Search Inns in Winter Garden from CA $77

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Check prices for these dates

Next weekend
Nov 20 - Nov 22
In two weeks
Nov 27 - Nov 29
In one month
Dec 11 - Dec 13
In two months
Jan 8 - Jan 10
No exact matches found, but these alternatives could be just right

Recommended hotels in 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.

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, (5,752 reviews)
"Great location, breakfast, clean, and very nice and helpful staff!"
United States
Robert
The price is CA $112
CA $126 total
includes taxes & fees
Dec 8 - Dec 9
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, (2,329 reviews)
"We were very pleased with our stay here. The location, the rooms and breakfast were great!"
United States
Michael
The price is CA $126
CA $142 total
includes taxes & fees
Nov 29 - Nov 30
Residence Inn by Marriott Orlando Flamingo Crossing/Western Entrance
A swimming pool with lounge chairs and a view of a building in the background.

3. Home2 Suites By Hilton Winter Garden

Home2 Suites By Hilton Winter Garden
3.0 star property
Winter Garden
9.4 out of 10, Exceptional, (535 reviews)
"Good choice , clean, helpful staff"
United States
Enrique
The price is CA $155
CA $174 total
includes taxes & fees
Nov 29 - Nov 30
Home2 Suites By Hilton Winter Garden
An outdoor patio area with a fire pit, yellow and blue seating, and a covered section with a pergola.

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, (6,282 reviews)
"Fantastic hotel, loved every minute of our stay!"
United States
Melissa
The price is CA $138
CA $155 total
includes taxes & fees
Nov 30 - Dec 1
Home2 Suites by Hilton Orlando at Flamingo Crossings
A pool area with lounge chairs, a fire pit, and palm trees.

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, (2,362 reviews)
"We loved staying in this hotel!"
United States
James
The price is CA $121
CA $136 total
includes taxes & fees
Nov 29 - Nov 30
SpringHill Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance
A pool area with lounge chairs, a fire pit, and palm trees.

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, (1,912 reviews)
"Great place to stay"
United States
Ramon
The price is CA $134
CA $151 total
includes taxes & fees
Nov 29 - Nov 30
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, (2,786 reviews)
"Great place to stay."
Australia
Timothy
The price is CA $161
CA $181 total
includes taxes & fees
Nov 29 - Nov 30
Homewood Suites by Hilton Orlando at Flamingo Crossings
A resort with multiple buildings, a central swimming pool, and a waterway.

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, (3,955 reviews)
"Love this place plenty to do for kids and the adults with them !!!"
United States
Travis
The price is CA $145
CA $203 total
includes taxes & fees
Nov 16 - Nov 17
Hilton Vacation Club Aqua Sol Orlando West
A resort with multiple swimming pools, lounge areas, and a view of the sea.

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, (10,945 reviews)
"Great place to stay!"
United States
Jessica
The price is CA $235
CA $343 total
includes taxes & fees
Dec 10 - Dec 11
The Grove Resort & Water Park Orlando
Living area

10. StylishAptWtrGrdnOppLake&Prk&Yrd

StylishAptWtrGrdnOppLake&Prk&Yrd
Winter Garden
9.8 out of 10, Exceptional, (25 reviews)
"Great place to stay! "
United States
Lindsey W.
The price is CA $150
CA $274 total
includes taxes & fees
Dec 6 - Dec 7
StylishAptWtrGrdnOppLake&Prk&Yrd
A modern kitchen with white cabinets, a central island with bar stools, a microwave, and a refrigerator.

11. Modern LuXuRy Unit in beautiful Down Town Winter Garden with WIFI, Cable & POOL

Modern LuXuRy Unit in beautiful Down Town Winter Garden with WIFI, Cable & POOL
Winter Garden
9.8 out of 10, Exceptional, (24 reviews)
"The property was perfect for our week with family"
United States
Steve S.
The price is CA $165
CA $476 total
includes taxes & fees
Nov 11 - Nov 12
Modern LuXuRy Unit in beautiful Down Town Winter Garden with WIFI, Cable & POOL
A spacious lobby with a high ceiling, exposed brick walls, and modern lighting fixtures.

12. Cozy 2 Bedroom Apartment in Winter Garden with fast wifi, pool & fitness room

Cozy 2 Bedroom Apartment in Winter Garden with fast wifi, pool & fitness room
Winter Garden
10.0 out of 10, Exceptional, (9 reviews)
"The house is absolutely beautiful! We stayed for two nights and had a wonderful experience. Communication with the host was excellent throughout our stay. We really enjoyed our time there and would definitely recommend this place!"
United States
isaac
The price is CA $257
CA $586 total
includes taxes & fees
Dec 1 - Dec 2
Cozy 2 Bedroom Apartment in Winter Garden with fast wifi, pool & fitness room
Interior

13. FunTropicalTinyHomeGolfCartLake

FunTropicalTinyHomeGolfCartLake
Winter Garden
9.4 out of 10, Exceptional, (11 reviews)
"We had a great time! The host was spectacular. Our accommodations were very clean and comfortable! "
United States
Emily R.
The price is CA $147
CA $271 total
includes taxes & fees
Nov 12 - Nov 13
FunTropicalTinyHomeGolfCartLake
A living room with a sectional sofa, a wooden coffee table, and a ceiling fan.

