Title: Book the Best ADVENTURE Hotels in Oakland in 2026 | 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) ![Waterfall at Swallow Falls](https://images.trvl-media.com/place/9160/b8baa833-4ced-4ac5-b870-e726bd5ccf56.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Jenn Charbonneau # Find Hotels & Resorts for Couples in Oakland, MD from CA $349 - ![](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 & Resorts for Couples Tonight [Dec 29 - Dec 30](https://www.expedia.ca/Hotel-Search?regionId=9160&startDate=2025-12-29&endDate=2025-12-30&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Dec 30 - Dec 31](https://www.expedia.ca/Hotel-Search?regionId=9160&startDate=2025-12-30&endDate=2025-12-31&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Jan 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=9160&startDate=2026-01-02&endDate=2026-01-04&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Jan 9 - Jan 11](https://www.expedia.ca/Hotel-Search?regionId=9160&startDate=2026-01-09&endDate=2026-01-11&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Oakland adventure hotels ![Exterior](https://images.trvl-media.com/lodging/116000000/115190000/115182200/115182127/d68aefb9.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) ![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) ### Lake Views! HOT TUB! 8 min to WISP ski. Central Location. Walk to Coffee & Eats. [](https://www.expedia.ca/Oakland-Hotels-Lake-Views-HOT-TUB-Central-Location-Walk-To-Coffee.h115182127.Hotel-Information) Oakland 10/10 Exceptional (4) "The place was so clean and fully stocked. We had a wonderful stay. Five stars!! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lori S. CA $492 CA $934 total includes taxes & fees Dec 30 - Dec 31 [](https://www.expedia.ca/Oakland-Hotels-Lake-Views-HOT-TUB-Central-Location-Walk-To-Coffee.h115182127.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/79000000/78360000/78355100/78355003/8d132ad8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/79000000/78360000/78355100/78355003/0f293a5a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![4 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/79000000/78360000/78355100/78355003/ad9086d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/79000000/78360000/78355100/78355003/5300b010.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### That Special Place [](https://www.expedia.ca/Oakland-Hotels-That-Special-Place.h78355003.Hotel-Information) Oakland 10/10 Exceptional (26) "We enjoyed our stay, beautiful cabin with a lake view.Would highly recommend this place, the host was super responsive to any questions we had. Easy check in and out. Kitchen well equipped, overall great experience." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Rosemary C. CA $306 CA $657 total includes taxes & fees Jan 6 - Jan 7, 2026 [](https://www.expedia.ca/Oakland-Hotels-That-Special-Place.h78355003.Hotel-Information) ![Beach](https://images.trvl-media.com/lodging/101000000/100860000/100856200/100856128/8e6e3a46_edited_eb2c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Oven, stovetop, dishwasher, coffee/tea maker](https://images.trvl-media.com/lodging/101000000/100860000/100856200/100856128/1763dd23.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/101000000/100860000/100856200/100856128/663df6f1_edited_80c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool, a heated pool](https://images.trvl-media.com/lodging/101000000/100860000/100856200/100856128/4029cfb4_edited_a4c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Will O' The Wisp: 107B One Bedroom/One Bath [](https://www.expedia.ca/Oakland-Hotels-Will-O-The-Wisp-107B-One-BedroomOne-Bath.h100856128.Hotel-Information) Mountainside 10/10 Exceptional (2) "Great place to visit. Hope to come back next year" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Stacy S. CA $360 CA $458 total includes taxes & fees Jan 3 - Jan 4, 2026 [](https://www.expedia.ca/Oakland-Hotels-Will-O-The-Wisp-107B-One-BedroomOne-Bath.h100856128.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/107000000/106480000/106477800/106477773/a1b8252b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/107000000/106480000/106477800/106477773/aa6cd7ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/107000000/106480000/106477800/106477773/0f58481f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/107000000/106480000/106477800/106477773/ab6aa07a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cove Creek Lodge: 109 Lakeside Executive King Suite [](https://www.expedia.ca/Oakland-Hotels-Cove-Creek-Lodge-109-Lakeside-Executive-King-Suite.h106477773.Hotel-Information) Oakland 10/10 Exceptional (1) "Staff was very helpful and cheerful. Room was very clean and a nice view. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jacqueline CA $366 CA $470 total includes taxes & fees Jan 2 - Jan 3, 2026 [](https://www.expedia.ca/Oakland-Hotels-Cove-Creek-Lodge-109-Lakeside-Executive-King-Suite.h106477773.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) ![Smart TV, fireplace, video-game console, DVD player](https://images.trvl-media.com/lodging/92000000/91130000/91123800/91123713/da0ce863.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) ![Exterior](https://images.trvl-media.com/lodging/92000000/91130000/91123800/91123713/a46aee5d.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! [](https://www.expedia.ca/Oakland-Hotels-Unwind-At-Jamesons-Cabin-Pet-Friendly.h91123713.Hotel-Information) Oakland 10/10 Exceptional (34) "Great property, loved our stay here! We will definitely stay here again! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Shawnnelle H. CA $377 CA $1,044 total includes taxes & fees Jan 8 - Jan 9, 2026 [](https://www.expedia.ca/Oakland-Hotels-Unwind-At-Jamesons-Cabin-Pet-Friendly.h91123713.Hotel-Information) ![Beach](https://images.trvl-media.com/lodging/77000000/76520000/76515400/76515341/67273f74_edited_ee80.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/77000000/76520000/76515400/76515341/16a77489.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/77000000/76520000/76515400/76515341/8e09a628_edited_6866.