Upcoming Events

Downtown Cumberland offers a robust variety of events year-round. Check back often for updates!


Groundhog Day Celebration
Monday, February 2, 2026 • 7AM • City Hall - 57 North Liberty Street in downtown Cumberland

Will it be an early spring or more winter? Join the annual Groundhog Day Celebration to find out! Winners of our Groundhog Day coloring contest will be announced and we will have hot beverages and cookies! Our own Queen City Charlie will make Cumberland's prediction!

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How to Draw Animals at Arcadian Gallery
Thursday, February 5 • 7-8:30 pm • Arcadian Gallery - 47 Baltimore St

Interested in sharpening your animal drawing skills? Drawing classes at The Arcadian Gallery are a great way to do that. In their new "How to Draw Animals" series, you'll start with human-like animals, then proceed to dogs, cats, horses, and more exotic animals. All of this will be under the instructive eye of Arcadian Gallery […]

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Hearts & Art Paint & Sip Party
Thursday, February 5th • 5-7PM • The Kensington - 1 Baltimore Street Cumberland, MD

A relaxed and creative evening at The Kensington in downtown Cumberland. Enjoy wine, light charcuterie-style bites and guided painting. Instruction by Beth Hiliker. All supplies provided. No artistic experience required - just come ready to sip, paint, snack and connect. Limited space - RSVP to Maranda Miller by February 2nd. 301-832-4894 or mmiller@kensington-evergreen.com

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Bedford at Gallery Stage
Friday, February 6 • 7-9pm • Gallery Stage-9 North Centre Street

Bedford ain't your daddy's rock band, but your dad would definitely crank them up in his Camaro. They present thoughtful lyric's delivered via soulful melodies, resting on a bed of energetic drums, moving bass and funky yet angry guitars. This 3 piece band with 2 lead singers isn't reinventing the wheel, but they will roll […]

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Paint & Sip at The Arcadian Gallery
Thursday, February 12 • 7-8:30PM • The Arcadian Gallery - 47 Baltimore Street in downtown Cumberland

If you are interested in social painting or drawing, please consider joining us! We will have a challenging still life set up for this first session. Bring your own supplies. Assistance will be available but no formal instruction. Space is limited, so call 240-916-8840 to make a reservation. Cost is $20 and wine is extra.

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Double Bill with becks! and Emily Lehr
Thursday, February 12 • 8-9:30 pm • Loft 129-129 Baltimore Street

Becks is a queer scholar and musician, focusing their work on community engagement and placemaking through music and agriculture. As a musician, Becks works to create events that bridge the divisions in communities. Their scholarship focuses on queer Appalachian music and the importance that music traditions hold, both in Appalachian communities and the queer community. […]

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Lynne Hanson at Loft 129
Friday, February 13 • 8-9:45pm • Loft 129-129 Baltimore Street

From Canada to the stage at Loft 129...Lynne Hanson! Too tough for folk and too blues-influenced for country, Lynne Hanson's brand of porch music with a little red dirt can turn on a dime from a sunshine, blue sky ballad to a full on thunderstorm of gritty Americana swamp from one song to the next. […]

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JZ's Pub Valentine's Day Party
Saturday, February 14 • 8:00 pm • JZ's Pub on N. Centre - 49 N. Centre Street

Love Stinks Let's Drink! Celebrate Valentine's Day at JZ's Pub on N. Centre! Music starts at 8:00 pm and karaoke at 9:00 pm!

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FLOAT LOAF COMEDY presents Stand-Up Comedy @ The Loft!
Saturday, February 14 • 8-9:30 pm • Loft 129-129 Baltimore Street

Back again for Valentines Day - come yuck it up with the apple of your eye with another great line-up of the East Coast's best comics! This show features 5 fantastic comedians including the headliner Lisa Chimenti and feature comedians Lennon Free, Corey Bush, and Clarilee. The Show is hosted by local favorite Tate Griffin. […]

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Mike Viola at Loft 129
Thursday, February 18 • 8-9:30pm • Loft 129-129 Baltimore Street

Special Thursday show from a legendary Rocker! Mike Viola is a producer, musician, songwriter and singer. Viola may be best known for his work with Panic! at the Disco, Andrew Bird, Ryan Adams, Jenny Lewis, Fall Out Boy and Mandy Moore, but his solo career stands on its own starting with a number of acclaimed […]

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Jackson Cole at Loft 129
Friday, February 20 • 8-9:30pm • Loft 129-129 Baltimore Street

Jackson Cole is a quickly rising East Coast talent in the rock genre, performing for audiences all over. A nominee for Best Songwriter in the 2023 Maryland Music Awards, Jackson is as much of a capable songwriter as he is a performer. Performing along the likes of National Acts like LA Guns, Great White, and […]

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Pop-Up Chef Event at Arcadian Gallery
Wednesday, February 25 • • Arcadian Gallery - 47 Baltimore St

Ready to kick away the winter blues? Join the Arcadian Gallery on Wednesday, February 25 for their first pop-up chef experience, Arcadian X Yolo! The Arcadian Gallery hosts a South Pacific culinary celebration featuring rising star Yolo of Yolo Live Events and Yolo Catering. Reservations are required. Call 240-916-8840.

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The Cash Out Show - A Johnny Cash Tribute (Two Shows!)
Saturday, February 28 • 4:00 and 7:00 pm • Gallery Stage-9 North Centre Street

The Cash Out Show is an original and energetic tribute to the music of Johnny Cash and The Tennessee Three. Fronted by guitarist and singer Shawn Fogle, the band brings classic Cash songs to life-from the Sun Records era and Columbia hits to the later American Recordings-delivered with the raw, driving energy of Live at […]

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JZ's Pub Lepracon
Friday, March 13 and Saturday, March 14 • 8:00 pm • JZ's Pub on N. Centre - 49 N. Centre Street

Celebrate St. Patrick's Day at JZ's Pub! Stop by on your pub crawl for food specials, drink specials, and entertainment! Music starts at 8:00 pm and karaoke at 9:00 pm! JZ's will be open 7:00 pm to 12:00 pm on both Friday and Saturday!

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