Upcoming Events

Cumberland will continue to offer a robust variety of events during the Baltimore Street construction. Event dates and times are subject to change. Check back often for updates!


Gottesthal Exhibition at Ferleman Art Gallery
September 6-October 30th • • Ferleman Art Gallery-9 N. Centre Street

Hilmar Gottesthal, a celebrated artist whose work spans continents and decades, brings to this exhibition a profound exploration of the human experience through his mastery of watercolor, oil painting, and sculpture. Gottesthal’s approach to art is deeply rooted in the belief that artists serve as chroniclers of culture, documenting the essence of humanity and the […]

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ilyAIMY @ Loft 129
Thursday, October 10 • 8-10:15pm • Loft 129-129 Baltimore Street

Baltimore's ilyAIMY (i love you And I Miss You) has played it all nationwide for more than two decades. Similarly adventurous songwriters, audiences should expect everything from boogie-woogie to beatboxing, innovative acoustic guitar, and rapid-fire lyricism softened by cello, soulful vocals and lush harmonies. "ilyAIMY is an award-winning "welcome jolt" and an acoustically roiling, combustible […]

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Nevermore: The Imaginary Life and Mysterious Death of Edgar Allen Poe written by Jonathan Christensen
Friday through Sunday, October 10-27th • 2pm and 8pm • Cumberland Theatre-101 Johnson St.

The Cumberland Theatre will continue their 36th season with the musical Nevermore: The Imaginary Life and Mysterious Death of Edgar Allen Poe writting by Jonathan Chritensen. Starting October 10th, the show will run for three weekends. The script fictionalizes true event that took place in his life while also incorporating his creative works and poems. […]

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Kate MacLeod @ Gallery Stage
Friday, October 11 • 7-9pm • Gallery Stage-9 North Centre Street

Neo-Traditionalist musician Kate MacLeod channels the spirit of Americana with original songs, fiddle instrumentals. Compared to Joni Mitchell and Emmylou Harris, her influential style resonates across Folk, Celtic, and Bluegrass genres, capturing history and landscapes. Tickets are $20 in advance and $25 day of the show. Purchase tickets here: Kate MacLeod Tickets

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Stand-Up Comedy from Float Loaf Productions @ Loft 129
Friday, October 11 • 8-9:45pm • Loft 129-129 Baltimore Street

Stand-Up Comedy from Float Loaf Productions is back to the American Woodmark Stage at Loft 129 with another great line-up of East Coast's best comics! This show features 5 fantastic comedians including the headliner Neil Rubenstein. The show is hosted by local favorite Tate Griffen. Other featured comedians include Lennon Free, Rebecca Canterbury, and Cory […]

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Misery-Adapted by William Goldman
October 12-20 • 8pm and 2pm • Embassy Theatre-49 Baltimore St.

The Embassy’s production of Misery, an adaptation by William Goldman from one of Stephen King’s most popular novels, will open Saturday, October 12th for two weeks. Misery is a gruesome story of torture with blood, guts, and a psychopath. It's a well told tale; the characters are well developed and the fact that there are […]

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Rock the Block
Saturday, October 12 • Noon - 7:30PM • Merchant's Alley off Pershing Street - Downtown Cumberland

If you’ve been jonesing for all things 80s, you want to be at downtown Cumberland’s Rock the Block. It’s all about the 1980s featuring two great bands – Milk Mountain from Frederick and The Reagan Years, the East Coast Original 80s tribute band out of Hagerstown ( www.thereaganyears.com ) plus Frankfort Middle School's Teal Steel […]

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Craft Beer Limited-Fall Fest!
Saturday, October 12 • 7-10pm • Western Maryland Scenic Railroad-13 Canal Street

While taking a sunset ride through the scenic Allegheny Mountains, guests will enjoy guided tastings of 10 different craft beers from local, regional, and national breweries in a souvenir 5 oz tasting glass with various shenanigans and hijinks. Every Craft Beer Limited is a unique, curated experience. So, join all six! Rails and Ales offers […]

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Finally Fridays at Fore Axes
Friday, October 18 • 5-9pm • Fore Axes-157 Baltimore St. 3rd Floor

Finally Fridays at Fore Axes has an extended happy hour from 5-9pm. Live music by TJ Simpson starts at 7:30pm.

