Title: Shepherdstown Guest Houses from CA $230 | Expedia.ca [Hotels in Shepherdstown](https://expedia.ca/Shepherdstown-Hotels.d56114.Travel-Guide-Hotels)[Vacation Rentals in Shepherdstown](https://expedia.ca/Shepherdstown-Vacation-Rentals.d56114.Travel-Guide-VacationRentals)[Shepherdstown Car Rentals](https://expedia.ca/Car-Rentals-In-Shepherdstown.d56114.Car-Rental-Guide)[Shepherdstown Vacation Packages](https://expedia.ca/Shepherdstown.d56114.Destination-Travel-Guides) ![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=1200&h=500&q=medium) # Search Guest Houses in Shepherdstown from CA $230 ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check prices for these dates Next weekend [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=56114&startDate=2025-10-17&endDate=2025-10-19&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=56114&startDate=2025-10-24&endDate=2025-10-26&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=56114&startDate=2025-11-07&endDate=2025-11-09&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Dec 5 - Dec 7](https://www.expedia.ca/Hotel-Search?regionId=56114&startDate=2025-12-05&endDate=2025-12-07&adults=2&lodging=GUEST_HOUSE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Browse Select Shepherdstown Guest Houses ![Exterior](https://images.trvl-media.com/lodging/47000000/46270000/46269200/46269116/8ee331da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/47000000/46270000/46269200/46269116/09262f7d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/47000000/46270000/46269200/46269116/bd1637eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/47000000/46270000/46269200/46269116/333c99ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### INDULGE - FRESH FLOWERS, MANY AMENITIES Middletown 10/10 Exceptional (41) "Very clean and had everything we needed to make our own meals. Also centrally located to National parks, hiking trails (AT), and a beach." CA $147 CA $230 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Middletown-Hotels-INDULGE-FRESH-FLOWERS.h46269116.Hotel-Information) ![2 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/84000000/83470000/83464000/83463936/7d5a87a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/84000000/83470000/83464000/83463936/c06f875e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/84000000/83470000/83464000/83463936/8f92cfbe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/84000000/83470000/83464000/83463936/2a74cfef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### ►New! Unique Custom Crafted Train Station Lodge W/ private walking trails Martinsburg 10/10 Exceptional (16) "Host was excellent with communication and the lodge was neat. Plan to stay again. " CA $132 CA $381 total includes taxes & fees Oct 14 - Oct 15 [](https://www.expedia.ca/Martinsburg-Hotels-New-Custom-Crafted-Train-Barn-W-Private-Trails-In-Peaceful-Forest.h83463936.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/106000000/105620000/105615500/105615430/041778ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, travel crib, WiFi](https://images.trvl-media.com/lodging/106000000/105620000/105615500/105615430/c3f94f56.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/106000000/105620000/105615500/105615430/b78a4b2a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/106000000/105620000/105615500/105615430/7a7bbeb7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Historic Cottage Retreat-IG Cowboy Pool-Hot Tub Boonsboro 10/10 Exceptional (9) "We stayed one night here on our way home and it was excellent. Plenty of space in the cabin and lots of room for our dog to stretch his legs outside. Everything was very comfortable, communication was great, and we loved the area. We hope to come back someday!" CA $185 CA $364 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Boonsboro-Hotels-The-Robins-Nest-CottageCowboy-PoolHot-Tub1882-Country-Historical-Building.h105615430.Hotel-Information) ![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/79000000/78120000/78111100/78111003/b77f2651.