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/77000000/76520000/76515400/76515341/087de0a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Will O' The Wisp: 103A Efficiency/One Bath [](https://www.expedia.ca/Oakland-Hotels-Will-O-The-Wisp-103A-EfficiencyOne-Bath.h76515341.Hotel-Information) Oakland 9.6/10 Exceptional (8) "This was my first time at Deep Creek, and I can’t wait to go back. The property was well maintained, and we loved the amenities available to us. We spent most of the weekend on the beach/docks directly out front, but also took advantage of the pool, spa, and sauna. Check in/out was easy, and all of the people we ran into were friendly. We will definitely be returning. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Alice F. CA $333 CA $429 total includes taxes & fees Jan 2 - Jan 3, 2026 [](https://www.expedia.ca/Oakland-Hotels-Will-O-The-Wisp-103A-EfficiencyOne-Bath.h76515341.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) ![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/77000000/76390000/76383500/76383432/98a26ba4.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) ![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 [](https://www.expedia.ca/Oakland-Hotels-Suites-At-Silver-Tree-A118-Studio-Standard-View.h76383432.Hotel-Information) Oakland 10/10 Exceptional (2) "Yes, we had a great time. Host was very accommodating." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Anonymous traveller CA $281 CA $349 total includes taxes & fees Dec 30 - Dec 31 [](https://www.expedia.ca/Oakland-Hotels-Suites-At-Silver-Tree-A118-Studio-Standard-View.h76383432.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/107000000/106480000/106477900/106477815/8c3f55d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/107000000/106480000/106477900/106477815/52f35c67.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Microwave, dishwasher, coffee/tea maker, cookware/dishes/utensils](https://images.trvl-media.com/lodging/107000000/106480000/106477900/106477815/b920f00c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/107000000/106480000/106477900/106477815/f2f0dd01.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cove Creek Lodge: 215 Standard Double Queen Room [](https://www.expedia.ca/Oakland-Hotels-Cove-Creek-Lodge-215-Standard-Double-Queen-Room.h106477815.Hotel-Information) Oakland 10/10 Exceptional (2) "It was very clean and the workers were so kind and was the perfect little get away for my family! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Chris CA $324 CA $418 total includes taxes & fees Jan 2 - Jan 3, 2026 [](https://www.expedia.ca/Oakland-Hotels-Cove-Creek-Lodge-215-Standard-Double-Queen-Room.h106477815.Hotel-Information) ![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/107000000/106480000/106477900/106477803/ec954146.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![A heated pool](https://images.trvl-media.com/lodging/107000000/106480000/106477900/106477803/26cbc1ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Bar (on property)](https://images.trvl-media.com/lodging/107000000/106480000/106477900/106477803/44bc4f53.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/107000000/106480000/106477900/106477803/36fa0af3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cove Creek Lodge: 210 Standard Double Queen Fireplace Room [](https://www.expedia.ca/Oakland-Hotels-Cove-Creek-Lodge-210-Standard-Double-Queen-Fireplace-Room.h106477803.Hotel-Information) Oakland 10/10 Exceptional (9) "Very nice room. Quiet and fantastic location!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Julie S. CA $331 CA $409 total includes taxes & fees Jan 7 - Jan 8, 2026 [](https://www.expedia.ca/Oakland-Hotels-Cove-Creek-Lodge-210-Standard-Double-Queen-Fireplace-Room.h106477803.Hotel-Information) ![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/107000000/106480000/106477900/106477813/5eb5f187.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/107000000/106480000/106477900/106477813/2b368471.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![A heated pool](https://images.trvl-media.com/lodging/107000000/106480000/106477900/106477813/12eac2c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/107000000/106480000/106477900/106477813/979b0555.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Cove Creek Lodge: 214 Standard Double Queen Fireplace Room [](https://www.expedia.ca/Oakland-Hotels-Cove-Creek-Lodge-214-Standard-Double-Queen-Fireplace-Room.h106477813.Hotel-Information) Oakland 9.0/10 Wonderful (2) "Well located for our trip. We wanted to explore the area and things to do in anticipation of our whole family meeting in the Deep Creek area. Near excellent coffee (Trader), modest bakery and dining options." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Eric CA $331 CA $427 total includes taxes & fees Jan 2 - Jan 3, 2026 [](https://www.expedia.ca/Oakland-Hotels-Cove-Creek-Lodge-214-Standard-Double-Queen-Fireplace-Room.h106477813.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=2026-01-12&endDate=2026-01-13®ionId=9160&adults=2&nearby_group=recreation&sort=RECOMMENDED&openPlayBack=true) ## Top Oakland Hotel Reviews ## Frequently asked questions ### Why book your hotel for couples in Oakland with Expedia? ### How can I find cheap hotels for couples in Oakland? ### What is there to do in Oakland near my hotel for couples? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - More ways to book - [2 Star Hotels in Paradise Point ](https://www.expedia.ca/2Star-Paradise-Point-Oakland-Hotels.s20-n553248635976481309-0.Travel-Guide-Filter-Hotels) - [5 Star Hotels in Mountainside ](https://www.expedia.ca/5Star-Mountainside-Oakland-Hotels.s50-n553248635976481730-0.Travel-Guide-Filter-Hotels) - [5 Star Hotels in Sunplace ](https://www.expedia.ca/5Star-Sunplace-McHenry-Hotels.s50-n553248635976468730-0.Travel-Guide-Filter-Hotels) - [Family Hotels in Accident ](https://www.expedia.ca/Accident-Hotels-Family-Hotel.0-0-d3000421215-tFamilyHotel.Travel-Guide-Filter-Hotels) - 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