Downtown Winter Garden, FL

Winter Garden

A tree-lined sidewalk with parked cars and a clear sky.
A street lined with large trees and historic brick buildings, including a 'Local' sign.
A bakery interior with a display case, shelves with jars, and a counter with a menu board.
A café with a variety of food items and beverages on display, including boxes of snacks and bottles of wine.
A bar with a polished floor, metal chairs, and a brick wall with a TV.

Stay near popular Downtown Winter Garden attractions

West Orange Trail

8.4/10 (337 reviews)
Enjoy a trip to West Orange Trail and popular activities like taking adventure tours in Winter Garden. Stroll along the lakeside in this family-friendly area, or check out its top-notch restaurants.
See properties

Downtown Winter Garden Hotel Deals

Rosen Inn Lake Buena Vista

Rosen Inn Lake Buena Vista

3.5 out of 5
8442 Palm Parkway Orlando FL
The price is ₩82,720 per night from Sep 10 to Sep 11
₩82,720
₩93,061 total
Sep 10 - Sep 11
includes taxes & fees
Book a stay at this family-friendly hotel in Orlando. Enjoy free WiFi, 2 outdoor pools, and breakfast (surcharge). Our guests praise the breakfast and the pool ...
8.6/10 Excellent! (5,983 reviews)
"2nd visit .. can never fault it .. nice and also close to Disney !!!"

Reviewed on Aug 18, 2026

Rosen Inn Lake Buena Vista
DoubleTree by Hilton at the Entrance to Universal Orlando

DoubleTree by Hilton at the Entrance to Universal Orlando

4 out of 5
5780 Major Blvd Orlando FL
The price is ₩110,639 per night from Sep 1 to Sep 2
₩110,639
₩124,468 total
Sep 1 - Sep 2
includes taxes & fees
Book a stay at this family-friendly hotel in Orlando. Enjoy free WiFi, 2 restaurants, and 2 bars/lounges. Our guests praise the pool and the helpful staff in ...
8.6/10 Excellent! (6,991 reviews)
"Lobby was lovely and updated with beautiful water fountain. Staff were extremely helpful. Parking was a nightmare, paid to have it included in our room but gate never worked properly, room key was supposed to open gate and we had to call for them to open & close every time we left lot. Pool area ..."

Reviewed on Aug 18, 2026

DoubleTree by Hilton at the Entrance to Universal Orlando
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

4 out of 5
8800 Vistana Centre Dr Orlando FL
Fully refundableReserve now, pay when you stay
The price is ₩174,476 per night from Sep 7 to Sep 8
₩174,476
₩196,286 total
Sep 7 - Sep 8
includes taxes & fees
Book a stay at this family-friendly aparthotel in Orlando. Enjoy free WiFi, 6 outdoor pools, and 3 restaurants. Our guests praise the pool and the helpful staff ...
9.2/10 Wonderful! (6,493 reviews)
"Beautiful and sooo much to do. I think there were 3 pools. Insane"

Reviewed on Aug 18, 2026

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando
Universal's Cabana Bay Beach Resort

Universal's Cabana Bay Beach Resort

3.5 out of 5
6550 Adventure Way Orlando FL
The price is ₩212,430 per night from Aug 20 to Aug 21
₩212,430
₩238,984 total
Aug 20 - Aug 21
includes taxes & fees
Book a stay at this family-friendly hotel in Orlando. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Our guests praise the pool and the helpful staff in ...
9/10 Wonderful! (7,508 reviews)
"The hotel was so much fun! We enjoyed the lazy river, bowling, and amazing chefs that accommodated our food allergies at every meal. The views of Volcano bay from some rooms is incredible. This hotel has something for everyone."

Reviewed on Aug 18, 2026

Universal's Cabana Bay Beach Resort
The Grove Resort & Water Park Orlando

The Grove Resort & Water Park Orlando

4 out of 5
14501 Grove Resort Avenue Winter Garden FL
The price is ₩239,338 per night from Aug 24 to Aug 25
₩239,338
₩347,323 total
Aug 24 - Aug 25
includes taxes & fees
Book a stay at this family-friendly resort in Four Corners. Enjoy free WiFi, 6 outdoor pools, and 3 restaurants. Our guests praise the pool and the helpful staff ...
8/10 Very Good! (10,715 reviews)
"Everything is acceptable, but I think they could make more of an effort with cleaning the hallways; they smell horrible and were dirty... otherwise, everything was fine..."

Reviewed on Aug 18, 2026

The Grove Resort & Water Park Orlando
Walt Disney World Swan

Walt Disney World Swan

4 out of 5
1200 Epcot Resort Blvd Lake Buena Vista FL
The price is ₩265,719 per night from Sep 1 to Sep 2
₩265,719
₩378,395 total
Sep 1 - Sep 2
includes taxes & fees
Book a stay at this beach resort in Lake Buena Vista. Enjoy free WiFi, a private beach, and 3 hot tubs. Our guests praise the pool and the helpful staff in our ...
Walt Disney World Swan
See all 36,585 properties in Downtown Winter Garden
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.

Where to stay in Downtown Winter Garden

Find the best Downtown Winter Garden areas and neighborhoods for the activities you enjoy most.
Orlando, Florida Skyline

Horizon West

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

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.

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

Oakland

When in Oakland, you can plan a visit to Winter Garden Art Association and West Orange Trail, some noteworthy sights in the nearby area.

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

Killarney

If you're spending some time in Killarney, Oakland Nature Preserve and Johns Lake are top sights worth seeing.

Downtown Winter Garden, FL