Title: Book the Best HISTORIC Hotels in Shepherdstown in 2026 | Expedia.ca

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![Shepherdstown featuring heritage architecture and an administrative building](https://images.trvl-media.com/place/56114/f36838e9-9e8e-4dd4-9834-f0e4f381e760.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

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## Check availability on Shepherdstown Historic Hotels

Tonight

[Mar 12 - Mar 13](https://www.expedia.ca/Hotel-Search?regionId=56114&startDate=2026-03-12&endDate=2026-03-13&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Mar 13 - Mar 14](https://www.expedia.ca/Hotel-Search?regionId=56114&startDate=2026-03-13&endDate=2026-03-14&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

This weekend

[Mar 13 - Mar 15](https://www.expedia.ca/Hotel-Search?regionId=56114&startDate=2026-03-13&endDate=2026-03-15&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Mar 20 - Mar 22](https://www.expedia.ca/Hotel-Search?regionId=56114&startDate=2026-03-20&endDate=2026-03-22&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Shepherdstown historic hotels

![Exterior](https://images.trvl-media.com/lodging/35000000/34830000/34821800/34821722/0f0c1ef0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/35000000/34830000/34821800/34821722/9f32e90b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/35000000/34830000/34821800/34821722/9c1d9621.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free WiFi, bed sheets](https://images.trvl-media.com/lodging/35000000/34830000/34821800/34821722/e91ea1b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### ❤️ Secluded 1940s Romantic Tiny House on the River

[](https://www.expedia.ca/Martinsburg-Hotels-Secluded-1940s-Romantic-Tiny-House-On-The-River.h34821722.Hotel-Information)

Shepherdstown

9.8/10

Exceptional

(72 reviews)

"This trip was to celebrate my 64th birthday and wind down from my busy job It was perfect for both .. very relaxing, and very cozy. We'd love to stay again."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Kaleb C

CA $91

CA $184 total

includes taxes & fees

Mar 24 - Mar 25

[](https://www.expedia.ca/Martinsburg-Hotels-Secluded-1940s-Romantic-Tiny-House-On-The-River.h34821722.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/37000000/36390000/36380300/36380283/72598aee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/37000000/36390000/36380300/36380283/b2953c97.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/37000000/36390000/36380300/36380283/538bb833.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/37000000/36390000/36380300/36380283/32fd5270.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vintage cabin in the ❤️ of Middletown , MD. Pet friendly and prime location.

[](https://www.expedia.ca/Frederick-Hotels-Vintage-Cabin-In-The-Of-Middletown.h36380283.Hotel-Information)

Middletown

9.6/10

Exceptional

(111 reviews)

"I’ve stayed here and will absolutely stay again."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Katherine M.

CA $95

CA $254 total

includes taxes & fees

Mar 15 - Mar 16

[](https://www.expedia.ca/Frederick-Hotels-Vintage-Cabin-In-The-Of-Middletown.h36380283.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/28000000/27120000/27118200/27118191/38c73861.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/28000000/27120000/27118200/27118191/4c9b6b60.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/28000000/27120000/27118200/27118191/96384341.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/28000000/27120000/27118200/27118191/0634a189.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Antietam Creek - Quiet 2 Bedroom Cabin

[](https://www.expedia.ca/Keedysville-Hotels-Antietam-Creek-Quiet-2-Bedroom-Cabin.h27118191.Hotel-Information)

Keedysville

9.2/10

Wonderful

(89 reviews)

"This was an amazing cabin with a full kitchen so you could cook and enjoy the quiet."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Lina A.

CA $272

CA $454 total

includes taxes & fees

Mar 16 - Mar 17

[](https://www.expedia.ca/Keedysville-Hotels-Antietam-Creek-Quiet-2-Bedroom-Cabin.h27118191.Hotel-Information)

![Dining](https://images.trvl-media.com/lodging/22000000/21300000/21298100/21298018/7d8e3efc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/22000000/21300000/21298100/21298018/ad819874.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/22000000/21300000/21298100/21298018/e79a9faa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, iron/ironing board, travel crib, free WiFi](https://images.trvl-media.com/lodging/22000000/21300000/21298100/21298018/4dc59644.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### RETREAT on the CREEK - Businees Travelor or Weekend Getaway. HISTORIC DISTRICT.