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Halloween Wine Tasting on the set of Nevermore
Friday, October 18 • 5:30pm • Cumberland Theatre-101 Johnson St.

Join the Cumberland Theatre on the set of their production of Nevermore: The Extraordinary Life and Mysterious Death of Edgar Alan Poe for a Halloween themed wine tasting. Sit on stage and enjoy 5 amazing wines skillfully paired with Halloween treats! YOU MUST PURCHASE YOUR TICKET OR RESERVE YOUR SEAT IN ADVANCE and YOU MUST […]

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Jon Pheasant @ Loft 129
Friday, October 18 • 8-9:45pm • Loft 129-129 Baltimore Street

The British Invasion comes to the American Woodmark Stage at Loft 129. Performing full time for 15 plus years, Jon Pheasant has performed all around thw country playing all types of venues and events. John founded and played a key role in forming the National Touring Tribute Band The British Invasion Experience back in 2013. […]

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Kindred Valley @ Gallery Stage
Friday, October 18 • 8-10pm • Gallery Stage-9 North Centre Street

Indie folk band Kindred Valley, formed by friends Blake Lacy, Noah Freeman, and Brett McCoy at Marshall University in 2020, expanded in 2021 with new members Rachael and Jadon Hayes and Kaden Salmons. They released their debut album in 2022, blending Appalachian roots with innovative sounds. Tickets are $20 in advance and $25 day of […]

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Pumpkin Patch Train Rides
October 19, 20, 26, 27 • 9:30am, 12pm, 2pm • Western Maryland Scenic Railroad-13 Canal Street

Ride the Western Maryland Scenic Railroad to the pumpkin patch. Upon arrival and check-in at the station in Downtown Cumberland, all passengers receive a pumpkin, apple cider, and decorations! This train is a 1-hour round trip to Bone Cave and back, Halloween costumers are encouraged! Rides last approximately 1 hour. All trains depart from the […]

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Cumberland Historic Ghost Tour
Saturday, October 19 • 7pm • Downtown Historic Cumberland

Cumberland Historic Ghost Tours will conduct a walking ghost tour on October 19 at 7 PM. Tour guides in historic costume will begin the one-hour tour at the Washington Street Library. Stories and legends will include spirits that have been identified as well as those who remain a mystery. The tour will include historic and […]

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Griffin William Sherry @ Gallery Stage
Saturday, October 19 • 7-9pm • Gallery Stage-9 North Centre Street

Griffin William Sherry, Maine-born singer-songwriter, steps into the spotlight as a solo artist with Hundred Mile Wilderness. Experience Griffin William Sherry live at Gallery Stage, where his smoky. easy-listening folk-rock sound will resonate with fans of The Ghost of Paul Revere, Mumford & sons, and Zac Brown Band. Don't miss the chance to hear new […]

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Embassy Theatre's Hocus Pocus Homecoming Dance
Friday, October 25 • 8pm • Embassy Theatre-49 Baltimore St.

By the end of October you’ve orchestrated trunk trick-or-treat lines in the parking lot, you’ve made sure every kid gets a prize of some kind for their costume, and you’ve survived teen party drama from those too old to knock on doors. Now it’s time to dress up and go out dancing yourself. Cut loose […]

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Happy Halloween Scavenger Hunt at Fort Cumberland Emporium
Saturday, October 26 • 10am-5pm • Fort Cumberland Emporium-55 Baltimore St. #1

The Fort Cumberland Emporium is hosting a Halloween Scavenger Hunt for their customers. They are hiding little pumpkins throughout the store. Find a pumpkin and win a prize. There will be some treats too!

