Title: Book the Best Western Maryland WINERY Hotels in 2026 | 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) ![Schifferstadt](https://images.trvl-media.com/place/553248621532662582/77ea53c0-2872-4a03-a96b-17867801febc.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Winery Hotels in Western Maryland from CA $104 - ![](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 Western Maryland Winery Hotels Tonight [Dec 27 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=6057473&startDate=2025-12-27&endDate=2025-12-28&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Dec 28 - Dec 29](https://www.expedia.ca/Hotel-Search?regionId=6057473&startDate=2025-12-28&endDate=2025-12-29&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Jan 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=6057473&startDate=2026-01-02&endDate=2026-01-04&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Jan 9 - Jan 11](https://www.expedia.ca/Hotel-Search?regionId=6057473&startDate=2026-01-09&endDate=2026-01-11&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Western Maryland hotels with winery ![Lobby](https://images.trvl-media.com/lodging/23000000/22790000/22789200/22789141/1a1740a2.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) ![Terrace/patio](https://images.trvl-media.com/lodging/23000000/22790000/22789200/22789141/d43d754c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/23000000/22790000/22789200/22789141/e87eadf5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hampton Inn Cumberland [](https://www.expedia.ca/Cumberland-Hotels-Hampton-Inn-Cumberland.h22789141.Hotel-Information) Cumberland 9.6/10 Exceptional (636) "Big clean room, little pull out drawer shelf from the bathroom was neat." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Soo CA $145 CA $165 total includes taxes & fees Jan 3 - Jan 4, 2026 [](https://www.expedia.ca/Cumberland-Hotels-Hampton-Inn-Cumberland.h22789141.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) ![Terrace/patio](https://images.trvl-media.com/lodging/1000000/30000/21500/21470/79c6bb79.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) ![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 [](https://www.expedia.ca/Frederick-Hotels-Hampton-Inn-Frederick.h21470.Hotel-Information) Frederick 8.2/10 Very good (1001) "Nice hotel" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Scott CA $136 CA $151 total includes taxes & fees Jan 4 - Jan 5, 2026 [](https://www.expedia.ca/Frederick-Hotels-Hampton-Inn-Frederick.h21470.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) ![Lobby](https://images.trvl-media.com/lodging/1000000/90000/84900/84829/c51bc8c9.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 [](https://www.expedia.ca/Cumberland-Hotels-Rodeway-Inn.h84829.Hotel-Information) Cumberland 7.0/10 Good (676) "Very nice & clean Nice rooms && quiet " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Melissa CA $91 CA $104 total includes taxes & fees Dec 30 - Dec 31 [](https://www.expedia.ca/Cumberland-Hotels-Rodeway-Inn.h84829.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) ![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) ![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) ### ❤️ 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 (66) "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 $54 CA $143 total includes taxes & fees Jan 5 - Jan 6, 2026 [](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/28000000/27140000/27132300/27132250/94f68f40.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/28000000/27140000/27132300/27132250/3e1eee0f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/28000000/27140000/27132300/27132250/a915e1a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/28000000/27140000/27132300/27132250/114d66ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Romantic Woodland Retreat with Hot Tub & Private Forest Views - NEWLY RENOVATED [](https://www.expedia.ca/Berkeley-Springs-Hotels-Private-Getaway-W-Hot-Tub.h27132250.Hotel-Information) Berkeley Springs 9.8/10 Exceptional (297) "We especially enjoyed the hot tub and the privacy of the cabin. Was what we expected and was very clean. Had a nice relaxing couple of days that we were there!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ann W. CA $120 CA $414 total includes taxes & fees Jan 5 - Jan 6, 2026 [](https://www.expedia.ca/Berkeley-Springs-Hotels-Private-Getaway-W-Hot-Tub.h27132250.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) ![Exterior](https://images.trvl-media.com/lodging/34000000/33420000/33415400/33415316/aef6bd38.