14. Fire Pit & Yard: Updated Winter Garden Home!

Fire Pit & Yard: Updated Winter Garden Home!
3.0 star property
Winter Garden
The price is CA $281
CA $705 total
includes taxes & fees
Nov 12 - Nov 13
Fire Pit & Yard: Updated Winter Garden Home!
A modern interior with a curved sectional sofa, a round coffee table with a plant, and a brick wall.

15. Cozy 1-bedroom with AC in awesome Winter Garden

Cozy 1-bedroom with AC in awesome Winter Garden
Winter Garden
10.0 out of 10, Exceptional, (1 review)
"We enjoyed our stay and had a great experience. Gina communicated with us right away, so we knew how to check in or had any questions answered. The property is very cute and looks new and was spotless. The location of the property is great as well. Downtown Winter Garden is adorable with great restaurants and is an easy drive down Plant St. It also was very convenient to where we were visiting in Ocoee and Orlando.We had everything we needed, highly recommend this property, and would stay there...
United States
Anonymous traveller
The price is CA $184
CA $498 total
includes taxes & fees
Nov 17 - Nov 18
Cozy 1-bedroom with AC in awesome Winter Garden
Room

16. Upstay Stylish 3BR Condo w Patio Near Disney

Upstay Stylish 3BR Condo w Patio Near Disney
2.0 star property
Winter Garden
The price is CA $121
CA $384 total
includes taxes & fees
Nov 29 - Nov 30
Upstay Stylish 3BR Condo w Patio Near Disney
A bedroom with a bed, a bedside table with a lamp, and a wall decorated with woven baskets.

17. Fire Pit & Yard: Updated Winter Garden Home!

Fire Pit & Yard: Updated Winter Garden Home!
Winter Garden
9.6 out of 10, Exceptional, (12 reviews)
"Amazing House! Would stay again anytime!"
United States
Patrick O.
The price is CA $217
CA $680 total
includes taxes & fees
Nov 12 - Nov 13
Fire Pit & Yard: Updated Winter Garden Home!
Interior

18. Upstay: Stylish 3BR Condo w Pationear Disney

Upstay: Stylish 3BR Condo w Pationear Disney
4.0 star property
Winter Garden
10.0 out of 10, Exceptional, (1 review)
"The room was great, spacious, clean, just what we needed. All the amenities were as promised. We loved the stay."
United States
Ismael
The price is CA $77
CA $324 total
includes taxes & fees
Nov 30 - Dec 1
Upstay: Stylish 3BR Condo w Pationear Disney
A spacious living area with a dining table, chairs, a sofa, and a kitchen in the background.

19. House with large deck, walking distance to Historic Downtown Winter Garden

House with large deck, walking distance to Historic Downtown Winter Garden
Winter Garden
9.8 out of 10, Exceptional, (30 reviews)
"This was our second time staying here. Just as great as the first time!"
United States
Thomas C.
House with large deck, walking distance to Historic Downtown Winter Garden
Communal Outdoor Pool and Hot Tub

20. Upstay: Stylish 3BR Condo w Patio—near Disney

Upstay: Stylish 3BR Condo w Patio—near Disney
Winter Garden
The price is CA $95
CA $360 total
includes taxes & fees
Nov 12 - Nov 13
Upstay: Stylish 3BR Condo w Patio—near 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.
View all properties

Learn more about Winter Garden

Stroll the charming brick-lined streets of historic downtown where the Plant Street Market buzzes with local food vendors and craft beer. Pedal along the West Orange Trail that cuts through town, stopping at the Heritage Museum or to catch a show at the Garden Theatre.

See all hotels in Winter Garden
A brick building with a clock tower and a sign that reads "Winter Garden."

Top reviews in 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.
Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center

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

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

10/10 Excellent

We all enjoyed our stay, love the hotel, it’s pretty new, the mattress are very comfortable, the bathroom is clean, the staff are very friendly, close to the malls, restaurant and theme park. We’re definitely coming back.
Canada
mercy
Reviewed May 28, 2025
Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center

Frequently Asked Questions

Why book your Winter Garden inn with Expedia?

Reserving an inn in Winter Garden is as simple as working out your travel dates and choosing an option that has what you need. After something budget friendly or upmarket, or a property that also has a restaurant and a pool? Use Expedia's search filters to narrow your results even further and find the perfect fit.

What is there to do in Winter Garden around my inn?

Whatever you're into, Winter Garden has a whole lot to keep you going. Winter Garden Heritage Museum, Garden Theatre and Carter Family Bowl are on many travelers' itineraries. Don't forget to explore Orange County National Golf Club, Resurrection Catholic Church and West Orange Trail either. With Expedia's hotel deals in Winter Garden, you can see even more neat attractions like these with the money you save.

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