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/79000000/78120000/78111100/78111003/e98f94ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Point of interest](https://images.trvl-media.com/lodging/79000000/78120000/78111100/78111003/e09bb34f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/79000000/78120000/78111100/78111003/69b3c9fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Chickadee Room at Harpers Ferry Guest House Harpers Ferry 9.8/10 Exceptional (10) "We enjoyed our stay. We liked the room and the fact it was close to town which made going places easy. " CA $153 CA $240 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Harpers-Ferry-Hotels-The-Chickadee-Room-At-Harpers-Ferry-Guest-House.h78111003.Hotel-Information) ![TV, fireplace](https://images.trvl-media.com/lodging/106000000/105270000/105264300/105264247/cce99ab0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/106000000/105270000/105264300/105264247/0929e30a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/106000000/105270000/105264300/105264247/e8ec4247.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/106000000/105270000/105264300/105264247/9455fdfc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Riverview Suite at La Soledad Harpers Ferry 9.8/10 Exceptional (7) "It was such a lovely space! The views in the morning were phenomenal and the space itself was large and comfortable. The ceiling fans were a godsend after walking back from a day on the trails. We are already planning to come back :\]" CA $353 CA $508 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Harpers-Ferry-Hotels-River-Views-On-A-Lavender-Farm.h105264247.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/115000000/114260000/114252300/114252257/eef0d6c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from room](https://images.trvl-media.com/lodging/115000000/114260000/114252300/114252257/ff22a8d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Heated floors](https://images.trvl-media.com/lodging/115000000/114260000/114252300/114252257/9ea6fe8d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/115000000/114260000/114252300/114252257/w2832h3768x0y0-c4644c0e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Mirror Villas - Modern Retreat with private hot tubs and mountain view Mercersburg 10/10 Exceptional (1) "Great " CA $758 CA $1,051 total includes taxes & fees Oct 30 - Oct 31 [](https://www.expedia.ca/Mercersburg-Hotels-Mirror-Villas.h114252257.Hotel-Information) ![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/79000000/78120000/78111000/78110996/d1f14fea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/79000000/78120000/78111000/78110996/f7681452.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/79000000/78120000/78111000/78110996/96995dbc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/79000000/78120000/78111000/78110996/fdf127d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Bluebird Suite at Harpers Ferry Guest House Harpers Ferry 10/10 Exceptional (53) "my best friend and I just got back from staying at this beautiful home. We stayed in the blue bird suite and it was lovely. This home is an ideal location to lower town. The only thing that could be better was the bed in our room. The mattress was too firm for our liking." CA $175 CA $265 total includes taxes & fees Nov 5 - Nov 6 [](https://www.expedia.ca/Harpers-Ferry-Hotels-The-Bluebird-Suite-At-Harpers-Ferry-Guest-House.h78110996.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/79000000/78120000/78111000/78110998/49544261.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/79000000/78120000/78111000/78110998/3a946088.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/79000000/78120000/78111000/78110998/a640743a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Point of interest](https://images.trvl-media.com/lodging/79000000/78120000/78111000/78110998/659c2aed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Cardinal Suite at Harpers Ferry Guest House Harpers Ferry 10/10 Exceptional (20) "Lovely room, easy check in/out, and thoughtful amenities. Would absolutely stay again!" CA $189 CA $284 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Harpers-Ferry-Hotels-The-Cardinal-Suite-At-Harpers-Ferry-Guest-House.h78110998.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/79000000/78120000/78111100/78111011/ceebb271.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/79000000/78120000/78111100/78111011/1823e7e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/79000000/78120000/78111100/78111011/eac83f67.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Point of interest](https://images.trvl-media.com/lodging/79000000/78120000/78111100/78111011/344c3a11.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Goldfinch Suite at Harpers Ferry Guest House Harpers Ferry 10/10 Exceptional (48) "Very impressive rental. Clean, comfortable, great location. Host was excellent- very responsive to our needs. Highly recommend" CA $175 CA $267 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Harpers-Ferry-Hotels-The-Goldfinch-Suite-At-Harpers-Ferry-Guest-House.h78111011.