Shepherdstown Holiday Rentals, West Virginia: Private House Rentals

A street lined with brick buildings, including a bank and a restaurant.

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Our top choices for Shepherdstown hotels

Pet-friendly

Breakfast included

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Hotel

Bed & breakfast

A hotel with a covered entrance, multiple floors, and a sign indicating it is a Quality Inn & Suites.

A spacious hallway with two blue armchairs and a small table, leading to a reception area with a counter and a view of the outside.

A modern kitchen with grey cabinets, a central island, and a coffee station.

1. Quality Inn Shepherdstown

Shepherdstown

Daniel

฿3,277

฿3,670 total

includes taxes & fees

13 Sept - 14 Sept

A large house with a prominent tower, surrounded by lush greenery and a vast landscape.

A covered outdoor seating area with a view of a lake and mountains.

A house with a green roof and white walls, a flag, and a vase with flowers in the foreground.

A room with two chairs facing a large window, a chandelier, and a table with candles.

2. Antietam Overlook Farm

Keedysville

Carol

฿6,349

฿7,765 total

includes taxes & fees

25 Aug - 26 Aug

A modern dining area with tables and chairs, a blue and white striped rug, and a large window offering a view of buildings outside.

A spacious lobby with a wooden floor, yellow and blue sofas, a coffee table, and a reception desk.

A modern hotel lobby with large windows, a flat-screen TV, and a mix of seating areas including tables and sofas.

3. Comfort Inn Aikens Center

Martinsburg

Melanie

฿2,898

฿3,246 total

includes taxes & fees

13 Sept - 14 Sept

A Holiday Inn Express hotel with a brick facade, multiple windows, and a well-lit entrance.

A swimming pool with lounge chairs and a building with multiple windows and a brick facade.

A buffet with labeled food stations including omelets and cheese.

A hotel room with two beds, a sofa, a coffee table, a TV, and a patterned carpet.

4. Holiday Inn Express Charles Town by IHG

Charles Town

Jeremy

฿4,280

฿4,836 total

includes taxes & fees

31 Aug - 1 Sept

An outdoor patio with a fire pit, seating, and a covered area.

A Fairfield by Marriott Inn & Suites building with a modern architectural design, featuring a prominent entrance and multiple floors.

A modern living room with a fireplace, a flat-screen TV, and a dining area with a large window.

A bar area with wooden bar stools, a counter with bottles, and a green cushioned seating area.

5. Fairfield Inn & Suites by Marriott Hagerstown

Hagerstown

Salina

฿3,616

฿4,049 total

includes taxes & fees

30 Aug - 31 Aug

A modern hotel lobby with seating areas, a reception desk, and a 'Welcome' sign.

A hotel room with two beds, a television, a desk, and a chair.

6. Hampton Inn Martinsburg

Martinsburg

Tina

฿3,054

฿3,451 total

includes taxes & fees

30 Aug - 31 Aug

A modern lounge area with seating arrangements, including a blue sofa, red chairs, and a hanging chair.

A hotel room with two beds, a desk, a chair, a window with a view of greenery, and a patterned ceiling.

A breakfast area with a sign reading "TOP IT BREAKFAST" and various food and drink dispensers.

7. Tru By Hilton Martinsburg

Martinsburg

larry

฿3,054

฿3,451 total

includes taxes & fees

6 Sept - 7 Sept

A buffet setup with various food items, a decorative tree, and a window with natural light.

A conference room with a long table, blue chairs, a fireplace, and large windows offering a view of greenery.

A spacious lobby with a purple sofa, a dining area with chairs and tables, and a large potted plant.

A spacious lobby with high ceilings, a reception desk, seating areas, and large windows allowing natural light.

8. Hilton Garden Inn Martinsburg

Martinsburg

Christie

฿3,590

฿4,021 total

includes taxes & fees

6 Sept - 7 Sept

A bar area with wooden bar counters, red stools, and a red bench. There are shelves with bottles and a chalkboard menu.

