Events

including music, sports, theatre, recreation & more!

Events by City

Saturday, Sep. 19th, 2026

6pm Sat. Sep. 19

Pro-Comedy Tour

Dubh Linn Irish Brew Pub 109 W. Superior St., Duluth

6-9pm Sat. Sep. 19

Adam Moe

Ledge Rock Grille 596 Larsmont Way, Two Harbors

6pm Sat. Sep. 19

Jason Streitz

Sir Benedict's Tavern 805 E. Superior St., Duluth

7pm Sat. Sep. 19

Cypress Hill

Grand Casino Hinckley 777 Lady Luck Drive, Hinckley

7-9pm Sat. Sep. 19

Funniest Person In The Twin Ports Contest Round 2

It's Round 2 of the 3rd annual Funniest Person in the Twin Ports Contest with Twin Ports Comedy! We have a fresh round of competitors ready to duke it out for their shot at the finals. Plus, we close out the show with the Funniest Person in St. Paul winner and friend of the Twin Ports Sam Bondhus!

Caddy Shack Indoor Golf & Pub 2023 W Superior St., Duluth

Cost: $10

Age: 21+

7-9pm Sat. Sep. 19

Masterworks 1: America in Motion

From Duke Ellington's swirling jazz-ballet harmonies to the propulsive rhythms of the New York City subway, to Gershwin's dizzying Parisian fever dream: tonight's program doesn't stop for red lights. Our own principal pianist Alexander Sandor joins us in the hot seat for this all-American jazz joyride.

DECC Symphony Hall 350 Harbor Drive, Duluth

7pm Sat. Sep. 19

Hollowtone

Wussow's Concert Cafe 324 N. Central Ave., Duluth

8-11pm Sat. Sep. 19

Jodi Jones & Ross Thorn

8:00 PM Show Jodi Jones is a multi-instrumentalist folk artist, songwriter, and activist rooted in the working-class traditions of western Pennsylvania. Drawing on Appalachian balladry and the storytelling lineage of Woody Guthrie, her songs are…

Cedar Lounge/Earth Rider Brewery 1715 N. 3rd St., Superior

Cost: $12.44+

Age: 21+

8:30pm Sat. Sep. 19

Pro-Comedy Tour

Dubh Linn Irish Brew Pub 109 W. Superior St., Duluth

9pm Sat. Sep. 19

Fire & Ice

Sevenwinds Casino 13767 County Hwy B, Hayward

9pm Sat. Sep. 19

Sidestreet Detour

Black Bear Casino Cobalt Nightclub I-35 & 210, Carlton

9pm Sat. Sep. 19

Radio Nation

Rival House at Grand Casino Hinckley 777 Lady Luck Drive, Hinckley

9pm Sat. Sep. 19

Full Range

Superior Tavern 1224 Tower Ave., Superior

9pm Sat. Sep. 19

Ian Alexy

Sir Benedict's Tavern 805 E. Superior St., Duluth

Sunday, Sep. 20th, 2026

1-3pm Sun. Sep. 20

Similar Dogs

Ritual Marketplace 1323 Broadway St., Superior

3-6pm Sun. Sep. 20

Bump Blomberg

Gunflint Tavern 111 Wisconsin St., Grand Marais

4-7pm Sun. Sep. 20

Stel

Stel live at The Breeze Inn.

The Breeze Inn 5168 Jean Duluth Rd., Duluth

Cost: FREE

Age: 21+

6pm Sun. Sep. 20

John Kerns

Fitger's Barrel Room 600 E. Superior St., Duluth

Monday, Sep. 21st, 2026

6-9pm Mon. Sep. 21

Teague Alexy

Sir Benedict's Tavern 805 E. Superior St., Duluth

6-8pm Mon. Sep. 21

Shane Nelson

Enjoy the summer with the songwriting of Shane Nelson, at The Bridge Cocktail Room, every Monday at 6pm in Canal Park.

The Bridge Cocktail Room 325 S Lake Ave., Duluth

Cost: FREE

Age: 21+

6-9pm Mon. Sep. 21

Pete Kavanaugh

Gunflint Tavern 111 Wisconsin St., Grand Marais

Tuesday, Sep. 22nd, 2026

4:30-6:30pm Tue. Sep. 22

Eric Frost

North Shore Winery 202 Ski Hill Rd., Lutsen

5-7pm Tue. Sep. 22

Mark Connolly

Gatherings by Sheraton presents local guitarist/singer Mark Connolly for a dynamic solo performance. Mark is known for his stripped‑back, authentic style, crafting a sound that feels both personal and deeply relatable. “My performances are about connection,” he says. “It’s just me, the music, and the audience - exactly how these songs were meant to be experienced.”

Sheraton Duluth Hotel 301 E. Superior St., Duluth

6pm Tue. Sep. 22

Old Time Jam

210 Gallery & Art Center 210 Commercial Ave. N., Sandstone

6-8pm Tue. Sep. 22

In It Together

Oldenburg House 604 Chestnut Ave., Carlton

6-9pm Tue. Sep. 22

Open stage

Up Yonder on 61 1615 W. Hwy. 61, Grand Marais

6-7:30pm Tue. Sep. 22

Bingo, Beer & Gear

Head to the Cedar to play bingo and win prizes! Every Tuesday 6:00-7:30 PM

Cedar Lounge/Earth Rider Brewery 1715 N. 3rd St., Superior

Cost: FREE

6-9pm Tue. Sep. 22

Emma Tweten

Gunflint Tavern 111 Wisconsin St., Grand Marais

6:30-10:30pm Tue. Sep. 22

Twin Ports Comedy: Writing Workshop

Join Twin Ports Comedy in a free space to work on your art every Tuesday! Come join them and make some new laughs! Open Mic to follow 🎙 // 6:30pm · FREE // Find the schedule here: https://www.twinportscomedy.com/workshops

Caddy Shack Indoor Golf & Pub 2023 W Superior St., Duluth

Cost: FREE

Age: 21+

7:30-9:30pm Tue. Sep. 22

The Hot Club of Duluth

Join us in the underground speakeasy every Tuesday night from 7:30-9:30pm for live Gatsby/1920’s Jazz by local band, The Hot Club of Duluth. Also featuring classic silent films up on the big screen. No cover charge. Must be 21+ to enter. The Hot Club of Duluth is a local band that is dedicated to the performance of music of the Golden Age of Jazz. Bringing hot jazz to the people all winter long.

Rathskeller 132 E. Michigan St., Duluth

Cost: FREE

Age: 21+

Wednesday, Sep. 23rd, 2026

6-9pm Wed. Sep. 23

Joe Paulik

Gunflint Tavern 111 Wisconsin St., Grand Marais

6-9pm Wed. Sep. 23

TNT HiFi Paddle Splash Reggae Party

BP Tropical Getaway! Come see what the big SPLASH is all about. Featuring a night dedicated to the, musicality and resilience of Reggae Music & Culture. Positive vibes curated by Al Pajamas & Natty Nico on the TNT HiFi Sound System. Now in Cinemascope! Wednesday Nights House DJ Jam Session. Expect songs of peace, love , humanity , happiness and rebellion All Welcome | No Cover | Good Vibe Onl

Bent Paddle Taproom 1832 W. Michigan St., Duluth

Cost: FREE

Age: All Ages

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