Upcoming Events

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


Mountain Maryland Plein Air Competition and Exhibition
June 9-15 • •

The Mountain Maryland Plein Air Competition and Exhibition will return June 9-15th in downtown Cumberland for its 13th year. This signature event will once again bring a group of talented painters from across the region and country to capture the beauty of our community, from our historic streets to the scenic vistas of Allegany and […]

Read More
Mountain Maryland Museum Week
June 13-22 • • Allegany County

The 4th Annual Mountain Maryland Museum Week happens June 13-22, 2025. Mountain Maryland Museum Week is a 10-day promotion celebrating Allegany County, the Mountain Side of Maryland's three centuries of American history. 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 […]

Read More
Hackensaw Boys
Saturday, June 21 • 7-9pm • Gallery Stage-9 North Centre Street

Formed in 1999 in Charlottesville, Virginia, the Hackensaw Boys are roots music innovators known for their high-energy performances and unique "charismo" percussion instrument. Their sound blends traditional bluegrass with indie rock and folk-punk elements. They bring an electrifying, foot-stomping intensity to every performance, blending tradition with a modern, rebellious spirit that keeps audiences moving. The […]

Read More
Constitution Park Sunday in the Park Concert Series - Servant Heart
Sunday, June 22 • 7:30PM - 9PM • Constitution Park

This event is FREE!

Read More
Levitt Amp Concert Series - Bassel & The Supernaturals
Thursday, June 26 • 7pm • Canal Place Festival Grounds-13 Canal St.

Free admission and family-friendly, part of the Levitt Amp Concert Series! Bassel & The Supernaturals tells the story of Bassel Almandi's experience as a first generation Syrian-American using soulful melodies, funk inspired rhythms, and captivating lyrics regarding love, loss, otherness, and the war in Syria. Echoing Stevie Wonder's rhythm and blues, Jamiroquai's social justice centered […]

Read More
The Close
Friday, June 27 • 7-9pm • Gallery Stage-9 North Centre Street

The Close, /klōs/ delivers a captivating blend of Americana, contemporary folk, roots, and country, wrapped in a polished pop sensibility. Their genre-defying sound is driven by powerful harmonies, rich acoustic textures, and emotionally charged storytelling. Known for their "mesmerizing wall of sound," they create music that is both timeless and radio-ready - bridging the intimate […]

Read More
Cumberland Pride Festival
Sunday, June 29 • 12-4pm • Canal Place-13 Canal Sreet

The festival will be held on Sunday, June 29 at Canal Place in downtown Cumberland. The festival will take place from 12 pm to 4 pm, featuring music, drag performances, and unity within our community. There will be local businesses and organizations at booths to help celebrate. Visit here, www.cumberlandpride.org, for more information and parking.

Read More
Constitution Park Sunday in the Park Concert Series - Suzy Nash
Sunday, June 29 • 7:30PM - 9PM • Constitution Park

This is a FREE event!

Read More
Levitt Amp Concert Series - Elora Dash
Thursday, July 3 • 7pm • Canal Place Festival Grounds-13 Canal St.

Free admission and family-friendly, part of the Levitt Amp Concert Series! At the nexus of R&B and neo-soul emerges Chapel Hill artist, Elora Dash; musician, vocalist, vocal coach, producer, and multi-instrumentalist. Her stunning voice hits the highs and feels the lows; her music shows off an adventurous spirit. Taking inspiration from Hiatus Kaiyote, Erykah Badu, […]

Read More
Constitution Park Sunday in the Park Concert Series - Replay Vintage Pop
Sunday, July 6 • 7:30PM - 9PM • Constitution Park

This event is FREE!

Read More
Levitt Amp Concert Series - Hot Like Mars
Thursday, July 10 • 7pm • Canal Place Festival Grounds-13 Canal St.

Free admission and family-friendly, part of the Levitt Amp Concert Series! Hot Like Mars is Chicago's funkiest, most soulful rock band, turning heads with their exhilarating live performances and consistently compelling studio releases.

