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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.

Our Story

Bootleggers Bar & Grill, located in the heart of Scottsburg, IN, is the ultimate destination for anyone looking to enjoy a laid-back yet lively dining experience. Whether you're a local or just passing through, we’ve created a spot where food, drinks, and fun come together for an unforgettable time. Founded with a love for great food, good company, and lively entertainment, Bootleggers is all about providing a welcoming space where everyone feels at home.

When it comes to food, we’ve got something for everyone. Our menu features a variety of mouthwatering dishes, from juicy, made-to-order burgers to fresh, crisp salads, and everything in between. Our pizzas are a crowd favorite, loaded with fresh toppings and baked to perfection. We also offer delicious wraps, sandwiches, and lighter fare—perfect for when you’re craving something tasty but not too heavy. And of course, all of our dishes are crafted with quality ingredients, ensuring that each bite is better than the last.

For those who appreciate a good drink, Bootleggers Bar & Grill has you covered. Our bar is stocked with a wide selection of draft beers, mixed drinks, and wines. Whether you're in the mood for a refreshing cocktail, a local brew, or a classic drink to unwind, you’ll find the perfect pour to pair with your meal. If you're just in for a quick break or to relax with friends, we also offer a full menu of soft drinks to keep you refreshed.

But it's not all about the food and drinks—Bootleggers is where the fun really begins. We’re known for our lively, energetic atmosphere, where there’s always something exciting happening. Step into our game room to challenge your friends to a round of pool or a competitive game of beer pong. If you're feeling adventurous, try your hand at karaoke and show off your vocal chops. On weekends, our stage comes alive with live music performances and DJ sets that keep the energy high and the dance floor busy.

At Bootleggers Bar & Grill, there’s never a dull moment. Whether you're here for a casual meal, a fun night out, or to celebrate a special occasion, you’ll find everything you need for a great time. The cozy yet vibrant vibe is perfect for catching up with friends, enjoying a date night, or meeting new people. With friendly service, great food, and plenty of entertainment options, we’re your go-to spot in Scottsburg and the surrounding areas for a fun and memorable experience.

So come on down to Bootleggers Bar & Grill—where good food, great drinks, and awesome entertainment meet!

Areas Served

Scott County, IN | Scottsburg, IN | Madison, IN

What We Offer

Our Specialties include:

Our Services include:

Our Products include:

Testimonials

On 10/17/2025 Tyler Jacobs had this to say:
Great place to have a drink and hang out and shoot pool, play darts etc.!! The food is absolutely amazing!

On 10/15/2025 Kat Account had this to say:
Saw this place in a Goolge group Pursuing Breaded Pork Tenderloin (BPT) sandwiches. We were on our way to NC from IL for a parents weekend @ Wake Forest. This was a 3 hour total (driving & lunch) deter from our route and it was 100% worth it (for me, wife was happy but not as charmed by her meal). I loved my BPT sandwich, and it was even on special (Thursday 25 SEP). If we are within reasonable distance of this place ever again, will absolutely make the trip.

On 10/12/2025 Connie Keeling had this to say:
Grandkids proclaimed the grilled cheese the best in the universe. Swiss mushroom burger and chicken bacon ranch wrap were excellent. Very good all around.

On 10/4/2025 Stacie Dennison had this to say:
Best pork tenderloin sandwich, outstanding. Hamburgers are also delish.

On 10/2/2025 Barry B. had this to say:
Visit was last week, 25 SEP. We were on a road trip from IL to NC for Wake Forest parents weekend. I had seen this place in the group so we made the detour. Absolutely worth the (60-mile detour) trip! The BPT sandwich (absolute steal on Thursday special $10) I ordered is excellent, crispy coating, well seasoned, just thick enough for my preference. The lettuce, tomato, pickle, onion were fresh. I basically cut it in half and had the rest of the loin later in the day. My wife got a Bootlegger Burger, she was happy with it. She did opine that the grease may have been a little past prime, but still tasty. I didn't have fries or the onion straws. We got there around 1400, there were a few day drinkers and a couple of other folks came in for late lunch. The place has a nice clean vibe to it, there are some things that signal "bar", but they have done a nice job of providing a nice dining space as well. Our host, Kayla was a wonderful host, effective, and a great ambassador for the brand and the town. I will send a 1AD patch for their small honor wall.

Contact Us

Bootleggers Bar & Grill
48 S Main St Scottsburg, IN 47170
Phone: (812) 832-4022
Email: jacobean15@gmail.com; jlbent305@msn.com

Where To Find Us

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Payment Types Accepted

Cash, Debit Cards, Discover, MasterCard, Visa

Our Hours

Holiday Hours May Vary. Please Call For Details.

Monday: 11:00 AM - 12:00 AM
Tuesday: 11:00 AM - 12:00 AM
Wednesday: 11:00 AM - 12:00 AM
Thursday: 11:00 AM - 12:00 AM
Friday: 11:00 AM - 2:00 AM
Saturday: 11:00 AM - 2:00 AM
Sunday: 11:00 AM - 2:00 AM

News

As the season of gratitude rolls in, we want to raise a glass to YOU—our amazing guests. From pool games to pizza nights, you’ve made Bootleggers the go-to spot for fun and flavor. We’re thankful for every visit, every laugh, and every song sung. Here’s to community, good times, and great food! #BootleggersBarAndGrill #ThankYouScottsburg #GratefulVibes #CommunityCheers

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