09/03/2025
It’s a Date
August 27
HEY YOU! WHAT’S GOING ON?
Now - September 28
Jorge Zamorano Art Exhibition
Renowned artist Jorge Zamorano will be showcasing his latest body of work. Presented by the Cumberland Cultural Foundation at the C. William Gilchrist Gallery and Museum. For more information, call (240) 580-1070 or email [email protected]
Now -October 4
Allegany County Tourism will present guided tours of the historical Lavale Tollhouse. Constructed in 1811, the National Road, the first federally funded road, made Cumberland “The Gateway to the West,” establishing mile marker one. Travel the road as it cuts through the Narrows in Lavale, a spectacular 1,000-foot breach between Wills and Haystack Mountains that many believe is one of the most picturesque sites in Maryland. Lavale’s seven-sided Toll Gate House was first constructed after the state took over ownership of its section of the National Road in 1835. From Cumberland, drive along Alternate Route 40 (Centre Street), and travel through the Narrows, the natural gap in the mountains that the settlers used to travel west. Operating Dates for 2025: July 5, August 2, September 13, 14 and October 4. The Toll House will be available for tours from 12:00 pm - 4:00 pm over these scheduled dates. For more information, call (301) 777-5132
Now – December 11
Western Maryland Works Announces Upcoming Fall Training Opportunities
Western Maryland Works, in partnership with Allegany College of Maryland, is excited to announce a full lineup of fall training courses designed to spark new skills and strengthen the regional workforce. With classes ranging from hands-on trade certifications to unique craft workshops, there’s something for everyone looking to advance their career or explore a new interest.
Highlighted Courses Include:
• Milling Bootcamp (MTT111) – Sept. 6–27 (Saturdays), 8AM–12PM, $455
• Forklift Certification (VTE400) – Sept. 13 (Saturday), 8AM–4PM, $255
• Intro to Craft Brewing (CS665) – Sept. 6–Oct. 4 (Saturdays), 10AM–3PM, $200
• Lathe Bootcamp (MTT112) – Oct. 4–25 (Saturdays), 8AM–12PM, $455
• Machining I & II (MTT101-208) – Sept. 8–June 15 (Mondays–Thursdays), 4PM–8:30PM, $9,668
• OSHA 10 – Construction (VTE501) – Sept. 10–Oct. 8 (Wednesdays), 6PM–8PM, $105
• OSHA 30 – Construction (VTE502) – Nov. 4–Dec. 11 (Tuesdays/Thursdays), 6PM–9PM, $205
Whether you’re an employer seeking professional development opportunities for your team, or an individual ready to take the next step in your career, Western Maryland Works has plenty of spots available this fall.
Enrollment is open now—don’t miss your chance to gain in-demand skills and certifications close to home. Please contact Gracie McLeod, Advanced Manufacturing Program Manager, for more information on signing up at [email protected] or 301-784-5126.
September 3
FSU Block Party
Presented by the City of Frostburg Parks and Recreation Department, join the City of Frostburg on Main Street from 6-9 pm as they welcome the new and returning Frostburg State University students back to Frostburg for another year! The event is designed to showcase local businesses and organizations to let the student know what the area has to offer. They will also have food and craft vendors in attendance, music, games, and of course the ever popular and infamous hot pepper eating contest on the main stage at the Broadway intersection at 8 pm. Call (301) 914-1788 or email [email protected] for more information.
September 4- 14
Doubt
The Cumberland Theatre continues their 37th season with the Pulitzer Prize and Tony Award-winning play Doubt. The show will play for seven performances with a preview performance on September 4th and the official opening on September 5th. Set in 1964 at St. Nicholas Church School in the Bronx, the highly traditional and inflexible Sister Aloysius Beauvier becomes suspicious of the charming, progressive Father Flynn’s intentions with a student. Sister Aloysius is unwavering in her belief of Father Flynn’s wrongdoings, but for those around her the babble of lies and truths and questions and secrets lead them only to a place of doubt. Shanley’s gripping play leaves audiences full of questions even until the last four chilling words. The show is being directed by Nicole Mattis and stars Bill Dennison, Julie Herber, Brenna Peerbolt, and Zoie Collins. Tickets are available on cumberlandtheatre.com or by calling the box office at 301.759.4990.
