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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)
"Excellent staff!!"
United States
Rafael
The price is ₩146,271
₩164,555 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, (5,701 reviews)
"Great location, breakfast, clean, and very nice and helpful staff!"
United States
Robert
The price is ₩100,915
₩113,529 total
includes taxes & fees
Nov 24 - Nov 25
Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center
A large hotel with multiple floors, a central courtyard, and a reflective water feature.

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, (2,310 reviews)
"We were very pleased with our stay here. The location, the rooms and breakfast were great!"
United States
Michael
The price is ₩124,727
₩140,319 total
includes taxes & fees
Nov 24 - Nov 25
Residence Inn by Marriott Orlando Flamingo Crossing/Western Entrance
A hotel pool area with multiple lounge chairs and umbrellas, a water slide, and palm trees.

4. 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, (6,242 reviews)
"Fantastic hotel, loved every minute of our stay!"
United States
Melissa
The price is ₩130,170
₩146,442 total
includes taxes & fees
Nov 24 - Nov 25
Home2 Suites by Hilton Orlando at Flamingo Crossings
A hotel pool area with lounge chairs, palm trees, and a fountain.

5. 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, (2,348 reviews)
"We loved staying in this hotel!"
United States
James
The price is ₩114,055
₩128,312 total
includes taxes & fees
Nov 24 - Nov 25
SpringHill Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance
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, (1,914 reviews)
"Great place to stay"
United States
Ramon
The price is ₩126,728
₩142,569 total
includes taxes & fees
Nov 9 - Nov 10
TownePlace Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance
A swimming pool with a slide and a small waterfall feature, surrounded by lounge chairs and umbrellas.

7. 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, (2,769 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 ₩152,047
₩171,053 total
includes taxes & fees
Nov 29 - Nov 30
Homewood Suites by Hilton Orlando at Flamingo Crossings
A swimming pool with a rock formation centerpiece, lounge chairs, and umbrellas.

8. 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, (3,944 reviews)
"We loved this hotel/resort!"
United States
Kevin
The price is ₩136,733
₩191,349 total
includes taxes & fees
Nov 9 - Nov 10
Hilton Vacation Club Aqua Sol Orlando West
An aerial view of a resort with a water park, including slides and pools.

9. 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, (10,930 reviews)
"Great place to stay!"
United States
Jessica
The price is ₩277,535
₩385,763 total
includes taxes & fees
Dec 2 - Dec 3
The Grove Resort & Water Park Orlando
Interior

10. 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 ₩92,045
₩327,158 total
includes taxes & fees
Nov 3 - Nov 4
Upstay: Condo Near Disney w Pool, Sauna
A bunk bed with a blue mattress, a white nightstand with a red lamp, and a wall with colorful circular decals.

11. 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 ₩106,071
₩314,772 total
includes taxes & fees
Nov 3 - Nov 4
Upstay - Condo Near Disney w Pool Hot tub Sauna
Interior

12. 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 ₩104,050
₩340,665 total
includes taxes & fees
Nov 17 - Nov 18
Upstay Condo Near Disney w Pool & Sauna
Room

13. 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 ₩165,497
₩420,973 total
includes taxes & fees
Nov 16 - Nov 17
Upstay 3BR Condo w Pool Patio Near Disney
A spacious lobby with leather sofas, a central coffee table, and large windows offering a view of greenery outside.

14. Condo With Sauna, Games, Poolnear Disney

Condo With Sauna, Games, Poolnear Disney
3.0 star property
Winter Garden
The price is ₩92,045
₩327,158 total
includes taxes & fees
Nov 4 - Nov 5
Condo With Sauna, Games, Poolnear Disney
Interior

15. 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 ₩80,039
₩313,653 total
includes taxes & fees
Nov 3 - Nov 4
Upstay 3BR Condo w Pool & Patio Near Disney
Interior

16. 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 ₩92,045
₩327,158 total
includes taxes & fees
Nov 3 - Nov 4
Modern 3BR Resort Condo With Pool Near Disney
A child's bedroom with bunk beds, a desk, and wall decals.

17. 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 ₩128,115
₩336,816 total
includes taxes & fees
Nov 3 - Nov 4
Upstay - Modern Family Apartment w Pool Hot Tub
A spacious lobby with a large seating area, a flat-screen TV mounted on the wall, and large windows offering a view of the outdoors.

18. Upstay - Condo Near Disney w Pool-spa-sauna-games

Upstay - Condo Near Disney w Pool-spa-sauna-games
2.0 star property
Winter Garden
The price is ₩214,089
₩444,122 total
includes taxes & fees
Nov 16 - Nov 17
Upstay - Condo Near Disney w Pool-spa-sauna-games
A bunk bed with a colorful mural of sea creatures on the wall behind it.

19. 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 ₩94,713
₩330,160 total
includes taxes & fees
Nov 30 - Dec 1
Upstay: Modern Condo w Outdoor Pool - Near Disney!
A bunk bed with a colorful mural of sea creatures on the wall behind it.

20. Beautiful Condo w Outdoor Pool and Sauna

Beautiful Condo w Outdoor Pool and Sauna
4.0 star property
Winter Garden
The price is ₩92,045
₩327,158 total
includes taxes & fees
Nov 3 - Nov 4
Beautiful Condo w Outdoor Pool and Sauna
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, (6242)
The price is ₩130,170
₩146,442 total
includes taxes & fees
Nov 24 - Nov 25
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, (6242)
The price is ₩130,170
₩146,442 total
includes taxes & fees
Nov 24 - Nov 25
Home2 Suites by Hilton Orlando at Flamingo Crossings
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4-star family-friendly hotels in Winter Garden

A swimming pool with a rock formation centerpiece, lounge chairs, and umbrellas.
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, (3944)
The price is ₩136,733
₩191,349 total
includes taxes & fees
Nov 9 - Nov 10
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
"Great experience"
Bryan 3-night trip
Posted less than an hour 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.