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Search Hotels in Downtown Winter Garden, Winter Garden

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20 Dec - 21 Dec
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Our top choices for Downtown Winter Garden hotels

Reception
Seasons Florida Resort

Seasons Florida Resort

Seasons Florida Resort
2.0 star property
29.2 km from Downtown Winter Garden
8.8 out of 10, Excellent, (3299)
"Excellent location and value, very clean and friendly check in"
United States
Jason
The price is 2.131.515 ₫
2.419.270 ₫ total
includes taxes & fees
31 Dec - 1 Jan 2026
Seasons Florida Resort
Restaurant
Wingate by Wyndham - Orlando International Airport

Wingate by Wyndham - Orlando International Airport

Wingate by Wyndham - Orlando International Airport
3.0 star property
29.6 km from Downtown Winter Garden
8.8 out of 10, Excellent, (3728)
"Beautiful property, excellent staff and love the shuttle service to the airport!"
United States
Robert
The price is 2.107.831 ₫
2.371.310 ₫ total
includes taxes & fees
22 Dec - 23 Dec
Wingate by Wyndham - Orlando International Airport
Lobby
Country Inn & Suites by Radisson, Orlando Airport, FL

Country Inn & Suites by Radisson, Orlando Airport, FL

Country Inn & Suites by Radisson, Orlando Airport, FL
3.0 star property
29.2 km from Downtown Winter Garden
7.8 out of 10, Good, (4318)
"Always enjoy my stay here. "
United States
David
The price is 2.252.183 ₫
2.533.706 ₫ total
includes taxes & fees
5 Jan - 6 Jan 2026
Country Inn & Suites by Radisson, Orlando Airport, FL
Exterior
La Quinta Inn & Suites by Wyndham Orlando Airport North

La Quinta Inn & Suites by Wyndham Orlando Airport North

La Quinta Inn & Suites by Wyndham Orlando Airport North
3.0 star property
29.2 km from Downtown Winter Garden
7.4 out of 10, Good, (881)
"nice and clean staff was great also"
United States
sumatran
The price is 2.505.188 ₫
2.818.336 ₫ total
includes taxes & fees
5 Jan - 6 Jan 2026
La Quinta Inn & Suites by Wyndham Orlando Airport North
Lobby
Cambria Hotel Orlando Airport

Cambria Hotel Orlando Airport

Cambria Hotel Orlando Airport
3.0 star property
27.7 km from Downtown Winter Garden
8.8 out of 10, Excellent, (1933)
"Clean room and pleasant staff. "
United States
Mariama Velinique
The price is 2.394.672 ₫
2.694.005 ₫ total
includes taxes & fees
5 Jan - 6 Jan 2026
Cambria Hotel Orlando Airport
Outdoor pool, pool umbrellas, pool loungers
Wyndham I-Drive Avanti Resort & Conference Center

Wyndham I-Drive Avanti Resort & Conference Center

Wyndham I-Drive Avanti Resort & Conference Center
3.5 star property
16.4 km from Downtown Winter Garden
7.4 out of 10, Good, (3920)
"The bar and pool were great"
United States
Melissa
The price is 1.639.688 ₫
2.377.529 ₫ total
includes taxes & fees
23 Dec - 24 Dec
Wyndham I-Drive Avanti Resort & Conference Center
Reception
Kompose Boutique Resort at Theme Parks

Kompose Boutique Resort at Theme Parks

Kompose Boutique Resort at Theme Parks
3.0 star property
25.7 km from Downtown Winter Garden
9.4 out of 10, Exceptional, (2031)
"Very nice place to stay in, we love it!!"
United States
Basim
The price is 1.293.119 ₫
2.512.754 ₫ total
includes taxes & fees
21 Dec - 22 Dec
Kompose Boutique Resort at Theme Parks
Lobby
Hyatt House Orlando International Drive

Hyatt House Orlando International Drive

Hyatt House Orlando International Drive
4.0 star property
17.5 km from Downtown Winter Garden
9.4 out of 10, Exceptional, (1381)
"The staff was really friendly and the property was nice and cozy "
United States
curtis
The price is 3.105.170 ₫
3.493.316 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
Hyatt House Orlando International Drive
Outdoor banquet area
Rosen Shingle Creek

Rosen Shingle Creek

Rosen Shingle Creek
4.5 star property
21.5 km from Downtown Winter Garden
9.4 out of 10, Exceptional, (4367)
"Room, facilities and staff were great. "
United States
Gary E
The price is 3.557.788 ₫
4.002.512 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
Rosen Shingle Creek
Studio Suite, 1 King Bed, Accessible, Non Smoking (Mobility/Hearing Accessible) | Premium bedding, in-room safe, desk, blackout curtains
Ramada by Wyndham Suites Orlando Airport

Ramada by Wyndham Suites Orlando Airport

Ramada by Wyndham Suites Orlando Airport
3.0 star property
29.8 km from Downtown Winter Garden
8.2 out of 10, Very good, (5216)
"Excellent place"
United States
Leonard
The price is 2.581.501 ₫
2.904.189 ₫ total
includes taxes & fees
21 Dec - 22 Dec
Ramada by Wyndham Suites Orlando Airport
Fitness facility
Wyndham Garden Orlando Airport

