Upcoming Events

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


DelFest Downtown Delebration
Wednesday, May 20 • 6-9:30pm • Downtown Cumberland

Before the festival gates open, the music will take over Downtown Cumberland. Join the free one-night street celebration featuring DelFest performers with the best of Western Maryland performing cover songs we all know and love. Check out Dre Anders, The Gibson Brothers, Kenny & Amanda Smith, Cody Kilby, Megan Jean, The Plate Scrapers, Gilbert Lee, […]

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Let's Beautify Cumberland Community Concert (FREE)
Sunday, May 24 • 3pm • Canal Place-13 Canal Sreet

Let's Beautify Cumberland is hosting a free community concert on Sunday, May 24th at the Canal Place Festival Grounds. This USO-style event begins at 3:00pm to salute our community's veterans and kick off America's 250th Birthday. The afternoon will feature live music from the Chinese Bandits, playing rock'n'roll hits from the 50s through the 80s, […]

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Saturday in the City - Teel Steel Band
Saturday, May 30 • Noon - 2PM • Baltimore Street Waterfall Plaza in downtown Cumberland

FREE AFTERNOON MUSIC SPONSORED BY THE DOWNTOWN DEVELOPMENT COMMISSION

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Friday After Five - Queen City Funk & Soul
Friday, June 12 • 7:30 - 10:30PM • South Centre Street outside Mezzos - downtown Cumberland
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Mountain Maryland Museum Week
June 12-21 • •

The 5th Annual Mountain Maryland Museum Week returns June 12-21, 2026. This 10-day promotion highlights Allegany County's history and heritage story through our museums and history and heritage attractions. We invite you to travel back in time as you explore our museum attractions and history and heritage-focused experiences celebrating America's early transportation milestones as told […]

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Saturday in the City - Replay
Saturday, June 13 • Noon - 2PM • Baltimore Street Waterfall Plaza in downtown Cumberland

FREE AFTERNOON MUSIC SPONSORED BY THE DOWNTOWN DEVELOPMENT COMMISSION

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Juneteenth Festival
Friday, June 19 • 1-8pm • Canal Place-13 Canal Sreet

Celebrate Juneteenth at this free festival featuring live music, food vendors, local businesses and a Kid Zone for families will be held from 1-8PM. On behalf of Allegany County NAACP Unit 7007, we are honored to invite you to attend their 2026 Juneteenth Festival - a powerful celebration of freedom, unity, and community. Juneteenth commemorates […]

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Bushwick Mountain Boys at Gallery Stage
Friday, June 19 • 7-9pm • Gallery Stage-9 North Centre Street

Bushwick Mountain Boys was formed in 2023 to fit a rare niche: traditional Bluegrass in New York City. The band shares over 40 years of professional bluegrass experience, and features four of the northeast's finest acoustic musicians. Tickets are $20 and available on the Gallery Stage website: www.tickettailor.com/events/gallerystage/2116641

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City of Cumberland America 250th Parade & Celebration
Saturday, June 27 • 1-6pm • Downtown Cumberland on Baltimore Street

The City of Cumberland will hold a parade to celebrate America's 250th on Saturday, June 27, 2026 beginning at 1:00pm. Applications to participate in the parade are available on the City's website here: www.ci.cumberland.md.us/1829/Americas-250th-Parade After the parade, downtown will hold a celebration with food trucks, music by DJ Jimmy Hook, and kid's activities until 6:00pm. […]

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4th of July Maryland 250 Celebration
Saturday, July 4 • 2-10pm • Downtown Cumberland, Canal Place and the Frostburg Depot

Come celebrate the America 250 and Allegany County's unique history with your neighbors at this FREE community celebration. Live entertainment and speakers, the burial of a time capsule and planting of the Liberty Tree. Ride the rails for a one of a kind history lesson on one of the Freedom Trails. Art & Photo Competition […]

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Haunted like Human at Loft129
Friday, July 10 • 8-9:45pm • Loft 129-129 Baltimore Street

Nashville duo Haunted like Human delves into inspired songwriting, sparse arrangements, and frisson-inducing harmonies that mark their music. With a background in poetry and prose, Dale Chapman's granular focus on language is simpatico with Cody Clark's background in classical guitar, where each note carries its own weight. Limned with nostalgia, soaked in Southern gothic lore, […]

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Saturday in the City - Night Traveler
Saturday, July 11 • Noon - 2PM • Baltimore Street Waterfall Plaza

FREE AFTERNOON MUSIC SPONSORED BY THE DOWNTOWN DEVELOPMENT COMMISSION

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Juliet Lloyd Trio at Gallery Stage
Saturday, July 11 • 7-9pm • Gallery Stage-9 North Centre Street

Experience the soulful magic of Juliet Lloyd live! With a voice likened to Patty Griffin an Carole King, Juliet blends folk, pop, soul, and rock in captivating performances. Her 2024 album Carnival has been hailed for evocative storytelling and raw honesty. Don't miss this award-winning singer/songwriter whose dynamic sound has enchanted audiences across the country! […]

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Saturday in the City - Butterscotch Blonde
Saturday, July 25 • Noon - 2PM • Baltimore Street Waterfall Plaza in downtown Cumberland

FREE AFTERNOON MUSIC SPONSORED BY THE DOWNTOWN DEVELOPMENT COMMISSION

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Live Jazz at Mad Hatter Boba Emporium (FREE)
Thursday, August 6 • 8:30-10PM • Mad Hatter Boba Emporium - 48 North Centre St downtown Cumberland

Rich Norwood and Seth Maynard breathe new life into favorite jazz and pop songs! Featuring Rich’s smooth saxophone melodies combined with Seth’s artful guitar accompaniment and warm vocal stylings.