[](https://www.expedia.ca/Frederick-Hotels-RETREAT-On-The-CREEK-Businees-Travelor-Or-Weekend-Getaway-HISTORIC-DISTRICT.h21298018.Hotel-Information)

Downtown Frederick

9.4/10

Exceptional

(124 reviews)

"The home was a great location to explore downtown Frederick. It had everything that we needed "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

David J.

CA $151

CA $379 total

includes taxes & fees

Mar 23 - Mar 24

[](https://www.expedia.ca/Frederick-Hotels-RETREAT-On-The-CREEK-Businees-Travelor-Or-Weekend-Getaway-HISTORIC-DISTRICT.h21298018.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/67000000/66710000/66702200/66702131/097a0278.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, books, stereo](https://images.trvl-media.com/lodging/67000000/66710000/66702200/66702131/f00715b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/67000000/66710000/66702200/66702131/acc9da32.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/67000000/66710000/66702200/66702131/ac07479b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Antietam Toll House\~ an historic waterfront cabin with fully fenced yard.

[](https://www.expedia.ca/Waynesboro-Hotels-Antietam-Toll-House-An-Historic-Waterfront-Cabin-With-Fully-Fenced-Yard.h66702131.Hotel-Information)

Waynesboro

9.8/10

Exceptional

(96 reviews)

"Had a wonderful time!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Jesse K.

CA $159

CA $351 total

includes taxes & fees

Mar 22 - Mar 23

[](https://www.expedia.ca/Waynesboro-Hotels-Antietam-Toll-House-An-Historic-Waterfront-Cabin-With-Fully-Fenced-Yard.h66702131.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/34000000/33420000/33415400/33415316/55851da8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/34000000/33420000/33415400/33415316/3a9782c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, books](https://images.trvl-media.com/lodging/34000000/33420000/33415400/33415316/462ee4db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/34000000/33420000/33415400/33415316/8ccc869d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### UNIQUE HISTORIC COTTAGE - SPRINGHOUSE 1803

[](https://www.expedia.ca/Hagerstown-Hotels-Springhouse-1803-Unique-Historic-Home.h33415316.Hotel-Information)

Hagerstown

10/10

Exceptional

(125 reviews)

"GREAT TIME WILL STAY AGAIN"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

WAYNE M.

CA $153

CA $238 total

includes taxes & fees

Mar 22 - Mar 23

[](https://www.expedia.ca/Hagerstown-Hotels-Springhouse-1803-Unique-Historic-Home.h33415316.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/93000000/92540000/92539200/92539156/ec99cdf0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/93000000/92540000/92539200/92539156/8456a5aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/93000000/92540000/92539200/92539156/e3d29e30.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/93000000/92540000/92539200/92539156/4ff3ee3b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Best location! Baltimore Suite @ historic 1799 Inn

[](https://www.expedia.ca/Harpers-Ferry-Hotels-1799-Inn-Harpers-Ferry-Apt-Unbeatable-Location.h92539156.Hotel-Information)

Harpers Ferry

9.6/10

Exceptional

(12 reviews)

"Clean, great communication, amazing location. Don’t hesitate book it! I loved every aspect of this cozy place. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Tara

CA $227

CA $364 total

includes taxes & fees

Mar 15 - Mar 16

[](https://www.expedia.ca/Harpers-Ferry-Hotels-1799-Inn-Harpers-Ferry-Apt-Unbeatable-Location.h92539156.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/72000000/71520000/71517500/71517453/67aed6a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/72000000/71520000/71517500/71517453/2c67326b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/72000000/71520000/71517500/71517453/2199062f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, DVD player, offices](https://images.trvl-media.com/lodging/72000000/71520000/71517500/71517453/5feefa49.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Enchanting Cottage, walk to Downtown Harpers Ferry

[](https://www.expedia.ca/Harpers-Ferry-Hotels-Enchanting-Cottage.h71517453.Hotel-Information)

Harpers Ferry

9.6/10

Exceptional

(45 reviews)

"Prime location for all things in Harpers Ferry!! "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Annette K.

