Title: 10 TOP Things to Do in Shepherdstown October 2025 | Expedia.ca

  

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# What to do in Shepherdstown, WV

## Activities, attractions and tours

## Visit Shepherdstown

Types of activities

[Shepherdstown travel guide](https://expedia.ca/Shepherdstown.dx56114)

![Shepherdstown showing a small town or village, street scenes and heritage elements](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/135000/135498-Shepherdstown.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh)

![Shepherdstown](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/135000/135495-Shepherdstown.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh)

![Shepherdstown featuring heritage architecture and an administrative building](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/135000/135496-Shepherdstown.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh)

![Shepherdstown featuring street scenes, a small town or village and signage](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/135000/135315-Martinsburg-And-Vicinity.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh)

![Shepherdstown featuring an administrative building and heritage architecture](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/135000/135497-Shepherdstown.jpg?impolicy=fcrop&w=1040&h=580&q=mediumHigh)

## Shepherdstown Attractions

Let Expedia help you experience the best that Shepherdstown has to offer! If you’re looking for fun itinerary ideas, we can provide you with a list of the top sightseeing attractions, as well as helping you to find unmissable activities. Whether you’re travelling with your family, planning a romantic trip with your loved one, or visiting on business, we’ll make it easy to plan an unforgettable holiday that checks all the boxes.

#### Activities and Tours

Shepherdstown is crammed with must-see places to visit and things to do. We can help you decide where to stay, and make it a breeze to explore the surrounding areas with our guides on where to go, what to see and when to see it. No matter how long your stay, it’s easy to find places of interest in Shepherdstown to make sure that you enjoy your experience to the fullest and don’t miss a thing. Leave the local knowledge to us and leave the hassle behind.

If you’re planning a visit, why not check out our handy guides to places of interest in the area? You can browse lists of things to do, learn about the most popular attractions, and get help with planning the details of your trip. Expedia makes it easy for you to check out all the top sights.

#### Shepherdstown Attractions

Expedia has something for everyone, so whether you’re planning to get active on a summer holiday, put a spring in your step with a romantic rendezvous, or pamper yourself with a leisurely winter trip, you’ll find plenty of attractions to keep you entertained. In addition to scheduling local tours, booking reservations and scoring advance event tickets, Expedia makes it easy to book your flight, hotel and rental car in advance, all on one consolidated travel itinerary, making for hassle-free travel and freeing you up to explore the sights of Shepherdstown.

Looking for things to do can be time consuming, but we can take the hassle out of planning your holiday. Whether you’re looking to get active in the great outdoors, sample the cuisine or catch up with the vibrant local culture, our guides to Shepherdstown attractions ensure that you’ll have a successful trip, whatever the season.

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Explore activities

Explore thousands of experiences from activities and attractions to day tours and transfer.

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Treat yourself

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## Recommended things to do in Shepherdstown

| Number of things to do | 2 |
| --- | --- |
| Cheapest thing to do on Expedia | [Antietam National Battlefield Self-Guided Driving Audio Tour](https://expedia.ca/things-to-do/antietam-national-battlefield-self-guided-driving-tour.a4048051.activity-details): CA $22 |
| Top 5 things to do | -   [Civil War Battlefields: GPS-Guided Audio Tour Bundle](https://expedia.ca/things-to-do/civil-war-battlefields-gps-guided-audio-tour-bundle.a46310732.activity-details)
-   [Antietam National Battlefield Self-Guided Driving Audio Tour](https://expedia.ca/things-to-do/antietam-national-battlefield-self-guided-driving-tour.a4048051.activity-details) |
| Half-day tours | |
| With kids | |

## What to do in Shepherdstown

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### Discover the most popular places to visit in Shepherdstown

#### Shepherd University

Explore the campus of Shepherd University, during your travels in Shepherdstown. Amble around the area's riverfront, or seek out its horseback riding.

[](https://expedia.ca/Shepherd-University-Shepherdstown.d553248621558642403.Vacation-Attraction)

#### Shepherdstown Opera House

Enjoy a performance at Shepherdstown Opera House, a theater with a story to tell in Shepherdstown. Stroll along the riverfront or seek out the horseback riding.

[](https://expedia.ca/Shepherdstown-Opera-House-Shepherdstown.d553248621532662480.Vacation-Attraction)

#### Shepherdstown Visitors Center

Shepherdstown Visitors Center is just one of the places to see in Shepherdstown, so why not enjoy the other things to explore during your travels? Amble around the area's riverfront, or seek out its horseback riding.

[](https://expedia.ca/Shepherdstown-Visitors-Center-Shepherdstown.d553248621561196354.Vacation-Attraction)

#### Shepherdstown Museum

You can browse the exhibits at Shepherdstown Museum, a museum with a story of its own, during your trip to Shepherdstown. Amble around the area's riverfront, or seek out its horseback riding.

[](https://expedia.ca/Shepherdstown-Museum-Shepherdstown.d553248621532662479.Vacation-Attraction)

#### Morgan's Grove Park

Morgan's Grove Park is just one of the places to see in Shepherdstown, so why not enjoy the other things to explore during your travels? While you're in the area, find time to visit its casinos.

[](https://expedia.ca/Morgans-Grove-Park-Shepherdstown.d553248621561196357.Vacation-Attraction)

#### Rumsey Steamboat Museum

You can browse the exhibits at Rumsey Steamboat Museum, a museum with a storied past, during your trip to Shepherdstown. Amble around the area's riverfront, or seek out its horseback riding.

[](https://expedia.ca/Rumsey-Steamboat-Museum-Shepherdstown.d553248621561196356.Vacation-Attraction)

#### Cress Creek Golf Club

Enjoy a round of golf in Shepherdstown at Cress Creek Golf Club. Stroll along the riverfront or seek out the horseback riding.

[](https://expedia.ca/Cress-Creek-Golf-Club-Shepherdstown.d553248621532662481.Vacation-Attraction)

#### Shepherdstown Historic District

Find out about the history of Shepherdstown when you take a trip to Shepherdstown Historic District. While you're in the area, stroll along the riverfront.

[](https://expedia.ca/Shepherdstown-Historic-District-Shepherdstown.d924439458783289344.Vacation-Attraction)

#### Shepherdstown City Hall

Shepherdstown City Hall is just one of the places to see in Shepherdstown, so why not enjoy the other things to explore during your travels? While you're in the area, stroll along the riverfront.

[](https://expedia.ca/Shepherdstown-City-Hall-Shepherdstown.d924440133363777536.Vacation-Attraction)

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Looking for fun things to do nearby? Check [things to do near me](https://www.expedia.ca/things-to-do-near-me) to find and book the best things to do, fun activities, and top attractions wherever you happen to be.

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## Day trip destinations from Shepherdstown

![Harpers Ferry National Historical Park which includes heritage elements and a small town or village](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/135000/135311-Martinsburg-And-Vicinity.jpg?impolicy=fcrop&w=512&h=288&q=medium)

### Harpers Ferry

[](https://expedia.ca/Harpers-Ferry.dx7561)

![Martinsburg featuring street scenes](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/80000/80066-Martinsburg-And-Vicinity.jpg?impolicy=fcrop&w=512&h=288&q=medium)

### Martinsburg

[](https://expedia.ca/Martinsburg.dx6057082)

## 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.

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![QR code to download the app](data:image/png;base64,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)