Date night ideas in Tupelo, MS

A monthly, FREE creative gathering for slowing down, paying attention, and experiencing art. Through simple prompts using art, words, color, reflection, and curiosity, we’ll explore what happens when we experience art in community. No art experience is needed. This isn’t about making something “good.” It’s about discovering what can emerge when we give ourselves permission to create and notice.

Free show!! The Back Alley String Band is a roots and folk trio based in North Mississippi and Memphis, Tennessee. Their sound blends bluegrass, old-time Appalachian, jug band, Irish traditional, hill country blues, and jazz with original tracks and covers.

Music at Holland's Bar and Grill. Check the venue for details.

Music at Woody's. Check the venue for details.

Live music on the back patio every weekend at the old Jackson West neighborhood grocery turned restaurant, with steaks, catfish and a full bar.

Music at Backline Music Hall. Check the venue for details.

Music at Backline Music Hall. Check the venue for details.

Friday karaoke at the north Gloster bar and grill, with big screens and wing specials. The Visit Tupelo feed carries its other karaoke nights.

Free show! Huge Ghost is a Starkville, Mississippi–based indie rock trio featuring Ben Hodge (bass), Troy DeRego (drums), and Joe Whaley (guitar, vocals). Formed in 2016, the band draws from members’ past projects including Young Agent Jones, Joe Whaley & the Benders, Poacher, and Mortar Kit, blending years of Mississippi music scene experience into a tight, dynamic sound.

Live music on the back patio every weekend at the old Jackson West neighborhood grocery turned restaurant, with steaks, catfish and a full bar.

Music at Backline Music Hall. Check the venue for details.

Free show! If you like Kings of Leon, Mt. Joy, Whiskey Myers, or the Red Clay Strays, you’re probably going to love us. Our live show is loud, high energy, and kind of infectious. But the music’s only half of it. At the end of the day we’re just a group of guys who work hard and love what we do, and we care about actually getting to know the people who show up.

Reed's book-and-supper series goes spooky with a witchy fall novel. Dark secrets and eerie magic downtown.

Free show! Clifton Bryan Country is a high-energy honky-tonk and 90s-nostalgia country music band.

Live music on the back patio every weekend at the old Jackson West neighborhood grocery turned restaurant, with steaks, catfish and a full bar.

Music at Backline Music Hall. Check the venue for details.

Friday karaoke at the north Gloster bar and grill, with big screens and wing specials. The Visit Tupelo feed carries its other karaoke nights.

Free show!! Zach Bellas is a national touring three-piece rock band based in Wilmington, North Carolina. Officially formed in 2019, the trio is heavily influenced by classic rock bands popular in the early 90’s and mid 70’s. Think Red Hot Chili Peppers meets Neil Young or R.E.M. meets Tom Petty. Big drums, strong vocal melodies, and a healthy dose of guitar solos.

Live music on the back patio every weekend at the old Jackson West neighborhood grocery turned restaurant, with steaks, catfish and a full bar.

Music at Change. Check the venue for details.

Arts event at D’ Cracked Egg. Check the venue for details.

Arts event at Oren Dunn City Museum. Check the venue for details.

Free show!! Alex Schofield is a Nashville-based Country/Rock artist whose gritty heartland sound blends soulful storytelling with blue-collar Midwestern roots. He’s opened for Travis Tritt, Chris Cagle, Drake White, and Kin Faux. Schofield delivers high-energy performances and authentic connection that resonate long after the show ends.

Book signing meets comedy happy hour with comedian Ellen Skrmetti.

The Magnolia State Renaissance Festival's formal evening of costumes, music and enchantment. Wear your finest fairy attire.