Title: Book the Best SHOPPING Hotels in Oakland in 2025 | Expedia.ca [Hotels in Oakland](https://expedia.ca/Oakland-Hotels.d9160.Travel-Guide-Hotels)[Vacation Rentals in Oakland](https://expedia.ca/Oakland-Vacation-Rentals.d9160.Travel-Guide-VacationRentals)[Oakland Car Rentals](https://expedia.ca/Car-Rentals-In-Oakland.d9160.Car-Rental-Guide)[Oakland Vacation Packages](https://expedia.ca/Oakland.d9160.Destination-Travel-Guides) ![](https://mediaim.expedia.com/destination/2/6688cb44f390170dde19d3839b293328.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by KM Moore # Find Shopping Hotels in Oakland, MD from CA $242 ![calendar shield illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![deals illustration](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) ![bed illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on Oakland Shopping Hotels Tonight [Oct 6 - Oct 7](https://www.expedia.ca/Hotel-Search?regionId=9160&startDate=2025-10-06&endDate=2025-10-07&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 7 - Oct 8](https://www.expedia.ca/Hotel-Search?regionId=9160&startDate=2025-10-07&endDate=2025-10-08&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 10 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=9160&startDate=2025-10-10&endDate=2025-10-12&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=9160&startDate=2025-10-17&endDate=2025-10-19&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Oakland Shopping Hotels ![Exterior](https://images.trvl-media.com/lodging/33000000/32820000/32818400/32818307/b818e0b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, DVD player, books](https://images.trvl-media.com/lodging/33000000/32820000/32818400/32818307/e90d2cd6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/33000000/32820000/32818400/32818307/b0aebc14.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, DVD player, books](https://images.trvl-media.com/lodging/33000000/32820000/32818400/32818307/068471bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Butterfly Suite-Enchanted Elegance near DCL/Wisp! Fireplace! Meadow/Forest View! Accident 10/10 Exceptional (86) "Nice for a short stay! Super cute little area for our little family ! Would definitely go back ! " CA $119 CA $287 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/Cumberland-Hotels-Enchanted-Elegance-Near-Deep-Creek-Lake-Wisp-Fireplace-Meadow-Forest-View.h32818307.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/50000000/49190000/49184200/49184146/cd4bfe55.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/50000000/49190000/49184200/49184146/176bea50.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/50000000/49190000/49184200/49184146/d313359f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/50000000/49190000/49184200/49184146/b5edd8d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Board Room-Enchanted Table Meadow. Near Deep Creek Lake & Wisp! Forest View! Accident 9.6/10 Exceptional (74) "Lovely quiet retreat. Comfortable, spacious, and nicely decorated " CA $105 CA $286 total includes taxes & fees Nov 4 - Nov 5 [](https://www.expedia.ca/Cumberland-Hotels-The-Board-Room-Enchanted-Table-Meadow-Near-Deep-Creek-Lake-Wisp-Forest-View.h49184146.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/92000000/91130000/91123800/91123713/1f9afee2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/92000000/91130000/91123800/91123713/a46aee5d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/92000000/91130000/91123800/91123713/be49f9d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, desk, soundproofing, iron/ironing board](https://images.trvl-media.com/lodging/92000000/91130000/91123800/91123713/8da48299.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Jamesons Cabin! 