Title: Book the Best Shepherdstown CASINO Hotels & Resorts in 2026 | 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)[Things to do in Shepherdstown](https://expedia.ca/Things-To-Do-In-Shepherdstown.d56114.Travel-Guide-Activities)[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 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) # Find Casino Hotels in Shepherdstown, WV from CA $101 - ![](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 availability on Shepherdstown Casino Hotels Tonight [Dec 2 - Dec 3](https://www.expedia.ca/Hotel-Search?regionId=56114&startDate=2025-12-02&endDate=2025-12-03&adults=2&amenities=CASINO&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Dec 3 - Dec 4](https://www.expedia.ca/Hotel-Search?regionId=56114&startDate=2025-12-03&endDate=2025-12-04&adults=2&amenities=CASINO&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Dec 5 - Dec 7](https://www.expedia.ca/Hotel-Search?regionId=56114&startDate=2025-12-05&endDate=2025-12-07&adults=2&amenities=CASINO&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Dec 12 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=56114&startDate=2025-12-12&endDate=2025-12-14&adults=2&amenities=CASINO&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Shepherdstown Casino Hotels ![Property grounds](https://images.trvl-media.com/lodging/35000000/34830000/34821800/34821722/9c1d9621.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/35000000/34830000/34821800/34821722/0f0c1ef0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, cookware/dishes/utensils, spices](https://images.trvl-media.com/lodging/35000000/34830000/34821800/34821722/3c5b5f75.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free WiFi, bed sheets](https://images.trvl-media.com/lodging/35000000/34830000/34821800/34821722/1a9ef301.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### ❤️ Secluded 1940s Romantic Tiny House on the River Shepherdstown 9.8/10 Exceptional (65) "We truly loved this location and definitely will be back!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Astrid CA $55 CA $146 total includes taxes & fees Dec 8 - Dec 9 [](https://www.expedia.ca/Martinsburg-Hotels-Secluded-1940s-Romantic-Tiny-House-On-The-River.h34821722.Hotel-Information) ![Casino](https://images.trvl-media.com/lodging/1000000/980000/977400/977326/90e3a6e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/980000/977400/977326/a9078e90.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![In-room safe, desk, laptop workspace, blackout drapes](https://images.trvl-media.com/lodging/1000000/980000/977400/977326/75fa7cd1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/980000/977400/977326/cba53522.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Clarion Inn Harpers Ferry - Charles Town Harpers Ferry 7.8/10 Good (1011) "Nice convenient hotel. Clean." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jason CA $125 CA $140 total includes taxes & fees Dec 18 - Dec 19 [](https://www.expedia.ca/Martinsburg-Hotels-Clarion-Inn-Harpers-Ferry-Charles-Town.h977326.Hotel-Information) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/1000000/70000/63100/63064/835cd022.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/70000/63100/63064/e6df8eb6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Desk, iron/ironing board, free cribs/infant beds, free WiFi](https://images.trvl-media.com/lodging/1000000/70000/63100/63064/84e63605.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Seasonal outdoor pool](https://images.trvl-media.com/lodging/1000000/70000/63100/63064/45f48b5b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn Martinsburg Martinsburg 8.6/10 Excellent (989) "The staff was professional and the rooms were clean" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sandra CA $116 CA $131 total includes taxes & fees Dec 8 - Dec 9 [](https://www.expedia.ca/Martinsburg-Hotels-Hampton-Inn-Martinsburg.h63064.Hotel-Information) ![2 bars/lounges, sports bar](https://images.trvl-media.com/lodging/10000000/9870000/9868900/9868848/b6dd3662.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Standard Room, 1 King Bed, Smoking](https://images.trvl-media.com/lodging/10000000/9870000/9868900/9868848/71615746.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/10000000/9870000/9868900/9868848/56958e5c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Point of interest](https://images.trvl-media.com/lodging/10000000/9870000/9868900/9868848/64e72433.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Rodeway Inn & Suites - Charles Town, WV Charles Town 8.6/10 Excellent (1007) "I loved how clean the hotel was the check-in process was easy and even the people working upfront or super nice." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Paul CA $89 CA $101 total includes taxes & fees Dec 17 - Dec 18 [](https://www.expedia.ca/Martinsburg-Hotels-Rodeway-Inn-Suites.h9868848.