Title: Book the Best Western Shore of Maryland WINERY Hotels in 2025 | Expedia.ca [Western Shore of Maryland Travel Guide](https://expedia.ca/Western-Shore-Of-Maryland.dx6057468)[Hotels in Western Shore of Maryland](https://expedia.ca/Western-Shore-Of-Maryland-Hotels.d6057468.Travel-Guide-Hotels)[Vacation Rentals in Western Shore of Maryland](https://expedia.ca/Western-Shore-Of-Maryland-Vacation-Rentals.d6057468.Travel-Guide-VacationRentals)[Flights to Western Shore of Maryland](https://expedia.ca/Cheap-Flights-To-Western-Shore-Of-Maryland.d6057468.Travel-Guide-Flights)[Western Shore of Maryland Car Rentals](https://expedia.ca/Car-Rentals-In-Western-Shore-Of-Maryland.d6057468.Car-Rental-Guide)[Western Shore of Maryland Vacation Packages](https://expedia.ca/Western-Shore-Of-Maryland.d6057468.Destination-Travel-Guides) ![Boordy Vineyards](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/27000/27035-Boordy-Vineyards.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Winery Hotels in Western Shore of Maryland, MD ![](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 Shore of Maryland Winery Hotels Tonight [Oct 23 - Oct 24](https://www.expedia.ca/Hotel-Search?regionId=6057468&startDate=2025-10-23&endDate=2025-10-24&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 24 - Oct 25](https://www.expedia.ca/Hotel-Search?regionId=6057468&startDate=2025-10-24&endDate=2025-10-25&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=6057468&startDate=2025-10-24&endDate=2025-10-26&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 31 - Nov 2](https://www.expedia.ca/Hotel-Search?regionId=6057468&startDate=2025-10-31&endDate=2025-11-02&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Western Shore of Maryland Winery Hotels ![Reception](https://images.trvl-media.com/lodging/66000000/65330000/65328000/65327947/a4c59418.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/66000000/65330000/65328000/65327947/74da44e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/66000000/65330000/65328000/65327947/1f3f9838.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/66000000/65330000/65328000/65327947/96859422.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilton Garden Inn Bel Air Bel Air 9.2/10 Wonderful (216) "Friendly staff, clean hotel " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kelly CA $143 CA $161 total includes taxes & fees Nov 23 - Nov 24 [](https://www.expedia.ca/Bel-Air-Hotels-Hilton-Garden-Inn-Bel-Air.h65327947.Hotel-Information) ![Free daily on-the-go breakfast](https://images.trvl-media.com/lodging/1000000/10000/7800/7741/4c06ee0d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/10000/7800/7741/c1f25fbe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Premium bedding, in-room safe, desk, blackout drapes](https://images.trvl-media.com/lodging/1000000/10000/7800/7741/62193e4f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Seasonal outdoor pool, open 10:00 AM to 8:00 PM, pool umbrellas](https://images.trvl-media.com/lodging/1000000/10000/7800/7741/cddb6999.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Holiday Inn Express Towson - Baltimore North by IHG Towson 9.0/10 Wonderful (1046) "Nice Hotel Clean, Quiet. COMFORTABLE BEDS!!!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jean CA $147 CA $171 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Baltimore-Hotels-Holiday-Inn-Express-Towson-Baltimore-North.h7741.Hotel-Information) ![Rooftop terrace](https://images.trvl-media.com/lodging/1000000/10000/9400/9379/50c62e4f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Room, 2 Double Beds, Harbour View](https://images.trvl-media.com/lodging/1000000/10000/9400/9379/b3b36482.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/10000/9400/9379/53ebad59.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![View from room](https://images.trvl-media.com/lodging/1000000/10000/9400/9379/3c1bc157.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hyatt Regency Baltimore Inner Harbor Inner Harbor 8.4/10 Very good (1858) "Great place to stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jason S. CA $189 CA $222 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Baltimore-Hotels-Hyatt-Regency-Baltimore-Inner-Harbor.h9379.Hotel-Information) ![View from property](https://images.trvl-media.com/lodging/1000000/30000/28400/28314/3a2b6d77.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dinner served, American cuisine](https://images.trvl-media.com/lodging/1000000/30000/28400/28314/95c3065a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Reception](https://images.trvl-media.com/lodging/1000000/30000/28400/28314/5cebc14d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/30000/28400/28314/5b665845.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hotel Revival Baltimore Mount Vernon 9.4/10 Exceptional (1000) "Super friendly staff, amazingly decorated/styled, very clean." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Rebecca CA $146 CA $191 total includes taxes & fees Nov 9 - Nov 10 [](https://www.expedia.ca/Baltimore-Hotels-Hotel-Revival-Baltimore.h28314.Hotel-Information) ![Desk, laptop workspace, blackout drapes, iron/ironing board](https://images.trvl-media.com/lodging/2000000/1170000/1160800/1160798/0914d7ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1170000/1160800/1160798/1a3cf5be.