Downtown Winter Garden, FL

Winter Garden

Love this tiny town, just 20 minutes from Walt Disney World. Inside #PlantStreetMarket you’ll find multiple vendors including local food, honey, coffee and desserts, and #crookedcanbrewing #wintergarden #lifeatexpedia
Love this tiny town, just 20 minutes from Walt Disney World. Inside #PlantStreetMarket you’ll find multiple vendors including local food, honey, coffee and desserts, and #crookedcanbrewing #wintergarden #lifeatexpedia
Great coffee shop alert! Axum Coffee in historic Winter Garden not only serves up delicious coffee roasts, flavored lattes, loose leaf teas, but also donates all of its profits to an orphanage in Axum, Ethiopia! A coffee experience that is socially conscious in word and deed.
A great collection of organic & local products for your kitchen, bath & home. The cafe in the back is delightful, with smoothies, juices, wraps & salads all prepared fresh with as many local & organic ingredients as possible. Stop in and try the La Fiesta wrap, and grab some locally roasted coffee beans on your way out!
The Crooked Can at the Plant St market in Winter Garden, Fl

Popular places to visit

West Orange Trail

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.

West Orange Trail

Winter Garden Art Association

Rich with history, Winter Garden Art Association is a cultural attraction worth visiting in Winter Garden. Stroll along the lakeside in this family-friendly area, or check out its top-notch restaurants.

Winter Garden Art Association

Central Florida Railroad Museum

You can study the exhibits at Central Florida Railroad Museum, a museum with a story of its own, during your travels to Winter Garden. Amble around this family-friendly area's lakeside, or seek out the adventure tours.

Central Florida Railroad Museum

Garden Theatre

Enjoy a show at Garden Theatre, a storied theater in Winter Garden. Amble around this family-friendly area's lakeside and enjoy its top-notch restaurants.

Garden Theatre

Winter Garden Heritage Museum

You can browse the exhibits at Winter Garden Heritage Museum, a museum with a story of its own, during your trip to Winter Garden. Stroll along the lakeside in this family-friendly area, or check out its top-notch restaurants.

Winter Garden Heritage Museum

Plant Street Market

You can find the perfect gifts to bring home at Plant Street Market during your visit to Winter Garden.

Plant Street Market

Downtown Winter Garden Hotel Deals

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 ₩169,154 per night from Feb 22 to Feb 23
₩169,154
₩190,299 total
Feb 22 - Feb 23
includes taxes & fees
Book a stay at this family-friendly hotel in Orlando. Enjoy free WiFi, 6 outdoor pools, and 3 restaurants. Our guests praise the pool and the helpful staff in ...
9.2/10 Wonderful! (4,363 reviews)
Was a very nice room, with a great

Reviewed on Jan 20, 2026

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando
DoubleTree by Hilton Hotel Orlando at SeaWorld

DoubleTree by Hilton Hotel Orlando at SeaWorld

4 out of 5
10100 International Drive Orlando FL
Fully refundableReserve now, pay when you stay
The price is ₩93,167 per night from Feb 22 to Feb 23
₩93,167
₩146,118 total
Feb 22 - Feb 23
includes taxes & fees
Book a stay at this family-friendly resort in Orlando. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Our guests praise the breakfast and the pool in our ...
7.4/10 Good! (6,406 reviews)
The breakfast is good. The environment is quite.

Reviewed on Jan 18, 2026

DoubleTree by Hilton Hotel Orlando at SeaWorld
Rosen Inn at Pointe Orlando

Rosen Inn at Pointe Orlando

3 out of 5
9000 International Drive Orlando FL
The price is ₩117,747 per night from Jan 26 to Jan 27
₩117,747
₩132,466 total
Jan 26 - Jan 27
includes taxes & fees
Book a stay at this family-friendly hotel in Orlando. Enjoy free WiFi, 3 outdoor pools, and 2 coffee shops/cafes. Our guests praise the pool and the helpful ...
8.4/10 Very Good! (5,571 reviews)
A nice room for the value. Very safe, and very quiet.

Reviewed on Jan 20, 2026

Rosen Inn at Pointe Orlando
Orlando International Drive North Hotel

Orlando International Drive North Hotel

2 out of 5
5859 American Way Orlando FL
The price is ₩210,121 per night from Feb 14 to Feb 15
₩210,121
₩261,160 total
Feb 14 - Feb 15
includes taxes & fees
Book a stay at this business-friendly hotel in Orlando. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our ...
7.2/10 Good! (2,719 reviews)
The room was clean, but the staff surprised me with a $50 charge in the check-in process

Reviewed on Jan 21, 2026

Orlando International Drive North Hotel
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 ₩189,417 per night from Jan 25 to Jan 26
₩189,417
₩294,037 total
Jan 25 - Jan 26
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! (8,979 reviews)
This is about our 4th time at the resort and each time we have been highly impressed and satisfied. We will be back!

Reviewed on Jan 22, 2026

The Grove Resort & Water Park 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 ₩195,291 per night from Jan 25 to Jan 26
₩195,291
₩219,703 total
Jan 25 - Jan 26
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 ...
8.8/10 Excellent! (6,113 reviews)
Wonderful! I highly recommend.

Reviewed on Jan 21, 2026

Universal's Cabana Bay Beach Resort
See all 35,965 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.

Other neighborhoods around Downtown Winter Garden

At the Oakland Preserve. Nice Boardwalk plus an animal sanctuary

Oakland

When in Oakland, you can plan a visit to Bella Collina Golf Club and West Orange Trail, some noteworthy sights in the nearby area.

Oakland
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Killarney

If you're looking for some top things to see and do in Killarney and surrounding area, you can visit Bella Collina Golf Club and West Orange Trail.

Killarney

Downtown Winter Garden, FL