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 $112 - ![](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 [Jan 6 - Jan 7](https://www.expedia.ca/Hotel-Search?regionId=6057473&startDate=2026-01-06&endDate=2026-01-07&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Jan 7 - Jan 8](https://www.expedia.ca/Hotel-Search?regionId=6057473&startDate=2026-01-07&endDate=2026-01-08&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [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) Next weekend [Jan 16 - Jan 18](https://www.expedia.ca/Hotel-Search?regionId=6057473&startDate=2026-01-16&endDate=2026-01-18&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 (641) "Great stay! Friendly staff at check in, clean rooms, the bed was so comfortable. A great breakfast. Overall enjoyable stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jennifer CA $154 CA $175 total includes taxes & fees Jan 12 - Jan 13 [](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) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/21500/21470/e9944ae6.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 (1003) "Nice hotel" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Scott CA $136 CA $151 total includes taxes & fees Jan 27 - Jan 28 [](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 (678) "Very nice & clean Nice rooms && quiet " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Melissa CA $98 CA $112 total includes taxes & fees Jan 12 - Jan 13 [](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) ![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) ![Property grounds](https://images.trvl-media.com/lodging/35000000/34830000/34821800/34821722/80506691.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 (68) "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 $144 total includes taxes & fees Jan 13 - Jan 14 [](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/34000000/33420000/33415400/33415316/286a3bf3.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) ![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 [](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 $142 CA $227 total includes taxes & fees Jan 13 - Jan 14 [](https://www.expedia.ca/Hagerstown-Hotels-Springhouse-1803-Unique-Historic-Home.h33415316.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) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/28000000/27140000/27132300/27132250/13135012.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/28000000/27140000/27132300/27132250/114d66ca.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-Romantic-Woodland-Retreat-With-Hot-Tub-Private-Forest-Views-NEWLY-RENOVATED.h27132250.Hotel-Information) Berkeley Springs 9.8/10 Exceptional (297) "This was so a wonderful cabin with so much privacy!Will be coming back. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jamie S. CA $121 CA $416 total includes taxes & fees Jan 7 - Jan 8 [](https://www.expedia.ca/Berkeley-Springs-Hotels-Romantic-Woodland-Retreat-With-Hot-Tub-Private-Forest-Views-NEWLY-RENOVATED.h27132250.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) ![Outdoor dining](https://images.trvl-media.com/lodging/91000000/90200000/90198000/90197904/d9e62de8.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) ![Interior](https://images.trvl-media.com/lodging/91000000/90200000/90198000/90197904/5380b7ee.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 $159 CA $355 total includes taxes & fees Jan 11 - Jan 12 [](https://www.expedia.ca/Frederick-Hotels-The-Cottage-On-Dill.h90197904.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) ![Exterior](https://images.trvl-media.com/lodging/84000000/83490000/83481400/83481384/w1280h889x0y71-43c1ee68.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) ![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) ### 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 $135 CA $253 total includes taxes & fees Jan 12 - Jan 13 [](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) ![Exterior](https://images.trvl-media.com/lodging/84000000/83470000/83468500/83468442/c13ee720.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) ### 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 $159 CA $274 total includes taxes & fees Jan 12 - Jan 13 [](https://www.expedia.ca/Brunswick-Hotels-Beautiful-Historic.h83468442.Hotel-Information) ![](https://images.trvl-media.com/lodging/22000000/21300000/21298100/21298018/0ed0ba48.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/22000000/21300000/21298100/21298018/afee337d.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/22000000/21300000/21298100/21298018/7c41d2d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/22000000/21300000/21298100/21298018/7d8e3efc.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 (120) "Excellent location for our family wedding weekend! We walked to all the events of the weekend." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Cynthia L. CA $192 CA $408 total includes taxes & fees Jan 11 - Jan 12 [](https://www.expedia.ca/Frederick-Hotels-RETREAT-On-The-CREEK-Businees-Travelor-Or-Weekend-Getaway-HISTORIC-DISTRICT.h21298018.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=2026-01-20&endDate=2026-01-21®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 "Nice clean staff courteous " [](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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