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=2025-10-26&endDate=2025-10-27®ionId=56114&adults=2&lodging=GUEST_HOUSE&sort=RECOMMENDED&openPlayBack=true) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FShepherdstown-Guest-Houses.d56114-aaGuestHouses.Travel-Guide-Accommodation)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FShepherdstown-Guest-Houses.d56114-aaGuestHouses.Travel-Guide-Accommodation) ## Top Shepherdstown Hotel Reviews ![Country Inn & Suites by Radisson, Frederick, MD](//images.trvl-media.com/lodging/1000000/60000/59600/59588/6e927b9b_y.jpg) ### Country Inn & Suites by Radisson, Frederick, MD 10/10 Excellent "Not what I would have expected from a Radisson property. " [](https://expedia.ca/Frederick-Hotels-Country-Inn-Suites-By-Radisson.h59588.Hotel-Information) ![Hilton Garden Inn Frederick](//images.trvl-media.com/lodging/2000000/1610000/1608200/1608110/6052ee0f_y.jpg) ### Hilton Garden Inn Frederick 10/10 Excellent "Yes clean room and praking was safe " [](https://expedia.ca/Frederick-Hotels-Hilton-Garden-Inn-Frederick.h1608110.Hotel-Information) ![Hilton Garden Inn Martinsburg](//images.trvl-media.com/lodging/16000000/15570000/15569300/15569217/4c240ea0_y.jpg) ### Hilton Garden Inn Martinsburg 10/10 Excellent "Clean room, friendly staff" [](https://expedia.ca/Martinsburg-Hotels-Hilton-Garden-Inn-Martinsburg.h15569217.Hotel-Information) ![Days Inn by Wyndham Charles Town/Harpers Ferry](//images.trvl-media.com/lodging/11000000/10630000/10620700/10620696/6feea908_y.jpg) ### Days Inn by Wyndham Charles Town/Harpers Ferry 10/10 Excellent "Nice place to stay" [](https://expedia.ca/Martinsburg-Hotels-Days-Inn-By-Wyndham-Charles-TownHarpers-Ferry.h10620696.Hotel-Information) ![SpringHill Suites by Marriott Winchester](//images.trvl-media.com/lodging/43000000/42550000/42543800/42543772/193cda05_y.jpg) ### SpringHill Suites by Marriott Winchester 10/10 Excellent "Convenient " [](https://expedia.ca/Winchester-Hotels-SpringHill-Suites-By-Marriott-Winchester.h42543772.Hotel-Information) ![Hillside Inn & Suite](//images.trvl-media.com/lodging/117000000/116910000/116906500/116906499/92bdcb24_y.jpg) ### Hillside Inn & Suite 10/10 Excellent "Room was very clean and staff is very friendly " [](https://expedia.ca/Martinsburg-Hotels-Hillside-Inn-And-Suite.h116906499.Hotel-Information) ![Comfort Inn Frederick - Ballenger Creek](//images.trvl-media.com/lodging/2000000/1100000/1092700/1092683/047bd49c_y.jpg) ### Comfort Inn Frederick - Ballenger Creek 10/10 Excellent "Clean, well equipped room with extra towels,hair dryer and many great room amenities " [](https://expedia.ca/Frederick-Hotels-Comfort-Inn.h1092683.Hotel-Information) ![Clarion Inn Harpers Ferry - Charles Town](//images.trvl-media.com/lodging/1000000/980000/977400/977326/a9078e90_y.jpg) ### Clarion Inn Harpers Ferry - Charles Town 10/10 Excellent "way better than we expected in all areas. great service , very clean , very nice attached restaurant " [](https://expedia.ca/Martinsburg-Hotels-Clarion-Inn-Harpers-Ferry-Charles-Town.h977326.Hotel-Information) ![Holiday Inn Express Charles Town by IHG](//images.trvl-media.com/lodging/2000000/1560000/1554900/1554858/89e72fbd_y.jpg) ### Holiday Inn Express Charles Town by IHG 10/10 Excellent "One of the best facilities we've ever used." [](https://expedia.ca/Martinsburg-Hotels-Holiday-Inn-Express-Charles-Town.h1554858.Hotel-Information) ## Find out more about Shepherdstown ## Shepherdstown Guest Houses information | Number of reviews | 196 | | --- | --- | | Accommodation | 10 Guest Houses | | Lowest Price | CA $230 | | Highest Price | CA $1,051 | ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - Other - More ways to book - [4 Star Hotels in Harpers Ferry](https://www.expedia.ca/4Star-Harpers-Ferry-Hotels.s40-0-d7561.Travel-Guide-Filter-Hotels) - [Aparthotels in Bedington](https://www.expedia.ca/Bedington-Apart-Hotels.d553248635975875967-aaApartHotels.Travel-Guide-Accommodation) - [Cabin Rentals in Bedington](https://www.expedia.ca/Bedington-Cabins.d553248635975875967-aaCabins.Travel-Guide-Accommodation) - [Bedington Hotels](https://www.expedia.ca/Bedington-Hotels.d553248635975875967.Travel-Guide-Hotels) - [Lodges in Bedington](https://www.expedia.ca/Bedington-Lodges.d553248635975875967-aaLodges.Travel-Guide-Accommodation) - 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