A bar area with wooden chairs, a brick wall, and a variety of bottles and glasses on shelves.

9. Clarion Inn Harpers Ferry - Charles Town

Harpers Ferry

Timothy

฿3,499

฿3,919 total

includes taxes & fees

30 Aug - 31 Aug

An outdoor patio area with a long wooden table and chairs, a red umbrella, and a grill station.

A modern lounge area with seating, a television, and a bar area.

An indoor swimming pool with wooden beams on the ceiling, a tiled border, and several chairs and umbrellas outside.

A modern hotel room with a sofa, ottoman, dining table, chairs, kitchenette, and a large window.

10. Home2 Suites by Hilton Martinsburg, WV

Martinsburg

Marlin

฿3,724

฿4,208 total

includes taxes & fees

30 Aug - 31 Aug

A multi-level interior with wooden staircases, a flat-screen TV, a fireplace, and a seating area with a coffee table.

A restaurant with multiple tables and chairs, a kitchen area, and a counter with various food and drink items.

A hotel room with a flat-screen TV mounted on the wall, a microwave, a coffee maker, a lamp, and a desk with a chair.

A modern living room with a fireplace, leather chairs, a glass coffee table, and a flat-screen TV mounted on the wall.

11. Quality Inn & Suites

Kearneysville

Tammy

฿2,083

฿2,333 total

includes taxes & fees

13 Sept - 14 Sept

A hotel with a large entrance, a sign reading "Springhill Suites by Marriott," and an American flag.

A hotel room with two beds, a kitchenette with a microwave, sink, and refrigerator.

A modern hotel lobby with a central dining area, a bar, and a seating area with a patterned carpet.

A hotel dining area with multiple tables and chairs, a fireplace, and a modern interior design.

12. Springhill Suites by Marriott Hagerstown

Hagerstown

Jan

฿4,211

฿4,716 total

includes taxes & fees

30 Aug - 31 Aug

A modern living room with a fireplace, wooden wall paneling, and a large clock.

A spacious indoor dining area with multiple wooden tables and chairs, a blue counter with a coffee machine, and a green sofa.

A modern lobby with a wooden wall, a clock, a reception desk, and seating areas.

A person floating on a pink inflatable ring in a pool.

13. Country Inn & Suites by Radisson, Hagerstown, MD

Hagerstown

Susan

฿3,291

฿3,685 total

includes taxes & fees

20 Sept - 21 Sept

A Holiday Inn Express & Suites building with a modern design, featuring a large sign, a covered entrance, and a landscaped area with trees and shrubs.

A swimming pool with four lounge chairs and a view of trees through large windows.

A hotel room with a coffee machine, a bed, and a window with a view.

A modern hotel reception area with a large, illuminated reception desk, a wall-mounted sign for Holiday Inn Express & Suites, and a view of the outdoor area through large windows.

14. Holiday Inn Express & Suites Clear Spring by IHG

Clear Spring

ganesh

฿3,038

฿3,403 total

includes taxes & fees

27 Aug - 28 Aug

A modern conference room with a large table, multiple chairs, pendant lighting, a flat-screen TV, and a kitchen area in the background.

A reception area with a reception desk, a digital kiosk, and a 'Corner Market' sign.

A modern living room with a stone fireplace, beige sofa, green armchair, and a coffee table.

A hotel room with a desk, two beds, a TV, and a large window with a view of trees.

15. Fairfield Inn & Suites by Marriott Martinsburg

Martinsburg

kim

฿3,582

฿4,048 total

includes taxes & fees

30 Aug - 31 Aug

A patio area with a fire pit, outdoor seating, and a pergola with string lights.

A modern lobby with a blue sofa, round tables, and green chairs.

A snack and beverage section with shelves stocked with snacks, drinks, and a microwave.

