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LIVE.WORK.PLAY

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Eat & Drink

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The Attic/Coffee Mill Cafe

631 W. Main

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Gallery 115 Madison

115 E Main

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Cocoa Safari Chocolates

118 W. Main

Bad Apple Mac’s

605 W. Main

Bello’s Pizza

216 E. Main

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Central Hotel

301 Mulberry

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Chillbilly Treats

115 E. Vaughn

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The Downtowner

104 E. Main

Crafted Coffee

329 W. Main

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Hinkle’s Sandwich Shop

204 W. Main

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Hong Kong Kitchen

102 E. Main

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Horst’s Little Bakery Haus

843 W. Main

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Shooters

101 E. Main

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Key West Shrimp House

117 Ferry

Scoop’s Ice Cream Shoppe

115 W. Main

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Rivercrest Lighthouse Marina Restaurant and Lounge

843 W. Main

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Off Broadway Tap Room

218 E. Main

Red Pepper Deli

902 W. Main

Red Pepperoni

842 W. Main

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Red Peppermint

301 W. Main

Drinks featured at Red on Main

Red on Main

122 E Main

Red Roaster Coffee & Eatery

843 W. Main

Pizza Uncommon

301 W Street

Mad Paddle Brewstillery

301 W Street

Shipley’s Tavern

322 W Street

Thomas Family Winery

208 E. 2nd

Lanthier Winery

123 Mill

In-house Artisan Roasted Specialty Coffees from around the world, delicious creations of Grilled Panini Sandwiches, Wraps, Salads, Soups, Gourmet Foods, Specialty Coffee Drinks

Cuisine is fresh, seasonal menus, paired with craft beers, wine and specialty drinks. Daily Specials and homemade desserts.

Pizza, wings, salads and more!

Bar and lounge serving Madison and Carroll and Trimble counties. Located in a historical building built in 1834, and are located 3 blocks from the river on the corner of 2nd and Mulberry. They are also a hotel and tavern.

Seasonal walk up soft serve 1957 retro business. Fresh made shakes sundaes and double decker burgers. Foot long chili dogs. May to Oct. 7 days a week. All Ice Cream is SOFT SERVE FLAVORS

Stop in for some yummy hot sandwiches, mouth watering pizza, wraps, salads, homemade soup, and giant freshly baked cookies!

Located at the corner of Broadway and Main in Madison, IN. Previously G.H. Coffee, Crafted is under new ownership and will be undergoing continual improvements! Coffee, teas, handmade pastries and baked goods, lunch & more!

A nostalgic old Hamburger Restaurant and Shake Shop that has been in business, non-stop, and at the same location since 1933. Located right on Main Street in the heart of beautiful Historic Downtown Madison Indiana, this place is a must-see for anyone who visits the Madison area. It is also a favorite eatery for all the locals and is responsible for many fond childhood memories. Come see for yourself!

Serving fine Chinese and Thai gourmet meals in a family owned environment with more than 10 years of business experience.

Horst's Little Bakery Haus-Downtown is a storefront which is their second location that serves bakery goods plus a home cooked breakfast, the baker is from Germany. Horst's Little Bakery Haus is family owned, Horst is from Germany, people call him the donut daddy, our donuts are hand cut and twisted, and done the old fashion way flipping them with sticks. stop in and visit.

Shooters is not just a place to get something to eat and/or drink. We offer an ATMOSPHERE unmatched in downtown Madison. Shooters is where families and friends work together and where families and friends meet together

A family owned and operated restaurant in the historic downtown Madison Indiana. We specialize in seafood but also have steak and chicken entrees.

Serving 32 delicious flavors of ice cream, sherbet and sorbet. Also featuring homemade Fudge and Gourmet Popcorn made fresh in the shoppe.

The place to be on the water in Madison. Located at the end of Broadway on Vaughn Drive. Come visit our beautiful water front community.

We are a casual craft beer bar were you can enjoy some tasty brews along with fantastic food options. We offer live music Tuesdays (Open Mic), Thursdays, Friday, Saturday and Sundays. Trivia night is every Wednesday 7-9pm and every other Monday 6-8pm. Sun

The Red Pepper is a locally owned deli in the heart of beautiful downtown historic Madison, Indiana. Our sandwiches, pastas, soups, and desserts are made fresh in house daily. Our menu features an assortment of local favorites. Not only do we specialize in delicious sandwiches, but we have a variety of catering options for your next event!

The Red Pepperoni is a full service pizzeria in the heart of beautiful downtown historic Madison, Indiana. Our delicious crusts are made fresh in house daily. Our menu features a large variety of fresh toppings as well as 15 house specialty pizzas but it doesn't stop there! We also have a full pasta menu including lasagna and chicken parmesan. With four LCD TV's every seat is great to root for you team! There are tons of appetizers like chicken wings, loaded fries, and homemade spinach/artichoke dip. We have an extensive offering of local and micro-brews! To see what's available click the Beer Menu tab on our page!

The Red Peppermint is the only frozen yogurt shop in Madison, Indiana. Not only do we feature a wide variety of rotating yogurt flavors, we have several different flavors of United Dairy Farmers ice cream, smoothies, and more! Choose any combinations of delicious toppings to top your frozen treat! Come enjoy our indoor seating or enjoy your dessert on historic Madison's beautiful Main Street. Stop by and enjoy a sweet treat today!

Locally owned, chef inspired bistro. Our dining rooms are open including our full service bar that offers tables for dining. We do not require reservations and welcome walk-ins. Please see our photo albums for menus and photos of food and the restaurant.

The Red Roaster is a family owned coffee shop in historic Madison, Indiana. Our menu boasts a large variety of specialty coffees, excellent espresso, breakfast sandwiches and pastries, lunch specials, daily soups, and desserts. Join us on Saturday and Sunday mornings for delicious biscuits and gravy! Whether you need a quick caffeine fix, want to visit with friends, or find a quiet place to work...The Red Roaster is the place for you!

Pizza place serving uniquely crafted pizzas made entirely from scratch.

Pet-friendly and family-friendly. Visit our taproom for fresh brews, guest taps, & good times.

Family owned bar in downtown, Madison, Indiana home to the best burger in Indiana! Under new ownership with beer, cocktails, food & more! 

We are proud of our hand-crafted, traditional wines and old-world ciders made on-site. Our innovation and attention to time-honored craftsmanship have developed these wines into products of timeless art which we look forward to sharing with you.

Located in an 1850’s stable and carriage house, just a jaunt from the Ohio River, we welcome visitors and friends alike to gather at The Thomas Family Winery for relaxation and refreshment.

Gallery 115 is a classy building set in the heart of downtown Madison. We have tried to create a 1920's – 1940's era feeling to the space, focusing on comfort and nostalgia with a friendly atmosphere as our main goal. In the Gallery Café, enjoy Sandwiches, Salads & Desserts, Coffee & Teas, and Old Fashion Soda Floats using our selection of vintage bottled pops.  Gallery 115 is also home to Eric Phagan Art Studio/Gallery. Nationally recognized and award winning Indiana Artisan Eric Phagan works and displays both his sculpture and paintings on the main floor and on the second floor meson in.

Lanthier Winery and Artisan Distillery, in Historic Madison, Indiana, is one of Indiana's favorite award winning wineries and favorite Distillery destinations. Lanthier Winery is Madison Indiana's oldest winery and a favorite tourist destination for everyone who visits Historic Madison, Indiana. Lanthier Distillery is Madison Indiana's first Artisan Distillery founded in 2020.