Title: Book the Best Western Maryland WINERY Hotels in 2025 | Expedia.ca [Western Maryland Travel Guide](https://expedia.ca/Western-Maryland.dx6057473)[Hotels in Western Maryland](https://expedia.ca/Western-Maryland-Hotels.d6057473.Travel-Guide-Hotels)[Vacation Rentals in Western Maryland](https://expedia.ca/Western-Maryland-Vacation-Rentals.d6057473.Travel-Guide-VacationRentals)[Flights to Western Maryland](https://expedia.ca/Cheap-Flights-To-Western-Maryland.d6057473.Travel-Guide-Flights)[Things to do in Western Maryland](https://expedia.ca/Things-To-Do-In-Western-Maryland.d6057473.Travel-Guide-Activities)[Western Maryland Car Rentals](https://expedia.ca/Car-Rentals-In-Western-Maryland.d6057473.Car-Rental-Guide)[Western Maryland Vacation Packages](https://expedia.ca/Western-Maryland.d6057473.Destination-Travel-Guides) ![Carrol Creek Linear Park](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/253000/253245-Maryland.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Winery Hotels in Western Maryland ![calendar shield illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![deals illustration](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) ![bed illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on Western Maryland Winery Hotels Tonight [Sep 27 - Sep 28](https://www.expedia.ca/Hotel-Search?regionId=6057473&startDate=2025-09-27&endDate=2025-09-28&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Sep 28 - Sep 29](https://www.expedia.ca/Hotel-Search?regionId=6057473&startDate=2025-09-28&endDate=2025-09-29&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 3 - Oct 5](https://www.expedia.ca/Hotel-Search?regionId=6057473&startDate=2025-10-03&endDate=2025-10-05&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Oct 10 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=6057473&startDate=2025-10-10&endDate=2025-10-12&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Western Maryland Winery Hotels ![Rooftop terrace](https://images.trvl-media.com/lodging/115000000/114280000/114275900/114275854/2337af83.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![City shuttle](https://images.trvl-media.com/lodging/115000000/114280000/114275900/114275854/8eb9ca38.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/115000000/114280000/114275900/114275854/376fcf9b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Minibar, in-room safe, blackout drapes, free cribs/infant beds](https://images.trvl-media.com/lodging/115000000/114280000/114275900/114275854/4997651a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel Burg Leesburg 9.8/10 Exceptional (24) "A wonderful place to stay" CA $403 CA $463 total includes taxes & fees Sep 28 - Sep 29 [](https://www.expedia.ca/Leesburg-Hotels-Hotel-Burg.h114275854.Hotel-Information) ![1 bedroom, pillowtop beds, desk, laptop workspace](https://images.trvl-media.com/lodging/43000000/42550000/42543800/42543772/193cda05.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/43000000/42550000/42543800/42543772/164a5d2b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/43000000/42550000/42543800/42543772/e6dc1dff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/43000000/42550000/42543800/42543772/a3d383f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### SpringHill Suites by Marriott Winchester Winchester 9.4/10 Exceptional (727) "Would definitely stay there again! Very clean and affordable!" CA $162 CA $176 total includes taxes & fees Oct 5 - Oct 6 [](https://www.expedia.ca/Winchester-Hotels-SpringHill-Suites-By-Marriott-Winchester.h42543772.Hotel-Information) ![Reception](https://images.trvl-media.com/lodging/71000000/70050000/70048200/70048184/c4ab3376.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/71000000/70050000/70048200/70048184/dc77331b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/71000000/70050000/70048200/70048184/c8f998c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 2 Queen Beds](https://images.trvl-media.com/lodging/71000000/70050000/70048200/70048184/a51c3d53.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Tru By Hilton Ashburn One Loudoun, Va Ashburn 9.0/10 Wonderful (306) "Great stay! Would highly recommend this hotel to anyone staying in the area!!! Friendly and helpful staff" CA $180 CA $205 total includes taxes & fees Sep 28 - Sep 29 [](https://www.expedia.ca/Ashburn-Hotels-Tru-By-Hilton-Ashburn-One-Loudoun.h70048184.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/23000000/22790000/22789200/22789141/1a1740a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/23000000/22790000/22789200/22789141/d43d754c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Free daily buffet breakfast](https://images.trvl-media.com/lodging/23000000/22790000/22789200/22789141/9161add0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool, sun loungers](https://images.trvl-media.com/lodging/23000000/22790000/22789200/22789141/acf48b08.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn Cumberland Cumberland 9.6/10 Exceptional (615) "My family loved the room ,pool ,breakfast. " CA $212 CA $242 total includes taxes & fees Oct 19 - Oct 20 [](https://www.expedia.ca/Cumberland-Hotels-Hampton-Inn-Cumberland.h22789141.Hotel-Information) ![Room, 2 Double Beds, Non Smoking](https://images.trvl-media.com/lodging/1000000/90000/84900/84829/5e8caf12.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/1000000/90000/84900/84829/ebbdee0e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 1 King Bed, Non Smoking](https://images.trvl-media.com/lodging/1000000/90000/84900/84829/6b5cf394.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/90000/84900/84829/4db1b608.