CA $240

CA $433 total

includes taxes & fees

Mar 30 - Mar 31

[](https://www.expedia.ca/Harpers-Ferry-Hotels-Enchanting-Cottage.h71517453.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/72000000/71010000/71005500/71005452/53a635a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/72000000/71010000/71005500/71005452/02dd189f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, desk, WiFi, bed sheets](https://images.trvl-media.com/lodging/72000000/71010000/71005500/71005452/6dba007a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/72000000/71010000/71005500/71005452/4f50b897.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Glamping Clear Spring Maryland 3-Cabin Campground

[](https://www.expedia.ca/Clear-Spring-Hotels-Glamping-Clear-Spring-Maryland-3-Cabin-Campground.h71005452.Hotel-Information)

Clear Spring

9.8/10

Exceptional

(16 reviews)

"Absolutely amazing stay. Tom and Karen are amazing hosts. Cabins and property were spotless. Plenty of seating. Quiet and private and cant wait to go back again. Already planning next years weekend. Thank you for opening up your property to us all and treating us so well. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Christopher J.

CA $326

CA $539 total

includes taxes & fees

Mar 15 - Mar 16

[](https://www.expedia.ca/Clear-Spring-Hotels-Glamping-Clear-Spring-Maryland-3-Cabin-Campground.h71005452.Hotel-Information)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/31000000/30040000/30039800/30039705/ea496818.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/31000000/30040000/30039800/30039705/47b7c56a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/31000000/30040000/30039800/30039705/869b69a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/31000000/30040000/30039800/30039705/2e8f2760.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hot tub, Campfire ring and great location!

[](https://www.expedia.ca/Harpers-Ferry-Hotels-Hot-Tub.h30039705.Hotel-Information)

Harpers Ferry

9.4/10

Exceptional

(127 reviews)

"It was wonderful - the house was perfect and close to where our family (all 24 of us) gathered for Thanksgiving. Thank you for a wonderful 4 days"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Elizabeth M.

CA $242

CA $644 total

includes taxes & fees

Mar 27 - Mar 28

[](https://www.expedia.ca/Harpers-Ferry-Hotels-Hot-Tub.h30039705.Hotel-Information)

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.

[View all properties](https://expedia.ca/Hotel-Search?startDate=2026-03-26&endDate=2026-03-27&regionId=56114&adults=2&specialized_stays_group_explore=historic_property&sort=RECOMMENDED&openPlayBack=true)

![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh)

## 

The Annual Vacation Sale 

Members save up to 40% on hotels and homes. Plan this year’s big trip and save. 

[Book now](https://expedia.ca/deals?rfrr=AFFINITY_SPRING_PROMO_56114)

## Top Shepherdstown Hotel Reviews

![Country Inn & Suites by Radisson, Frederick, MD](https://images.trvl-media.com/lodging/1000000/60000/59600/59588/1aff68d6_y.jpg)

### Country Inn & Suites by Radisson, Frederick, MD

10/10 Excellent

"Driving through the area and needed to stay overnight to take the Amtrak Auro train the next day. I wanted to see the property in person and the area prior to booking. Location was safe, located by a lot Of food options. Now don’t expect the Ritz Carlton, this hotel serves its purpose clean, comfy bed, safe, nice people working there. I have to say you can tell they pay attention when cleaning rooms extremely clean but of course normal wear and tear. The noise of doors shutting and loud people yes you will hear but for the price, location, cleanliness and safe that’s all that matters. "

[](https://expedia.ca/Frederick-Hotels-Country-Inn-Suites-By-Radisson.h59588.Hotel-Information)

![Hampton Inn Martinsburg](https://images.trvl-media.com/lodging/1000000/70000/63100/63064/c1c4db32_y.jpg)

### Hampton Inn Martinsburg

10/10 Excellent

"Check-in was easy, the room was clean, and the staff was very friendly. My only suggestion would be to offer more healthy breakfast options. Overall, my stay was great, and I would definitely recommend this Hampton Inn."

