Upcoming Events

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


Mastering Your Natural Glow with Kimberly
Thursday, February 5 • 6pm • Myla & Maple-50 N. Centre Street

Mastering your Natural Glow with Kimberly Weimer! Learn about makeup simplicity, proper placement, and a natural and polished look! Thursday, February 5 at 6:00 pm. RSVP only - 25 spots! Cash bar and light refreshments will be available.

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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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Awakening in Color: Explorations in Encaustic by Terri Yacovelli
Friday, February 6 • 6pm • Ferleman Art Gallery-9 N. Centre Street

Opening of Awakening in Color: Explorations in Encaustic by Terri Yacovelli on Friday, February 6, 2026 at 6:00 pm. Followed by live concert with the band Bedford! Terri Yacovelli is a contemporary visual artist whose work explores inner landscapes through abstraction, color, and intuitive mark-marking. With a background in painting and education, her practice blends […]

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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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Galentine's Event
Saturday, February 7 • 1-4pm • Myla & Maple-50 N. Centre Street

Grab your favorites and enjoy an afternoon with us! Botox, rose bar, live DJ, and more!

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Discussion and Lecture at Lily Books & Cafe - WHY LIFE MATTERS!
Sunday, February 8th • 4PM - 5:30PM • Lily Books & Cafe - 127 Baltimore Street in downtown Cumberland

Join Martha Macgill of Lily Books and philosopher and potter Jason Brady for a philosophical, classic analysis into how we choose to live the way to live with moral inquiry. This is a way to get what classic literature aims to explore. Why life matters! Book Discussion - Buddhism, Socrates and Ethics for an Uncertain […]

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Lily Books & Cafe - Discussion/Lecture - Practice of Queer Music in Appalachia
Thursday, February 12th • 5PM - 6PM • Lily Books & Cafe - 127 Baltimore Street in downtown Cumberland

Join queer music scholar/musician Becks Lipshultz for a discussion on the practice of queer music in Appalachia and the history of queerness in county and americana music. Pay what you can - $5 suggested donation This event is being held in conjunction with Loft 129 and the Cumberland Pride Festival.

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Double Bill with becks! and Emily Lehr - Loft 129
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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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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Exes & Axes: Anti-Valentines Event
Friday, February 13 • 5-8pm • Fore Axes-157 Baltimore St. 3rd Floor

Music by DJ Racos. Show a text from your ex = $5 off axe throwing. Drink specials & hate throw happy hour.

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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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Valentine's Dinner & Concert feat. Rhinestones & Rust
Saturday, February 14 • 6pm • Gallery Stage-9 North Centre Street

Celebrate love, music, and fine dining this Valentine's Day at Gallery Stage! Join us for an enchanting evening featuring a captivating performance by Rhinestones & Rust, set in the intimate and artful ambiance of the Ferleman Gallery. Dinner begins promptly at 6:00 pm | Concert at 7:00 pm Enjoy a gourmet buffet. Drinks available for […]

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Strange Love Things
Saturday, February 14 • 7-9pm • Fore Axes-157 Baltimore St. 3rd Floor

Valentine's Night, 7-9pm. Upside Down Hour. Singles & Couples Discounts. 80's Theme Line Dancing with DJ Racos & Melissa.

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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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Book Talk at Lily Books & Cafe - ROMANCE
Sunday, February 15th • 4PM - 5:30PM • Lily Books & Cafe - 127 Baltimore Street in downtown Cumberland

Join romance aficionado Theresa Vernot and get into the spirit of Valentine's weekend with a lively discussion of romance novels. Come and bring your favorite romance novel to share! Book Discussion - Born of the Night by Sherrilyn Kenyon Coffees, teas, specialty drinks and fresh goodies available for purchase.

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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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Book Talk at Lily Books & Cafe - SCIENCE FICTION
Sunday, February 22nd • 4PM - 5:30PM • Lily Books & Cafe - 127 Baltimore Street in downtown Cumberland

A Sci-Fi fantasy round-table on the popular Expanse Series. Join Cynthia Fenmore and Alice Wecker for a fun, other-worldly afternoon! Book - The Expanse Series - Book One, Leviathan Wakes

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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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Back to the 90's Dance Party!
Saturday, February 28 • 7-10pm • Loft 129-129 Baltimore Street

Back again for 2026! Dance Party with all proceeds donated for the Hooley Plunge 2026! DJ Rob Zembower will be spinning all your favs with artists like TLC, Spice Girls, Nirvana, 2Pac, Britney Spears, NSYNC, Biggie, Mariah Carey, and more. Dress the part with 90s fashion like flannel shirts, band tees, chokers, butterfly clips, high-waisted […]

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Lily Books & Cafe Women Authors Weekend
Friday, March 6th and Saturday, March 7th • TBD • Lily Books & Cafe - 127 Baltimore Street in downtown Cumberland

John women writers and poets for an amazing Friday evening and Saturday. A weekend open to all genders showcasing women authors and writers. Author readings, talks and writing workshops. More details coming soon! Mark your calendars!

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Murder at the Museum: Bored to Death
Friday, March 6 - Sunday, March 8 • 7-9pm or 2-4 pm • Allegany Museum-3 Pershing St.