A breakfast area with a sign that reads "HAPPY BREAKFAST STARTS HERE." It includes a bakery section, a coffee station, and various food items on the counter.

16. Hampton Inn Hagerstown

Hagerstown

Carrie

฿3,938

฿4,411 total

includes taxes & fees

9 Sept - 10 Sept

A Holiday Inn hotel entrance with a prominent sign, large pillars, and a well-lit facade.

A restaurant with a bar area, multiple tables and chairs, and a seating area with a sofa.

A bar area with a television, shelves of liquor bottles, and a refrigerated display.

A modern hotel lobby with a herringbone patterned floor, wooden paneling, and a reception desk.

17. Holiday Inn Martinsburg by IHG

Martinsburg

Laura

฿3,300

฿3,729 total

includes taxes & fees

31 Aug - 1 Sept

A bar area with high stools, a counter, and a patterned carpet.

A hotel room with a dining area, kitchenette, and a TV mounted on the wall.

A hotel reception area with a wooden reception desk, a sign reading "STORE", and a view of the lobby.

A casino with slot machines, red chairs, and a colorful carpet.

18. Rodeway Inn & Suites Charles Town

Charles Town

Biju

฿2,388

฿2,698 total

includes taxes & fees

13 Sept - 14 Sept

19. Tru By Hilton Hagerstown

Hagerstown

Heather

฿3,322

฿3,721 total

includes taxes & fees

30 Aug - 31 Aug

An outdoor patio area with wicker furniture, a stone fire feature, and a covered seating area with string lights.

A modern kitchen with a central island, bar stools, and a dining table with chairs.

A modern kitchen with a refrigerator, microwave, and sink. There is a dining area with a table and chairs, and a small seating area with a lamp.

A hotel with a prominent "HOME" sign, outdoor seating area, and a covered entrance.

20. Home2 Suites by Hilton Charles Town

Charles Town

Matthew

฿4,795

฿5,371 total

includes taxes & fees

30 Aug - 31 Aug

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Stay near popular Shepherdstown attractions

Shepherdstown Historic District

Wander through America's oldest West Virginia town, where 18th-century architecture tells stories from the 1730s. Explore German Street's unique shops and historic venues like the Shepherdstown Opera House.

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Shepherdstown Museum

8.0/10 (1 review)

Housed in the historic Entler Hotel, this museum showcases Shepherdstown's rich past through local artefacts and documents. The James Rumsey Boathouse features a working replica of the inventor's pioneering steamboat.

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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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Scarborough Library

Scarborough Library houses over 158,000 volumes and serves as Shepherd University's academic heart. Its solar-paneled roof showcases the institution's commitment to sustainability while providing a research space.

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Shepherdstown City Hall

This historic building serves as the administrative heart of Shepherdstown's charming historic district. Admire its regional architectural style while exploring nearby heritage sites and local shops.

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Rumsey Steamboat Museum

2.0/10 (1 review)

This intimate museum showcases James Rumsey's revolutionary 1787 steamboat, predating Fulton by decades. Explore the working replica and a vivid historical mural depicting the original Potomac River demonstration.

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Rumsey Monument

This 75-foot stone tribute honours James Rumsey, who demonstrated a steamboat in 1787, predating Fulton's famous vessel. From its hilltop perch, enjoy sweeping views of the Potomac River and Blue Ridge Mountains.

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Bane Harris Community Park

Bane Harris Community 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, stroll along the riverfront.

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Learn more about Shepherdstown

Stroll down German Street to discover charming shops and the historic Shepherdstown Opera House, a local gem for films and live performances. Nearby, Harpers Ferry National Historical Park offers scenic hiking trails and Civil War history lessons along the Potomac and Shenandoah rivers.

See all hotels in Shepherdstown

A historic building with a clock tower, columns, and a classic architectural style.

Top Shepherdstown Hotel Reviews

Quality Inn Harpers Ferry - Charles Town

10/10 Excellent

"Everything was great. Wish there was a hotel rule no smoking near the entrance. It filters into the lobby."

