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) ![Monocacy National Battlefied](https://images.trvl-media.com/place/6136621/c0d26b63-9991-43cb-986d-07472e2a7f09.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/6136621/c0d26b63-9991-43cb-986d-07472e2a7f09.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](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 26 - Jan 27](https://www.expedia.ca/Hotel-Search?regionId=6057473&startDate=2026-01-26&endDate=2026-01-27&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Jan 27 - Jan 28](https://www.expedia.ca/Hotel-Search?regionId=6057473&startDate=2026-01-27&endDate=2026-01-28&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Jan 30 - Feb 1](https://www.expedia.ca/Hotel-Search?regionId=6057473&startDate=2026-01-30&endDate=2026-02-01&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Feb 6 - Feb 8](https://www.expedia.ca/Hotel-Search?regionId=6057473&startDate=2026-02-06&endDate=2026-02-08&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Western Maryland hotels with winery ![Indoor pool, sun loungers](https://images.trvl-media.com/lodging/23000000/22790000/22789200/22789141/24ab5e40.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) ![Lobby](https://images.trvl-media.com/lodging/23000000/22790000/22789200/22789141/1a1740a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/23000000/22790000/22789200/22789141/7ccc594b.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 reviews) "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 $156 CA $178 total includes taxes & fees Feb 1 - Feb 2 [](https://www.expedia.ca/Cumberland-Hotels-Hampton-Inn-Cumberland.h22789141.Hotel-Information) ![Bar (on property)](https://images.trvl-media.com/lodging/1000000/30000/21500/21470/44bb353a.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 | Living area](https://images.trvl-media.com/lodging/1000000/30000/21500/21470/40913487.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 (1,001 reviews) "Nice hotel" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Scott CA $157 CA $174 total includes taxes & fees Feb 16 - Feb 17 [](https://www.expedia.ca/Frederick-Hotels-Hampton-Inn-Frederick.h21470.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/35000000/34830000/34821800/34821722/0f0c1ef0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/35000000/34830000/34821800/34821722/2fa7daaa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/35000000/34830000/34821800/34821722/9c1d9621.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/35000000/34830000/34821800/34821722/9f32e90b.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 (71 reviews) "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 Feb 2 - Feb 3 [](https://www.expedia.ca/Martinsburg-Hotels-Secluded-1940s-Romantic-Tiny-House-On-The-River.h34821722.Hotel-Information) ![Lobby](https://images.trvl-media.com/lodging/1000000/90000/84900/84829/c51bc8c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property amenity](https://images.trvl-media.com/lodging/1000000/90000/84900/84829/6b5df1eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/90000/84900/84829/3f3fbfe2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![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) ### Suburban Studios LaVale-Cumberland [](https://www.expedia.ca/Cumberland-Hotels-Rodeway-Inn.h84829.Hotel-Information) Cumberland 7.0/10 Good (679 reviews) "Very nice & clean Nice rooms && quiet " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Melissa CA $104 CA $118 total includes taxes & fees Feb 24 - Feb 25 [](https://www.expedia.ca/Cumberland-Hotels-Rodeway-Inn.h84829.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/34000000/33420000/33415400/33415316/8ccc869d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, books](https://images.trvl-media.com/lodging/34000000/33420000/33415400/33415316/462ee4db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/34000000/33420000/33415400/33415316/3a9782c5.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 (125 reviews) "Great historic cottage." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) David F. CA $142 CA $226 total includes taxes & fees Jan 28 - Jan 29 [](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) ![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) ![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/28000000/27140000/27132300/27132250/w1320h876x0y2-8e443b0f.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 (299 reviews) "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 $197 CA $511 total includes taxes & fees Feb 1 - Feb 2 [](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/c7849128.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/c38d3ba0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/91000000/90200000/90198000/90197904/535b3f36.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 reviews) "We had a great time. House was very comfortable and location was perfect." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Liz R. CA $122 CA $314 total includes taxes & fees Jan 27 - Jan 28 [](https://www.expedia.ca/Frederick-Hotels-The-Cottage-On-Dill.h90197904.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/108000000/107190000/107187000/107186918/03c5456b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/108000000/107190000/107187000/107186918/98345320.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, video library](https://images.trvl-media.com/lodging/108000000/107190000/107187000/107186918/c0a1b19d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/108000000/107190000/107187000/107186918/e3ef8a74.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Bird Nest Suite In Town!- Inside the Grand Castalian Inn B&B [](https://www.expedia.ca/Berkeley-Springs-Hotels-Bird-Nest-Suite-In-Town-Inside-Newly-Remodeled-Victorian-Home.h107186918.Hotel-Information) Berkeley Springs 10/10 Exceptional (3 reviews) "Beautiful house. Renovations are not quite complete yet, and the electronic locks needed extra communication with the owner to use, but still a great stay. Perfect location and this place will be gorgeous after renovations are complete." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Daniel F. CA $250 CA $370 total includes taxes & fees Jan 29 - Jan 30 [](https://www.expedia.ca/Berkeley-Springs-Hotels-Bird-Nest-Suite-In-Town-Inside-Newly-Remodeled-Victorian-Home.h107186918.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) ![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) ![Dining](https://images.trvl-media.com/lodging/90000000/89350000/89349400/89349390/a395e200.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) ### 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 (41 reviews) "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 $103 CA $348 total includes taxes & fees Feb 1 - Feb 2 [](https://www.expedia.ca/Sharpsburg-Hotels-Incredible-Views-Steps-To-Battlefield-Winery.h89349390.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/84000000/83470000/83468500/83468442/8ddbbd06.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/84000000/83470000/83468500/83468442/217ea133.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/84000000/83470000/83468500/83468442/19ef74ad.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/84000000/83470000/83468500/83468442/463510a0.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 reviews) "For visiting Harpers Ferry, location was ideal." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Barbara W. CA $158 CA $272 total includes taxes & fees Jan 31 - Feb 1 [](https://www.expedia.ca/Brunswick-Hotels-Beautiful-Historic.h83468442.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=2026-02-09&endDate=2026-02-10®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 "Staff were courteous, easy check in and check out. One problem, the room was cold and the heat didn't work properly, room 222\. I didn't ask for help because the clerk was male and I have severe PTSD from sexual violence, I would rather be cold than have a man who is a stranger in my room. Again, staff were great." 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