As the crisp autumn air settles over the Twin Cities, Minneapolis and Saint Paul come alive with a vibrant mix of events perfect for the final full week of October. Whether you’re looking to catch a legendary musician, get lost in a new piece of art, or embrace the spooky season with family-friendly fun, there’s something happening just for you. From concert halls and theaters to pumpkin patches and breweries, this week offers an exciting lineup of activities. Get ready to explore the best of what Minneapolis and Saint Paul have to offer from October 20 to 26, 2025.
Music and Comedy
The Twin Cities’ stages are set to host an impressive lineup of musicians and comedians, offering something for every taste. Whether you’re in the mood for iconic rock, indie tunes, or a night of laughter, you won’t be disappointed.
In Minneapolis, the legendary Elvis Costello & The Imposters will perform at Northrop on Monday, October 20. With special guest Charlie Sexton, this show promises a memorable night of classic hits and masterful musicianship. That same night, 7th St. Entry hosts Low Hum and Mating Ritual for an evening of atmospheric rock, while the Uptown Theater welcomes the all-ages show OsamaSon. For those seeking a laugh, the 10,000 Laughs comedy festival kicks off its multi-day event on Wednesday, October 22, at the Uptown Lobby at Granada Theater.
Saint Paul also has a packed schedule. Comedy superstar Adam Sandler brings his tour for mature audiences to the Grand Casino Arena on Wednesday, October 22. If you enjoy storytelling, The Moth returns to the Fitzgerald Theater that same evening for a live performance where locals share true stories. On Saturday, October 25, head to Wabasha Brewing Company for Oktoberfest, a lively celebration featuring brats, live music, and classic yard games.
Arts and Literature
Immerse yourself in the rich arts and culture scene of the Twin Cities this week. From literary icons and innovative theater to unique art exhibitions, there are plenty of opportunities to get inspired.
Start your week with an evening with the renowned humor writer David Sedaris at the Orpheum Theatre on Monday, October 20. Known for his sharp wit and hilarious essays, Sedaris is sure to deliver an engaging performance. For a hands-on creative experience, the Sumner Library hosts a Collage and Found Poetry Meditation Stones workshop on Sunday, October 19, where you can craft your own inspirational art.
Later in the week, the Milkweed Maps Festival of New Work premieres six new artistic pieces at Pangea World Theater, starting Thursday, October 23. If you’re a fan of the macabre, the Twin Cities Horror Festival presents CURSED OBJECTS, an immersive horror theater performance at The Crane Theater on Saturday, October 25. That same day, The Museum of Russian Art holds an opening celebration for three new exhibitions, complete with music and activities.
Halloween and Family-Friendly Fun
With Halloween just around the corner, Minneapolis and Saint Paul are brimming with spooky and not-so-spooky events for all ages. Get your costumes ready and prepare for a week of festive fun.
In Minneapolis, check out the Glass Pumpkin Patch 2025 at Foci Minnesota Center for Glass Arts, running daily throughout the week. This unique market features thousands of handcrafted glass pumpkins and offers seasonal glass-blowing activities. For a thrilling night out, First Avenue hosts Flip Phone XXL, a massive Halloween-themed music event starring the sensational drag queen Alaska on Saturday, October 25.
Saint Paul is a hub of family-friendly Halloween celebrations. On Friday, October 24, the Cinema Ballroom hosts its annual Halloween Dance Party with a DJ, dance lessons, and costume contests. The Fall is Fun Festival at CHS Field on Saturday, October 25, offers a hay bale maze, pumpkin painting, and other daytime activities. For a unique experience, the Twin City Model Railroad Museum presents its Night Trains® – Spooky Trains Event on Saturday, featuring holiday trains with eerie decorations. The weekend concludes with the BOOnion Depot celebration at Union Depot and the Great Pumpkin Halloween Celebration at Landmark Center on Sunday, October 26, both offering parades, crafts, and games for the whole family.
Summary
This week in the Twin Cities is a perfect blend of culture, music, and seasonal celebration. You can sing along with Elvis Costello, laugh with David Sedaris, or find the perfect handcrafted pumpkin. Families can enjoy numerous Halloween festivals, from spooky train rides in Saint Paul to creative workshops in Minneapolis. Whether you’re planning a night out with friends or a fun-filled day with family, the cities are alive with can’t-miss events from October 20 to 26.
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