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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 breakfast bar with various food dispensers, a seating area with a table and chairs, and large windows with a view of greenery.

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, (5,715 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 large hotel with multiple floors, a central courtyard, and a reflective water feature.

2. 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 ₩125,635
₩141,341 total
includes taxes & fees
Nov 29 - Nov 30
Residence Inn by Marriott Orlando Flamingo Crossing/Western Entrance
Pool

3. 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 ₩127,651
₩143,608 total
includes taxes & fees
Nov 24 - Nov 25
TownePlace Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance
A hotel pool area with lounge chairs, palm trees, and a fountain.

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, (2,350 reviews)
"We loved staying in this hotel!"
United States
James
The price is ₩114,886
₩129,246 total
includes taxes & fees
Nov 24 - Nov 25
SpringHill 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.

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
A hotel pool area with multiple lounge chairs and umbrellas, a water slide, and palm trees.

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, (6,259 reviews)
"Fantastic hotel, loved every minute of our stay!"
United States
Melissa
The price is ₩131,117
₩147,507 total
includes taxes & fees
Nov 29 - Nov 30
Home2 Suites by Hilton Orlando at Flamingo Crossings
A swimming pool with a rock formation centerpiece, lounge chairs, and umbrellas.

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
A pool area with water slides, a 'NO ENTRY' sign, and autumn leaves.

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, (10,943 reviews)
"Great place to stay!"
United States
Jessica
The price is ₩239,817
₩343,865 total
includes taxes & fees
Dec 6 - Dec 7
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
A bunk bed with a blue mattress, a white nightstand with a red lamp, and a wall with colorful circular decals.

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

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 ₩120,825
₩372,426 total
includes taxes & fees
Nov 18 - Nov 19
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.

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
Interior

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
A child's bedroom with bunk beds, a desk, and wall decals.

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 ₩135,928
₩346,148 total
includes taxes & fees
Nov 18 - Nov 19
Upstay - Modern Family Apartment w Pool Hot Tub
A room with a bunk bed, a green wall, a mural of an African savannah, and a small orange bean bag.

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 ₩173,779
₩383,999 total
includes taxes & fees
Nov 10 - Nov 11
Upstay - Condo w Hot Tub and Pool - Near Disney
Interior

17. Bright Family Escape With Game Room and Sauna

Bright Family Escape With Game Room and Sauna
4.0 star property
Winter Garden
The price is ₩101,927
₩309,304 total
includes taxes & fees
Nov 30 - Dec 1
Bright Family Escape With Game Room and Sauna
Interior

18. Pet-friendly Resort Getaway With Patio and Pool

Pet-friendly Resort Getaway With Patio and Pool
4.0 star property
Winter Garden
The price is ₩94,058
₩300,818 total
includes taxes & fees
Nov 30 - Dec 1
Pet-friendly Resort Getaway With Patio and Pool
Interior

19. Stylish Urban Retreat With Pool and Game Room

Stylish Urban Retreat With Pool and Game Room
4.0 star property
Winter Garden
The price is ₩101,927
₩309,304 total
includes taxes & fees
Nov 30 - Dec 1
Stylish Urban Retreat With Pool and Game Room
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 ₩104,610
₩342,497 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, (6259)
The price is ₩131,117
₩147,507 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, (6259)
The price is ₩131,117
₩147,507 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 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, (3949)
The price is ₩137,468
₩192,377 total
includes taxes & fees
Nov 11 - Nov 12
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

Universal's Cabana Bay Beach Resort

Universal's Cabana Bay Beach Resort

10/10 Excellent
"The staff is amazing and go above and beyond. My favourite go to hotel. Between the closeness to Universal and the cafeteria style restaurant, it has everything I need"
Brittany 6-night trip
Posted 2 hours ago
Universal's Cabana Bay Beach Resort

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.