The Best Hotels in Downtown Winter Garden, Winter Garden - 2026 Updated Prices

A tree-lined sidewalk with parked cars and a clear sky.

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Our top choices for Downtown Winter Garden hotels

A hotel pool area with lounge chairs and umbrellas, surrounded by tall buildings and a sunset sky.

1. Drury Plaza Hotel Orlando - Disney Springs Area

22.1 km from Downtown Winter Garden

Brianne

4.721.222 ₫ total

includes taxes & fees

13 Oct - 14 Oct

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

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

20.6 km from Downtown Winter Garden

Camille

3.069.715 ₫ total

includes taxes & fees

27 Oct - 28 Oct

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

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

20.6 km from Downtown Winter Garden

Deidra

2.601.949 ₫ total

includes taxes & fees

27 Oct - 28 Oct

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

20.6 km from Downtown Winter Garden

Roderic

2.852.788 ₫ total

includes taxes & fees

25 Oct - 26 Oct

An aerial view of a resort with a large swimming pool surrounded by palm trees and lounge chairs.

5. Wyndham Grand Orlando Resort Bonnet Creek

23.7 km from Downtown Winter Garden

Carlos

4.853.072 ₫ total

includes taxes & fees

29 Oct - 30 Oct

A swimming pool with lounge chairs and palm trees, surrounded by a building with large windows.

6. DoubleTree by Hilton at the Entrance to Universal Orlando

15.9 km from Downtown Winter Garden

Leah

2.708.659 ₫ total

includes taxes & fees

19 Oct - 20 Oct

A hotel pool area with lounge chairs and umbrellas, surrounded by palm trees and modern buildings.

7. Universal's Endless Summer Resort - Surfside Inn and Suites

16.6 km from Downtown Winter Garden

Steven

4.063.718 ₫ total

includes taxes & fees

1 Nov - 2 Nov

8. Hyatt Regency Grand Cypress

21.4 km from Downtown Winter Garden

Coleen

6.168.665 ₫ total

includes taxes & fees

16 Oct - 17 Oct

A covered outdoor seating area with a water feature, a brick floor, and a view of greenery and a building in the background.

9. Hilton Garden Inn Millenia near Universal Orlando Resort

16.9 km from Downtown Winter Garden

Juan A

2.323.481 ₫ total

includes taxes & fees

1 Nov - 2 Nov

A spacious lobby with a reception desk, leather sofas, and a large star-patterned floor design.

10. Wingate by Wyndham Convention Ctr Closest Universal Orlando

15.4 km from Downtown Winter Garden

Leonardo

2.907.458 ₫ total

includes taxes & fees

7 Oct - 8 Oct

A multi-story hotel with a swimming pool, parking, and a landscaped area.

11. Holiday Inn Express & Suites Orlando - Lake Buena Vista by IHG

21.2 km from Downtown Winter Garden

Abi Carolina Fornino

2.308.569 ₫ total

includes taxes & fees

4 Oct - 5 Oct

A breakfast area with a counter displaying hard-boiled eggs, fruits, and muffins. There are two stools and a sign reading "TOP IT BREAKFAST".

12. Tru By Hilton Orlando Convention Center Area, FL

19.9 km from Downtown Winter Garden

Jalen

2.584.407 ₫ total

includes taxes & fees

18 Oct - 19 Oct

A swimming pool with a water slide, lounge chairs, umbrellas, and palm trees.

13. Homewood Suites by Hilton Orlando at Flamingo Crossings

20.6 km from Downtown Winter Garden

Liz

3.405.969 ₫ total

includes taxes & fees

5 Oct - 6 Oct

A large outdoor swimming pool with multiple water features and lounge areas.

14. Wyndham Garden Lake Buena Vista – Disney Springs® Area

22.4 km from Downtown Winter Garden

Arnelis

3.950.646 ₫ total

includes taxes & fees

25 Oct - 26 Oct

A spacious lobby with a high ceiling, wooden beams, and a central fountain.

15. Margaritaville Resort Orlando with H2O Waterpark

25 km from Downtown Winter Garden

Mike

5.220.660 ₫ total

includes taxes & fees

21 Oct - 22 Oct

An aerial view of a resort with multiple swimming pools, landscaped gardens, and outdoor seating areas.

16. Rosen Shingle Creek

21.5 km from Downtown Winter Garden

Maria

3.484.856 ₫ total

includes taxes & fees

18 Oct - 19 Oct

A pool area with people swimming and relaxing.

17. Universal's Endless Summer Resort - Dockside Inn and Suites

16.9 km from Downtown Winter Garden

Jorge

3.771.362 ₫ total

includes taxes & fees

1 Nov - 2 Nov

A hotel room with a large bed, a sofa, a small table, and a TV.

18. Hyatt Place Orlando / I-Drive / Convention Center

18.2 km from Downtown Winter Garden

Kiara

2.454.544 ₫ total

includes taxes & fees

11 Oct - 12 Oct

A breakfast bar with a chalkboard displaying food items and utensils.

19. Hampton Inn closest to Universal Orlando

15.5 km from Downtown Winter Garden

Jackie

2.284.745 ₫ total

includes taxes & fees

2 Nov - 3 Nov

An outdoor infinity pool with a clear view of the cityscape, surrounded by lounge chairs and a bar area.

