The TRAIL 109

10/12/2026

This Saturday!! For Everyone that has been asking for the night to Dress The Part - The Great Gatsby Night has arrived.

Fellas don't let you ladies down get out and enjoy a night with Great Era Cocktails, Music and Atmosphere at The Trail 109.

Servers will be bringing Ch*****ne around for all to enjoy this Fun Night.

Doors open at 5 P.M. and the Party starts at 8 P.M. - If you are going to the UK St. Claire Gala stop in to join us before and after.

10/10/2026

Tonight at 8 pm

This Saturday at The Trail 109 we have a Dynamic Duo - Dustin and Kellee Knox. These two will have you enjoying a Great Night of Live Music starting at 8 P.M..

Doors open at 5 P.M. with Drink and Food Specials till 7 P.M.

10/09/2026

Tonight!!

10/08/2026

Jump ahead a few weeks to October 31st. To go along with the Downtown Morehead, Inc. Costume Crawl with $1,500 up for grabs.

Our friend Clarke Sexton coming back to The Trail 109 to help celebrates Damon's Birthday Bash.

This should be a great night in Downtown, Morehead KY so everyone make your plans and outfits now.

The crawl will have judges at The Alley Off Main, Fat Patty's, Sawstone Brewery and The Postal Square/The Trail 109.

10/07/2026

This Saturday at The Trail 109 we have a Dynamic Duo - Dustin and Kellee Knox. These two will have you enjoying a Great Night of Live Music starting at 8 P.M..

Doors open at 5 P.M. with Drink and Food Specials till 7 P.M.

10/06/2026

What a Friday Night we have coming up at The Trail 109!!

7 P.M. - We have the game Morehead, KY is talking about - Trail Mix a Music game for all that tests your knowledge on Songs, Musicians and Everything Associated. Hosted by our great friend Josh Akers.

9 P.M. - Tony Toy will be electrifying The Trail 109 stage again with Live Music. Tony will have you forgetting your hard week with his Awesome Singing and Guitar Picking.

Doors open at 5 P.M. with Drink and Food Specials till 7 P.M.

10/02/2026

We moved the Trivia to 7 o'clock for fall and winter.

It's Friday!! So that must mean it's game night again at The Trial 109.

Bar Exam Trivia hosted by Josh Akers tonight at 7 P.M. - Free to Play with Great Prizes for 1st and Last Place (You still have to answer all the questions).

Doors open at 5 P.M. with Drink and Food Specials till game time.

10/02/2026

It's Friday!! So that must mean it's game night again at The Trial 109.

Bar Exam Trivia hosted by Josh Akers tonight at 7 P.M. - Free to Play with Great Prizes for 1st and Last Place (You still have to answer all the questions).

Doors open at 5 P.M. with Drink and Food Specials till game time.

10/01/2026

We would like to find a couple more artists for the Showcase this Saturday. If any musicians, comedians or storytellers are interested. Please send us some audio and will see about working you onto The Trail 109 Stage.

09/30/2026

Step through the doors of The Trail 109 and into the Golden Age. We’re throwing a roaring Gatsby bash, and you’re on the guest list! 🥂✨
Dressing up is highly encouraged—let's see those 1920s fits!
Doors open at 5pm party starts at 8pm.