Read More
Friday After 5 - BUTTERSCOTCH BLONDE
Friday, July 11 • 6-10:30pm • Liberty Street Plaza

Black Guy Fawkes opens for Butterscotch Blonde! Music starts at 6pm. Free admission for all! Bring a lawn chair and enjoy a fun night in downtown Cumberland!

Read More
Megan Bee
Friday, July 11 • 7-9pm • Gallery Stage-9 North Centre Street

Megan Bee brings her soulful storytelling and Americana-folk charm to Gallery Stage on July 11. With raw, heartfelt, lyrics and a deep love for the land, her music captures the essence of wanderlust and home. Tickets are $20. Get tickets here.

Read More
Jan Wuytens with Curtis Johnson and Friends!
Sunday, July 13 • 7-9pm • Loft 129-129 Baltimore Street

From Belgium to the USA - jazz, pop, and Belgian favorites. A special Sunday evening concert with Flemish vocalist Jan Wuytens, including Pittsburgh sax stalwart Curtis Johnson and local favorites Tom Harrison, Jim Roderick, and Cumberland native son Kevin Lloyd. This concert will feature a variety of pop/folk/and jazz standards with Jan's unique and personal […]

Read More
Constitution Park Sunday in the Park Concert Series - The Pierce Miller Band
Sunday, July 13 • 7:30pm • Constitution Park-Fort Ave

This is a FREE event!

Read More
Levitt Amp Concert Series - Western Skies
Thursday, July 17 • 7pm • Canal Place Festival Grounds-13 Canal St.

Free admission and family-friendly, part of the Levitt Amp Concert Series! Western Skies is a harmony based folk rock quartet delivering intimate, high-impact shows that blur the line between concert and spiritual experience. Weaving poetic lyricism, raw emotion, and transcendental musicianship, their sound is both thunderous and tender - where heartfelt storytelling meets explosive guitar […]

Read More
The Montvales
Saturday, July 19 • 7-9pm • Gallery Stage-9 North Centre Street

Get ready to experience this folk duo known for their heartfelt harmonies and Appalachian rooted storytelling. Their music blends traditions with originality, offering a fresh take on classic mountain sounds. Tickets are available here:

Read More
Constitution Park Sunday in the Park Concert Series - Buck Walt Carey and Friends
Sunday, July 20 • 7:30pm • Constitution Park-Fort Ave

This is a FREE event!

Read More
Levitt Amp Concert Series - Brass Queens
Thursday, July 24 • 7pm • Canal Place Festival Grounds-13 Canal St.

Free admission and family-friendly, part of the Levitt Amp Concert Series! Hailing from Brooklyn, Brass Queens is a female-led brass band featuring all-female horns with a sound that is deeply inspired by the New Orleans tradition. They regularly tour across the country and internationally, appearing on festival stages including the Ottawa Jazz Festival, Northlands Music […]

Read More
Rock the Mountains
July 25-27 • 11:30am-11:30pm • Allegany County Fairgrounds - 11490 Moss Avenue

IBEW Electricians Local 307 presents Rock the Mountains! Live music event with multiple stages, vendors, and bands to unite the local music community. Features acts like Buckcherry, Black Stone Cherry, Rehab, and more! Nonstop music, food, and good times! Event supports local non-profit organizations. 1 Day GA is $40. 3 Day GA pass is $100. […]

Read More
Sam Morrow
Friday, July 25 • 7-9pm • Gallery Stage-9 North Centre Street

Get ready for an unforgettable night at Gallery Stage as Sam Morrow brings his gritty, groove-driven sound to Cumberland. Blending the raw edge of Southern rock with the soulful swagger of outlaw country, Sam's music is a road trip through the heart of American roots. His powerful voice cuts through a thumping rhythm section, layered […]

Read More
Thrift Daze Night Market
Saturday, July 26 • 5-11pm • Dig Deep Brewing Co. - 2 Howard Street, Suite B

Thrift Daze Night Market is an outdoor vendors market with vendors selling anything from vintage clothing, handmade items, collectibles, home decor, baked goods, and more! Food Truck, live music, and of course BEER!