20. Cambria Hotel Orlando Universal Blvd

16.4 km from Downtown Winter Garden

Wendy

2.675.581 ₫ total

includes taxes & fees

18 Oct - 19 Oct

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Where to stay in Downtown Winter Garden

Find the best Downtown Winter Garden areas for the activities you enjoy most.

A city skyline at dusk with illuminated buildings reflecting on a calm body of water.

Horizon West

While visiting Horizon West, you might make a stop by sights like Walt Disney World® Resort and Orange County National Golf Club.

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A sunset over a body of water with silhouetted land in the distance and tall grasses in the foreground.

Vista del Lago

While Vista del Lago isn't home to many top sights, Orange Lake Golf and Island H2O Live! are some notable places to visit nearby.

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A wooden pier extending into a calm body of water, surrounded by lush greenery and a distant forest.

Oakland

Oakland might not have many top sights, but Garden Theatre and West Orange Trail are two attractions nearby that you can check out.

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Killarney

While visiting Killarney, you might make a stop by sights like Oakland Nature Preserve and Johns Lake.

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Top Downtown Winter Garden Hotel Reviews

Sheraton Vistana Villages Resort Villas, I-Drive/Orlando

10/10 Excellent

"Clean room and awesome staff."

The Grove Resort & Water Park Orlando

10/10 Excellent

"It’s a wonderful place to enjoy whit your kids and family, we found everything that we were looking for a unforgettable time out of the house and we will came back again to continue enjoying this place, we love the grove resort and my little kid had the best birthday celebration on the water park"

Rosen Inn Lake Buena Vista

8/10 Good

"I stayed for two nights and really enjoyed my stay. When I first arrived, though, it wasn’t very easy to find my way around or locate my room. The property is quite large, and there aren’t many signs. The ones that are there aren’t very clear, so it’s easy to get lost. Two other guests who had just arrived were having the same issue and were also trying to find their rooms. Other than that, I had a very comfortable stay and had no issues with bed bugs or anything like that. The room was very spacious and comfortable, and the hotel is conveniently located near shops, parks, and restaurants. I didn’t use the transportation service to the parks or Disney Springs because the schedule wasn’t very convenient for me. Overall, I recommend this hotel and would definitely stay here again."

Frequently asked questions

What is Downtown Winter Garden like?

Travellers are sure to enjoy a stay in Winter Garden's Downtown Winter Garden neighbourhood. Make sure that you visit Garden Theatre and Winter Garden Heritage Museum as part of your Downtown Winter Garden travel plans.

How many hotels will I find in Downtown Winter Garden?

Expedia has 5 Downtown Winter Garden hotels and other accommodation options, and one might make a good home base for venturing out into the greater Winter Garden area.

If I need to cancel my hotel reservation in Downtown Winter Garden, will I receive a refund?

Yes! The majority of hotel reservations are fully refundable provided that you cancel prior to the hotel's cancellation deadline, which is usually within 24-48 hours of your arrival date. If your reservation is non-refundable, you might still have the option to cancel and be given a refund within 24 hours of booking. Put your dates in and click on "Search", then use the filter option "fully refundable" to view the best deals available in Downtown Winter Garden.

What can I see and do in this Winter Garden neighbourhood?

Downtown Winter Garden's sights and attractions like Central Florida Railroad Museum, Garden Theatre and Winter Garden Heritage Museum offer insight into the local culture. You could also plan a visit to West Orange Trail or Winter Garden Art Association while you're in the neighbourhood. A few places to visit in the area around Downtown Winter Garden include Plant Street Market, Newton Park and Black Lake. You might also plan a visit to The Woods Laser Tag when you're sightseeing in Winter Garden.

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Our top choices for Downtown Winter Garden hotels

1. Drury Plaza Hotel Orlando - Disney Springs Area

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

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

4. Home2 Suites by Hilton Orlando at Flamingo Crossings

5. Wyndham Grand Orlando Resort Bonnet Creek

6. DoubleTree by Hilton at the Entrance to Universal Orlando

7. Universal's Endless Summer Resort - Surfside Inn and Suites

8. Hyatt Regency Grand Cypress

9. Hilton Garden Inn Millenia near Universal Orlando Resort

10. Wingate by Wyndham Convention Ctr Closest Universal Orlando

11. Holiday Inn Express & Suites Orlando - Lake Buena Vista by IHG

12. Tru By Hilton Orlando Convention Center Area, FL

13. Homewood Suites by Hilton Orlando at Flamingo Crossings

14. Wyndham Garden Lake Buena Vista – Disney Springs® Area

15. Margaritaville Resort Orlando with H2O Waterpark

16. Rosen Shingle Creek

17. Universal's Endless Summer Resort - Dockside Inn and Suites

18. Hyatt Place Orlando / I-Drive / Convention Center

19. Hampton Inn closest to Universal Orlando

20. Cambria Hotel Orlando Universal Blvd

Where to stay in Downtown Winter Garden

Horizon West

Vista del Lago

Oakland

Killarney

Top Downtown Winter Garden Hotel Reviews

Sheraton Vistana Villages Resort Villas, I-Drive/Orlando

Frequently asked questions

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