Shepherdstown Holiday Rentals, West Virginia: Private House Rentals

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

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Hot tub

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Family friendly

Waterpark

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Our top choices for Shepherdstown hotels

Breakfast included

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Hotel

Bed & breakfast

Pet-friendly

1. Quality Inn Shepherdstown

Shepherdstown

Daniel

Rp1.774.708

Rp1.987.674 total

includes taxes & fees

13 Sept - 14 Sept

2. Fairfield Inn & Suites by Marriott Hagerstown

Hagerstown

Salina

Rp1.958.195

Rp2.193.179 total

includes taxes & fees

30 Aug - 31 Aug

3. Holiday Inn Express Charles Town by IHG

Charles Town

Jeremy

Rp2.317.914

Rp2.619.243 total

includes taxes & fees

26 Aug - 27 Aug

4. Hampton Inn Hagerstown

Hagerstown

Carrie

Rp2.132.835

Rp2.388.775 total

includes taxes & fees

9 Sept - 10 Sept

5. Days Inn by Wyndham Charles Town/Harpers Ferry

Charles Town

Carlos

Rp1.149.402

Rp1.298.824 total

includes taxes & fees

30 Aug - 31 Aug

6. Comfort Inn Aikens Center

Martinsburg

Melanie

Rp1.569.458

Rp1.757.792 total

includes taxes & fees

13 Sept - 14 Sept

7. Tru By Hilton Hagerstown

Hagerstown

Heather

Rp1.799.126

Rp2.015.020 total

includes taxes & fees

30 Aug - 31 Aug

8. Home2 Suites by Hilton Martinsburg, WV

Martinsburg

Marlin

Rp2.016.762

Rp2.278.942 total

includes taxes & fees

30 Aug - 31 Aug

Suite, 1 King Bed with Sofa bed, Non Smoking

9. Clarion Inn Harpers Ferry - Charles Town

Harpers Ferry

Timothy

Rp1.895.027

Rp2.122.431 total

includes taxes & fees

30 Aug - 31 Aug

Standard Room, 2 Queen Beds, Non Smoking

10. Quality Inn Harpers Ferry - Charles Town

Harpers Ferry

John

Rp1.732.596

Rp1.940.508 total

includes taxes & fees

30 Aug - 31 Aug

11. Springhill Suites by Marriott Hagerstown

Hagerstown

Jan

Rp2.280.580

Rp2.554.250 total

includes taxes & fees

30 Aug - 31 Aug

12. Fairfield Inn & Suites by Marriott Martinsburg

Martinsburg

kim

Rp1.940.147

Rp2.192.367 total

includes taxes & fees

30 Aug - 31 Aug

13. Holiday Inn Express & Suites Brunswick - Harpers Ferry Area by IHG

Knoxville

Diana

Rp2.017.116

Rp2.238.999 total

includes taxes & fees

26 Aug - 27 Aug

Studio, Accessible, Non Smoking | Private kitchen

Suite, 1 King Bed, Non Smoking | Private kitchen

14. Hampton Inn Hagerstown-I-81

Hagerstown

Scott

Rp2.018.708

Rp2.260.952 total

includes taxes & fees

30 Aug - 31 Aug

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

Hagerstown

Susan

Rp1.782.140

Rp1.995.998 total

includes taxes & fees

20 Sept - 21 Sept

Suite, 1 King Bed, Non Smoking (One Bedroom)

16. Super 8 by Wyndham Hagerstown/Halfway Area

Hagerstown

James

Rp1.308.471

Rp1.465.489 total

includes taxes & fees

1 Sept - 2 Sept

17. Holiday Inn Martinsburg by IHG

Martinsburg

Laura

Rp1.787.094

Rp2.019.417 total

includes taxes & fees

31 Aug - 1 Sept

18. Home2 Suites BY Hilton Hagerstown

Hagerstown

Rochana

Rp2.234.398

Rp2.502.526 total

includes taxes & fees

3 Sept - 4 Sept

19. Courtyard Marriott Hagerstown

Hagerstown

Daniel

Rp2.459.466

Rp2.754.602 total

includes taxes & fees

30 Aug - 31 Aug

20. Tru By Hilton Martinsburg

Martinsburg

larry

Rp1.654.035

Rp1.869.059 total

includes taxes & fees

6 Sept - 7 Sept

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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

Rp1.114.722

Rp1.248.488 total

24 Aug - 25 Aug

includes taxes & fees

Comfort Inn Frederick - Ballenger Creek

7300 Executive Way Frederick MD

Rp1.560.611

Rp1.732.279 total

13 Sept - 14 Sept

includes taxes & fees

8.6/10 Excellent! (1,004 reviews)

Comfort Suites Hagerstown Southeast

1801 Dual Hwy Hagerstown MD

Rp1.636.341

Rp1.832.701 total

23 Sept - 24 Sept

includes taxes & fees

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

Best Western Historic Frederick

420 Prospect Blvd Frederick MD

Rp1.658.636

Rp1.841.086 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

Rp1.732.596

Rp1.940.508 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

Rp2.213.519

Rp2.457.006 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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Find hotels in Shepherdstown, WV from Rp1.123.640

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Shepherdstown

Check prices for these dates

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Our top choices for Shepherdstown hotels

1. Quality Inn Shepherdstown

2. Fairfield Inn & Suites by Marriott Hagerstown

3. Holiday Inn Express Charles Town by IHG

4. Hampton Inn Hagerstown

5. Days Inn by Wyndham Charles Town/Harpers Ferry

6. Comfort Inn Aikens Center

7. Tru By Hilton Hagerstown

8. Home2 Suites by Hilton Martinsburg, WV

9. Clarion Inn Harpers Ferry - Charles Town

10. Quality Inn Harpers Ferry - Charles Town

11. Springhill Suites by Marriott Hagerstown

12. Fairfield Inn & Suites by Marriott Martinsburg

13. Holiday Inn Express & Suites Brunswick - Harpers Ferry Area by IHG

14. Hampton Inn Hagerstown-I-81

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

16. Super 8 by Wyndham Hagerstown/Halfway Area

17. Holiday Inn Martinsburg by IHG

18. Home2 Suites BY Hilton Hagerstown

19. Courtyard Marriott Hagerstown

20. Tru By Hilton Martinsburg

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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