8 Minutes to Wisp! Hot Tub! Fire Pit! Arcade! Pets! EV Charger! Oakland 10/10 Exceptional (30) "We LOVED the house! Clean, cozy, great little town. Couldn’t ask for better hosts!" CA $213 CA $829 total includes taxes & fees Oct 7 - Oct 8 [](https://www.expedia.ca/Oakland-Hotels-Unwind-At-Jamesons-Cabin-Pet-Friendly.h91123713.Hotel-Information) ![The Grand Lodge Accessible Patio Suite | Terrace/patio](https://images.trvl-media.com/lodging/1000000/860000/857000/856941/42e14bb6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/1000000/860000/857000/856941/208014c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/860000/857000/856941/1c9113a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cafe](https://images.trvl-media.com/lodging/1000000/860000/857000/856941/40b4d4b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Nemacolin Farmington 9.2/10 Wonderful (458) "Our stay was relaxing." CA $1,234 CA $1,443 total includes taxes & fees Nov 5 - Nov 6 [](https://www.expedia.ca/Uniontown-Hotels-Nemacolin.h856941.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/116000000/115190000/115182200/115182127/d68aefb9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/116000000/115190000/115182200/115182127/80e692ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/116000000/115190000/115182200/115182127/067bcc9c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/116000000/115190000/115182200/115182127/b7ecb6ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lake Views! HOT TUB! 8 min to WISP ski. Central Location. Walk to Coffee & Eats. Oakland 10/10 Exceptional (3) "The place was so clean and fully stocked. We had a wonderful stay. Five stars!! " CA $502 CA $952 total includes taxes & fees Nov 3 - Nov 4 [](https://www.expedia.ca/Oakland-Hotels-Lake-Views-HOT-TUB-Central-Location-Walk-To-Coffee.h115182127.Hotel-Information) ![Smart TV, video games](https://images.trvl-media.com/lodging/103000000/102130000/102120300/102120259/w1287h858x1y1-aa7e85fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/103000000/102130000/102120300/102120259/145d0abd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/103000000/102130000/102120300/102120259/w1287h858x1y1-931787ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/103000000/102130000/102120300/102120259/w1287h858x1y1-7622c5b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### In the heart of Deep Creek Lake! - "Shamrock Inn" Mountainside 9.6/10 Exceptional (5) "Place was absolutely gorgeous host was very accommodating. Can't say enough good things about it" CA $327 CA $712 total includes taxes & fees Oct 8 - Oct 9 [](https://www.expedia.ca/Oakland-Hotels-In-The-Heart-Of-Deep-Creek-Lake-Shamrock-Inn.h102120259.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/116000000/115770000/115760100/115760069/485d7b8d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/116000000/115770000/115760100/115760069/86d18cf1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/116000000/115770000/115760100/115760069/fb4d79f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![8 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/116000000/115770000/115760100/115760069/441aa874.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Private & Spacious 8-bedroom lodge with amazing outdoor space and game room Oakland CA $1,318 CA $2,357 total includes taxes & fees Oct 7 - Oct 8 [](https://www.expedia.ca/Oakland-Hotels-Private-Spacious-8-Bedroom-Lodge-With-Amazing-Outdoor-Space-And-Game-Room.h115760069.Hotel-Information) ![Smart TV](https://images.trvl-media.com/lodging/84000000/83230000/83227900/83227847/09896776.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior detail](https://images.trvl-media.com/lodging/84000000/83230000/83227900/83227847/d92ab532.