Nestled in the heart of Central Florida, Downtown Winter Garden is a historic gem that offers visitors an enchanting blend of old-world charm and modern amenities. Whether you’re staying in one of our beautiful vacation rentals, cozy Orlando villas, or a luxurious Florida vacation home, a visit to Downtown Winter Garden promises an unforgettable experience. This picturesque town, just a short drive from Orlando, is the perfect destination for those looking to explore beyond the theme parks and discover the local culture.
A Taste of History and Modern Delights
Downtown Winter Garden is more than just a charming town; it’s a vibrant community with a rich history. As you stroll down its tree-lined streets, you’ll be greeted by beautifully preserved architecture that tells the story of a bygone era. The town is home to a variety of unique dining options, but a standout is The Crooked Can Brewery. This local favorite offers a delightful selection of craft beers and ciders, brewed on-site. Whether you prefer a crisp cider or a rich, hoppy IPA, The Crooked Can Brewery has something to satisfy every palate.
Weekend Markets and Local Events
One of the many reasons visitors and locals alike love Downtown Winter Garden is the lively market held every weekend. This market is a treasure trove of local goods, offering everything from fresh produce and artisanal foods to handmade clothing and arts and crafts. It’s a fantastic opportunity to pick up unique souvenirs or simply enjoy the bustling atmosphere as you explore the market stalls. If you’re staying in one of our Florida vacation rentals or villas near Disney during your visit, you’ll find that a morning at the market is the perfect way to start your day.
Downtown Winter Garden also hosts a variety of events throughout the year, ensuring there’s always something exciting happening. From seasonal festivals to live music performances and cultural celebrations, the town is a hub of activity. During the holiday season, Downtown Winter Garden is transformed into a winter wonderland, with festive decorations and events that capture the magic of the season. If you’re visiting during this time, you can be assured that your holiday experience will be nothing short of magical.
Why Stay with Us?
Choosing to stay in one of our vacation rentals near Downtown Winter Garden means you’ll be just minutes away from all these incredible experiences. Whether you’re interested in exploring the historic downtown area, enjoying a craft beer at The Crooked Can Brewery, or shopping at the weekend market, our properties offer the perfect home base. Our Orlando villas and Florida vacation homes are not only conveniently located but also provide all the comforts you need for a relaxing stay.
If you’re planning a trip to Central Florida, don’t miss the opportunity to visit Downtown Winter Garden. With its rich history, vibrant community, and array of dining and entertainment options, it’s a destination that offers something for everyone. And when you stay in one of our properties, you can enjoy all the best that this charming town has to offer, right on your doorstep.