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) ![Dining](https://images.trvl-media.com/lodging/34000000/33420000/33415400/33415316/286a3bf3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/34000000/33420000/33415400/33415316/53e738c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/34000000/33420000/33415400/33415316/c515c5dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### UNIQUE HISTORIC COTTAGE - SPRINGHOUSE 1803 Hagerstown 10/10 Exceptional (123) "We were very pleased with our stay. We enjoyed the privacy and the house" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kristine B. CA $145 CA $231 total includes taxes & fees Dec 3 - Dec 4 [](https://www.expedia.ca/Hagerstown-Hotels-Springhouse-1803-Unique-Historic-Home.h33415316.Hotel-Information) ![Casino](https://images.trvl-media.com/lodging/77000000/76880000/76876900/76876848/d7ac3540.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/77000000/76880000/76876900/76876848/6a9fc093.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/77000000/76880000/76876900/76876848/a19abecc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from room](https://images.trvl-media.com/lodging/77000000/76880000/76876900/76876848/a984ecc8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Inn at Charles Town - Hollywood Casino Charles Town 8.6/10 Excellent (516) "Staff was courteous….helpful…room was clean and comfortable " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) David CA $168 CA $202 total includes taxes & fees Dec 30 - Dec 31 [](https://www.expedia.ca/Charles-Town-Hotels-The-Inn-At-Charles-Town.h76876848.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/32000000/31170000/31169200/31169171/025c8387.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, DVD player, books](https://images.trvl-media.com/lodging/32000000/31170000/31169200/31169171/20801489.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, DVD player, books](https://images.trvl-media.com/lodging/32000000/31170000/31169200/31169171/8d0fa4a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/32000000/31170000/31169200/31169171/a0453b16.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hot Tub, Campfire Ring, Convenient Location, Large Groups!! Harpers Ferry 9.6/10 Exceptional (101) "The house was beyond expectations." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Eddie J. [](https://www.expedia.ca/Harpers-Ferry-Hotels-Hot-Tub.h31169171.Hotel-Information) ![Courtyard](https://images.trvl-media.com/lodging/3000000/2770000/2762700/2762649/52d84062.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![The Mary Rutherford Room](https://images.trvl-media.com/lodging/3000000/2770000/2762700/2762649/fead0911.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Porch](https://images.trvl-media.com/lodging/3000000/2770000/2762700/2762649/a53cd216.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hallway](https://images.trvl-media.com/lodging/3000000/2770000/2762700/2762649/acf14b95.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Carriage Inn B&B Charles Town 9.6/10 Exceptional (437) "Excellent accommodations and breakfast. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) William CA $174 CA $197 total includes taxes & fees Dec 8 - Dec 9 [](https://www.expedia.ca/Martinsburg-Hotels-The-Carriage-Inn-BB.h2762649.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/101000000/100780000/100779600/100779583/cf8a1df6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/101000000/100780000/100779600/100779583/335684a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/101000000/100780000/100779600/100779583/a62a4c79.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/101000000/100780000/100779600/100779583/6bf5690d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charming Cabin in the Woods with River Access Shepherdstown 9.6/10 Exceptional (39) "My family enjoyed our stay at the cabin including having access to the river for morning coffee and playing board games in the evening after a day of tubing. The drive to the cabin was beautiful with lots of deer sightings. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Leana H. CA $175 CA $355 total includes taxes & fees Dec 4 - Dec 5 [](https://www.expedia.ca/Shepherdstown-Hotels-Charming-Cabin-In-The-Woods-With-River-Access.h100779583.Hotel-Information) ![Casino](https://images.trvl-media.com/lodging/90000000/89350000/89349400/89349390/990f722c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/90000000/89350000/89349400/89349390/3c107926.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books, video library](https://images.trvl-media.com/lodging/90000000/89350000/89349400/89349390/6acb952a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor spa tub](https://images.trvl-media.com/lodging/90000000/89350000/89349400/89349390/033f7a39.