15 upcoming listings — live music, theater, markets, drag, comedy and more, each with a time, a venue and a street address.
What's coming up
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
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
Grounded Sound Journey with Kava Sangha Fri 6 Nov 2026, 6:45 PM — Live music Tonic Herb Shop · 140 East German Street, Shepherdstown, WV 25443
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
Grounded Sound Journey with Kava Sangha Fri 4 Dec 2026, 6:45 PM — Live music Tonic Herb Shop · 140 East German Street, Shepherdstown, WV 25443
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
Oddities Faire: Naughty or Nice — A Festive Castle Experience Sat 12 Dec 2026, 10:00 AM — Festival Graycliff · 200 Meander Way, Shepherdstown, WV 25443
Listings are seeded from venue and organiser calendars. See them on the map.