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North Centre Street's Bewitching Bash: A Hauntingly Good Time with Toil & Trouble and Gus + Oliver's
Saturday, October 26 • 12pm • 54 and 56 N. Centre Street

Mark your calendars for Saturday, October 26, 2024, at 12 PM, as downtown is transformed into a spellbinding celebration for kids and adults alike! 🕸️👻 Toil & Trouble and Gus & Oliver invite you to a spooky-fun Halloween event filled with treats, games, snacks, and magical surprises! Whether you're trick-or-treating, playing games, or just indulging […]

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Ghouley Pub Crawl Halloween Party at Fore Axes
Saturday, October 26 • • Fore Axes-157 Baltimore St. 3rd Floor

Drink specials, music by DJ South, costume prizes & more! Reserve your place online at: https://www.foreaxes.com/?fbclid=IwY2xjawFyZ9lleHRuA2FlbQIxMAABHZ489jpKCtMNpgfsoGyXA-WogDCBj3tCP4EZTer12khBaeWKbk6yTYF2Vw_aem_baEPT91Dbac853zZgRV6dg

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Halloween at the Park
Sunday, October 27 • 4-7pm • Constitution Park-Fort Ave

Join the City for Halloween at the Park Sunday, October 27th from 4-7pm. Bring family and friends! A costume contest will take place from 4-5pm. After that, grab some candy, enjoy a hay ride, and visit the haunted trail until 7!

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South Cumberland Halloween Parade
Wednesday, October 30 • 6PM - 10PM •

ROUTE: West on East First Street from Arch Street to Virginia Avenue South on Virginia Avenue to West Industrial Blvd West Ind. Blvd to West Third Street

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Pumpkin Carving with Sabroso Tacos and Cats Cradle Vintage and Thrift
Thursday, October 31 • 5-7pm • 28 and 40 N. Centre Street

Hosted by Michael and Ila, owners of Pepper on a Plate: Sabroso Tacos and Cats Cradle Vintage and Thrift. Starts at 5pm. Safe carving tools will be available and Michael has taught a class before!

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Ghouls Night Out
Thursday, October 31 • 5-9pm • Myla & Maple-50 N. Centre Street

Happy Hour, 10% off new arrivals, costumes and drink specials with the girls.

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"Firebird: Built to Burn" @ Loft 129
Friday, November 8 • 6-7:45pm • Loft 129-129 Baltimore Street

There will be a screening of the award-winning documentary "Firebird: Built to Burn" at Loft 129 on November 8th from 6-7:45pm. The documentary produced and directed by Colleen Brady and Charlie Hudson, follows a group of volunteers in resurgent Phoenixville, PA as they orchestrate their town's most treasured collective art event: the building and burning […]

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Inaugural Mountain Maryland Film Festival
November 8-9 • •

In anticipation the upcoming initiative, MusicTown Maryland, the inaugural festival will focus on a musical theme in 2024, featuring screenings of well-known films along with a shorts competition, inviting filmmakers to submit works 15 minutes or less for cash prizes. Along the way, there will be live music and surprises, too! A complete schedule, ticket […]

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Cumberland Historic City Center Grand Reopening Ribbon Cutting
Thursday, November 14 • 11am • Corner of Baltimore St. and Mechanic St.

Join us as we cut the ribbon to signal the reopening of our historic downtown following the revitalization project! Then enjoy exploring our downtown, shopping, and dining!

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Rediscover Cumberland Community Celebration
Saturday, November 16 • Noon-10:00 PM • Cumberland Historic City Center

Come celebrate the reopening of our historic downtown! Festivities kick-off at noon with a parade, followed by live music on two stages, kids' activities (bounce houses, ride, face painting, balloon animals), fire pits for roasting marshmallows, and a Scavenger Hunt with a grand prize. Enjoy shopping and dining throughout downtown.

