Title: Oakland Vacation Packages & Trips 2026 from CA $1,175 | 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) ![](https://images.trvl-media.com/place/9160/8b60b0ad-d1dd-4e6b-8fc4-a386a87d5f65.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Oakland Vacation Packages ## Book a Hotel + Flight or Car together to unlock savings Photo by KM Moore - ## Plan, book, travel with confidence - ### Better together Save up to CA $1,096 when you book a flight and hotel together\* - ### Find the right fit With over 300,000 hotels worldwide, it's easy to create a perfect package - ### Rest easy Plan, book, and manage your trip all in one place #### Your Oakland Vacation When a fun city break is calling, answer it with a vacation package to Oakland. The neighborhood of Blakeslee, which is great for nature, watersports and views, makes a wonderful base for your adventures. If going to see the sights is a priority during your trip to Oakland, be sure to swing by popular attractions like [Swallow Falls State Park](https://www.expedia.ca/Swallow-Falls-State-Park-Oakland.d553248621532660285.Vacation-Attraction) and [Herrington Manor State Park](https://www.expedia.ca/Herrington-Manor-State-Park-Cumberland.d637198051668946944.Vacation-Attraction). No matter your travel plans or the size of your budget, putting together a tailored Oakland vacation is a cinch with Expedia. ## Top Oakland Vacation Deals Price found within the past 48 hours. Click for updated prices. ![Baja Motel](https://images.trvl-media.com/lodging/100000000/99840000/99839500/99839480/9095b56d_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Baja Motel CA $1,175 per person Apr 25 - May 2 found 1 day ago Roundtrip non-stop flight included Toronto (YYZ) to Morgantown (MGW) 8.8/10 Excellent! (90 reviews) The room was clean and the king bed was quite comfortable. The heater was a bit loud but very effective, and the heated air fan in the bath was a nice touch; plenty of hot water, too. The microwave oven was small but worked well, and the mini-fridge was bigger than many we've seen. The staff were friendly and helpful, and cheerfully accomodated our late arrival. Reviewed on Mar 2, 2026 ![The Haven by Taylor Made Deep Creek](https://images.trvl-media.com/lodging/77000000/76020000/76011700/76011639/66d224d4_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Haven by Taylor Made Deep Creek CA $7,869 per person Apr 25 - May 2 found 1 day ago Roundtrip non-stop flight included Toronto (YYZ) to Morgantown (MGW) No reviews ![St. Bart's Retreat by Taylor Made Deep Creek](https://images.trvl-media.com/lodging/77000000/76020000/76011500/76011467/4f8b579b_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### St. Bart's Retreat by Taylor Made Deep Creek CA $4,785 per person Apr 25 - May 2 found 1 day ago Roundtrip non-stop flight included Toronto (YYZ) to Morgantown (MGW) No reviews ![Stone Crest by Taylor Made Deep Creek](https://images.trvl-media.com/lodging/77000000/76020000/76011500/76011489/de895a28_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Stone Crest by Taylor Made Deep Creek CA $4,631 per person Apr 25 - May 2 found 1 day ago Roundtrip non-stop flight included Toronto (YYZ) to Morgantown (MGW) No reviews ![Stargazer by Taylor Made Deep Creek](https://images.trvl-media.com/lodging/77000000/76020000/76011500/76011481/e45d3422_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Stargazer by Taylor Made Deep Creek CA $3,782 per person Apr 25 - May 2 found 1 day ago Roundtrip non-stop flight included Toronto (YYZ) to Morgantown (MGW) No reviews ## Where to stay in Oakland Find the best Oakland areas and neighborhoods for the activities you enjoy most. [Learn more about Oakland](https://expedia.ca/Oakland.dx9160) ![dramatic autumn landscape photo taken in Swallow Falls State Park in Western , Maryland.](https://images.trvl-media.com/place/553248635976481730/3b09d746-a563-466a-855a-79dec35fa5dd.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Mountainside Mountainside might not have many top sights, but Deep Creek Lake and Deep Creek Lake State Park are two attractions nearby that you can check out. [Find hotel + flight trips in Mountainside](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Mountainside&DestID=553248635976481730&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ![Default Image](https://images.trvl-media.com/media/content/expus/graphics/deals/TE_Clouds_card_r1.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Blakeslee While there might not be top attractions in Blakeslee, you can explore the larger area and discover places like Deep Creek Lake and Deep Creek Lake State Park. [Find hotel + flight trips in Blakeslee](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Blakeslee&DestID=553248635976473875&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ![A panoramic aerial view of Deep Creek Lake in McHenry, Maryland United States.](https://images.trvl-media.com/place/553248635976481309/a7736533-13d4-48ef-b871-8ebb5f8828f2.