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Savage Mountain Punk Fest 2026
August 6-8 • 7-11:59pm • Mezzos-114 S. Centre St.

Three nights. Loud bands. Sweaty pits. Zero apologies. Savage Mountain Punk Fest is taking over Mezzos and turning it into a home base for everything loud and local. Lineup details coming soon. Savage Mountain Punk Fest Event Information

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Cap's Jazz Trio at Centre Street Collective (FREE)
Friday, August 7 • 6PM • Centre Street Collective - 36 North Centre Street downtown Cumberland

Trio - Mark Cappellini is a drummer, percussionist, and educator based in Morgantown, WV. His trio performs a wide variety of Jazz music, ranging from Hard Bop to traditional Brazilian music.

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Quentin Walston Trio at Loft 129 (JAZZ)
Friday, August 7 • 8PM • Loft 129 - 129 Baltimore Street in downtown Cumberland

Quentin Walston is a pianist, composer, and music educator active in the Mid-Atlantic region. He performs with his jazz trio and as a soloist, blending memorable melodies and striking rhythms with adventurous improvisations. Quentin's original music has been featured on NPR, PBS, and multiple radio stations and podcasts.  Quentin Walston’s newest album, Retro Future, is […]

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ToMaJiTo - FREE JAZZ
Friday, August 7 • 10PM • Corner Tavern - 171 North Centre Street downtown Cumberland

The jazz/funk/R&B ensemble ToMaJiTo features vocalist Mikayla Dodge and saxophonist Rich Norwood. Join us for an evening of great music from artists such as The Yellow Jackets, Stevie Wonder, Jeff Lorber Fusion, Chuck Mangione, Aretha Franklin, Weather Report, Alicia Keys, and more.

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Jazz History with Larry Jackson (FREE)
Saturday, August 8 • 4PM • Lily Books & Cafe - 127 Baltimore Street in downtown Cumberland

Discussion of New Orleans Roots, Swing Era Development, and Bebop

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Jazz and Cigars!
Saturday, August 8 • 6PM • Queen City Cigar Company

Free with purchase Listening session featuring the music of Miles Davis

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Not Reely Dan (TWO SHOWS)
Friday, August 14 and Saturday, August 15 • 8-10pm • Loft 129-129 Baltimore Street

By popular demand, Not Reely Dan returns to the Loft 129 stage for a two night residency on Friday, August 14 and Saturday, August 15. Both shows start at 8pm. NRD, a nine member Steely Dan Tribute Band, includes some of the region's finest musicians and vocalists and features exclusively the music of the classic […]

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Dustin Lowman at Loft129
Friday, August 21 • 8-9:30pm • Loft 129-129 Baltimore Street

To the Loft from New York City...singer-songwriter Dustin Lowman. Dustin Lowman writes antisensical songs: lyric-driven tunes that deconstruct the nonsense of living. He is a self-taught singer, guitarist, harmonica player, and lyricist who patterns his style on troubadour types - Bob Dylan, Leonard Cohen, Aimee Mann, Adrianne Lenker, Cass McCombs. Based in Brooklyn, Dustin performs […]

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Saturday in the City - Taber Robinette
Saturday, August 22 • Noon - 2PM • Baltimore Street Waterfall Plaza

FREE AFTERNOON MUSIC SPONSORED BY THE DOWNTOWN DEVELOPMENT COMMISSION

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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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Sugar Lime Blue
Friday, September 4 • 8-9:30pm • Loft 129-129 Baltimore Street

The Duo of Ashley and Dave Beth are the heart and soul behind Sugar Lime Blue, a band long known for its genre-defying blend of Americana, blues, folk, and jam-infused rock. Now touring as a duo, the couple has distilled over a decade of musical chemistry, road-tested experience, and deep artistic connection into a raw, […]

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Saturday in the City - Folk Em Trio
Saturday, September 5 • Noon - 2PM • Baltimore Street Waterfall Plaza in downtown Cumberland

FREE AFTERNOON MUSIC SPONSORED BY THE DOWNTOWN DEVELOPMENT COMMISSION

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Saturday in the City - Ken Nolan Rhythm Section
Saturday, September 12 • Noon - 2PM • Baltimore Street Waterfall Plaza in downtown Cumberland

FREE AFTERNOON MUSIC SPONSORED BY THE DOWNTOWN DEVELOPMENT COMMISSION

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Heritage Days Festival
Saturday, September 12 and Sunday, September 13 • • Historic Washington Street in Cumberland

Food trucks, arts and crafts vendors, live music, historic displays and re-enactments. Visit: https://heritagedaysfestival.com/

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Cumberland Pride Festival
Sunday, October 25th • • Canal Place Festival Grounds - 13 Canal Street

Cumberland Pride celebrates LGBTQIA+ culture and community. Visit https://www.facebook.com/cumberlandpridefest for event updates.

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