[](https://expedia.ca/Martinsburg-Hotels-Hampton-Inn-Martinsburg.h63064.Hotel-Information)

![Best Western Historic Frederick](https://images.trvl-media.com/lodging/1000000/30000/23100/23097/b50eba38_y.jpg)

### Best Western Historic Frederick

8/10 Good

" Nice hotel for a stay close to downtown. The staff are friendly and caring and the breakfast is above average. "

[](https://expedia.ca/Frederick-Hotels-Best-Western-Historic-Frederick.h23097.Hotel-Information)

![Hilton Garden Inn Frederick](https://images.trvl-media.com/lodging/2000000/1610000/1608200/1608110/6e2ddf4e_y.jpg)

### Hilton Garden Inn Frederick

2/10 Terrible

"Clogged bathtub, no toilet paper, no TV signal"

[](https://expedia.ca/Frederick-Hotels-Hilton-Garden-Inn-Frederick.h1608110.Hotel-Information)

![Hampton Inn Hagerstown](https://images.trvl-media.com/lodging/1000000/60000/59800/59778/w3840h2557x0y3-59fd052e_y.jpg)

### Hampton Inn Hagerstown

10/10 Excellent

"Good breakfast, good parking, convenient to the interstate."

[](https://expedia.ca/Hagerstown-Hotels-Hampton-Inn-Hagerstown.h59778.Hotel-Information)

![Holiday Inn Express Charles Town by IHG](https://images.trvl-media.com/lodging/2000000/1560000/1554900/1554858/d75699e6_y.jpg)

### Holiday Inn Express Charles Town by IHG

10/10 Excellent

"The shuttle to anywhere in a 2 mile radius was a real bonus! Best yet, the shuttle was "on demand" and we walked right on it once and had a very short wait for the return trip. The breakfast buffet was plentiful for a good start to the morning! We enjoyed our short stay and likely will be back!"

[](https://expedia.ca/Martinsburg-Hotels-Holiday-Inn-Express-Charles-Town.h1554858.Hotel-Information)

![Country Inn & Suites by Radisson, Hagerstown, MD](https://images.trvl-media.com/lodging/2000000/1220000/1216300/1216228/a2185a32_y.jpg)

### Country Inn & Suites by Radisson, Hagerstown, MD

6/10 Okay

"Not much of a breakfast selection. Elevators were left uncleaned after the swimmers, grounds are dated. Staff was great and the room was very good. Acceptable for a quick over night stsy"

[](https://expedia.ca/Hagerstown-Hotels-Country-Inn-Suites-By-Radisson.h1216228.Hotel-Information)

![Comfort Inn Frederick - Ballenger Creek](https://images.trvl-media.com/lodging/2000000/1100000/1092700/1092683/d1980c03_y.jpg)

### Comfort Inn Frederick - Ballenger Creek

8/10 Good

"Convenient to much of Frederick and very reasonable."

[](https://expedia.ca/Frederick-Hotels-Comfort-Inn.h1092683.Hotel-Information)

![Hampton Inn & Suites Frederick-Fort Detrick](https://images.trvl-media.com/lodging/2000000/1250000/1246300/1246270/154d4273_y.jpg)

### Hampton Inn & Suites Frederick-Fort Detrick

8/10 Good

"All good "

[](https://expedia.ca/Frederick-Hotels-Hampton-Inn-Suites-Frederick-Fort-Detrick.h1246270.Hotel-Information)

## Frequently asked questions

### What should a history buff expect from a stay in Shepherdstown?

### How many historically relevant hotels will I find in Shepherdstown?

### What are the top historical sites and other places to visit in Shepherdstown?

### What is a historic hotel like in Shepherdstown?

### What is the difference between a historic hotel and a heritage hotel?

### Do historic hotels in Shepherdstown have modern facilities?

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