36 upcoming listings — live music, theater, markets, drag, comedy and more, each with a time, a venue and a street address.
What's coming up
Bach for Brunch — Coffee Concerts at Shepherdstown Sat 8 Aug 2026, 11:00 AM — Live music Christ Reformed Church (CATF Church) · 304 E German St, Shepherdstown, WV 25443 · $30 general / $10 students / free under 18
ACMF Pre-Concert Dinner at Bistro 112 Sat 8 Aug 2026, 5:00 PM — Meetup Bistro 112 · 112 W German St, Shepherdstown, WV 25443 · $52 plus tax
Art & Music — Appalachian Chamber Music Festival — Shepherdstown Opera House Sat 8 Aug 2026, 7:30 PM — Live music Shepherdstown Opera House · 131 W German St, Shepherdstown, WV 25443 · $30 general / $10 students / free under 18
Shepherdstown Farmers Market Sun 9 Aug 2026, 9:00 AM — Market South King Street (behind the library) · 100 S King St, Shepherdstown, WV 25443 · Free to attend
Bach's Goldberg Variations — Coffee Concerts at Shepherdstown Sun 9 Aug 2026, 1:30 PM — Live music St Peter's Lutheran Church · 112 N King St, Shepherdstown, WV 25443 · $25 general / $10 students / free under 18
Metamorphosis and Transcendence Fri 14 Aug 2026, 7:00 PM — Live music Shepherdstown Presbyterian Church · 100 W Washington St, Shepherdstown, WV 25443 · $34 general / $10 students / free under 18
Duo Delights — Coffee Concerts at Shepherdstown Sat 15 Aug 2026, 11:00 AM — Live music The Train Station at Shepherdstown · 111 Audrey Egle Dr, Shepherdstown, WV 25443 · $30 general / $10 students / free under 18
Divina — A Fantasy Cabaret — Shepherdstown Opera House Sun 16 Aug 2026, 3:00 PM — Theater Shepherdstown Opera House · 131 W German St, Shepherdstown, WV 25443 · See ThunderTix
All My Sons — National Theatre Live — Shepherdstown Opera House Sun 30 Aug 2026, 3:00 PM — Theater Shepherdstown Opera House · 131 W German St, Shepherdstown, WV 25443 · See ThunderTix
Book Bedazzling Workshop at Four Seasons Books Sat 5 Sep 2026, 11:00 AM — class Four Seasons Books · 114 W German St, Shepherdstown, WV 25443 · $28.52
Defining These Truths: From the Declaration to the Constitution Thu 17 Sep 2026, 7:00 PM — Meetup Robert C. Byrd Center for Congressional History and Education · 213 N King St, Shepherdstown, WV 25443 · Free
Buena Vista Social Club — Shepherdstown Film Society — Shepherdstown Opera House Fri 18 Sep 2026, 7:00 PM — Live show Shepherdstown Opera House · 131 W German St, Shepherdstown, WV 25443 · Pay what you can
Mr. Smith Goes to Washington — Capra's 1939 classic — Shepherdstown Opera House Sat 19 Sep 2026, 3:00 PM — Live show Shepherdstown Opera House · 131 W German St, Shepherdstown, WV 25443 · Pay what you can ($10 suggested)
The Potomac Mills Cement Mill in the Civil War — Shepherdstown Opera House Sun 20 Sep 2026, 3:00 PM — Meetup Shepherdstown Opera House · 131 W German St, Shepherdstown, WV 25443 · Free (general admission, no reservation)
MANHATTAN SHORT Film Festival — Friday — Shepherdstown Opera House Fri 25 Sep 2026, 7:00 PM — Live show Shepherdstown Opera House · 131 W German St, Shepherdstown, WV 25443 · See ThunderTix
MANHATTAN SHORT Film Festival — Saturday — Shepherdstown Opera House Sat 26 Sep 2026, 7:00 PM — Live show Shepherdstown Opera House · 131 W German St, Shepherdstown, WV 25443 · See ThunderTix
MANHATTAN SHORT Film Festival — Sunday matinee — Shepherdstown Opera House Sun 27 Sep 2026, 3:00 PM — Live show Shepherdstown Opera House · 131 W German St, Shepherdstown, WV 25443 · See ThunderTix
Spicy Saints Candle Workshop at Four Seasons Books Sat 3 Oct 2026, 11:00 AM — class Four Seasons Books · 114 W German St, Shepherdstown, WV 25443 · $33.85