September 12
George Washington's Whiskey Rebellion Festival
Presented by the Allegany Museum, celebrate 2025's George Washington's Whiskey Rebellion Festival. Spend the evening celebrating Washington's last foray into Cumberland with hors d'oeuvres, an open beer and wine bar, colonial era games, a silent auction, and tastings of small batch spirits. Enjoy tastings from small-batch Maryland and national distillers of whiskey, moonshine, vodka, and rum; Open beer and wine bar; catered food and treats; historic re-enactments; authentic colonial games; get a photo taken with ‘President Washington’; and presentations of cigar/whiskey pairings and cigar sales. Learn more by visiting, the https://whiskeyrebellioncumberland.com/.
September 13
3M Bike Challenge
Think you have what it takes to cycle faster than a speeding train? Cyclists are invited to challenge the Western Maryland Scenic Railroad’s (WMSR) 1309 steam engine as it climbs Mt. Savage in this face-off between muscle, machine, and mountain. Mountain Maryland Trails will host the 3M Challenge on Saturday, September 13. A timed challenge between cyclists and the train, the 3M Challenge will follow a 15.3-mile stretch of the Great Allegheny Passage (GAP Trail) alongside the WMSR railroad tracks from Cumberland, MD, to Frostburg, MD. Teams of up to six riders per team or individuals can enter the challenge, and funds raised will support maintenance and development projects in the Maryland portion of the Great Allegheny Passage, as well as new trail development opportunities within the region. For more information, call (301) 697-4343.
September 13
Artist Spotlight - An Interview with Annie Kilcoyne
As part of an ongoing effort to support and celebrate local creativity, the Ferleman Gallery is proud to present an interview series featuring the local voices behind the art. In each conversation, a local artist will share the story behind their work—their motivations, their artistic journey, and what it means to create within and for the community. These interviews offer a closer look at the people whose visions shape our local culture and provide a platform for authentic connection between artist and audience. Join the gallery for an inspiring conversation with Annie Kilcoyne, a versatile artist and illustrator whose whimsical, nature-inspired works have brought color and imagination to our community. In this interview, she will share the inspiration behind her art, the journey that shaped her creative voice, and how her playful exploration of flora, fauna, and storytelling invites connection and wonder. Call (240) 609-0077 for details or email [email protected]
September 13- 14
Heritage Days Festival CHCO Cemetery Tours
Annually, the Cumberland Historic Cemetery Organization welcomes the public to tour designated, historic, and protected gravesites and monuments at St. Peter and Paul and Rose Hill cemeteries during the annual Heritage Days Festival. These tours are guided and free to the public. Tour times are held at 12:00 pm and 3:00 pm on both Saturday and Sunday of Heritage Days weekend and begin and end at St. Peter and Paul Cumberland, on Fayette Street. Call (301) 722-4624 for more information.
September 13-14
Maryland RailFest
Climb aboard for hourly steam-powered excursions behind the mighty steam locomotive 1309, traveling from our Western Maryland Railway Station to the iconic Helmstetter’s Curve and back. Don’t miss the WMSR signature ride - the Frostburg Flyer - departing at 11:30 AM each day for a scenic journey through Mountain Maryland. For more information, email [email protected] or call 301-759-4400.
September 13- 14
Heritage Days Festival
Heritage Days is Cumberland's signature festival and has something for everyone - history, music, arts, crafts, festival food, children's activities - September 13 and 14 in the historic Washington Street District. Call (301) 697-6676 or email [email protected]
September 14
Wills Creek Muster Living History
The Wills Creek Muster is like a walk back in time! This year, the event is welcomes Bob Gleason portraying painter, soldier, scientist, inventor, politician and naturalist, Charles Willson Peale, considered one of the founding generation’s greatest Renaissance Men. He was motivated by a seemingly endless curiosity including carpentry, dentistry, optometry, shoemaking, taxidermy, and painting. His love of art would take him to Europe where he studied under the best painter of the times, American ex-patriot, Benjamin West. Returning to the Colonies, Peale joined General Washington’s Army to help win American Independence, and after the War immortalized in portraiture many of our founding fathers and mothers. His catalog of work is one of the most complete collections of “Who’s who” of the Founding Generation and one of the most important lasting contributions to our present understanding of the Men and Women who framed this nation.
