Downtown Winter Garden, FL

Winter Garden

March 25, 2023, Winter Garden, FL: The West Orange bicycle trail through Winter Garden, Florida
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

Take the family on an outing to Winter Garden Art Association during your trip to Winter Garden. Wander the area's lakeside or simply enjoy one of its top-notch restaurants.

Winter Garden Art Association

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

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

Downtown Winter Garden Hotel Deals

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 ₩252,516 per night from Mar 25 to Mar 26
₩252,516
₩366,447 total
Mar 25 - Mar 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! (9,208 reviews)
Clean and Staff

Reviewed on Mar 21, 2026

The Grove Resort & Water Park 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
The price is ₩192,486 per night from Apr 19 to Apr 20
₩192,486
₩216,546 total
Apr 19 - Apr 20
includes taxes & fees
Book a stay at this family-friendly condo 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! (4,930 reviews)
Great. Really helpful staff

Reviewed on Mar 21, 2026

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando
Rosen Inn at Pointe Orlando

Rosen Inn at Pointe Orlando

3 out of 5
9000 International Drive Orlando FL
The price is ₩144,024 per night from Mar 31 to Apr 1
₩144,024
₩162,027 total
Mar 31 - Apr 1
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 ...
8.6/10 Excellent! (6,056 reviews)
Amazing place, location and amazing staff! Very pet friendly!

Reviewed on Mar 21, 2026

Rosen Inn at Pointe Orlando
Kompose Boutique Resort at Theme Parks

Kompose Boutique Resort at Theme Parks

3 out of 5
7491 W Irlo Bronson Memorial Hwy Kissimmee FL
The price is ₩109,653 per night from Mar 22 to Mar 23
₩109,653
₩190,580 total
Mar 22 - Mar 23
includes taxes & fees
Stay at this resort in Kissimmee. Enjoy free breakfast, free WiFi, and 2 hot tubs. Popular attractions Disney's Animal Kingdom® Theme Park and ESPN Wide World ...
9.4/10 Exceptional! (3,185 reviews)
Perfect stay

Reviewed on Mar 21, 2026

Kompose Boutique Resort at Theme Parks
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 ₩225,570 per night from Apr 21 to Apr 22
₩225,570
₩253,766 total
Apr 21 - Apr 22
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! (6,438 reviews)
Convenient to the parks

Reviewed on Mar 20, 2026

Universal's Cabana Bay Beach Resort
Westgate Lakes Resort & Spa Universal Studios Area

Westgate Lakes Resort & Spa Universal Studios Area

4 out of 5
9500 Turkey Lake Rd Orlando FL
The price is ₩168,558 per night from Apr 13 to Apr 14
₩168,558
₩240,040 total
Apr 13 - Apr 14
includes taxes & fees
Book a stay at this spa hotel in Orlando. Enjoy free parking, 7 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our ...
8.4/10 Very Good! (5,949 reviews)
The resort is beautiful and very spacious, with multiple pools and plenty of activities to enjoy. It’s a great place for families and for those looking to relax and have fun. However, one major downside is the WiFi - it does not work properly. If you’re planning to work remotely or rely on internet ...

Reviewed on Mar 21, 2026

Westgate Lakes Resort & Spa Universal Studios Area
See all 35,583 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
Panoramic view of Lake Apopka and nature Florida.

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