Sheperdstown Travel Guide

Sheperdstown

Originally named Mecklenburg, Shepherdstown claims to be the oldest continuously settled community in the state. Thomas Shepherd purchased the grant to the land in 1732, and some of his descendants live in the town to this day. Shepherdstown retains much of its historic charm, particularly on German Street, where many of its shops, restaurants, and attractions are located.

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Trip Ideas|Mark Orwoll

This West Virginia Company Town Feels Eerily Like an Episode of ‘The Twilight Zone’
Stroll the strangely barren streets, then spend the night in a century-old, abandoned workers’ house for an out-of-time experience.

Mark Orwoll

Travel Tips|Terry Ward

Guess Which State Is Perfect for a Fall Getaway. And It’s NOT in the Northeast
From leaf peeping to autumnal cabins, West Virginia boasts a wealth of fall-inspired experiences if you know where to look.

Terry Ward

News|Mariah Douglas

How Not to Plan a Polyamorous Vacation
It’s tough enough to plan a vacation with another couple. Here’s what happened when we did with our boyfriend and girlfriend—and how we’ll (maybe) do it better in the future.

Mariah Douglas

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This West Virginia Company Town Feels Eerily Like an Episode of ‘The Twilight Zone’
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Guess Which State Is Perfect for a Fall Getaway. And It’s NOT in the Northeast
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Sheperdstown

Find a Hotel

Related Articles

This West Virginia Company Town Feels Eerily Like an Episode of ‘The Twilight Zone’ Stroll the strangely barren streets, then spend the night in a century-old, abandoned workers’ house for an out-of-time experience.

Guess Which State Is Perfect for a Fall Getaway. And It’s NOT in the Northeast From leaf peeping to autumnal cabins, West Virginia boasts a wealth of fall-inspired experiences if you know where to look.

How Not to Plan a Polyamorous Vacation It’s tough enough to plan a vacation with another couple. Here’s what happened when we did with our boyfriend and girlfriend—and how we’ll (maybe) do it better in the future.

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Sheperdstown

TRAVEL GUIDE

This West Virginia Company Town Feels Eerily Like an Episode of ‘The Twilight Zone’
Stroll the strangely barren streets, then spend the night in a century-old, abandoned workers’ house for an out-of-time experience.

Guess Which State Is Perfect for a Fall Getaway. And It’s NOT in the Northeast
From leaf peeping to autumnal cabins, West Virginia boasts a wealth of fall-inspired experiences if you know where to look.

How Not to Plan a Polyamorous Vacation
It’s tough enough to plan a vacation with another couple. Here’s what happened when we did with our boyfriend and girlfriend—and how we’ll (maybe) do it better in the future.