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/84000000/83230000/83227900/83227847/ef202ae5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, desk, free WiFi, bed sheets](https://images.trvl-media.com/lodging/84000000/83230000/83227900/83227847/8c3f0a09.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Loft two story with first floor workout room, WIFI, complete cottage to yourself Grantsville 9.8/10 Exceptional (37) "The clean and comfortable looking cabins " CA $170 CA $289 total includes taxes & fees Oct 7 - Oct 8 [](https://www.expedia.ca/Grantsville-Hotels-Loft-Two-Story-With-First-Floor-Workout-Room.h83227847.Hotel-Information) ![Exterior detail](https://images.trvl-media.com/lodging/93000000/92570000/92562400/92562387/ef1cf6f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace](https://images.trvl-media.com/lodging/93000000/92570000/92562400/92562387/w517h683x248y0-81d48001.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/93000000/92570000/92562400/92562387/w508h683x259y0-6e22c86a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/93000000/92570000/92562400/92562387/w905h683x60y0-36577585.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cozy Sunlit Mountain Loft near Blackwater Falls and Canaan Valley in Davis, WV Davis 9.8/10 Exceptional (39) "Perfect weekend getaway." CA $82 CA $242 total includes taxes & fees Oct 7 - Oct 8 [](https://www.expedia.ca/Davis-Hotels-Cozy-Sunlit-Mountain-Loft-Near-Blackwater-Falls-And-Canaan-Valley.h92562387.Hotel-Information) ![Outdoor spa tub](https://images.trvl-media.com/lodging/90000000/89530000/89523400/89523320/5500f36d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/90000000/89530000/89523400/89523320/43dc53f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/90000000/89530000/89523400/89523320/301fd324.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books, computer monitors](https://images.trvl-media.com/lodging/90000000/89530000/89523400/89523320/7cfa73fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Spring Sale! Near Wisp! Hot tub & Fire pit! Walk to the lake! Great Location! Swanton 10/10 Exceptional (19) "Our family had a great stay at Denise and Greg’s property. We will be back!" CA $188 CA $697 total includes taxes & fees Oct 7 - Oct 8 [](https://www.expedia.ca/Swanton-Hotels-Lake-House.h89523320.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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[Hotels with a Pool in North Glade Hills](https://www.expedia.ca/North-Glade-Hills-Swanton-Hotels-Hotel-With-Pool.0-n553248635976481061-0-tHotelwithPool.Travel-Guide-Filter-Hotels) - [Hotels with Bar in Paradise Point](https://www.expedia.ca/Paradise-Point-Oakland-Hotels-Hotels-With-Bar.0-n553248635976481309-0-tHotelswithBar.Travel-Guide-Filter-Hotels) - [Hotels with Hot Tubs in Paradise Point](https://www.expedia.ca/Paradise-Point-Oakland-Hotels-Hotels-With-Hot-Tubs.0-n553248635976481309-0-tHotelsWithHotTubs.Travel-Guide-Filter-Hotels) - [Paradise Point Hotels](https://www.expedia.ca/Paradise-Point-Oakland-Hotels.0-n553248635976481309-0.Travel-Guide-Filter-Hotels) - [Silver Ridge Hotels](https://www.expedia.ca/Silver-Ridge-Oakland-Hotels.0-n553248635976471096-0.Travel-Guide-Filter-Hotels) - [Hotels with Hot Tubs in Sky Valley](https://www.expedia.ca/Sky-Valley-Swanton-Hotels-Hotels-With-Hot-Tubs.0-n553248635976480653-0-tHotelsWithHotTubs.Travel-Guide-Filter-Hotels) - [Mountain Hotels in Sky Valley](https://www.expedia.ca/Sky-Valley-Swanton-Hotels-Mountain-Hotels.0-n553248635976480653-0-tMountainHotels.Travel-Guide-Filter-Hotels) - [Spa Hotels in Sky Valley](https://www.expedia.ca/Sky-Valley-Swanton-Hotels-Spa-Hotel.0-n553248635976480653-0-tSpaHotel.Travel-Guide-Filter-Hotels) - [Sky