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

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Check availability on Winter Garden Family Hotels

This weekend
Nov 6 - Nov 8
Next weekend
Nov 13 - Nov 15

Our top choices for Winter Garden family-friendly hotels

A modern hotel lobby with a central seating area, a kitchen in the background, and a television mounted on the wall.

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, (532 reviews)
"Good choice , clean, helpful staff"
United States
Enrique
The price is ₩147,336
₩165,754 total
includes taxes & fees
Nov 29 - Nov 30
Home2 Suites By Hilton Winter Garden
A breakfast bar with various food dispensers, a seating area with a table and chairs, and large windows with a view of greenery.

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, (5,707 reviews)
"Great location, breakfast, clean, and very nice and helpful staff!"
United States
Robert
The price is ₩101,650
₩114,356 total
includes taxes & fees
Nov 24 - Nov 25
Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center
A hotel pool area with multiple lounge chairs and umbrellas, a water slide, and palm trees.

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, (6,255 reviews)
"Fantastic hotel, loved every minute of our stay!"
United States
Melissa
The price is ₩131,299
₩147,712 total
includes taxes & fees
Nov 29 - Nov 30
Home2 Suites by Hilton Orlando at Flamingo Crossings
A large hotel with multiple floors, a central courtyard, and a reflective water feature.

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, (2,315 reviews)
"We were very pleased with our stay here. The location, the rooms and breakfast were great!"
United States
Michael
The price is ₩125,635
₩141,341 total
includes taxes & fees
Nov 29 - Nov 30
Residence Inn by Marriott Orlando Flamingo Crossing/Western Entrance
A swimming pool with a slide and a small waterfall feature, surrounded by lounge chairs and umbrellas.

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, (2,771 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 ₩153,154
₩172,298 total
includes taxes & fees
Nov 29 - Nov 30
Homewood Suites by Hilton Orlando at Flamingo Crossings
Pool

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, (1,904 reviews)
"Great place to stay"
United States
Ramon
The price is ₩127,651
₩143,608 total
includes taxes & fees
Nov 24 - Nov 25
TownePlace Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance
A room with pool tables, arcade games, and wooden furniture.

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 ₩137,728
₩192,743 total
includes taxes & fees
Nov 10 - Nov 11
Hilton Vacation Club Aqua Sol Orlando West
A resort with a large pool, water slides, and a view of a multi-story building.

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, (10,938 reviews)
"Great place to stay!"
United States
Jessica
The price is ₩285,039
₩394,843 total
includes taxes & fees
Dec 2 - Dec 3
The Grove Resort & Water Park Orlando
Interior

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 ₩94,058
₩331,052 total
includes taxes & fees
Nov 30 - Dec 1
Upstay: Condo Near Disney w Pool, Sauna
Room

10. 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 ₩120,825
₩372,426 total
includes taxes & fees
Nov 18 - Nov 19
Upstay 3BR Condo w Pool Patio Near Disney
Interior

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 ₩96,746
₩303,842 total
includes taxes & fees
Nov 30 - Dec 1
Upstay - Pet-friendly Suite w Pool, Sauna
A ping pong table, a basketball hoop, and a large window with a view of greenery.

12. Modern 3BR Condo Near Disney- Pool and Hot Tub

Modern 3BR Condo Near Disney- Pool and Hot Tub
2.0 star property
Winter Garden
The price is ₩106,991
₩317,502 total
includes taxes & fees
Nov 30 - Dec 1
Modern 3BR Condo Near Disney- Pool and Hot Tub
Interior

13. Upstay Condo Near Disney w Pool & Sauna

Upstay Condo Near Disney w Pool & Sauna
3.0 star property
Winter Garden
8.0 out of 10, Very good, (1 review)
"Our room is spacious it just needs some TLC. It had water damage in the kitchen that never bother to fix the moldings, bade board and ceiling. Once you see that you cant help but notice other things"
United States
Angel
The price is ₩111,526
₩350,703 total
includes taxes & fees
Nov 18 - Nov 19
Upstay Condo Near Disney w Pool & Sauna
A child's bedroom with bunk beds, a desk, and wall decals.

14. 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 ₩135,928
₩346,148 total
includes taxes & fees
Nov 18 - Nov 19
Upstay - Modern Family Apartment w Pool Hot Tub
A spacious lobby with leather sofas, a central coffee table, and large windows offering a view of greenery outside.

15. Condo With Sauna, Games, Poolnear Disney

Condo With Sauna, Games, Poolnear Disney
3.0 star property
Winter Garden
The price is ₩99,571
₩337,564 total
includes taxes & fees
Nov 30 - Dec 1
Condo With Sauna, Games, Poolnear Disney
A bunk bed with a blue mattress, a white nightstand with a red lamp, and a wall with colorful circular decals.

16. 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 ₩109,940
₩320,160 total
includes taxes & fees
Nov 30 - Dec 1
Upstay - Condo Near Disney w Pool Hot tub Sauna
Interior

17. 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 ₩91,371
₩328,030 total
includes taxes & fees
Nov 18 - Nov 19
Upstay 3BR Condo w Pool & Patio Near Disney
Interior

18. Modern 3BR Resort Condo With Pool Near Disney

Modern 3BR Resort Condo With Pool Near Disney
4.0 star property
Winter Garden
The price is ₩106,152
₩344,657 total
includes taxes & fees
Nov 18 - Nov 19
Modern 3BR Resort Condo With Pool Near Disney
Interior

19. Upstay Pet-friendly Condo With Pool Near Disney

Upstay Pet-friendly Condo With Pool Near Disney
4.0 star property
Winter Garden
The price is ₩100,777
₩338,612 total
includes taxes & fees
Nov 18 - Nov 19
Upstay Pet-friendly Condo With Pool Near Disney
Interior

20. 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 ₩104,808
₩343,147 total
includes taxes & fees
Nov 18 - Nov 19
Upstay: Pet-friendly Family Condo w Poolsleeps 8
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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Choose what matters most at family-friendly hotels in Winter Garden

Breakfast included
Pool

Family-friendly hotels with free breakfast in Winter Garden

An outdoor patio area with a fire pit, yellow and blue seating, and a covered section with a pergola.
Home2 Suites by Hilton Orlando at Flamingo Crossings

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, (6255)
The price is ₩131,299
₩147,712 total
includes taxes & fees
Nov 29 - Nov 30
Home2 Suites by Hilton Orlando at Flamingo Crossings
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Family-friendly hotels with pools in Winter Garden

An outdoor patio area with a fire pit, yellow and blue seating, and a covered section with a pergola.
Home2 Suites by Hilton Orlando at Flamingo Crossings

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, (6255)
The price is ₩131,299
₩147,712 total
includes taxes & fees
Nov 29 - Nov 30
Home2 Suites by Hilton Orlando at Flamingo Crossings
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4-star family-friendly hotels in Winter Garden

A resort with multiple buildings, a central swimming pool, and a waterway.
Hilton Vacation Club Aqua Sol Orlando West

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, (3949)
The price is ₩137,728
₩192,743 total
includes taxes & fees
Nov 10 - Nov 11
Hilton Vacation Club Aqua Sol Orlando West
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 Garden Hotel Reviews

Marriott's Grande Vista

Marriott's Grande Vista

10/10 Excellent
"The property was great. My only frustration was when I went to check in. It took over 20 minutes. And then when I went to check out, someone was speaking to a couple. I was waiting there for over 10 minutes so I did not get to actually talk to them. I just did express checkout and left."
Faith 2-night trip
Posted 8 hours ago
Marriott's Grande Vista

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.