September 18- 20
20th Annual Appalachian Festival
The Appalachian Festival will be held September 18-20, 2025, at Frostburg State University. For more information, call (301) 687-8040 or email [email protected]
September 19
Glenn Wilson and Rory Stuart
Rory Stuart is a critically acclaimed jazz guitarist and composer based in New York As a leader, he has CDs that have received 4 stars in Downbeat, and been voted 10 best of the year in Coda and Cadence. He has performed around the world, including Switzerland, South Korea, Sweden, Argentina, Singapore, Canada, Greece, India, Brazil, Italy, Bahamas, Israel, Chile, Austria, Iceland, Columbia, Czech Republic, Spain, Denmark, Kazakhstan, South Africa, Germany, Poland, and across the United States. The performance will take place in the Loft in Downtown Cumberland. Call (301) 268-3971 or email [email protected]
September 20
Artist Spotlight - An Interview with Angela Hedderick
Join the Ferleman Gallery for a heartfelt conversation with Angela Hedderick, a Cumberland-based artist, mother, and farmer whose artwork captures the charm, character, and everyday beauty of rural life in Western Maryland. From painting historic home portraits like Terra Angelica and Evergreen Estates to capturing the personality of her neighbor’s cows or the vibrance of garden harvests, Angela’s work reflects a deep love for her surroundings. With warmth and humor, Angela invites us to see the extraordinary in the ordinary—and reminds us how art can celebrate home, heritage, and the joy found in daily life. Call (240) 609-0077 or email [email protected].
September 20
Cumberland YMCA Dragons on the Lake
The Dragons On The Lake Festival is the Cumberland YMCA's signature fundraising event. A unique sporting event that brings a community together for some friendly competition. Participants rave about the excitement, diversity, and community spirit surrounding the event. Teams of all ages, skill levels, sizes and shapes take part. This all-inclusive event is the ultimate team building sport - requiring rhythm and finesse rather than brawn to succeed. Racing logistics provided by Dynamic Dragon Boat Racing, LLC.This event is free to spectators and takes place at Lake Habib at Rocky Gap State Park.
September 20
Fall Festival at Evergreen Heritage Center
Visit Evergreen Heritage Center's three museums, join games, activities, crafts, baked goods and a Farm to Table Workshop. Call (301) 687-0664 or email [email protected]
September 26
Double Bill: Matt Woods and Luke Hendrickson
Loft 129 presents a double bill of country/singer-songwriter/Americana/Folk with Matt Woods and Luke Hendrickson. Matt Woods is a product of Appalachia. You can hear his East Tennessee roots tangled in the lines of his songs and it is through this filter he distills the world, both external and internal, into his unique brand of songwriting. In 2017, after years of playing in bands on weekends, Luke Hendrickson began nurturing a career as a full-time gigging musician and songwriter. In the time since, he has performed in 40 states, as well as Canada and the United Kingdom, releasing 2 studio albums, earning nominations from the Midwest Country Music Organization, for awards such as "Songwriter of the Year" and "Album of the Year.” Call (301) 268-3971 or email [email protected] for more details.
October 2- 5
Homecoming & Family Weekend
Frostburg State University presents Homecoming weekend for students and their families. The university has a packed weekend of events to help celebrate all things Bobcats, including a Museum of Natural History Tour at the Compton Science Center, a Biennial Visual Arts Faculty Show in the Roper Gallery of the Fine Arts Building, a special retired employee and employee services award luncheon, a faculty and staff ice cream social, an FSU History Talk at Ort Library, a discussion about the legacy of former President Catherine R. Gira (1991-2006), a Bobcat Variety Show presented by the Office of Student Engagement, baseball and golf outings at Rocky Gap Casino and Resort, a Golden Anniversary Reunion honoring alum from 1975, 1970 and 1965, the annual Bobcat Hall of Fame Induction Ceremony and dinner, a Children’s Literature Centre Book Award Banquet at Hotel Gunter, a performance by the U.S. Army Band “Pershing’s Own” Brass and Woodwind Quintets, the Jim Anderson Memorial Baseball Brunch, and indoor family tailgate at Derezinski Lounge, a family movie night, and of course, a homecoming football game, a men’s soccer social celebrating the 25th Anniversary of the 2000 Team, a field hockey game, a women’s soccer game, a men’s soccer game, a women’s rugby match, and “The Big Event” held at the Brownsville Monument, Upper Quad and sponsored by the Student Government Association/
October 3
Opening reception for the American Wildlife Art Competition and Exhibition
Presented by the Arcadian Gallery, 47 Baltimore Street, Cumberland. Call (301) 919-3494 or email [email protected] for more information.
