstay - Pet-friendly Suite w Pool, Sauna
4.0 star property
Winter Garden
10.0 out of 10, Exceptional, (1 review)
The price is ₩101,927
₩309,304 total
includes taxes & fees
Nov 30 - Dec 1
Upstay - Pet-friendly Suite w Pool, Sauna

12. Upstay 3BR Condo w Pool Patio Near Disney

Upstay 3BR Condo w Pool Patio Near Disney
2.0 star property
Winter Garden
The price is ₩122,122
₩373,437 total
includes taxes & fees
Nov 18 - Nov 19
Upstay 3BR Condo w Pool Patio Near Disney

13. Condo With Sauna, Games, Poolnear Disney

Condo With Sauna, Games, Poolnear Disney
3.0 star property
Winter Garden
The price is ₩101,927
₩339,479 total
includes taxes & fees
Nov 18 - Nov 19
Condo With Sauna, Games, Poolnear Disney

14. Upstay 3BR Condo w Pool & Patio Near Disney

Upstay 3BR Condo w Pool & Patio Near Disney
4.0 star property
Winter Garden
The price is ₩92,539
₩328,916 total
includes taxes & fees
Nov 18 - Nov 19
Upstay 3BR Condo w Pool & Patio Near Disney

15. 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 ₩182,034
₩391,857 total
includes taxes & fees
Nov 19 - Nov 20
Upstay - Modern Family Apartment w Pool Hot Tub

16. Upstay - Condo w Hot Tub and Pool - Near Disney

Upstay - Condo w Hot Tub and Pool - Near Disney
2.0 star property
Winter Garden
The price is ₩178,601
₩388,424 total
includes taxes & fees
Nov 10 - Nov 11
Upstay - Condo w Hot Tub and Pool - Near Disney

17. Upstay - Condo w Pool - Near Disney!

Upstay - Condo w Pool - Near Disney!
3.5 star property
Winter Garden
The price is ₩131,433
₩372,673 total
includes taxes & fees
Nov 10 - Nov 11
Upstay - Condo w Pool - Near Disney!

18. Upstay: Modern Condo w Outdoor Pool - Near Disney!

Upstay: Modern Condo w Outdoor Pool - Near Disney!
4.0 star property
Winter Garden
The price is ₩101,927
₩339,479 total
includes taxes & fees
Nov 30 - Dec 1
Upstay: Modern Condo w Outdoor Pool - Near Disney!

19. Beautiful Condo w Outdoor Pool and Sauna

Beautiful Condo w Outdoor Pool and Sauna
4.0 star property
Winter Garden
The price is ₩104,610
₩342,497 total
includes taxes & fees
Nov 18 - Nov 19
Beautiful Condo w Outdoor Pool and Sauna

20. Upstay 3BR Suite w Pool, Sauna & Gamesnear Disney

Upstay 3BR Suite w Pool, Sauna & Gamesnear Disney
4.0 star property
Winter Garden
The price is ₩109,974
₩348,531 total
includes taxes & fees
Nov 18 - Nov 19
Upstay 3BR Suite w Pool, Sauna & Gamesnear Disney
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.