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Annual Tree Lighting Celebration
Friday, November 29 • 5-7:30pm • Cumberland Historic City Center

The annual Tree Lighting Ceremony, a beloved Cumberland tradition, will take place on Friday, November 29! Entertainment begins at 5PM, followed by the lighting of our downtown Christmas Tree and the arrival of Santa and Mrs. Claus.

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Shop Small Saturday
Saturday, November 30 • • Cumberland Historic City Center

Support local and small businesses on Shop Small Saturday! Check out the local downtown mall and spread love to the business owners!

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Breakfast with Santa-Cafe Mark
Saturday, November 30 • 8:30-10:30am • Cafe Mark-37 Baltimore St.

Visit Santa while enjoying breakfast at Cafe Mark! Seating times are between 8:30 and 10:30 am. Reservations are not required.

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Visits with Santa
Saturday, November 30 • 1-3pm • Rosenbaum Building-118 Baltimore St.

Get in the holiday spirit with visits with Mr. and Mrs. Claus at the Rosenbaum! Free for all and candy bags for kids.

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Canal Place Celebration of Lights and Holiday Market
Saturday, November 30 • 2pm • Canal Place-13 Canal Sreet

Saturday, November 30, 2 pm. Stop by to kick off the official holiday season at Canal Place on Small Business Saturday, Nov 30th. This event is free to the public. Shop their stores and vendors for the perfect Christmas gifts, grab dinner or a snack at one of the restaurants or food trucks. Vote for […]

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Breakfast with Santa-Culinaire Cafe
Saturday, December 7 • 9 and 10:30am • Culinaire Cafe-110 Baltimore St.

Visit with Santa while enjoying breakfast at the Culinaire Cafe! Seating times are at 9 and 10:30am. Reservations are required.

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Visits with Santa
Saturday, December 7 • 1-3pm • Rosenbaum Building-118 Baltimore St.

Get in the holiday spirit with visits with Mr. and Mrs. Claus at the Rosenbaum! Free for all and candy bags for kids.

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Winter Festival & Market
Saturday, December 14 • 4-9pm • Cumberland Historic City Center

The Winter Festival & Market is BACK in Historic Downtown Cumberland! Join us at Historic City Center for live music, kids' games and arts & crafts, retail artisan booths, photos with Santa, a bicycle decorating contest, fire pits to roast marshmallows and more! More information to come!

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Breakfast with Santa-Community Cafe
Saturday, December 14 • 9-11am • Community Cafe-127 N. Centre St.

Visit with Santa while enjoying breakfast at the Community Cafe! Seating times are at 9, 10:15, and 11am. Reservations are required.

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Breakfast with Santa-Queen City Creamery Scoop Shop
Saturday, December 14 • 8-11am • Queen City Creamery Scoop Shop-152 Baltimore St.

Visit with Santa while enjoying breakfast at Queen City Creamery Scoop Shop! Seating times are at 8, 9:30, and 11am. Reservations are required.

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Visits with Santa
Saturday, December 14 • 1-3pm • Rosenbaum Building-118 Baltimore St.

Get in the holiday spirit with visits with Mr. and Mrs. Claus at the Rosenbaum! Free for all and candy bags for kids.

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Breakfast with Santa-Mezzos
Saturday, December 21 • 10am-12:15pm • Mezzos-114 S. Centre St.

Visit with Santa while enjoying breakfast at Mezzos! Seating times are at 10, 10:45, 11:30, and 12:15. Reservations are required.

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Visits with Santa
Saturday, December 21 • 1-3pm • Rosenbaum Building-118 Baltimore St.

Get in the holiday spirit with visits with Mr. and Mrs. Claus at the Rosenbaum! Free for all and candy bags for kids.

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New Year's Eve and Ball Drop
Tuesday, December 31 • 10pm-12am • Cumberland Historic City Center

Join us for the New Year's Eve celebration and ball drop at midnight! Live music with DJ Jimmy Hook, food, beverages, and activities!

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