Upcoming Food & Drinks Events

The Community Table: 80 Year Anniversary Celebration

 102 E German Street, Shepherdstown, WV, United States, West Virginia 25443 14 Sep 2025

Asbury Community Health Fair!

 4257 Kearneysville Pike, Shepherdstown, WV, United States, West Virginia 25443 4 Oct 2025
HEALTH-WELLNESS

Fall Foliage, Fiddles, & Fare

 Sundogs Bed and Breakfast, Shepherdstown, WV 12 Oct 2025
MUSIC

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Upcoming Festivals Events

A Handmade Christmas in Shepherdstown

 The War Memorial Building 15 Nov 2025
ART

Annual Apple Butter Festival

 Shepherdstown Fire Department 25 Oct 2025
FESTIVALS

Megan Jean's Secret Family/Gypsy Ramblers/Rachel May at The Folly!

 The Timber Frame Folly In Shepherdstown 20 Sep 2025
MUSIC

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Upcoming Halloween Events

Halloween Costume Swap Stop - October 1-30

 145 Higbee Lane, Shepherdstown, WV, United States, West Virginia 25443 1 Oct 2025
HALLOWEEN

Shepherd Rams vs. Shippensburg University Raiders

 Ram Stadium 31 Oct 2025
TRIPS-ADVENTURES

Black Cats & Yoga Mats: a kids yoga and art workshop

 126 W. German Street, Shepherdstown, WV, United States, West Virginia 25443 26 Oct 2025
KIDS

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Upcoming Live Music Events

Shepherdstown Rotary’s 4th Annual Beer & Food Fest

 Morgan's Grove Park 18 Oct 2025
FESTIVALS

Two Rivers Chamber Orchestra Concert

 Shepherdstown Presbyterian Church, 100 West Washington Street, Shepherdstown, WV 25443 27 Sep 2025
MUSIC

Two Rivers Chamber Orchestra Concert

 Shepherdstown Presbyterian Church, 100 West Washington St., Shepherdstown, WV 25443 28 Sep 2025
MUSIC

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Trending Events in Shepherdstown

William "BILLY" Leonard Memorial Car Show

Snooks Shaved Ice & Soft Serve 27 Sep 2025
CAR-SHOWS

Bavarian Inn Shepherdstown WV Oktoberfest!

 164 Shepherd Grade Rd, Shepherdstown, WV, United States, West Virginia 25443 21 Sep 2025
OKTOBERFEST

ALCHEMISED Midnight Release Party at Four Seasons Books

 Four Seasons Books 22 Sep 2025
PARTIES USD 12 TO 46

The 42nd Annual A Very Peregrine Christmas Spectacular!

 113 s Princess street, 25443 12 Dec 2025
ART

SCC 1st Weekend Handmade Market

 The War Memorial Building 4 Oct 2025
ART

SCC 1st Weekend Handmade Market

 The War Memorial Building 1 Nov 2025
ART

IN SEARCH OF CASSADÓ’S LEGACY WITH: APPALACHIAN CHAMBER MUSIC PLAYERS

 The Station At Shepherdstown 5 Oct 2025
ENTERTAINMENT

SFD Sportsman Bash 2025

 Shepherdstown Fire Department 8 Nov 2025
NONPROFIT

2025 Civil War Fall Seminar

 136 W German St, Shepherdstown, WV, United States, West Virginia 25443 18 Sep 2025
WORKSHOPS

Obsidian Hearts Book Club • September

 114 W German St, Shepherdstown, WV 20 Sep 2025
MEETUPS

A Show By Any Other Name: A Night of Shakespeare

113 s Princess street, 25443 19 Sep 2025

Introduction to Kettle Dying

 Badgerhound Studio and Gallery 10 Oct 2025
WORKSHOPS

The Banned Book Club: 1984 & Julia

 114 W German St, Shepherdstown, WV 5 Oct 2025

Ayurveda: Living with the Seasons

 126 W. German Street, Shepherdstown, WV, United States, West Virginia 25443 14 Sep 2025
HEALTH-WELLNESS

Fall Escape 2025 by BIKE VIRGINIA

 University Dr, Shepherdstown, WV 25443, United States 17 Oct 2025
TRIPS-ADVENTURES

More things to do in Shepherdstown

Food & Drinks
Festivals
Halloween
Live Music
Music Festivals
Pop-Ups
Comedy
Oktoberfest
Car Shows
Food Truck Festivals
Parades