Find Hotels with Connecting Rooms in Shepherdstown, WV

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Check availability on Shepherdstown Hotels with Connecting Rooms

Our top choices for Shepherdstown hotels with connecting rooms

Room, 1 King Bed, Non Smoking | Iron/ironing board, free cribs/infant beds, rollaway beds, free WiFi
Quality Inn Shepherdstown

Quality Inn Shepherdstown

Quality Inn Shepherdstown
2.5 star property
Shepherdstown
7.8 out of 10, Good, (203)
"Excellent stay!"
United States
Ryann
$89 nightly
The price is $100
Jan 4 - Jan 5, 2026
Total with taxes and fees
Quality Inn Shepherdstown
Free daily buffet breakfast
Hampton Inn Martinsburg

Hampton Inn Martinsburg

Hampton Inn Martinsburg
2.5 star property
Martinsburg
8.6 out of 10, Excellent, (1002)
"Front desk was very considerate and friendly. Hotel was very clean. "
United States
Barry
$83 nightly
The price is $94
Dec 21 - Dec 22
Total with taxes and fees
Hampton Inn Martinsburg
Suite, 1 King Bed, Non Smoking (One Bedroom) | Desk, blackout drapes, iron/ironing board, free WiFi
Super 8 by Wyndham Hagerstown/Halfway Area

Super 8 by Wyndham Hagerstown/Halfway Area

Super 8 by Wyndham Hagerstown/Halfway Area
2.0 star property
Hagerstown
8.6 out of 10, Excellent, (1002)
"Check in was quick, room was clean, parking was easy"
United States
Deborah
$64 nightly
The price is $71
Jan 1 - Jan 2, 2026
Total with taxes and fees
Super 8 by Wyndham Hagerstown/Halfway Area
Lobby
Country Inn & Suites by Radisson, Hagerstown, MD

Country Inn & Suites by Radisson, Hagerstown, MD

Country Inn & Suites by Radisson, Hagerstown, MD
3.0 star property
Hagerstown
8.6 out of 10, Excellent, (1186)
"Excellent staff and room "
United States
TIMOTHY
$92 nightly
The price is $103
Jan 10 - Jan 11, 2026
Total with taxes and fees
Country Inn & Suites by Radisson, Hagerstown, MD
Deluxe Room, 2 Double Beds, Non Smoking | In-room safe, desk, free cribs/infant beds, rollaway beds
Days Inn by Wyndham Frederick

Days Inn by Wyndham Frederick

Days Inn by Wyndham Frederick
2.0 star property
Frederick
7.2 out of 10, Good, (1003)
"Todo excelente "
Mexico
Alicia
$60 nightly
The price is $66
Dec 22 - Dec 23
Total with taxes and fees
Days Inn by Wyndham Frederick
Reception
Hilton Garden Inn Frederick

Hilton Garden Inn Frederick

Hilton Garden Inn Frederick
3.0 star property
Frederick
8.6 out of 10, Excellent, (1004)
"friendly staff at check in quiet hotel great location"
United States
William
$88 nightly
The price is $97
Dec 21 - Dec 22
Total with taxes and fees
Hilton Garden Inn Frederick
Lobby
Quality Inn Harpers Ferry - Charles Town

Quality Inn Harpers Ferry - Charles Town

Quality Inn Harpers Ferry - Charles Town
2.5 star property
Harpers Ferry
8.6 out of 10, Excellent, (1001)
"everything was safe and the staff was incredibly friendly. would definitely stay again!!"
United States
Tara
$84 nightly
The price is $94
Dec 21 - Dec 22
Total with taxes and fees
Quality Inn Harpers Ferry - Charles Town
Exterior
SpringHill Suites by Marriott Winchester

SpringHill Suites by Marriott Winchester

SpringHill Suites by Marriott Winchester
2.5 star property
Winchester
9.6 out of 10, Exceptional, (777)
"The staff were friendly and knowledgeable . Clean room and breakfast was excellent. Hotel close to restaurants and stores. "
United States
Yolanda
$107 nightly
The price is $117
Dec 21 - Dec 22
Total with taxes and fees
SpringHill Suites by Marriott Winchester
Exterior
Best Western Historic Frederick

