Sycamore Drive In
If you ever find yourself cruising through Monticello, Indiana, make sure to swing by a local gem called Sycamore Drive In. Tucked away at 923 W Washington St, this place has been a longtime favorite for folks who appreciate the charm of an old-school drive-in with seriously good food.
What’s cool about Sycamore Drive In is that it blends nostalgia with flavor. You’re not just getting a quick bite—you’re stepping into a slice of Americana. The menu? Classic and comforting. Think juicy burgers, crispy fries, and creamy milkshakes that hit just right. It's the kind of place where the food tastes homemade, and every bite feels like a throwback to simpler times.
One of the things that keeps people coming back is the friendly vibe. Whether you’re pulling in for a quick lunch or hanging out with friends after a long day, the team here makes you feel right at home. There’s something about the laid-back setting—ordering from your car, watching the world go by—that turns a regular meal into an experience.
Another bonus? It’s a great spot for families. Kids love the old-school feel, and adults appreciate the affordable prices and generous portions. It’s not just about grabbing a burger; it’s about slowing down and enjoying the moment.
Locals know it’s more than just a restaurant—it’s a part of Monticello’s personality. Word gets around fast when something on the menu hits especially well, so don’t be surprised if you hear someone say, “You have to try the tenderloin sandwich.” Trust that advice. It’s usually spot on.
So yeah, next time you’re nearby, check out Sycamore Drive In. It’s casual, classic, and exactly what a good roadside spot should be.
Reviews
A Monticello staple. Essential summer treats. Everyone is always so helpful with answering questions about their extensive menu.
The ice cream treats are always delish and the service is fast and friendly. There is also plenty of outdoor space to eat at or the drive up window is a quick option as well. A great place to bring your family for a bite or an afternoon treat.
Stopped in for some shakes/malts and was surprised by the offerings at this little drive in ice cream shop. They had many options for ice cream delights and great mix of food if you are hungry for something more.
Best ice cream ever. My friend, Brian Howard (local resident of Monticello) took us there. I hadn't had ice cream in over a week (lactose intolerant) but it was so good. Had to use my epi pen but strongly recommend this spot!
A local hidden gem for frozen custard! Sycamore has a menu that will make everyone happy- although I recommend the bubbas and fruit chillers. Staff is usually young local high schoolers but always take care of locals and visitors. Service May take a bit from popularity but is worth it! Drive through or seating outside if you want