Title: Book the Best Oakland Hotels with FREE WIFI 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 Hotels with Wifi in Oakland, MD from CA $173 - ![](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 Oakland Hotels with Wifi Tonight [Nov 4 - Nov 5](https://www.expedia.ca/Hotel-Search?regionId=9160&startDate=2025-11-04&endDate=2025-11-05&adults=2&amenities=WIFI&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Nov 5 - Nov 6](https://www.expedia.ca/Hotel-Search?regionId=9160&startDate=2025-11-05&endDate=2025-11-06&adults=2&amenities=WIFI&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=9160&startDate=2025-11-07&endDate=2025-11-09&adults=2&amenities=WIFI&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Nov 14 - Nov 16](https://www.expedia.ca/Hotel-Search?regionId=9160&startDate=2025-11-14&endDate=2025-11-16&adults=2&amenities=WIFI&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Oakland Hotels with Wifi ![Front of property](https://images.trvl-media.com/lodging/15000000/14920000/14910400/14910340/d2b2d172.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pillowtop beds, individually decorated, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/15000000/14920000/14910400/14910340/e2c1cc48.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/15000000/14920000/14910400/14910340/21cdf54a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/15000000/14920000/14910400/14910340/e6826d72.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Garrett Inn Oakland 9.8/10 Exceptional (406) "We have stayed here numerous times over the past 10 years. The Garrett Inn has always been a pleasure, clean rooms, affordable rates and a friendly and welcoming staff." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Karl CA $152 CA $173 total includes taxes & fees Nov 6 - Nov 7 [](https://www.expedia.ca/Cumberland-Hotels-The-Garrett-Inn.h14910340.Hotel-Information) ![Deluxe Suite | Private kitchen](https://images.trvl-media.com/lodging/100000000/99840000/99839500/99839480/bc2fc8ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Suite | Living area](https://images.trvl-media.com/lodging/100000000/99840000/99839500/99839480/7300c9bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Deluxe Suite](https://images.trvl-media.com/lodging/100000000/99840000/99839500/99839480/9095b56d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/100000000/99840000/99839500/99839480/7e9ad8ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Baja Motel Oakland 9.0/10 Wonderful (81) "It was a nice place to stay for the night while traveling " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) William [](https://www.expedia.ca/Oakland-Hotels-Riverside-Suites.h99839480.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/111000000/110320000/110313700/110313618/a48554f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/111000000/110320000/110313700/110313618/06660779.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![WiFi, bed sheets](https://images.trvl-media.com/lodging/111000000/110320000/110313700/110313618/8f63bddd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/111000000/110320000/110313700/110313618/4f889a6b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Couples Retreat: The HayLoft- Rustic Escape For 2 Oakland 10/10 Exceptional (6) "The Hayloft is beautifully renovated, and the property is so peaceful and quiet. The smell of wood welcomes you when you enter the loft. It is immaculately detailed and so clean and comfortable. We stayed two nights and each evening, the owners came down to feed the cows; a delight to watch. We walked the trail along the property, and our favorite spot was walking out of the woods into an open field with beautiful green grass and newly planted trees. Absolutely gorgeous!! We will definitely stay... ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Robert S. CA $155 CA $331 total includes taxes & fees Nov 11 - Nov 12 [](https://www.expedia.ca/Oakland-Hotels-Couples-Retreat-The-HayLoft-Rustic-Escape-For-2.h110313618.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) ![Terrace/patio](https://images.trvl-media.com/lodging/116000000/115190000/115182200/115182127/4e8ed583.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) ![Interior](https://images.trvl-media.com/lodging/116000000/115190000/115182200/115182127/80e692ed.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 (4) "The hosts were very communicative when we had a couple of issues they resolved them immediately The place is actually very clean, although there were a couple of areas that needed improvement and we reported that to the host It's very spacious and we would come back again" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Juliann D. CA $136 CA $494 total includes taxes & fees Nov 18 - Nov 19 [](https://www.expedia.ca/Oakland-Hotels-Lake-Views-HOT-TUB-Central-Location-Walk-To-Coffee.h115182127.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/107000000/106260000/106251600/106251530/21f8f80e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, video games](https://images.trvl-media.com/lodging/107000000/106260000/106251600/106251530/c709e08b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, video games](https://images.trvl-media.com/lodging/107000000/106260000/106251600/106251530/88b8da13.