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  • White bold text reading "HOLLY FEST" on a red background, with a diagonal red and white striped line underneath and smaller text below that says, "A Hagerstown Holiday Tradition." Celebrate the spirit of hollyfest with us!.

    HollyFest

    The Maryland Theatre 21 S Potomac Street, Hagerstown, MD, United States

    Kickoff the holiday season with Hagerstown tradition, HollyFest! Featuring young, up and coming performers in the Hagerstown area, this showcase includes various studios and companies presenting holiday themed performances, free […]

    Free
  • Two clear inflatable domes decorated with red, white, and green balloons, large candy canes, pinwheels, and gingerbread figures create a festive holiday-market scene outdoors against brick buildings under a blue sky with clouds.

    Holiday Market 2025

    South Potomac Street Potomac Street, Hagerstown, MD, United States

    Join us for the Downtown Hagerstown Holiday Market on Saturday, November 22nd from 2:00PM - 6:30PM! We will have over 35 artisan vendors, igloo bounce houses, and plenty of holiday […]

    Free
  • Cartoon Christmas tree character with ornaments and a star poses beside text: Downtown Hagerstown tree lighting, Saturday, November 22nd, 5:00 pm, public square. Festive holiday mug illustration appears at the bottom right.

    Downtown Tree Lighting

    Public Square Public Square, Hagerstown, MD, United States

    Join us as we light the Downtown Tree for the Holiday season! Featuring the North Hagerstown High School Brass Ensemble and free Hot Cocoa from Cannon Coffee, you won't want […]

    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

  • Merch & Gift Card Day

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

    20% off all in-house merch and gift cards (excludes online) Random Morgan Hall/Brick Tavern Gift Box Giveaway to patrons

    Free

  • 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
  • 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
  • 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
  • A man in a gray suit sings passionately into a vintage microphone. Text promotes "Frankie Roma Holiday Concert" on Dec 14, 3 PM at Fletcher Library. It's a Frank Sinatra tribute; cocktail attire is requested.

    Noteworthy Concert – Frankie Roma

    Washington County Free Library 100 S Potomac Street, Hagerstown, MD, United States

    Please join us on Sunday, December 14 for a concert performance by Frankie Roma. Cocktail attire is requested. International Swing Singer Frankie Roma has been singing Sinatra and Rat Pack […]

    Free
  • Church interior with wooden pews and stained glass windows on the left; event details on the right for the Hagerstown Historic Houses of Worship Tour, Friday, December 26th, 3–6:30 PM, Downtown Hagerstown.

    2025 Historic Houses of Worship Tour

    Downtown Hagerstown Public Square, Hagerstown, MD, United States

    Historic Hagerstown Houses of Worship will open their doors to the public for FREE during this annual, self-guided tour in Downtown Hagerstown. Join over 10 different historic sites in the […]

    Free