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) ![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 [](https://www.expedia.ca/Hagerstown-Hotels-Springhouse-1803-Unique-Historic-Home.h33415316.Hotel-Information) 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 $157 CA $243 total includes taxes & fees Jan 12 - Jan 13, 2026 [](https://www.expedia.ca/Hagerstown-Hotels-Springhouse-1803-Unique-Historic-Home.h33415316.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/84000000/83490000/83481400/83481384/6a9ee201.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Iron/ironing board, travel crib, WiFi, bed sheets](https://images.trvl-media.com/lodging/84000000/83490000/83481400/83481384/77febe2e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/84000000/83490000/83481400/83481384/38db8d5c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/84000000/83490000/83481400/83481384/w1280h889x0y71-43c1ee68.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Loft Apt Just off C&O near Harpers Ferry and AT [](https://www.expedia.ca/Brunswick-Hotels-Loft-Apt-Just-Off-CO-Near-Harpers-Ferry-And-AT.h83481384.Hotel-Information) Brunswick 10/10 Exceptional (16) "Our Hosts were wonderful and the space was great. It sits right off of the bike trail and across the street from a great bakery and bike shop. We thoroughly enjoyed our stay." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mark B. CA $134 CA $251 total includes taxes & fees Dec 28 - Dec 29 [](https://www.expedia.ca/Brunswick-Hotels-Loft-Apt-Just-Off-CO-Near-Harpers-Ferry-And-AT.h83481384.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/84000000/83470000/83468500/83468442/2b0a05ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/84000000/83470000/83468500/83468442/e329facd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/84000000/83470000/83468500/83468442/4804d26d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/84000000/83470000/83468500/83468442/c13ee720.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beautiful, Historic, Hiking, Biking and C&O Canal [](https://www.expedia.ca/Brunswick-Hotels-Beautiful-Historic.h83468442.Hotel-Information) Brunswick 10/10 Exceptional (22) "For visiting Harpers Ferry, location was ideal." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Barbara W. CA $158 CA $269 total includes taxes & fees Dec 28 - Dec 29 [](https://www.expedia.ca/Brunswick-Hotels-Beautiful-Historic.h83468442.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/91000000/90200000/90198000/90197904/89453f3c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/91000000/90200000/90198000/90197904/5380b7ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/91000000/90200000/90198000/90197904/d56b57c5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/91000000/90200000/90198000/90197904/4ccd7d04.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Beautiful Remodeled Downtown Frederick Cottage (Pet-Friendly) [](https://www.expedia.ca/Frederick-Hotels-The-Cottage-On-Dill.h90197904.Hotel-Information) Frederick 10/10 Exceptional (62) "Always clean and comfortable home. Close to restaurants and shops but in quiet neighborhood to relax. Our second stay in this home. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jelinda C. CA $176 CA $361 total includes taxes & fees Jan 19 - Jan 20, 2026 [](https://www.expedia.ca/Frederick-Hotels-The-Cottage-On-Dill.h90197904.Hotel-Information) ![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) ![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) ![Casino](https://images.trvl-media.com/lodging/90000000/89350000/89349400/89349390/990f722c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/90000000/89350000/89349400/89349390/953be3bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Wine Weekend Getaway: Steps to Winery & Battlefield w/ Mountain Views & Hot Tub! [](https://www.expedia.ca/Sharpsburg-Hotels-Incredible-Views-Steps-To-Battlefield-Winery.h89349390.Hotel-Information) 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 $226 CA $502 total includes taxes & fees Dec 30 - Dec 31 [](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=2026-01-10&endDate=2026-01-11®ionId=6057473&adults=2&location_highlights_explore=winery&sort=RECOMMENDED&openPlayBack=true) ## Top Western Maryland Hotel Reviews ![Days Inn by Wyndham Westminster](https://images.trvl-media.com/lodging/1000000/10000/4400/4343/6a9c7c07_y.jpg) ### Days Inn by Wyndham Westminster 10/10 Excellent "Clean wonderful friendly staff and love the free breakfast " [](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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