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Suburban Studios LaVale-Cumberland Cumberland 7.0/10 Good (652) "Rooms were really great and clean " CA $103 CA $118 total includes taxes & fees Sep 28 - Sep 29 [](https://www.expedia.ca/Cumberland-Hotels-Rodeway-Inn.h84829.Hotel-Information) ![Bar (on property)](https://images.trvl-media.com/lodging/1000000/30000/21500/21470/f92e85d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/30000/21500/21470/9047f16d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/21500/21470/e9944ae6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 King Bed Corner Room w/ Sofabed Nonsmoking](https://images.trvl-media.com/lodging/1000000/30000/21500/21470/80cf47d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn Frederick Frederick 8.2/10 Very good (1005) "Decent stay..very convenient to highway and eating options." CA $164 CA $182 total includes taxes & fees Oct 13 - Oct 14 [](https://www.expedia.ca/Frederick-Hotels-Hampton-Inn-Frederick.h21470.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/35000000/34830000/34821800/34821722/9c1d9621.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/35000000/34830000/34821800/34821722/80506691.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) ![Exterior](https://images.trvl-media.com/lodging/35000000/34830000/34821800/34821722/0f0c1ef0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### ❤️ Secluded 1940s Romantic Tiny House on the River Shepherdstown 10/10 Exceptional (61) "We truly loved this location and definitely will be back!" CA $56 CA $147 total includes taxes & fees Oct 5 - Oct 6 [](https://www.expedia.ca/Martinsburg-Hotels-Secluded-1940s-Romantic-Tiny-House-On-The-River.h34821722.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/34000000/33420000/33415400/33415316/53e738c1.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) ![Exterior](https://images.trvl-media.com/lodging/34000000/33420000/33415400/33415316/aef6bd38.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### UNIQUE HISTORIC COTTAGE - SPRINGHOUSE 1803 Hagerstown 10/10 Exceptional (117) "We stayed for an overnight to break up a long roadtrip. Property is great. Comfortable, cozy, and just what we needed. " CA $138 CA $223 total includes taxes & fees Sep 29 - Sep 30 [](https://www.expedia.ca/Hagerstown-Hotels-Springhouse-1803-Unique-Historic-Home.h33415316.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) ![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) ![Outdoor dining](https://images.trvl-media.com/lodging/28000000/27120000/27118200/27118191/47ae5de3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/28000000/27120000/27118200/27118191/abe75a83.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Antietam Creek - Quiet 2 Bedroom Cabin Keedysville 9.4/10 Exceptional (85) "Cool even with no AC. Key is to open windows at night let the coolness in, Close windows and coverings during daytime. Fans on continuously to circulate the air… Chefs kiss!!" CA $279 CA $459 total includes taxes & fees Sep 29 - Sep 30 [](https://www.expedia.ca/Keedysville-Hotels-Antietam-Creek-Quiet-2-Bedroom-Cabin.h27118191.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/87000000/86150000/86144100/86144049/57606b0a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/87000000/86150000/86144100/86144049/2f35c14a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/87000000/86150000/86144100/86144049/ae31e59f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/87000000/86150000/86144100/86144049/2a94ac79.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy Getaway near Harper's Ferry, C&O & Potomac River, Frederick & train to DC Brunswick 9.8/10 Exceptional (45) "This location was perfect for a weekend visit to the area for getting on the C&O and exploring local hikes and wineries!" CA $113 CA $223 total includes taxes & fees Sep 28 - Sep 29 [](https://www.expedia.ca/Brunswick-Hotels-Cozy-Getaway-Near-Harpers-Ferry.h86144049.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=2025-10-11&endDate=2025-10-12®ionId=6057473&adults=2&location_highlights_explore=winery&sort=RECOMMENDED&openPlayBack=true) ## Top Western Maryland Hotel Reviews ![Days Inn by Wyndham Westminster](//images.trvl-media.com/lodging/1000000/10000/4400/4343/6a9c7c07_y.jpg) ### Days Inn by Wyndham Westminster 10/10 Excellent "Awesome place" [](https://expedia.ca/Frederick-Hotels-Days-Inn-By-Wyndham-Westminster.h4343.Hotel-Information) ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - Other - More ways to book - [5 Star Hotels in Virginias](https://www.expedia.ca/5Star-Virginias-Hotels.s50-0-d6209940.Travel-Guide-Filter-Hotels) - [B&B in Assateague Island](https://www.expedia.ca/Assateague-Island-Bed-And-Breakfast.d553248635976198150-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Cabin Rentals in Assateague Island](https://www.expedia.ca/Assateague-Island-Cabins.d553248635976198150-aaCabins.Travel-Guide-Accommodation) - 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[Mid-Atlantic Vacation Rentals](https://www.expedia.ca/Mid-Atlantic-Vacation-Rentals.d6209850.Travel-Guide-VacationRentals) - [Things to do in Assateague Island](https://www.expedia.ca/Things-To-Do-In-Assateague-Island.d553248635976198150.Travel-Guide-Activities) - [Things to do in Chesapeake Bay](https://www.expedia.ca/Things-To-Do-In-Chesapeake-Bay.d6056980.Travel-Guide-Activities) - [Things to do in Virginias](https://www.expedia.ca/Things-To-Do-In-Virginias.d6209940.Travel-Guide-Activities) - [Book Winery Hotels in Western Maryland on Expedia.com](https://www.expedia.com/Western-Maryland-Hotels-Winery-Hotel.0-0-d6057473-tWineryHotel.Travel-Guide-Filter-Hotels)