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Wine Weekend Getaway: Steps to Winery & Battlefield w/ Mountain Views & Hot Tub! Sharpsburg 10/10 Exceptional (39) "We had an amazing time - lots of walks and places to see - very historical - winery right next door which was an added bonus - accommodation was everything we needed and more - look out for a friendly cat that paid a few visits - thank you Jordan for a great time and will definitely come back to the area" ![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg) Jo W. CA $140 CA $396 total includes taxes & fees Dec 8 - Dec 9 [](https://www.expedia.ca/Sharpsburg-Hotels-Incredible-Views-Steps-To-Battlefield-Winery.h89349390.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=2025-12-16&endDate=2025-12-17®ionId=56114&adults=2&amenities=CASINO&sort=RECOMMENDED&openPlayBack=true) ![](https://forever.travel-assets.com/flex/flexmanager/images/2025/11/05/BEX-BF-25_CA_1_Desktop.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## Black Friday Sale Limited-time deals: save up to 50% on select hotels [Book now](https://expedia.ca/deals?rfrr=AFFINITY_BF_PROMO_56114) ## Top Shepherdstown Hotel Reviews ![Hampton Inn Martinsburg](https://images.trvl-media.com/lodging/1000000/70000/63100/63064/835cd022_y.jpg) ### Hampton Inn Martinsburg 10/10 Excellent "Rénovation moderne, propre, bon service" [](https://expedia.ca/Martinsburg-Hotels-Hampton-Inn-Martinsburg.h63064.Hotel-Information) ![Quality Inn](https://images.trvl-media.com/lodging/1000000/30000/25200/25179/e301290f_y.jpg) ### Quality Inn 10/10 Excellent "Clean room, courteous staff" [](https://expedia.ca/Martinsburg-Hotels-Quality-Inn.h25179.Hotel-Information) ![Clarion Inn Harpers Ferry - Charles Town](https://images.trvl-media.com/lodging/1000000/980000/977400/977326/a9078e90_y.jpg) ### Clarion Inn Harpers Ferry - Charles Town 10/10 Excellent "Nice place to stay for a night while traveling. A little dated, but clean and comfortable. Appreciated the restaurant on site. " [](https://expedia.ca/Martinsburg-Hotels-Clarion-Inn-Harpers-Ferry-Charles-Town.h977326.Hotel-Information) ![Hampton Inn & Suites Charles Town](https://images.trvl-media.com/lodging/5000000/4540000/4532700/4532660/4441f7ed_y.jpg) ### Hampton Inn & Suites Charles Town 10/10 Excellent "The front desk staff was very friendly " [](https://expedia.ca/Martinsburg-Hotels-Hampton-Inn-Suites-Charles-Town.h4532660.Hotel-Information) ![Holiday Inn Express Charles Town by IHG](https://images.trvl-media.com/lodging/2000000/1560000/1554900/1554858/89e72fbd_y.jpg) ### Holiday Inn Express Charles Town by IHG 10/10 Excellent "Everyone we came in contact with were very nice and friendly. The buffet was really great. There was something for everyone. The coffee was very good. We will definitely be back when we next visit the casino. Very nice room. " [](https://expedia.ca/Martinsburg-Hotels-Holiday-Inn-Express-Charles-Town.h1554858.Hotel-Information) ![Days Inn by Wyndham Charles Town/Harpers Ferry](https://images.trvl-media.com/lodging/11000000/10630000/10620700/10620696/6feea908_y.jpg) ### Days Inn by Wyndham Charles Town/Harpers Ferry 10/10 Excellent "Did the job, cheap and cheerful, nothing to complain about! Good access to Harper’s Ferry" [](https://expedia.ca/Martinsburg-Hotels-Days-Inn-By-Wyndham-Charles-TownHarpers-Ferry.h10620696.Hotel-Information) ## Frequently asked questions ### Searching for casino hotels in Shepherdstown? > If you're planning a gaming trip to Shepherdstown, you can roll the dice at Hollywood Casino at Charles Town Races, located 9.5 mi (15.2 km) away, though it's not the only place to visit while you're here. Visitors enjoy the historic sites and riverfront in this destination. ### How many hotels that are good for gaming will I find in Shepherdstown? > Hit the casinos and have a good night's sleep at one of Expedia's 20 accommodations near casino gaming in Shepherdstown. ### When should I take my casino trip to Shepherdstown? > You might spend a lot of your vacation inside, but if you're planning to venture beyond the casino, taking a look at local weather data can help you. The hottest months are usually July and August with an average temp of 72°F, while the coldest months are January and February with an average of 36°F. Average annual precipitation for Shepherdstown is 47 inches. ### What is there to do in Shepherdstown? > You can head to Maddex Square, Hagerstown Premium Outlets, or Valley Mall to shop for the perfect souvenir. Shepherdstown is known for its historic sites, and you can check out cultural spots such as Shepherdstown Museum, John Brown Wax Museum, and Apollo Civic Theatre. For more to see and do, you can plan to visit Shepherdstown Visitors Center and Shepherdstown Opera House. ### What are my transportation options for my casino getaway to Shepherdstown? > Here are some transportation options in Shepherdstown: You can book a flight to the nearest airport, which is Martinsburg, WV (MRB-Eastern West Virginia Regional), situated 10.1 mi (16.3 km) from the city center. 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