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Your Guide to Winter Garden

Exploring Winter Garden is an experience of its own. From biking and running trails to aesthetic coffee shops, charming restaurants, and a dog-friendly atmosphere, this historic neighborhood is a must-visit.
Explore Winter Garden

Explore Winter Garden

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Make awesome plans with these locally-curated guides.

Our Day in Winter Garden

We started off the day with shareable bites and tea from Three Birds Cafe. They have the most delicious food for breakfast, lunch, and dinner!

After, we headed to Ruby & Rust to buy some houseplants. They have the most amazing collection of botany, herbal tea, apothecary, and more. Right next door is Sweet Dee’s Cupcakery, so we headed there for some of the best sweet treats.

Next, we got our caffeine fix from Piccolo’s Coffee Co. They have a cola cold brew you have to try! We ended the day at Plant Street Market. We enjoyed cold beers from Crooked Can and grabbed food from some of the vendors. It was the perfect day.

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Some Cool Tips You Should Know.

Snap a Pic

Winter Garden has beautiful murals and photo ops you'll definitely want to take pictures of.

Dogs are Welcome

There are so many local businesses in Winter Garden that are dog-friendly, so it's the perfect place to bring your pup.

Bring Your Bike

Winter Garden has beautiful trails you can bike through, like the West Orange Trail.

Come with the Family

Winter Garden has a splash pad for kids to enjoy, plus many amazing restaurants the whole family will love.

Work Remotely

Many of the local businesses in Winter Garden have WiFi and plugs for your laptop if you need a change of scenery.

Learn More About Winter Garden

Want to be an expert on Winter Garden? Learn more about this historic neighborhood.

About

Wander through the historic town of Winter Garden. It's dog and family-friendly with many…
Wander through the historic town of Winter Garden. It’s dog and family-friendly with many activities available for the perfect Florida day. You can sweat it out by biking through West Orange Trail, visit one of the many coffee shops, or shop locally. Check out Plant Street Market for the best food and drinks everyone will enjoy. You’re going to love this charming town.
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Getting Around

Ready to head over to Winter Garden? Here's how you can get around while you're…
Ready to head over to Winter Garden? Here’s how you can get around while you’re there Forms of Transportation:
• Car

• Bike

• Walking

• Golf Carts

• West Orange Trail

• Downtown Public Parking: Free Parking Garage – 160 S Boyd St Winter Garden, FL 34787

• Free Parking Lot by Plant Street Market

• Free Street Parking
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FAQs

Our most frequently asked questions about Winter Garden.

Located at 160 S Boyd St, Winter Garden, FL 34787 is a free public parking garage right behind the Winter Garden Theater and Axum Coffee. It’s a 5 minute walk to anywhere on Main Street. There is also free side street parking.

Yes, Winter Garden has exceptional restaurants and bars that are hot spots at night. Here are some places to check out:
Pilars
The Whole Enchilada
Crooked Can Brewing Company
The Attic Door

Yes, there’s tons to do with kids. Winter Garden hosts family-friendly holiday events every year. They also have a splash pad, summer movies at the Garden Theatre, playgrounds, and museums.

Winter Garden is incredibly dog-friendly. There’s dog-friendly patios, dog-friendly community events, dog parks, and even gourmet dog food stores!

Some of our favorites include:
• Three Birds Cafe for breakfast
• Grabbing a drink and lunch at Plant Street Market
• Satisfying our sweet tooth at Sweet Dee’s Cupcakery
• Watching the sunset at The Whole Enchilada

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