Wyndham Garden Orlando Airport

Wyndham Garden Orlando Airport
3.0 star property
26.4 km from Downtown Winter Garden
9.0 out of 10, Wonderful, (4037)
"Very clean hotel and easy experience checking in and out "
United States
Arielle
The price is 2.510.451 ₫
2.824.257 ₫ total
includes taxes & fees
23 Dec - 24 Dec
Wyndham Garden Orlando Airport
Exterior
Hampton Inn & Suites Orlando Airport @ Gateway Village

Hampton Inn & Suites Orlando Airport @ Gateway Village

Hampton Inn & Suites Orlando Airport @ Gateway Village
3.0 star property
29.4 km from Downtown Winter Garden
9.4 out of 10, Exceptional, (2457)
"Great stay "
United States
Nancy
The price is 2.567.818 ₫
2.888.796 ₫ total
includes taxes & fees
23 Dec - 24 Dec
Hampton Inn & Suites Orlando Airport @ Gateway Village
Lobby lounge
Aloft Orlando Lake Buena Vista

Aloft Orlando Lake Buena Vista

Aloft Orlando Lake Buena Vista
3.0 star property
21.1 km from Downtown Winter Garden
8.8 out of 10, Excellent, (1909)
"Great stay"
United States
Gerard
The price is 2.157.830 ₫
2.427.559 ₫ total
includes taxes & fees
23 Dec - 24 Dec
Aloft Orlando Lake Buena Vista
Business centre
Spark by Hilton Orlando near Universal

Spark by Hilton Orlando near Universal

Spark by Hilton Orlando near Universal
2.5 star property
15.5 km from Downtown Winter Garden
9.0 out of 10, Wonderful, (455)
"The rooms and breakfast were lovely"
United States
MacKenzie Rose
The price is 2.255.985 ₫
2.537.984 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
Spark by Hilton Orlando near Universal
Exterior
Ramada by Wyndham Kissimmee Gateway

Ramada by Wyndham Kissimmee Gateway

Ramada by Wyndham Kissimmee Gateway
3.0 star property
25.9 km from Downtown Winter Garden
8.0 out of 10, Very good, (3899)
"Always great to stay there "
United States
Giandre
The price is 1.326.276 ₫
2.042.938 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
Ramada by Wyndham Kissimmee Gateway
View from room
Rosen Inn at Pointe Orlando

Rosen Inn at Pointe Orlando

Rosen Inn at Pointe Orlando
3.0 star property
18.4 km from Downtown Winter Garden
8.6 out of 10, Excellent, (5402)
"Fantastic hotel"
United States
Gabe
The price is 2.131.278 ₫
2.397.687 ₫ total
includes taxes & fees
22 Dec - 23 Dec
Rosen Inn at Pointe Orlando
Lobby sitting area
Destiny Palms Hotel Maingate West

Destiny Palms Hotel Maingate West

Destiny Palms Hotel Maingate West
2.5 star property
24.6 km from Downtown Winter Garden
8.4 out of 10, Very good, (2137)
"Had a wonderful stay. The room was clean and the stuff was very nice."
United States
Janie
Destiny Palms Hotel Maingate West
Terrace/patio
Hyatt House Orlando Airport

Hyatt House Orlando Airport

Hyatt House Orlando Airport
3.5 star property
29.5 km from Downtown Winter Garden
9.6 out of 10, Exceptional, (2808)
"Great location, friendly staff, great breakfast"
United States
Gabriel
The price is 3.394.635 ₫
3.819.096 ₫ total
includes taxes & fees
22 Dec - 23 Dec
Hyatt House Orlando Airport
Outdoor pool, a heated pool, pool umbrellas, pool loungers
Holiday Inn Resort Orlando - Lake Buena Vista by IHG

Holiday Inn Resort Orlando - Lake Buena Vista by IHG

Holiday Inn Resort Orlando - Lake Buena Vista by IHG
3.5 star property
23 km from Downtown Winter Garden
8.4 out of 10, Very good, (3574)
"Great place to stay "
United States
Nathaniel
The price is 1.789.420 ₫
2.901.229 ₫ total
includes taxes & fees
14 Jan - 15 Jan 2026
Holiday Inn Resort Orlando - Lake Buena Vista by IHG
Exterior
Holiday Inn Resort Kissimmee by the Parks by IHG

Holiday Inn Resort Kissimmee by the Parks by IHG

Holiday Inn Resort Kissimmee by the Parks by IHG
3.5 star property
25.4 km from Downtown Winter Garden
8.4 out of 10, Very good, (1067)
"Great hotel"
United States
Steven
The price is 1.868.365 ₫
2.643.342 ₫ total
includes taxes & fees
4 Jan - 5 Jan 2026
Holiday Inn Resort Kissimmee by the Parks by IHG
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 Downtown Winter Garden Hotel Reviews

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