Join the Allegany Museum and the Embassy Theatre for the third annual Murder at the Museum! Enjoy a night of mystery, savory treats, and fun. Each year they present a new whodunit - the twisty plot will be revealed when the show begins, so come prepared to solve the mystery! Each night, guests get a […]

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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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Hooley Pub Crawl
Saturday, March 14 • Noon - 2:00 am • Downtown Cumberland

Get Irish for the day at Downtown Cumberland's Annual Hooley Pub Crawl!

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Lily Books & Cafe Schwartz-Griffiths Author Series - Russell Shorto
Sunday, March 22nd • 2PM - 4PM • Lily Books & Cafe - 127 Baltimore Street in downtown Cumberland

Showcasing Cumberland's authors as a legacy from The Book Centre and long-time owners Lee Schwartz and Gayle Griffiths. More details coming soon!

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Hackensaw Boys at Gallery Stage
Thursday, March 26 • 7-9pm • Gallery Stage-9 North Centre Street

Roots-music shapeshifters Hackensaw Boys bring their famously high-energy, dance-floor-igniting live show to Gallery Stage. Bluegrass chops, folk-punk spirit, and the band's iconic handmade "charismo" percussion - this one's a full-body good time! Tickets are $20 and are available on Gallery Stage's website here: Hackensaw Boys Tickets

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Like a Woman: Fearless
Friday, March 27 • 8am-1pm • Cumberland Country Club-10200 Country Club Rd NE

Friday, March 27th from 8:00 am to 1:00 pm. Held at the Cumberland Country Club. The "Like a Woman" event, hosted annually by the Chamber, is a dynamic and empowering gathering designed to celebrate and elevate women in business and leadership. This event provides a platform for women to network, share insights, and inspire each […]

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Megan Jean feat. Jake Blount & Corduroy Brown
Friday, March 27 • 7-9pm • Gallery Stage-9 North Centre Street

Megan Jean returns to Gallery Stage for a special one-night performance, fresh off a fall residency at Gallery Stage that wrapped with a songwriter-style finale on December 11, 2025. Known for gutsy vocals, sharp lyricism, and a fearless blend of roots, rock, blues, and folk, Megan has spent nearly two decades on the road, building […]

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Eli Lev at Gallery Stage
Saturday, March 28 • 7-9pm • Gallery Stage-9 North Centre Street

Eli Lev is a Maryland-based singer-songwriter crafting heartfelt, uplifting folk/Americana. His intimate sound is rooted in lived experience and a deep sense of connection. Often compared to The Avett Brothers and The Lumineers, Eli is a powerful musical storyteller. Tickets are $20 and are available on Gellery Stage's website here:https://www.tickettailor.com/events/gallerystage/2015017

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Ladies Night Out
Friday, April 10 • 6-11pm • Rocky Gap Casino Resort - 16701 Lakeview Rd NE

Ladies Night Out is an annual event hosted by the Allegany County Chamber of Commerce. Join them this year at Rocky Gap Casino Resort on Friday, April 10th at 6:00pm! Early Bird Tickets are available online! $55 per person. $400 for a table of 8. $500 for a table of 10. Tickets are available online […]

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Buffalo Rose at Gallery Stage
Friday, April 10 • 7-9pm • Gallery Stage-9 North Centre Street

Buffalo Rose is a six-piece Pittsburgh band delivering joyful "Theatre Kid Americana." With sparkling harmonies, intricate acoustic arrangements, and heart-forward songwriting, their live show is vibrant, playful, and irresistibly fun. Come ready to sing along and leave smiling. Tickets are $20 and are available on Gallery Stage's website: https://www.tickettailor.com/events/gallerystage/2015056

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Jenner Fox Band at Gallery Stage
Thursday, April 16 • 7-9pm • Gallery Stage-9 North Centre Street

Jenner Fox Band is a Bellingham, Washington-based group built on poignant storytelling, warm harmonies, and the quiet magic that happens when longtime collaborators truly listen to one another. Fronted by internationally touring songwriter Jenner Fox, the band blends humor, vulnerability, and conviction into songs that turn everyday moments into something quietly profound. Tickets are $20 […]

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Minor Gold at Gallery Stage
Thursday, April 30 • 7-9pm • Gallery Stage-9 North Centre Street

Minor Gold is a spellbinding duo featuring Tracy McNeil and Dan Parsons, whose partnership has evolved over nearly a decade. Built on gentle guitar, sparse textures, and haunting harmonies, their music is intimate, warm, and emotionally resonant. Minor Gold creates a hushed, deeply human listening-room experience. Tickets are $18 and are available here: https://www.tickettailor.com/events/gallerystage/2015131

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The Close at Gallery Stage
Saturday, May 16 • 7-9pm • Gallery Stage-9 North Centre Street

The Close is a trio of introspective lyricists known for genre-blending melodies and rich harmonies. Their sound lives at the crossroads of country, folk/rock, and Americana with a pop sensibility that feels familiar yet fresh. Live, The Close creates an intimate experience that lingers long after the final song. Tickets are $20 and are available […]

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Howard's Half Marathon/5K Run Festival
Sunday, August 30 • 8am • Canal Place-13 Canal Street

Howard's Half Marathon/5K Run Festival is a charity event raising money for the Allegany County Animal Shelter, a municipal no-kill shelter located in Cumberland, MD and serving the surrounding area. Two events are featured - a half-marathon and a 5K race. Both courses are out and back format. Registration for each event begins on March […]

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