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/107000000/106260000/106251600/106251530/07ac3aae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### New Listing! New 7 Person HotTub & Grill FirePit 2 Arcades 9 Minutes to Wisp! Oakland 10/10 Exceptional (9) "This place was everything you could want in a rental property. Clean, well-stocked/furnished, and excellent communication from the host. We would absolutely stay here again." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Scott H. CA $302 CA $1,019 total includes taxes & fees Nov 10 - Nov 11 [](https://www.expedia.ca/Oakland-Hotels-New-Listing-Victory-Cabin-Spacious.h106251530.Hotel-Information) ![WiFi, bed sheets](https://images.trvl-media.com/lodging/111000000/110320000/110311000/110310952/74e83972.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/111000000/110320000/110311000/110310952/28660851.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, coffee/tea maker, toaster](https://images.trvl-media.com/lodging/111000000/110320000/110311000/110310952/7df7b845.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, stereo](https://images.trvl-media.com/lodging/111000000/110320000/110311000/110310952/f2d9f10c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Deer Pass – Luxury Glamping Yurt Near Deep CreekMd Oakland 10/10 Exceptional (9) "We had an awesome stay here! The yurt was absolutely beautiful, and the location was perfect. We would 100% stay again" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Tyler S. CA $155 CA $331 total includes taxes & fees Nov 11 - Nov 12 [](https://www.expedia.ca/Oakland-Hotels-Deer-Pass-Luxury-Glamping-Yurt-Near-Deep-CreekMd.h110310952.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/a012a856.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) ![Property grounds](https://images.trvl-media.com/lodging/103000000/102130000/102120300/102120259/145d0abd.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) "Awesome " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Mariam H. CA $264 CA $653 total includes taxes & fees Nov 6 - Nov 7 [](https://www.expedia.ca/Oakland-Hotels-In-The-Heart-Of-Deep-Creek-Lake-Shamrock-Inn.h102120259.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/106000000/105650000/105641600/105641553/f42198b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, DVD player, foosball](https://images.trvl-media.com/lodging/106000000/105650000/105641600/105641553/0e3625a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/106000000/105650000/105641600/105641553/ca82ac9b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, DVD player, foosball](https://images.trvl-media.com/lodging/106000000/105650000/105641600/105641553/6ac84ec0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Logged & Loaded Cabin! 9Min to WISP! Hot tub, fire pit! Pets! EV charger! Oakland 10/10 Exceptional (17) "Had a great time with friends during our fantasy football draft weekend, highly recommend this place!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Luke T. CA $280 CA $1,004 total includes taxes & fees Nov 25 - Nov 26 [](https://www.expedia.ca/Oakland-Hotels-Cozy-Lake-Area-Cabin-Pet-Friendly-EV-Charger.h105641553.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/77000000/76390000/76383500/76383432/a57c8041.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/77000000/76390000/76383500/76383432/11dcc5b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach](https://images.trvl-media.com/lodging/77000000/76390000/76383500/76383432/8a41e317.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/77000000/76390000/76383500/76383432/d2fd842a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Suites at Silver Tree: A118 Studio Standard View Oakland 10/10 Exceptional (1) "Great place for a quick getaway ski trip to Wisp" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) William A. CA $292 CA $374 total includes taxes & fees Nov 6 - Nov 7 [](https://www.expedia.ca/Oakland-Hotels-Suites-At-Silver-Tree-A118-Studio-Standard-View.h76383432.Hotel-Information) ![Bar (on property)](https://images.trvl-media.com/lodging/107000000/106480000/106477800/106477797/65a9d2a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/107000000/106480000/106477800/106477797/4dcf62c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/107000000/106480000/106477800/106477797/73f8418b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/107000000/106480000/106477800/106477797/0f35f005.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cove Creek Lodge: 208 King Room ADA Accessible Oakland 10/10 Exceptional (4) "Clean, comfortable, newly renovated room, nicely furnished with modern design. Location is perfect to all areas around Deep Creek Lake." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Gregory K. CA $415 CA $530 total includes taxes & fees Nov 6 - Nov 7 [](https://www.expedia.ca/Oakland-Hotels-Cove-Creek-Lodge-208-King-Room-ADA-Accessible.h106477797.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=2025-11-19&endDate=2025-11-20®ionId=9160&adults=2&amenities=WIFI&sort=RECOMMENDED&openPlayBack=true) ## Top Oakland Hotel Reviews ![The Garrett Inn](//images.trvl-media.com/lodging/15000000/14920000/14910400/14910340/d2b2d172_y.jpg) ### The Garrett Inn 10/10 Excellent "We have stayed here numerous times over the past 10 years. The Garrett Inn has always been a pleasure, clean rooms, affordable rates and a friendly and welcoming staff." 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[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) - 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[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)