Comfort Suites Hagerstown Southeast

10/10 Excellent

"Nice place to stay."

Comfort Inn Frederick - Ballenger Creek

8/10 Good

"Room was clean, staff was excellent!! The rooms respectfully could use a bit of work though. Our walls were damaged in multiple places and there was a stain on our carpet. Overall it was a good place to stay and I would go back! Thanks"

Best Western Historic Frederick

8/10 Good

"Complicated"

Tru By Hilton Martinsburg

8/10 Good

"Clean room"

Quality Inn Shepherdstown

8/10 Good

"Convenient location near everything we needed to include two grocery stores close by. Breakfast included in the reservation was good with fresh oranges, yoghurt, eggs, bacon, sausage, oatmeal, dry cereal and make-your-own waffles."

Fairfield Inn & Suites by Marriott Frederick

8/10 Good

"Overall a nice place. However, there was an issue with a kitchen staff member that made me feel uneasy and embarrassed but my son talked to the receptionist to file a formal complaint and the hotel was very apologetic."

Holiday Inn Express Charles Town by IHG

8/10 Good

"For the price and location of the hotel, it was very nice. The only issue we had was that we had allowed messy neighbor. As we were checking out, we notified the staff and they immediately got on it."

More cheap stays in Shepherdstown

The Plaza Inn & Suites

931 Dual Highway, Building A Hagerstown MD

฿2,058

฿2,305 total

24 Aug - 25 Aug

includes taxes & fees

Comfort Inn Frederick - Ballenger Creek

7300 Executive Way Frederick MD

฿2,881

฿3,198 total

13 Sept - 14 Sept

includes taxes & fees

8.6/10 Excellent! (1,004 reviews)

Comfort Suites Hagerstown Southeast

1801 Dual Hwy Hagerstown MD

฿3,021

฿3,384 total

23 Sept - 24 Sept

includes taxes & fees

8/10 Very good! (1,003 reviews)

Best Western Historic Frederick

420 Prospect Blvd Frederick MD

฿3,062

฿3,399 total

30 Aug - 31 Aug

includes taxes & fees

8/10 Very good! (1,018 reviews)

Quality Inn Harpers Ferry - Charles Town

25 Union St Harpers Ferry WV

฿3,199

฿3,583 total

30 Aug - 31 Aug

includes taxes & fees

8.8/10 Excellent! (1,011 reviews)

SpringHill Suites by Marriott Frederick

111 Byte Drive Frederick MD

฿4,087

฿4,537 total

30 Aug - 31 Aug

includes taxes & fees

9.2/10 Wonderful! (904 reviews)

Frequently asked questions

Where is the best place to stay in Shepherdstown?

Quality Inn Shepherdstown is one of the top choices for your stay based on our traveller data. This hotel offers free breakfast and free parking. Two other options for your visit to the area are Country Inn & Suites by Radisson, Hagerstown, MD and Country Inn & Suites by Radisson, Frederick, MD. See all available top hotels, or vacation rentals in Shepherdstown.

If I need to cancel my hotel reservation in Shepherdstown, will I receive a refund?

Yes, the majority of hotel bookings are fully refundable if cancelled prior to the accommodation's cancellation deadline, which often is within 24-48 hours of your arrival date. If you booked a non-refundable reservation, you may still be able to cancel and get a refund within 24 hours of your booking. Filter your search by fully refundable to find flexible hotel deals in Shepherdstown.

What's the best family accommodation in Shepherdstown?

Quality Inn Shepherdstown is a hotel with free parking and free breakfast, and it's a top choice on Expedia for families. Also, attractions in the area such as John Brown Wax Museum and For the Kids, By George Children's Museum are fun for children of all ages. Find more child-friendly accommodations in Shepherdstown.

What's the best dog-friendly place to stay in Shepherdstown?

