a day in madison indianaMadison Indiana is the town I grew up near for most of my childhood. Hanging out downtown with friends once we were able to drive and explore on our own was always the highlight of our week. We’d have so much fun walking the streets….sometimes singing as we went. We’d check out the local antique shops and grab a bit to eat, or going to the little theater where they had $2 showings on Tuesday. Perfect since we were broke. Lol While it was open Mundts Candy Shop was my favorite! They had such an old fashioned feel to the place and had all kinds of delicious candies and shakes.

downtown madison
This little town contains a wealth of memories for me and every time I visit those memories resurface. Whether you grew up there or love historic towns or seeing new places, you should check out Madison, IN next time you’re in the neighborhood! Keep reading to find out what you should do while there. 🙂

First start your day off with a stop at G.H. Coffee for some bullet proof coffee and a delicious breakfast sandwich to energize you for your busy day.

Then take a walk down main street to take in the sites and hit a few of the antique shops and boutiques scattered about. A few of my favorites are All Good Things, Cultivate, Blush on Main , and Lumber Mill Antique Mall, just to name a few. Cultivate has a really cool nature walk setup downstairs btw so be sure and check that out!

Don’t forget the side streets! Main St has a lot of beautiful shops and sites to offer but walk down one or two towards the river to see more beautiful old homes and gardens!

This little place (above) is actually rentable! Its pricey but oh so cute!

When you’ve walked your feet off stop in at one of the local restaurants for a little rest and refreshments. We always liked The Downtowner growing up…although I hear its gone down some since we’ve lived there…but I had a sandwich from there and thought it was amazing! Just leave the salads alone. Now if you like tacos go to Off Broadway Taproom! Their tacos are to die for! Seriously amazing!

When you’ve had your fill and feel well rested grab an ice cream cone from Scoops and head to the river for a scenic stroll of the ohio river and the newly built bridge.

Madison has a couple different trails that connect downtown to uptown. Heritage trail is one of them. It starts out innocent but gets steeper as it goes. I’d recommend it on another day when you aren’t walking all day downtown. lol

Another must see is the Lanier Mansion. The grounds and mansion itself are beautifully maintained and well worth a visit!

Beware of the stalkers

Then stop by the visitor center to watch a short documentary of the town and get some information on what’s going on around town during your stay. Be sure and ask about information on the carriage rides!
One of the best times to go if you like art festivals is when the Madison Chautauqua Festival of Art is going on. So many cools things to see and buy!

Last but certainly not least you need to finish the day off by stopping at one of the local wineries. Unfortunately when I was there last the Lanthier Winery was closed but I have been to the Thomas Family Winery and you can’t miss that place. Especially if its a Saturday night! That’s when they have live traditional music where they have bands playing celtic, bluegrass and Americana music. When I went, there was Scottish band playing. They were so much fun! At one point the fiddler got up on one of the tables and started dancing while playing. Loved it! Perfect end to a perfect day.

What I’m Wearing

My top I got from HM awhile back and the Hat was from Belk. Below are some similar options.

Note: All pictures that I’m in were taken by my good friend and photographer Ashley Roberts. The rest were taken by moi. 😉 Also, this post contains affiliate links. All thoughts and opinions are my own.


Emily Lynn


  1. Reply


    August 3, 2017

    Great pictures! You captured Madison beautifully. 💗

    • Reply

      Emily Lynn

      August 4, 2017

      Thank you!