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  • Greenbrook Holiday Night Market hosted by the BOBC

    University Plaza 50 W. Washington Street, Hagerstown, MD, United States

    The Green book Holiday Market hosted by BOBC. This holiday market is the kick off to the 2025 holiday season. We welcome all small to medium size businesses to participate […]

  • Text shaped like a Christmas tree reads: "Every Christmas STORY Ever Told (And Then Some!)" in festive red, green, and gold letters, with a green star on top and snowfall in the background.

    Every Christmas Story Ever Told (And Then Some!)

    Washington County Playhouse 44 North Potomac Street (REAR), Hagerstown, MD, United States

    Dinner and a show! Every Christmas Story Ever Told (And Then Some!): "Instead of performing Charles Dickens' beloved holiday classic for the umpteenth time, three actors decide to perform every […]

    $70

  • Text shaped like a Christmas tree reads: "Every Christmas STORY Ever Told (And Then Some!)" in festive red, green, and gold letters, with a green star on top and snowfall in the background.

    Every Christmas Story Ever Told (And Then Some!)

    Washington County Playhouse 44 North Potomac Street (REAR), Hagerstown, MD, United States

    Dinner and a show! Every Christmas Story Ever Told (And Then Some!): "Instead of performing Charles Dickens' beloved holiday classic for the umpteenth time, three actors decide to perform every […]

    $70
  • Christmas Concert flyer for two barbershop choruses on Dec 5, 2025, in Hagerstown, MD, and Dec 6, 2025, in Inwood, WV. Features a barber pole with a Santa hat and concert details. No tickets needed; donations accepted.

    A Barbershop Christmas Concert

    Emmanuel United Methodist Church 802 Summit Avenue, Hagerstown, MD, United States

    A free A Capella Christmas Concert featuring Hagerstown’s Mason-Dixon Barbershop Chorus and Inwood’s Blue & Grey Barbershop Chorus.

    Free
  • Illustration with the text "Holiday Pop-Up Shop" on a teal background, decorated with hanging ornaments, string lights, and snowflakes. A family carrying holiday shopping bags and a wreath stands on the left.

    Holiday Pop-Up Shop

    6 N Potomac Street Storefront 6 N Potomac Street, Hagerstown, MD, United States

    The Downtown Hagerstown Holiday Pop-Up Shops are back for the festivities for November and December this holiday season! This year, we're featuring 4 dates in total: Saturday, November 29th Saturday, […]

    Free

  • Santa Con Costume Contest

    The Brick Tavern of Hagerstown 28 South Potomac Street, Hagerstown, MD, United States

    Costume theme night (Santa & Mrs. Claus) Gift Cards for best dressed

    Free
  • Text shaped like a Christmas tree reads: "Every Christmas STORY Ever Told (And Then Some!)" in festive red, green, and gold letters, with a green star on top and snowfall in the background.

    Every Christmas Story Ever Told (And Then Some!)

    Washington County Playhouse 44 North Potomac Street (REAR), Hagerstown, MD, United States

    Dinner and a show! Every Christmas Story Ever Told (And Then Some!): "Instead of performing Charles Dickens' beloved holiday classic for the umpteenth time, three actors decide to perform every […]

    $70
  • Illustration of two smiling gingerbread figures wearing winter hats, walking under a string of lights and snowflakes. Text reads “Gingerbread Dash 5K”. A pink logo says “Girls on the Run, mid & western maryland.”.

    Gingerbread Dash

    Meritus Park 50 W Baltimore Street, Hagerstown, MD, United States

    The Gingerbread Dash is 'baking' dreams come true as a companion race to the annual Candy Cane Dash in Frederick, MD. The elves are bringing the holiday spirit to downtown […]

    $35 – $40
  • Text shaped like a Christmas tree reads: "Every Christmas STORY Ever Told (And Then Some!)" in festive red, green, and gold letters, with a green star on top and snowfall in the background.

    Every Christmas Story Ever Told (And Then Some!)

    Washington County Playhouse 44 North Potomac Street (REAR), Hagerstown, MD, United States

    Dinner and a show! Every Christmas Story Ever Told (And Then Some!): "Instead of performing Charles Dickens' beloved holiday classic for the umpteenth time, three actors decide to perform every […]

    $70
  • Logo with the text "The Brick Tavern of Hagerstown" in bold, vintage-style lettering inside a circular border with decorative flourishes, evoking a classic speakeasy vibe.

    Diamondfest/Boxcar Night

    The Brick Tavern of Hagerstown 28 South Potomac Street, Hagerstown, MD, United States

    $3 off Appetizers with Diamondfest Proof or Purchase Kid’s Eat Free with Purchase of Entree Diamondfest Ticket when wearing Boxcar Merch Special Appearance from Stryker!

    Free
  • A stylized green Christmas tree with red stars above the words “Christkindl Markt” and a yellow “Hagerstown” label, set against a red patterned background.

    Christkindl Markt Hagerstown

    University Plaza 50 W. Washington Street, Hagerstown, MD, United States

    Christkindl Markt is an annual Christmas market based upon the German Christkindl Markets. Filled with over 40 artisan and food vendors, this is an annual, family and pet friendly event. […]

    Free
  • Illustration with the text "Holiday Pop-Up Shop" on a teal background, decorated with hanging ornaments, string lights, and snowflakes. A family carrying holiday shopping bags and a wreath stands on the left.

    Holiday Pop-Up Shop

    6 N Potomac Street Storefront 6 N Potomac Street, Hagerstown, MD, United States

    The Downtown Hagerstown Holiday Pop-Up Shops are back for the festivities for November and December this holiday season! This year, we’re featuring 4 dates in total: Saturday, November 29th Saturday, […]

    Free