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Full-size fridge, microwave, stovetop, dishwasher](https://images.trvl-media.com/lodging/2000000/1170000/1160800/1160798/f27fb62d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/2000000/1170000/1160800/1160798/f74ef80c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Candlewood Suites Annapolis by IHG Annapolis 8.8/10 Excellent (150) "Easy drive to downtown Annapolis. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Chad CA $123 CA $140 total includes taxes & fees Nov 2 - Nov 3 [](https://www.expedia.ca/Annapolis-Hotels-Homestyle-Suites.h1160798.Hotel-Information) ![Restaurant](https://images.trvl-media.com/lodging/3000000/2780000/2774600/2774553/996623d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/3000000/2780000/2774600/2774553/f0204afe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/3000000/2780000/2774600/2774553/418e7e85.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/3000000/2780000/2774600/2774553/f058e662.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Homewood Suites by Hilton Bel Air Bel Air 8.8/10 Excellent (423) "Staff were very welcoming and helpful!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Kathryn CA $131 CA $146 total includes taxes & fees Nov 20 - Nov 21 [](https://www.expedia.ca/Bel-Air-Hotels-Homewood-Suites-By-Hilton-Bel-Air.h2774553.Hotel-Information) ![Outdoor pool](https://images.trvl-media.com/lodging/72000000/71120000/71116900/71116837/aabd7b99.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, offices](https://images.trvl-media.com/lodging/72000000/71120000/71116900/71116837/10bef897.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/72000000/71120000/71116900/71116837/488be20b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, offices](https://images.trvl-media.com/lodging/72000000/71120000/71116900/71116837/117e79aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Relaxing, peaceful house in Calvert County, Md close to beach towns and DC. Owings 10/10 Exceptional (48) "The house was perfect. The view was stunning. The pool was a perfect bonus!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jamie A. CA $152 CA $350 total includes taxes & fees Nov 5 - Nov 6 [](https://www.expedia.ca/Close-To-North-Chesapeake-Beach.h71116837.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/94000000/93370000/93366800/93366726/w1350h891x0y4-5f6b830b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, desk, free WiFi, bed sheets](https://images.trvl-media.com/lodging/94000000/93370000/93366800/93366726/dcf0e909.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books, stereo](https://images.trvl-media.com/lodging/94000000/93370000/93366800/93366726/955d3252.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, stovetop, dishwasher](https://images.trvl-media.com/lodging/94000000/93370000/93366800/93366726/bb20121e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Luxe Houseboat: Breathtaking Skyline 360 Views Inner Harbor 10/10 Exceptional (20) "Quieter and nicer than most luxury hotels. Awesome stay and experience." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Greyson B. CA $441 CA $946 total includes taxes & fees Nov 5 - Nov 6 [](https://www.expedia.ca/Baltimore-Hotels-Luxe-Houseboat-Breathtaking-Skyline-360-Views.h93366726.Hotel-Information) ![Dining](https://images.trvl-media.com/lodging/68000000/67420000/67419200/67419101/8c7b5cea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/68000000/67420000/67419200/67419101/2b95fba2.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/68000000/67420000/67419200/67419101/afc1bfeb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, DVD player, books, video library](https://images.trvl-media.com/lodging/68000000/67420000/67419200/67419101/888f1299.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy Farm home near I83. Surrounded by a private park and hiking trails! White Hall 9.8/10 Exceptional (47) "Great property, have stayed there before. Everything clean and perfect for a quick overnight stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Greg D. CA $185 CA $378 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/White-Hall-Hotels-High-Voltage-Farm-Unit-2.h67419101.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/110000000/109980000/109977800/109977749/w506h683x258y0-cd0997d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/110000000/109980000/109977800/109977749/w509h683x257y0-cf384e61.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/110000000/109980000/109977800/109977749/c5bfacab_edited_b796.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/110000000/109980000/109977800/109977749/w906h683x59y0-c873d7ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Waterfront Solomons Apartment Solomons 9.2/10 Wonderful (13) "Very clean, awesome location and amazing hosts!! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jeff R. CA $189 CA $377 total includes taxes & fees Oct 24 - Oct 25 [](https://www.expedia.ca/Solomons-Hotels-Waterfront-Solomons-Apartment.h109977749.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. 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