Things to do in Shepherdstown

Activities, attractions and tours

A street lined with brick buildings, including a bank and a restaurant.
A historic street with red brick buildings, a church steeple, and a sign for a local shop.
A street with a red brick building, a sign for Maria's Taco, and a sign for Grapes & Grains Gourmet.
A row of bicycles parked against a metal bike rack on a city street.
A vintage storefront with a sign reading "Open Soon... Pop on in!" and a vintage suitcase.

Things to do

Antietam National Battlefield Self-Guided Driving Audio Tour

Antietam National Battlefield Self-Guided Driving Audio Tour

S$19
per traveller
100% of travellers recommend
Antietam National Battlefield Self-Guided Driving Audio Tour
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What to do in Shepherdstown

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Shepherdstown Opera House

10.0/10 (1 review)
This intimate historic theatre hosts diverse performances from indie films to live music in a beautifully preserved setting. Arrive early to enjoy Shepherdstown's dining scene before your show.
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Frequently asked questions

Is Shepherdstown worth visiting?
Shepherdstown offers a unique mix of local charm, culture and attractions. Whether you're into outdoor activities, history or regional cuisine, there's plenty to enjoy here.
How do I spend a day in Shepherdstown?
Crystal Grottoes Caverns and Bolivar Heights Scenic Overlook are two excellent places to start your getaway adventures. Remember to check out the retail and dining options in Shepherdstown while you're there too.
What is the top tourist attraction in Shepherdstown?
The top tourist attraction in Shepherdstown is Harpers Ferry National Historical Park, so don't forget to add it to your sightseeing list.
Is three days enough to stay in Shepherdstown?
You can easily visit top attractions like Antietam National Battlefield, Shepherdstown Museum and Shepherdstown Opera House with a three-day break in Shepherdstown. On average, many travellers book three days here. There's plenty to discover nearby too, so stay a while longer and head to Loudoun County.
What are some activities to do in Shepherdstown with kids?
Deciding what to do in Shepherdstown with kids is easier than ever. Whether you have teenagers or toddlers, there are lots of family-friendly activities to keep everyone busy here.

What to do in Shepherdstown for adults?
There's no shortage of things to do in Shepherdstown, with experiences for adults of all ages. End the day with a visit to Big Cork Vineyards or Antietam National Cemetery.
Are there free things to do in Shepherdstown?
From relaxing in parks to strolling around exciting neighbourhoods, it's a breeze to discover free things to do in Shepherdstown. If you're stuck for ideas, ask a local tour guide for some tips. Morgan's Grove Park is a great spot for anyone wanting to save on their sightseeing activities.