Read More
Cassidy Paige and The Corner Booth Band
Saturday, July 26 • 8-10pm • Loft 129-129 Baltimore Street

Cassidy Paige and The Corner Booth Band is a rock and country band that formed in the heart of Greene County, PA. The 6-piece band is comprised of vocals, guitar, keyboard, drums, banjo, and violin. Together, the members of Cassidy Paige bring an intense and colorful blend of various genres and sounds to country and […]

Read More
Constitution Park Sunday in the Park Concert Series - Pros from Dover
Sunday, July 27 • 7:30pm • Constitution Park-Fort Ave

This is a FREE event!

Read More
Levitt Amp Concert Series - Jane Monheit
Thursday, July 31 • 7pm • Canal Place Festival Grounds-13 Canal St.

Free admission and family-friendly, part of the Levitt Amp Concert Series! Jane Monheit is a jazz and adult contemporary vocalist with a deep passion for the Great American Songbook. With many highly acclaimed solo albums, countless awards and accolades, and over two decades of international touring experience, Janes has not only been an extremely successful […]

Read More
Savage Mountain Punk Festival
August 1-9 • • Mezzos-114 S. Centre St.

Savage Mountain Punk Festival 2025 is here and it's gonna be BIGGER than ever! They are celebrating 10 YEARS of All Things Appalachian Punk with a three-day mountain rager in Western Maryland! Mezzos Underground. Over 20 Bands. 3 Nights. 1 Savage Scene.

Read More
The McLain Family Band
Friday, August 1 • 7-9pm • Gallery Stage-9 North Centre Street

Recipients of the International Bluegrass Music Association's distinguished Achievement Award, the McLain Family Band has become internationally known as one of the most spontaneous, creative and spirited groups performing original and traditional bluegrass music. Since 1968, the McLain Family Band has performed in 64 countries and all 50 states. They have appeared at Carnegie Hall, […]

Read More
Constitution Park Sunday in the Park Concert Series - Frostburg Arion Band
Sunday, August 3 • 7:30pm • Constitution Park-Fort Ave

This is a FREE event!

Read More
Levitt Amp Concert Series - The Rumble ft. Chief Joseph
Thursday, August 7 • 7pm • Canal Place Festival Grounds-13 Canal St.

Free admission and and family-friendly, part of the Levitt Amp Concert Series! Fronted by Big Chief Joseph Boudreaux Jr. of the Young Eagles Black masking Indian tribe, the band seamlessly blends past, present, and future elements of New Orleans culture into their sound. Their music is a vibrant, authentic, and original expansion of iconic styles […]

Read More
Rhinestones & Rust
Friday, August 8 • 7-9pm • Gallery Stage-9 North Centre Street

Get ready to experience the dynamic fusion of classic and contemporary country music with Rhinestones & Rust. This Nashville-based duo, comprising acclaimed artists J. Marc Bailey and Jeneen Terrana, has been captivating audiences with their electrifying performances. Bailey, renowned for his Chris LeDoux-esque vocals blended with the stylings of George Strait, Blake Shelton, and Chris […]

Read More
Mama Said String Band
Saturday, August 9 • 7-9pm • Gallery Stage-9 North Centre Street

Get ready to stomp your boots, clap your hands, and lost yourself in a rip-roarin', high-octane night of bluegrass brilliance as Mama Said String Band returns to Gallery Stage with their foot-stompin' jams and powerhouse harmonies to Gallery Stage on Friday, August 9th! Hailing from Kentucky, Mama Said String Band brings and eclectic blend of […]

Read More
Constitution Park Sunday in the Park Concert Series - Papercut
Sunday, August 10 • 7:30pm • Constitution Park-Fort Ave

This is a FREE event!

