It’s picturesque and an Award-Winning Florida Main Street containing more than 60 historic buildings. Named the Best Downtown in the Nation in 2017, there’s a reason why one visit to this charming little town in Florida is not enough! One of the most charming downtowns in Florida, Deland has all the charm, great dining, and artsy vibes. And believe it or not, there’s plenty of geocaches for some super fun Geocaching adventures.

Most of the shops and businesses are located right within the heart of the Downtown at Woodland Blvd and you’ll also see some amazing mural arts all through Downtown. Deland is also home to Florida’s First Private University, Stetson University, which I’ve read holds many Historic Landmarks.

We haven’t yet visited Stetson, but we plan to. It’s also a bit curious the amount of foot traffic that’s always present in this town. Obviously, it’s not the ‘International Drive’ kind of traffic, but it’s really a place a lot of people enjoy going to. Above all, as charming and historic as it is, at a short drive from Orlando, Deland is definitely worth a visit.

city hall at downtown deland historic district next stop adventures

What not to Miss on Your Short Trip to Deland

Although we’ve visited Downtown Deland more than a couple of times, it’s usually been a half-day visit or less. However, don’t let this fool you! This is plenty of time to explore and enjoy some of Deland’s historic charm. On your next visit to Deland, you have to add these to your list of things to do!

1. Cafe Da Vinci

Beautiful and colorful courtyard with string lights, live music, and plenty of picture-perfect spots!

cafe da vinci at downtown deland charming downtowns in Florida
cafe da vinci in downtown deland historic district charming downtowns in Florida

2. Athens Theatre

It’s one of the few classic American theatres left in Florida, opened in 1922, and still shines with Hollywood Glam!

athens theatre in deland charming downtowns in Florida

3. Walk Around an Award Winning Main Street

It’s not every day that you get to walk around an award-winning downtown, and one of the most charming downtowns in Florida!

charming downtowns in Florida
award winning main street in downtown deland historic district

4. Go Geocaching

Believe when I say there’s plenty of geocaches around!

geocaching in downtown Deland

5. Deland Wings

The best thing about these beautiful #delandwings is the alley where they’re at! Different vibes to make your visit a lot more charming.

deland wings in charming downtowns in Florida

6. Art Murals

There are many beautiful murals in Deland, but I somehow find this artsy mural for the Artisan Alley Farmers Market to be all kinds of cute!

art murals in deland

7. Artisan Alley

We’re art lovers. We can’t help it! The Artisan Alley at Downtown Deland is for everyone to enjoy. Every Friday, from 6 pm to 9 pm, this alley turns to a vibrant marketplace with over 40 different vendors.

deland artisan valley market
the musical butterfly piano in downtown deland

Plan your visit

Artisan Alley Farmers Market: Every Friday, from 6 pm to 9 pm.

4th Friday Bike Ride: Every Friday, from 6 pm to 7 pm, starting at the Chamber Offices

Deland Classic Car Cruise-In: 3rd Saturday of every month, from 4 pm to 7 pm.

Wine, Women & Chocolate: 2nd Wednesday of every month, from 5:30 pm to 7:30 pm

For updates on the events, feel free to visit the Deland Main Street Website.

Location: Downtown Deland is located North of Orlando, at just a 1-hour drive.

charming downtowns of florida

Share the adventure!

About Author

Outdoor travel blogger, photographer, and Vampire Diaries obsessed. I'm passionate about hiking, and exploring the outdoors is an essential part of my life. I also love the ocean and warm sunny days.

You might also enjoy:

Leave a Reply