Davey O and Steve Warner & Company — Shepherdstown Opera House Thu 15 Oct 2026, 7:00 PM — Live music Shepherdstown Opera House · 131 W German St, Shepherdstown, WV 25443 · See ThunderTix
Ladies in Black — Shepherdstown Film Society — Shepherdstown Opera House Fri 16 Oct 2026, 7:00 PM — Live show Shepherdstown Opera House · 131 W German St, Shepherdstown, WV 25443 · Pay what you can
Trae Sheehan — Home from the Road — Shepherdstown Opera House Sat 17 Oct 2026, 7:30 PM — Live music Shepherdstown Opera House · 131 W German St, Shepherdstown, WV 25443 · See ThunderTix
The Playboy of the Western World — National Theatre Live — Shepherdstown Opera House Sun 18 Oct 2026, 3:00 PM — Theater Shepherdstown Opera House · 131 W German St, Shepherdstown, WV 25443 · $11 general / $5 Shepherd University students & staff
Strange Journey: The Story of Rocky Horror — 6 pm — Shepherdstown Opera House Thu 22 Oct 2026, 6:00 PM — Spooky Shepherdstown Opera House · 131 W German St, Shepherdstown, WV 25443 · See ThunderTix · 18+
Bad Influence Band — Shepherdstown Opera House Sat 24 Oct 2026, 7:30 PM — Live music Shepherdstown Opera House · 131 W German St, Shepherdstown, WV 25443 · See ThunderTix
Small Town Universe: Film + Discussion — Shepherdstown Opera House Thu 29 Oct 2026, 7:00 PM — Live show Shepherdstown Opera House · 131 W German St, Shepherdstown, WV 25443 · See ThunderTix
Psycho — Hitchcock: Architecture of Suspense — Shepherdstown Opera House Fri 30 Oct 2026, 7:00 PM — Spooky Shepherdstown Opera House · 131 W German St, Shepherdstown, WV 25443 · See ThunderTix · 18+
North by Northwest — Hitchcock: Architecture of Suspense — Shepherdstown Opera House Sat 31 Oct 2026, 1:00 PM — Live show Shepherdstown Opera House · 131 W German St, Shepherdstown, WV 25443 · See ThunderTix
Vertigo — Hitchcock: Architecture of Suspense — Shepherdstown Opera House Sun 1 Nov 2026, 1:00 PM — Live show Shepherdstown Opera House · 131 W German St, Shepherdstown, WV 25443 · See ThunderTix
Fisherman's Friends — Film + Live Music — Shepherdstown Opera House Sat 7 Nov 2026, 7:00 PM — Live music Shepherdstown Opera House · 131 W German St, Shepherdstown, WV 25443 · Pay what you can
Blazing Saddles — Shepherdstown Film Society — Shepherdstown Opera House Fri 13 Nov 2026, 7:00 PM — Comedy Shepherdstown Opera House · 131 W German St, Shepherdstown, WV 25443 · Pay what you can · 18+
Beauty & the B Flats — vocal & instrumental jazz — Shepherdstown Opera House Sat 14 Nov 2026, 7:00 PM — Live music Shepherdstown Opera House · 131 W German St, Shepherdstown, WV 25443 · $12 advance / $15 at the door
Les Liaisons Dangereuses — National Theatre Live — Shepherdstown Opera House Sun 15 Nov 2026, 3:00 PM — Theater Shepherdstown Opera House · 131 W German St, Shepherdstown, WV 25443 · See ThunderTix
Speakeasy Boys Reunion Concert — Shepherdstown Opera House Sat 21 Nov 2026, 8:00 PM — Live music Shepherdstown Opera House · 131 W German St, Shepherdstown, WV 25443 · See ThunderTix
Joyeux Noël — Shepherdstown Film Society — Shepherdstown Opera House Fri 4 Dec 2026, 7:00 PM — Live show Shepherdstown Opera House · 131 W German St, Shepherdstown, WV 25443 · Pay what you can
Kate MacLeod's Mind the Gap: Wintergrace — Shepherdstown Opera House Sat 5 Dec 2026, 7:30 PM — Live music Shepherdstown Opera House · 131 W German St, Shepherdstown, WV 25443 · See ThunderTix
Michael Winograd & the Honorable Mentshn — Shepherdstown Opera House Mon 7 Dec 2026, 7:00 PM — Live music Shepherdstown Opera House · 131 W German St, Shepherdstown, WV 25443 · $18 advance / $20 door / $30 VIP
Listings are seeded from venue and organiser calendars. See them on the map.