Downtown Winter Garden

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 such as taking adventure tours in Winter Garden. Stroll along the lakeside in this family-friendly area or visit its top-notch restaurants.
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Things to do

Private Orlando Italian Cooking Class with David

Private Italian & Mediterranean Home Cooking Class in Orlando

S$296
per adult
Private Italian & Mediterranean Home Cooking Class in Orlando
LEGOLAND® Florida Tickets

LEGOLAND® Florida Tickets

S$45
per traveller
86% of travellers recommend
LEGOLAND® Florida Tickets
Icon Park: SEA LIFE Aquarium, Madame Tussauds or The Orlando Eye Options

Icon Park: SEA LIFE Aquarium, Madame Tussauds or The Orlando Eye Options

S$35
per adult
92% of travellers recommend
Icon Park: SEA LIFE Aquarium, Madame Tussauds or The Orlando Eye Options
Universal Orlando Resort Theme Park Tickets

Universal Orlando Resort Theme Park Tickets

S$199
per adult
78% of travellers recommend
Universal Orlando Resort Theme Park Tickets
Orlando: 7-D Dark Ride Entry Ticket

Orlando: 7-D Dark Ride Entry Ticket

S$15
per adult
90% of travellers recommend
Orlando: 7-D Dark Ride Entry Ticket
WonderWorks All Access After Dark

WonderWorks All Access After Dark

S$36
per traveller
88% of travellers recommend
WonderWorks All Access After Dark
See all activities in Winter Garden

Top hotels in Downtown Winter Garden

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
The price is S$177 per night from 7 Sept to 8 Sept
S$177
7 Sept - 8 Sept
includes taxes & fees
Stay at this family-friendly aparthotel in Orlando. Enjoy free Wi-Fi, 6 outdoor pools and 3 restaurants. Our guests praise the pool and the helpful staff in ...
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando
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 S$113 per night from 1 Sept to 2 Sept
S$113
1 Sept - 2 Sept
includes taxes & fees
Stay at this family-friendly hotel in Orlando. Enjoy free Wi-Fi, 2 restaurants and 2 bars/lounges. Our guests praise the pool and the helpful staff in their ...
DoubleTree by Hilton at the Entrance to Universal Orlando
Rosen Inn Lake Buena Vista

Rosen Inn Lake Buena Vista

3.5 out of 5
8442 Palm Parkway Orlando FL
The price is S$104 per night from 6 Sept to 7 Sept
S$104
6 Sept - 7 Sept
includes taxes & fees
Stay at this family-friendly hotel in Orlando. Enjoy free Wi-Fi, 2 outdoor pools and breakfast (surcharge). Our guests praise the breakfast and the pool in their ...
Rosen Inn Lake Buena Vista
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 S$216 per night from 10 Aug to 11 Aug
S$216
10 Aug - 11 Aug
includes taxes & fees
Stay at this family-friendly hotel in Orlando. Enjoy free Wi-Fi, 2 outdoor pools and 2 restaurants. Our guests praise the pool and the helpful staff in their ...
9/10 Wonderful! (7,465 reviews)
"Falta de información, sobre todo respecto al parqueo, nunca te dicen que no es incluido, tienes que pagar 26 dólares por noche, algo realmente absurdo cuando pagas ese precio por un hotel que tiene tantas carencias y Lugo lo de los 50 dólares que dejas en hold nunca te los devuelven , te sientes ..."

Reviewed on 9 Aug, 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 S$313 per night from 10 Aug to 11 Aug
S$313
10 Aug - 11 Aug
includes taxes & fees
Stay at this family-friendly resort in Four Corners. Enjoy free Wi-Fi, 6 outdoor pools and 3 restaurants. Our guests praise the pool and the helpful staff in ...
8/10 Very good! (10,706 reviews)
"My family and I stayed at The Grove Resort & Water Park in Winter Garden to celebrate my wedding\. We were a group of 9 with two separate bookings and chose the resort based on the positive Expedia reviews\. Unfortunately, the experience did not meet our expectations\. We were surprised by the additional ..."

Reviewed on 9 Aug, 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 S$315 per night from 23 Aug to 24 Aug
S$315
23 Aug - 24 Aug
includes taxes & fees
Stay at this beach resort in Lake Buena Vista. Enjoy free Wi-Fi, a private beach and 3 hot tubs. Our guests praise the pool and the helpful staff in their reviews. ...
Walt Disney World Swan
See all 36,428 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 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

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

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

Killarney

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

Downtown Winter Garden