October 3- 26
Western Maryland Watercolor Society “Anything Goes” Show
Presented by the Cumberland Cultural Foundation, this annual art show from the local watercolor society features the theme “Anything Goes,” which means their members are welcome to submit any style or media to this show this year. This event is held at the William Gilchrist Gallery and Museum, 104 Washington Street, Cumberland. For more information, call (240) 580-1070 or email [email protected].
October 10
Megan Bee Live at Gallery Stage
Join the Gallery Stage for an unforgettable evening with Megan Bee, a singer-songwriter whose music embodies wanderlust, storytelling, and a deep reverence for the land. Megan’s 2022 album Cottonwood was hailed as “as real as it gets,” making Best of 2022 lists in Americana UK and No Depression Magazine, with praise from American Songwriter and IAMA. Her previous album Waiting (2020) earned The Ark of Music's Album of the Year Award, while past albums have won The Ohio Music Awards for Best Americana & Best Singer-Songwriter Albums and made her a USA Songwriting Competition finalist. For more information, call the Gallery Stage at (240) 609-0077 or email [email protected].
October 11- October 25
Allegheny Mountain Dinner Train
Presented by the Western Maryland Scenic Railroad, climb aboard the vintage dining cars for a memorable evening of exquisite dining and stunning scenery. Dining Class guests are treated to a gourmet 3-course meal, beginning with a fresh salad, followed by their choice of expertly prepared entrées, and concluding with a decadent signature dessert crafted by our Chef. Onboard, guests can also enjoy full bar service offering a variety of fine wines, cocktails, and spirits, as well as complimentary non-alcoholic beverages, all served in a intimate, romantic candlelit setting. For more information, call the Western Maryland Scenic Railroad at (301) 759-4400.
October 12
EX2 Rocky Gap 25K, 50K, Relay Trail Run
Presented by Rocky Gap State Park with a start time of 8:30 a.m. (50K) and 9 a.m. (25K) at Rocky Gap State Park in Flintstone. The course length ranges from 16 miles to approximately 32 miles. Entry types: Solo runners and relay teams of 2 or 3 in both the 25K and 50K.
October 18
Rivers
River Returns to Gallery Stage! The Gallery stage welcomes back Rivers to the heart of downtown Cumberland for a night of unforgettable live music. Known for their high-energy shows, rootsy soul-rock sound, and killer harmonies, Rivers brings a genre-bending mix of Americana, indie rock, and heartfelt storytelling that’ll move your feet and your soul. Call (240) 609-0077 or email [email protected]
October 18
Western Skies
Presented by Loft 129, Western Skies is a state of mind, thoughtfully crafting songs you can live your life by. Love, music, friendship and a pinch of humor. Imagine Crosby, Stills & (a female) Nash with Jimi Hendrix on lead guitar and you've got a pretty good idea. Real songs, Real harmony, Real guitar, Real people. Tickets are $15. Call Loft 129 at (301) 268-3971 or email [email protected].
October 19
Friends of Rocky Gap 5th Annual Trunk or Treat
We are excited to announce the date for Rocky Gap State Park's 5th Annual Trunk or Treat! All are welcome to enjoy this event full of candy and prizes for best costumes and best trunks! If you are looking to reserve a spot for your business or group to pass out pre-packaged candy, please email Ranger Dave at [email protected]. We can't wait to celebrate the Halloween season with the community!