Read More
Levitt Amp Concert Series - South for Winter
Thursday, August 14 • 7pm • Canal Place Festival Grounds-13 Canal St.

Free admission and family-friendly, part of the Levitt Amp Concert Series! Often described as "folk-blues," "roots," or "Renaissance," South for Winter's songs are intoned with a depth of emotion and richness of experience that invites listeners into the story - eager and anxious in turn with each verse. In a landscape saturated with incredible songwriters […]

Read More
Dirty Mae
Friday, August 15 • 7-9pm • Gallery Stage-9 North Centre Street

Dirty Mae, a NYC-born trio, blends blues, folk, rock, bluegrass, and Latin into a genre-defying sound. With theatrical, high-energy shows and standout tracks like "Big Red," they've captivated crowds from Harlem to BB King's. Their upcoming album, "Grits & Gravy," promises more bold, boundary-breaking musical magic. Tickets are available here:

Read More
Constitution Park Sunday in the Park Concert Series - 40 West
Sunday, August 17 • 7:30pm • Constitution Park-Fort Ave

This is a FREE event!

Read More
Levitt Amp Concert Series - The Larry Keel Experience
Thursday, August 21 • 7pm • Canal Place Festival Grounds-13 Canal St.

Free admission and family-friendly, part of the Levitt Amp Concert Series! Larry Keel is an award-winning innovative flat picking guitarist and singer/songwriter hailing from Appalachia. With the acoustic guitar, Keel has brought the flat-picking form to its highest level of sophistication and sonic power, delivered by his muscular yet refined style of playing. As a […]

Read More
The Wild Hymns
Thursday, August 21 • 7-9pm • Gallery Stage-9 North Centre Street

The Wild Hymns enchant their listeners with velvety vocals, emotive lyrics, hypnotic musicality and sophisticated arrangements. Hailing from York, Pennsylvania, Megan Woodland, Jeff Hewitt, and their band weave a multifaceted soundscape of folk-pop, dreamy art-rock, and mellow Americana. Over the last 11 years, The Wild Hymns have independently released 4 full-length albums of original songs […]

Read More
Constitution Park Sunday in the Park Concert Series - Night Traveler
Sunday, August 24 • 7:30pm • Constitution Park-Fort Ave

This is a FREE event!

Read More
Levitt Amp Concert Series - Joslyn and the Sweet Compression
Thursday, August 28 • 7pm • Frostburg State University - 101 Braddock Rd

Free admission and family-friendly, part of the Levitt Amp Concert Series! After cultivating her dynamic voice and performance skills in backup roles and stage plays, Joslyn Hampton teamed with her stepfather, Marty Charters (a touring guitarist and songwriter who has shared the stage with legends such as Junior Wells, Buddy Guy, and Van Morrison), to […]

Read More
Howard's Half Marathon/5K Run Festival
Sunday, September 7 • 8am • Canal Place-13 Canal Sreet

Howard's Run Festival is a charity race to benefit the Allegany County Animal Shelter. Starting in 2015, the event has raised over $40,000 for Maryland's first municipal no-kill shelter. The event is managed by Sharon Everett and Ray Hunt. The festival consists of two events held the 1st Sunday in September, an out and back […]

Read More
Heritage Days Festival
September 13-14 • • Washington Street

Cumberland's signature festival located on Washington Street. Enjoy history, arts and crafts vendors, musical entertainment, the best of festival food, antique car show and more. More details to come. You can visit www.heritagedaysfestival.com for more information.

Read More
Megan Bee
Friday, October 10 • 7-9pm • Gallery Stage-9 North Centre Street

Join Gallery Stage for an unforgettable evening with Megan Bee, a singer-songwriter whose music embodies wanderlust, storytelling, and a deep reverence for the land. Her music blends homespun vocals, acoustic simplicity, and winsome story telling, weaving in imagery from nature and her years as an environmental educator, traveling farmhand, and vagabond. Megan's live shows are […]

Read More

Subscribe to Our Newsletter for Updates

"*" indicates required fields