Quality Inn Shepherdstown is a top hotel for people travelling with their pets and offers free WiFi for its human guests. See more pet-friendly hotel accommodations in Shepherdstown.

What's the best accommodation for a golf trip to Shepherdstown?

Bavarian Inn is a top hotel that has an adjacent golf course and features a health club. You can tee off at Cress Creek Golf Club or Cress Creek Country Club Golf Course while you're in town. See more golf hotels in Shepherdstown.

What are some hotels with pools in Shepherdstown?

Country Inn & Suites by Radisson, Hagerstown, MD: Provides buffet, an indoor pool and complimentary high-speed (wired) Internet access. The Plaza Inn & Suites and Best Western Historic Frederick are two additional hotels that offer an on-site pool. View all hotels with pools in Shepherdstown.

What is staying in Shepherdstown like?

Visitors to Shepherdstown will definitely enjoy the university setting and riverfront. Tourists can also enjoy so much more including its gardens. In Shepherdstown, there are 17 hotels and other accommodation options to choose from. Find out more about Shepherdstown.

What should I do while I'm visiting Shepherdstown?

Cultural venues include Shepherdstown Museum and Shepherdstown Opera House. Landmarks like Shepherdstown Historic District, Rumsey Monument and Elmwood Cemetery might be worth a visit. The university setting is a highlight and Shepherd University is worth a campus tour. Take a look at what more there is to see and do in Expedia's Shepherdstown guide.

What's the seasonal weather in Shepherdstown?

The hottest months are usually July and August, with an average temperature of 22°C, while the coldest months are January and February, with an average of 2°C. Average annual precipitation for Shepherdstown is 1201 mm.

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Book Hotels in Shepherdstown on Expedia.com

Find hotels in Shepherdstown, WV from ฿2,075

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Shepherdstown

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Shepherdstown hotels

1. Quality Inn Shepherdstown

2. Antietam Overlook Farm

3. Comfort Inn Aikens Center

4. Holiday Inn Express Charles Town by IHG

5. Fairfield Inn & Suites by Marriott Hagerstown

6. Hampton Inn Martinsburg

7. Tru By Hilton Martinsburg

8. Hilton Garden Inn Martinsburg

9. Clarion Inn Harpers Ferry - Charles Town

10. Home2 Suites by Hilton Martinsburg, WV

11. Quality Inn & Suites

12. Springhill Suites by Marriott Hagerstown

13. Country Inn & Suites by Radisson, Hagerstown, MD

14. Holiday Inn Express & Suites Clear Spring by IHG

15. Fairfield Inn & Suites by Marriott Martinsburg

16. Hampton Inn Hagerstown

17. Holiday Inn Martinsburg by IHG

18. Rodeway Inn & Suites Charles Town

19. Tru By Hilton Hagerstown

20. Home2 Suites by Hilton Charles Town

Stay near popular Shepherdstown attractions

Shepherdstown Historic District

Shepherdstown Museum

Shepherdstown Opera House

Scarborough Library

Shepherdstown City Hall

Rumsey Steamboat Museum

Rumsey Monument

Bane Harris Community Park

Learn more about Shepherdstown

Top Shepherdstown Hotel Reviews

Quality Inn Harpers Ferry - Charles Town

Comfort Suites Hagerstown Southeast

Comfort Inn Frederick - Ballenger Creek

Best Western Historic Frederick

Tru By Hilton Martinsburg

Quality Inn Shepherdstown

Fairfield Inn & Suites by Marriott Frederick

Holiday Inn Express Charles Town by IHG

More cheap stays in Shepherdstown

The Plaza Inn & Suites

Comfort Inn Frederick - Ballenger Creek

Comfort Suites Hagerstown Southeast

Best Western Historic Frederick

Quality Inn Harpers Ferry - Charles Town

SpringHill Suites by Marriott Frederick

Frequently asked questions

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