28 Mile Distilling Co.

06/05/2026

June is packed with live music at 28 Mile, featuring something for every music fan all month long.

🚂 Rock the Rails Fridays – Discover incredible original artists from Nashville and across the country. From rising stars to nationally recognized performers, experience live music you won't find anywhere else on the North Shore.

☀️ Rooftop Sundays with Mr. Blotto – Spend your Sundays on the rooftop with one of Chicagoland's most beloved jam bands, and unbeatable summer vibes.

🎻 Bluegrass Sundays – Kick back with world-class bluegrass musicians family style.  An afternoon of authentic Americana music with all you can eat pizza and salad bar.

⚡ Dead Wednesdays – Celebrate the music of the Grateful Dead every Wednesday with talented local and touring musicians keeping the spirit alive with all you can eat pizza.

Whether you're looking for original country music, bluegrass, jam bands, or classic Dead tunes, 28 Mile is your summer destination for live music, craft cocktails, incredible pizza and unforgettable nights.

📍 28 Mile Distilling Co.
🎟️ Full schedule and tickets at 28MileMusic.com

LiveMusic ChicagoMusic NorthShoreEvents CountryMusic Bluegrass JamBand GratefulDead HighwoodIL SummerConcerts SupportLiveMusic

05/28/2026

June 19th will feature Blake Tyler.  Check him out of Spotify!  Get tickets now in bio link.

Rock the Rails is a weekly live music showcase featuring incredible talent from across the country — from rising artists on the verge of breaking out to nationally recognized performers like Jimmie Allen, Mims, Bubba Spar###, and Michael Winslow.

Forget the same cover bands playing every bar on the North Shore. Rock the Rails is built around original artists, authentic performances, and songs that audiences actually connect with.

From country and rock to hip-hop and high-energy entertainment, every Friday night delivers a one-of-a-kind experience just steps from the Metra line at 28 Mile Distilling.  

Original Artists. National Talent. Friday Nights Done Right.  

05/18/2026

Summer is almost upon us. Teachers will be in the single digit countdown!! Lets make it count with an incredible music lineup. Dead Wednesday will feature the . $10 cover which includes all you can eat pizza. Friday night will be .blotto first time at 28 Mile!!! They will be back quite a bit this summer!! is back for another fun Saturday Matinee!! Listen to some music, grab a drink, eat dinner and be home by 8!!!! Then Dave and Dave of will play us into the night!!!

05/04/2026

This week at 28 Mile! Tipsy Phuddlell starts us off on Wed with a night of Phish. Thursday wil be a new monthly night of music hosted by Friendzone with Intergalactic H***y Tonk where jam universe meets the h***y tonk highway. will hit you with all the hits of the 90s and 2000s! On Saturday is back after a long hibernation and they are ready to us moving. We will closed on Mother's Day.

04/28/2026

Ashley Wineland is coming back to 28 Mile this year for Nashwood! We have a huge lineup this year and Ashley will be headlining on Saturday night!

A little love. A little chaos. A lot of truth. ❤️‍🔥

Taking it city to city from East to West coast. Where will I see you?

Comment TOUR26 on this post for the link to RSVP & get tickets to select shows!

https://www.ashleywineland.com/tour

04/27/2026

Start the week out with Uncle Fungal making their first Dead Wednesday appearance with a $10 cover which includes ALL YOU CAN EAT PIZZA. Thursday is a fundraiser for Highland Park FOCUS of the ARTS. Come listen to some incredible talent and help support the arts all at the same time. Friday night we get to introduce to the North Shore. This man is on the rise in and you will not want tl miss him (no cover). Saturday night starts off with at 7:30 with an introduction to his new EP "Only the Start." Please come support the starting career of this amazing young artist. Liam will be followed by who keeps putting out ear catching songs. She headlined on Friday night last year at and did not disappoint. The weekend rounds with the forever talented for Bluegrass Sunday. All ages are welcome for Bluegrass Sunday!!!