Best Western Historic Frederick

Best Western Historic Frederick
2.5 star property
Frederick
7.8 out of 10, Good, (1002)
"Clean room and offers a great deal of privacy."
United States
Bernnison
$71 nightly
The price is $78
Jan 1 - Jan 2, 2026
Total with taxes and fees
Best Western Historic Frederick
Free daily buffet breakfast
Comfort Inn Aikens Center

Comfort Inn Aikens Center

Comfort Inn Aikens Center
2.5 star property
Martinsburg
9.0 out of 10, Wonderful, (1000)
"Nice rooms, good breakfast and friendly staff. "
United States
Heather
$76 nightly
The price is $85
Dec 21 - Dec 22
Total with taxes and fees
Comfort Inn Aikens Center
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Shepherdstown Hotel Reviews

Country Inn & Suites by Radisson, Frederick, MD

Country Inn & Suites by Radisson, Frederick, MD

10/10 Excellent
"Everything was great! "
Jennifer 2-night trip
Posted 3 days ago
Country Inn & Suites by Radisson, Frederick, MD

Frequently asked questions

How much do hotels with connecting rooms in Shepherdstown cost?
Hotels with connecting rooms in Shepherdstown range from $66 to $117 per night. This will give you plenty of room for the entire family at a price that won't stretch the budget. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
What are the best hotels with connecting rooms in Shepherdstown?
Shepherdstown offers multiple hotels with connecting rooms with a total average guest review rating of 8.3. Home2 Suites by Hilton Charles Town is a highly rated option if you're on the road with the kids or as a group. Visitors of this 3-star hotel will enjoy access to a barbecue grill and a swimming pool. Hampton Inn & Suites Charles Town is also very popular with travelers. This 2.5-star hotel offers connecting rooms and also has a swimming pool and a barbecue grill.
How many hotels with adjoining rooms are there in Shepherdstown?
You'll find 2 hotels with adjoining rooms in Shepherdstown. Whether you're vacationing with the kids or getting away with your buddies, Expedia can help you find the perfect space for your entire crew.
What are the best cheap hotels with connecting rooms in Shepherdstown?
Hampton Inn & Suites Charles Town is one of the most affordable hotels with connecting rooms in Shepherdstown and offers a barbecue grill and a terrace. Another popular selection that's easy on the hip pocket is Holiday Inn Express Charles Town, an IHG Hotel. Amenities here include a swimming pool and front desk services. Rates for hotels with connecting rooms start from $66 per night. If you want to save your hard-earned money and still make the most of Shepherdstown, add some popular (and free!) attractions to your must-do list. Morgan's Grove Park and Shepherd University will keep you on the go. This price was available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
Are there any family-friendly hotels with connecting rooms in Shepherdstown?
Vacationing with your group in Shepherdstown is simple at Home2 Suites by Hilton Charles Town. With connecting rooms and amenities such as complimentary breakfast and housekeeping services, your crew will feel at home at this 3-star stay. Hampton Inn & Suites Charles Town is another family-friendly hotel with connecting rooms. It has a 2.5-star rating and amenities including complimentary breakfast and a laundry service. Once you've checked in and dropped off your things, there are tons of family-friendly attractions to discover around Shepherdstown. For the Kids, By George Children's Museum and Crystal Grottoes Caverns promise fun for young and old.
Why book your hotel with connecting rooms in Shepherdstown with Expedia?
Reserving a hotel with connecting rooms in Shepherdstown is as simple as clicking on your travel dates and selecting a place that checks your boxes. In search of something luxurious or low cost, or a stay that also features a kitchen and laundry? Use Expedia's search filters to further narrow your search results and find your dream fit.
How can I find cheap hotels with connecting rooms in Shepherdstown?
With Expedia's user-friendly filter tool, scoring cheap hotels with connecting rooms in Shepherdstown couldn't be simpler. To view accommodations that'll make your hip pocket happy, tailor your search results by budget, amenities and star rating.
What is there to do in Shepherdstown near my hotel with connecting rooms?
There are tons of fantastic things to fill your days in Shepherdstown. Explore big attractions like Shepherdstown Museum, Shepherdstown Opera House and Morgan's Grove Park. Cress Creek Golf Club, Shepherd University and Rumsey Monument also appeal to many visitors.

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