October 19, 25 and 26
Pumpkin Patch Limited
Presented by the Western Maryland Scenic Railroad. Carve out some fun in Mountain Maryland! This trip is sweeter than Pumpkin Pie. Add a twist on a tradition as old as time, take the train to the Pumpkin Patch! Upon arrival and check-in at our Historic Western Maryland Railway Station in Downtown Cumberland, all passengers will have access to games and light refreshments. Upon their arrival at the Pumpkin Patch, guests will choose their own pumpkin and stickers to decorate. This train is a 1-hour round trip to Bone Cave and back, Halloween costumes are encouraged! Visit www.wmsr.com for more details and tickets.
October 19, 25, and 26
Western Maryland Artist Studio Tour
The Western Maryland Artist Studio Tour - free to the public – will feature over 60 artists from Mountain Maryland in their respective studios and galleries displaying their art, demonstrating techniques, and offering the public a glimpse into the creative process behind a variety of artwork. Whether you’re a lover of the arts or new to the art world and wish to learn more, during the last two weekends in October we welcome you to explore our world and leave with a greater appreciation for the artists… and perhaps a piece of art that resonates with you. The Western Maryland Artist Studio Tour: Experience the Arts of Western Maryland. For more information and to obtain a self guided tour publication, email [email protected].
October 24
Not Reely Dan
Presented by Loft 129, Not Reely Dan is the east coast's premiere Steely Dan Tribute Band. The group includes the region’s finest musicians and features exclusively the music of the classic Rock and Roll Hall of Fame band. Band members include Fred Sullivan, Beau Maxey, Mikayla Dodge, Jim Roderick, Tom Harrison, Brian Plitnik, Mark Gauthier, Fred Kesner, Tom Simpson, and Rich Norwood. Call (301) 268-3971 or email [email protected].
October 25
Blue Diggity
Live at the Gallery Stage presents Blue Diggity. With members hailing from West Virginia, Ohio, and beyond, the band has quickly made a name for itself across the region’s most respected stages—from the Pennyroyal Operahouse and the Mountain State Art and Craft Fair to the Bill Monroe Memorial Festival and the Wheeling Jamboree. Formed through a shared background in bluegrass education and performance—including ties to the Wheeling Park High School Bluegrass Band, the Kentucky Center for Traditional Music, and the Davis & Elkins College Appalachian Ensemble—Blue Diggity blends accomplished instrumental work with original songwriting, rich harmonies, and a genuine love for the music they make. Call (240) 609-0077 or email [email protected].
October 30
Frostburg Halloween Parade
Join the City of Frostburg along their Main Street for the annual Frostburg Halloween Parade on Thursday, October 30, 2025, at 6 pm. The Halloween Parade features an opening street performance by the Mountain City Center for the Arts at the Broadway & Main Street intersection and the parade immediately follows down Main Street. Full of costumes, vehicles, bands, animals, and more, the parade is always a favorite for kids especially when they get to catch the candy being tossed their way by the participants. After the Parade, head to City Place (14 S Water Street) for a kid's party and the always popular "haunted house" from 7-8:30 pm. Call (301) 914-1788 or email [email protected]
October 30
Halloween with The Wedding Funeral
Presented by the Gallery Stage, The Wedding Funeral brings their haunting blend of gothic Americana. With echoes of campfire tales and psychological thrillers, Darren Deicide and Ethel Lynn Oxide deliver performances that unsettle, provoke, and captivate. Armed with vernacular instruments like the musical saw and cigar box guitar, they fuse eerie sonic textures with raw acoustic energy—jumping from pastoral British folk to deep Southern blues to surreal noise interludes. It’s a spellbinding journey into the beautifully bizarre. Call (240) 609-0077 or email [email protected].
October 31- November 23
Kat Wharton and Aden Cornett
An art exhibition featuring new works by local artists Kat Wharton and Aden Cornett. Presented by the Cumberland Cultural Foundation at the C. William Gilchrist Gallery and Museum. Call (240) 580-1070 or email [email protected]
November 14
Juliet Lloyd Trio Live
Experience the soulful magic of Juliet Lloyd live! With a voice likened to Patty Griffin and 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! Presented by Gallery Stage. Call (240) 609-0077 or email [email protected].
Have an event you would like to see featured? Send us all the written details (and a flyer if you have one) to [email protected]. We will be happy to help promote your local event right here! All events were current and accurate as of press time. Allegany Magazine recommends directly contacting or visiting the social media for the venues involved for more information, cancellation and ticket policies, or updates.
