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 28 - Jan 29](https://www.expedia.ca/Hotel-Search?regionId=6057473&startDate=2026-01-28&endDate=2026-01-29&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Jan 29 - Jan 30](https://www.expedia.ca/Hotel-Search?regionId=6057473&startDate=2026-01-29&endDate=2026-01-30&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) ![Snack bar](https://images.trvl-media.com/lodging/23000000/22790000/22789200/22789141/b0ec41a1.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 $154 CA $176 total includes taxes & fees Feb 8 - Feb 9 [](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) ![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) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/21500/21470/fea62db2.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) ### Hampton Inn Frederick [](https://www.expedia.ca/Frederick-Hotels-Hampton-Inn-Frederick.h21470.Hotel-Information) Frederick 8.2/10 Very good (1,000 reviews) "Nice hotel" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Scott CA $155 CA $172 total includes taxes & fees Feb 24 - Feb 25 [](https://www.expedia.ca/Frederick-Hotels-Hampton-Inn-Frederick.h21470.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) ![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) ![Property amenity](https://images.trvl-media.com/lodging/1000000/90000/84900/84829/6b5df1eb.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 $103 CA $117 total includes taxes & fees Feb 27 - Feb 28 [](https://www.expedia.ca/Cumberland-Hotels-Rodeway-Inn.h84829.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) ![Free WiFi, bed sheets](https://images.trvl-media.com/lodging/35000000/34830000/34821800/34821722/e91ea1b1.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 $142 total includes taxes & fees Feb 9 - Feb 10 [](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) ![Property grounds](https://images.trvl-media.com/lodging/34000000/33420000/33415400/33415316/3a9782c5.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) ![Exterior](https://images.trvl-media.com/lodging/34000000/33420000/33415400/33415316/8ccc869d.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 $140 CA $224 total includes taxes & fees Feb 1 - Feb 2 [](https://www.expedia.ca/Hagerstown-Hotels-Springhouse-1803-Unique-Historic-Home.h33415316.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) ![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) ![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) ![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 $158 CA $355 total includes taxes & fees Feb 3 - Feb 4 [](https://www.expedia.ca/Frederick-Hotels-The-Cottage-On-Dill.h90197904.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/108000000/107190000/107187000/107186922/e5fc9b79.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/108000000/107190000/107187000/107186922/15a3d4aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/108000000/107190000/107187000/107186922/88ea5471.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, video library](https://images.trvl-media.com/lodging/108000000/107190000/107187000/107186922/bcee6e6e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### River Retreat Suite In Town!- Inside The Grand Castalian Inn B&B [](https://www.expedia.ca/Berkeley-Springs-Hotels-Appalachian-Suite-In-Town-Inside-Newly-Remodeled-Victorian-Home.h107186922.Hotel-Information) Berkeley Springs 10/10 Exceptional (3 reviews) "My partner and I have both stayed in some pretty high end hotels and we were so impressed!! By far the best VRBO i’ve stayed in-newly renovated and decorated. You don’t want to pass up this hidden gem convenient to everything in Berkeley Springs!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Deirdre A. CA $263 CA $384 total includes taxes & fees Feb 8 - Feb 9 [](https://www.expedia.ca/Berkeley-Springs-Hotels-Appalachian-Suite-In-Town-Inside-Newly-Remodeled-Victorian-Home.h107186922.Hotel-Information) ![Exterior detail](https://images.trvl-media.com/lodging/87000000/86150000/86144100/86144049/f1895851.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/87000000/86150000/86144100/86144049/60ab4719.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/87000000/86150000/86144100/86144049/7865657f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/87000000/86150000/86144100/86144049/ddb2ddac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy Getaway near Harper\`s Ferry, C&O & Potomac [](https://www.expedia.ca/Brunswick-Hotels-Cozy-Getaway-Near-Harpers-Ferry.h86144049.Hotel-Information) Brunswick 9.8/10 Exceptional (54 reviews) "Great little apartment, great value, walking distance to trail and right in town!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jess A. CA $122 CA $230 total includes taxes & fees Jan 31 - Feb 1 [](https://www.expedia.ca/Brunswick-Hotels-Cozy-Getaway-Near-Harpers-Ferry.h86144049.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) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/84000000/83470000/83468500/83468442/e4c0e7c1.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) ![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 $156 CA $269 total includes taxes & fees Jan 31 - Feb 1 [](https://www.expedia.ca/Brunswick-Hotels-Beautiful-Historic.h83468442.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) ![Property grounds](https://images.trvl-media.com/lodging/90000000/89350000/89349400/89349390/dda2c912.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 (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. [](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=2026-02-12&endDate=2026-02-13®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 "Only there three days but I had no problem. Room was a little old, bathroom clearly needed an upgrade but everything was clean and everyone was polite. 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