Winter Garden, FL Castles With Overnight Rooms from $85| Expedia

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

Bundle & Save
Get more, spend less whenever you see Bundle & Save deals
OneKeyCash
Earn OneKeyCash on all your eligible bookings
Upfront pricing
We are not like the others - we include taxes and fees

Check prices for these dates

Next weekend

In two weeks

In one month

In two months

No exact matches found, but these alternatives could be just right

Recommended hotels in Winter Garden

A Marriott Fairfield hotel sign with a landscaped garden in front.

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

Bay Lake

Stephen

$76 nightly

Oct 26 - Oct 27

Total with taxes and fees

A large hotel with multiple floors, a central courtyard, and a reflective water feature.

2. Residence Inn by Marriott Orlando Flamingo Crossing/Western Entrance

Bay Lake

Camille

$86 nightly

Oct 29 - Oct 30

Total with taxes and fees

An outdoor patio with round tables and chairs, a red umbrella, and a grill.

3. Home2 Suites By Hilton Winter Garden

Winter Garden

Ricardo

$122 nightly

Oct 18 - Oct 19

Total with taxes and fees

A multi-story hotel with a prominent sign reading "SPRINGHILL SUITES."

4. SpringHill Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance

Bay Lake

Abby

$87 nightly

Oct 26 - Oct 27

Total with taxes and fees

A hotel named 'Townplace Suites' with a modern design, featuring a large entrance, landscaped gardens, and a clear blue sky.

5. TownePlace Suites Orlando at FLAMINGO CROSSINGS® Town Center/Western Entrance

Bay Lake

Hellen

$87 nightly

Oct 26 - Oct 27

Total with taxes and fees

A hotel with a prominent "HOME 2" sign, a stone facade, and an arched entrance.

6. Home2 Suites by Hilton Orlando at Flamingo Crossings

Bay Lake

Kevin

$98 nightly

Oct 19 - Oct 20

Total with taxes and fees

A large hotel with a central entrance, multiple floors, and a sign indicating 'Homewood Suites by Hilton.'

7. Homewood Suites by Hilton Orlando at Flamingo Crossings

Bay Lake

Liz

$114 nightly

Oct 26 - Oct 27

Total with taxes and fees

A resort with multiple buildings, a central swimming pool, and a waterway.

8. Hilton Vacation Club Aqua Sol Orlando West

Winter Garden

Rafael

$119 nightly

Nov 5 - Nov 6

Total with taxes and fees

A resort with multiple swimming pools surrounded by lush greenery and a large hotel building.

9. The Grove Resort & Water Park Orlando

Winter Garden

John

$219 nightly

Nov 9 - Nov 10

Total with taxes and fees

A TopGolf facility with a brightly lit driving range, a well-lit entrance, and a parking area.

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

Winter Garden

Steve S.

$311 nightly

Oct 12 - Oct 13

Total with taxes and fees

11. FunTropicalTinyHomeGolfCartLake

Winter Garden

Emily R.

$207 nightly

Oct 11 - Oct 12

Total with taxes and fees

12. StylishAptWtrGrdnOppLake&Prk&Yrd

Winter Garden

Lindsey W.

$190 nightly

Oct 13 - Oct 14

Total with taxes and fees

A multi-story hotel with balconies, palm trees, and a clear blue sky.

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

Winter Garden

$228 nightly

Nov 2 - Nov 3

Total with taxes and fees

A two-story house with a front porch, a brick driveway, and a well-maintained lawn.

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

Winter Garden

$444 nightly

Oct 18 - Oct 19

Total with taxes and fees

A row of modern multi-story buildings with a central pedestrian crossing, surrounded by palm trees and a clear sky.

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

Winter Garden

Anonymous traveler

$363 nightly

Oct 10 - Oct 11

Total with taxes and fees

A modern interior with a curved sectional sofa, a round coffee table with a plant, and a brick wall.

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

Winter Garden

"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...

Anonymous traveler

$309 nightly

Oct 10 - Oct 11

Total with taxes and fees