Valley Hotels](https://www.expedia.ca/Sky-Valley-Swanton-Hotels.0-n553248635976480653-0.Travel-Guide-Filter-Hotels) - [Hotels near Swallow Falls State Park](https://www.expedia.ca/Swallow-Falls-State-Park-Hotels.0-l553248621532660285-0.Travel-Guide-Filter-Hotels) - [Chalets in Swanton](https://www.expedia.ca/Swanton-Chalets.d164144-aaChalets.Travel-Guide-Accommodation) - [Honeymoon Resorts and in Swanton](https://www.expedia.ca/Swanton-Hotels-Honeymoon-Hotels.0-0-d164144-tHoneymoonHotels.Travel-Guide-Filter-Hotels) - [Swanton Hotels](https://www.expedia.ca/Swanton-Hotels.d164144.Travel-Guide-Hotels) - [Motels in Swanton](https://www.expedia.ca/Swanton-Motels.d164144-aaMotels.Travel-Guide-Accommodation) - [Thayerville Hotels](https://www.expedia.ca/Thayerville-Hotels.d553248635975871934.Travel-Guide-Hotels) - [Vacation Homes in Thayerville](https://www.expedia.ca/Thayerville-Private-Vacation-Homes.d553248635975871934-aaPrivateVacationHomes.Travel-Guide-Accommodation) - [Honeymoon Resorts and in The View](https://www.expedia.ca/The-View-Oakland-Hotels-Honeymoon-Hotels.0-n553248635976471573-0-tHoneymoonHotels.Travel-Guide-Filter-Hotels) - [Hotels with Balconies in The View](https://www.expedia.ca/The-View-Oakland-Hotels-Hotels-With-Balconies.0-n553248635976471573-0-tHotelswithBalconies.Travel-Guide-Filter-Hotels) - [Hotels with an Indoor Pool in The View](https://www.expedia.ca/The-View-Oakland-Hotels-Hotels-With-Indoor-Pool.0-n553248635976471573-0-tHotelswithIndoorPool.Travel-Guide-Filter-Hotels) - [Hotels with smoking rooms in The View](https://www.expedia.ca/The-View-Oakland-Hotels-Hotels-With-Smoking-Rooms.0-n553248635976471573-0-tHotelswithsmokingrooms.Travel-Guide-Filter-Hotels) - [Mountain Hotels in The View](https://www.expedia.ca/The-View-Oakland-Hotels-Mountain-Hotels.0-n553248635976471573-0-tMountainHotels.Travel-Guide-Filter-Hotels) - [Hotel Wedding Venues Hotels in The View](https://www.expedia.ca/The-View-Oakland-Hotels-Wedding-Hotels.0-n553248635976471573-0-tWeddingHotels.Travel-Guide-Filter-Hotels) - [Winery Hotels in The View](https://www.expedia.ca/The-View-Oakland-Hotels-Winery-Hotel.0-n553248635976471573-0-tWineryHotel.Travel-Guide-Filter-Hotels) - [Winery Hotels in Waterfront Greens](https://www.expedia.ca/Waterfront-Greens-Swanton-Hotels-Winery-Hotel.0-n553248635976482173-0-tWineryHotel.Travel-Guide-Filter-Hotels) - [Waterfront Greens Hotels](https://www.expedia.ca/Waterfront-Greens-Swanton-Hotels.0-n553248635976482173-0.Travel-Guide-Filter-Hotels) - [Hotels near Wisp Resort](https://www.expedia.ca/Wisp-Resort-Hotels.0-l6091719-0.Travel-Guide-Filter-Hotels) - [Flights to McHenry](https://www.expedia.ca/Cheap-Flights-To-McHenry.d131592.Travel-Guide-Flights) - [Flights from Luke](https://www.expedia.ca/lp/flights/55806/flights-from-luke) - [Flights from Boston (BOS) to Oakland (ODM)](https://www.expedia.ca/lp/flights/bos/odm/boston-to-oakland) - [Flights from Cleveland (CLE) to Oakland (ODM)](https://www.expedia.ca/lp/flights/cle/odm/cleveland-to-oakland) - [Flights from New York (JFK) to Oakland (ODM)](https://www.expedia.ca/lp/flights/jfk/odm/new-york-to-oakland) - [Deep Creek Lake](https://www.expedia.ca/Deep-Creek-Lake-Maryland.d553248635959734861.Vacation-Attraction) - [Friendsville Vacations](https://www.expedia.ca/Friendsville.d6338432.Destination-Travel-Guides) - [Funland](https://www.expedia.ca/Funland-McHenry.d553248621532660290.Vacation-Attraction) - [Visit Thayerville](https://www.expedia.ca/Thayerville.dx553248635975871934) - [Wisp Resort](https://www.expedia.ca/Wisp-Resort-McHenry.d6091719.Vacation-Attraction) - [Car rental McHenry](https://www.expedia.ca/Car-Rentals-In-McHenry.d131592.Car-Rental-Guide)