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Bootleggers Bar & Grill
About Us
Bootleggers Bar & Grill, located in Scottsburg, IN, and serving the surrounding areas, is your go-to spot for a casual and fun dining experience. Founded with a passion for food and entertainment, we specialize in offering a wide array of delectable dishes, refreshing drinks, and exciting entertainment options. Our cozy yet vibrant atmosphere is perfect for catching up with friends or enjoying a night out. From our mouthwatering burgers and savory salads to our flavorful pizzas and wraps, we serve up a variety of delicious options to satisfy any craving. Wash it all down with our extensive selection of mixed drinks, draft beer, wine, and soft drinks. Dive into some friendly competition in our game room equipped with pool tables, or showcase your talents during karaoke nights. Immerse yourself in the lively ambiance with live music performances and DJ sets. Whether you're looking to unwind after a long day or celebrate a special occasion, Bootleggers Bar & Grill promises a memorable experience for all.
Areas Served
Scott County, IN | Scottsburg, IN | Madison, IN
What We Offer
Our Specialties include:
- Food
- Drinks
- Game Room
Our Services include:
- Food & Drinks: Savor delicious meals and refreshing drinks in a lively, welcoming atmosphere. From classic favorites to signature dishes, we’ve got something for every craving—paired perfectly with your favorite beverage.
- Entertainment: Get ready for non-stop fun! Enjoy live music, DJ sets, and karaoke nights that keep the energy high and the crowd singing along. Whether you’re here to dance, sing, or just soak in the vibes, we’ve got your entertainment covered.
- Games & Recreation: Challenge your friends in our game room, featuring Diamond Pool Tables and more. It’s the perfect spot to relax, compete, and make memories.
- Stay Connected: Don’t miss out on the latest happenings! Follow us on Facebook for all upcoming events, specials, and exclusive offers.
Our Products include:
- Appetizers
- Mixed Drinks
- Salads
- Draft Beer
- Pizza
- Margarita Towers
- Beer Towers
- Burgers
- Wine
- Wraps
- Soft Drinks
Testimonials
On 3/1/2026
Shaun Corley
had this to say:
We enjoyed visiting and will definitely be back
On 2/11/2026
Angel Uniiverse
had this to say:
Staff was very kind and knowledgeable when I came in for a DD delivery. Have never went myself, but the margarita flight the bartender made while the order was getting completed was BEAUTIFUL! 😍 I'm not much of a drinker, but I'm coming back for my birthday for one of those! 😂
On 1/1/2026
linda lane
had this to say:
Kayla was amazing. We saw the billboard on our way to Louisville. Stopped on our way back. We will definitely make this our stop every time. Thank you and happy new year
On 12/29/2025
Pardo P.
had this to say:
Driving through southern Indiana on a road trip and saw a picture of the pork tenderloin sandwich on a billboard so I decided to make a quick stop. These were a staple growing up in the Midwest but the quest was to find one that was pounded out thin. This was not super thin but was tasty. They have an online order system from their website to make things easy. I also had the breaded mushrooms not as appetizer but as a meal side in case this makes a difference when you order. I had carryout but they have a bar and tables for dine-in as well. Friendly bar tender and locals at this bar and grill on the small town square.
On 11/18/2025
Gary Bouch
had this to say:
This is my first experience with Bootleggers. I moved to the area 2 years ago and I drive past this location 2-4x per week. Had a craving for pizza and wanted to find a pizza place on my route home. Called, the lady who answered was very friendly and she told me the pizza would be ready in 20 minutes. She was right. The pizza was fantastic. Unlike most restaurants these days, this was good value for the money. 12-in pizza with three toppings for roughly $14. It was a good deal of food. Great crust, great stringy cheese and flavorful sauce. It was cooked perfectly. I told my wife and daughter that this is what pizza used to be. Long before we had Little Caesars in Domino cranking out the least amount of food a pizza could possibly represent, there was good pizza with great ingredients. No parts skim mozzarella, they didn't skimp on the toppings. I highly recommend Bootleggers for pizza. And I think pizza is only one of many, many things on the menu. Nice looking neighborhood bar as well
Contact Us
Bootleggers Bar & Grill
48 S Main St Scottsburg, IN 47170
Phone: (812) 832-4022
Email: jacobean15
Where To Find Us
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Payment Types Accepted
Debit Cards, Discover, MasterCard, Visa
Our Hours
Holiday Hours May Vary. Please Call For Details.
Monday: 11:00 AM - 10:00 PM
Tuesday: 11:00 AM - 10:00 PM
Wednesday: 11:00 AM - 10:00 PM
Thursday: 11:00 AM - 10:00 PM
Friday: 11:00 AM - 2:00 AM
Saturday: 11:00 AM - 2:00 AM
Sunday: 11:00 AM - 2:00 AM
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