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Paradise Point If you're looking for some top things to see and do in Paradise Point and surrounding area, you can visit Deep Creek Lake and Deep Creek Lake State Park. [Find hotel + flight trips in Paradise Point](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Paradise%20Point&DestID=553248635976481309&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ![Default Image](https://images.trvl-media.com/media/content/expus/graphics/deals/TE_Clouds_card_r1.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### Silver Ridge While Silver Ridge isn't home to many top sights, Deep Creek Lake and Deep Creek Lake State Park are some notable places to visit nearby. [Find hotel + flight trips in Silver Ridge](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Silver%20Ridge&DestID=553248635976471096&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ![Default Image](https://images.trvl-media.com/media/content/expus/graphics/deals/TE_Clouds_card_r1.jpg?impolicy=fcrop&w=350&h=192&q=medium) ### The View While there might not be top attractions in The View, you can explore the larger area and discover places like Deep Creek Lake and Deep Creek Lake State Park. [Find hotel + flight trips in The View](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=The%20View&DestID=553248635976471573&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods) ## Ready to book your vacation to Oakland? Choose your dates ## Oakland Hotel Deals ![The Garrett Inn](https://images.trvl-media.com/lodging/15000000/14920000/14910400/14910340/d2b2d172_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### The Garrett Inn 17848 Garrett Highway Oakland MD Fully refundableReserve now, pay when you stay CA $139 CA $159 total Mar 29 - Mar 30 includes taxes & fees 9.6/10 Exceptional! (422 reviews) Nice clean room, friendly staff, convenienct parking Reviewed on Mar 21, 2026 [](https://expedia.ca/Hotel-Search?startDate=29%2F03%2F2026&endDate=30%2F03%2F2026&selected=14910340&PinnedHotelID=14910340&HadPinnedHotel=true®ionId=9160) ![Baja Motel](https://images.trvl-media.com/lodging/100000000/99840000/99839500/99839480/9095b56d_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Baja Motel 1501 Maryland Hwy Oakland MD Fully refundableReserve now, pay when you stay CA $152 CA $174 total Apr 26 - Apr 27 includes taxes & fees 8.8/10 Excellent! (90 reviews) The room was clean and the king bed was quite comfortable. The heater was a bit loud but very effective, and the heated air fan in the bath was a nice touch; plenty of hot water, too. The microwave oven was small but worked well, and the mini-fridge was bigger than many we've seen. The staff were ... Reviewed on Mar 2, 2026 [](https://expedia.ca/Hotel-Search?startDate=26%2F04%2F2026&endDate=27%2F04%2F2026&selected=99839480&PinnedHotelID=99839480&HadPinnedHotel=true®ionId=9160) ![Bon Vivant-Pet Friendly, Lake Front, Minutes to HoniHoni, Uno, Brenda's, Wisp](https://images.trvl-media.com/lodging/105000000/104790000/104788500/104788464/f498bb48_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Bon Vivant-Pet Friendly, Lake Front, Minutes to HoniHoni, Uno, Brenda's, Wisp Oakland MD [Get rates](https://expedia.ca/Hotel-Search?startDate=09%2F04%2F2026&endDate=10%2F04%2F2026&selected=104788464&PinnedHotelID=104788464&HadPinnedHotel=true®ionId=9160) [](https://expedia.ca/Hotel-Search?startDate=09%2F04%2F2026&endDate=10%2F04%2F2026&selected=104788464&PinnedHotelID=104788464&HadPinnedHotel=true®ionId=9160) [See all 817 properties in Oakland](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=27%2F03%2F2026&endDate=28%2F03%2F2026®ionId=9160) 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. ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/all-inclusive_holidays_US.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) All Inclusive Vacations [](https://expedia.ca/lp/theme-vacations/all-inclusive-vacations?rfrr=editorial.All_Inclusive%20Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/XPC_Beach_Overview_HR_v3.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Beach Vacations [](https://expedia.ca/lp/theme-vacations/beach-vacations?rfrr=editorial.Beach_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/Family_holidays_US_3_.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Family Vacations [](https://expedia.ca/lp/theme-vacations/kid-friendly-vacations?rfrr=editorial.Family_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/04/29/frCA_Sejours_golf-Portugal.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Golf Vacations [](https://expedia.ca/lp/theme-vacations/golf-vacations?rfrr=editorial.Golf_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/07/15/US_Luxury_VR_Miami.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Luxury Vacations [](https://expedia.ca/lp/theme-vacations/luxury-vacations?rfrr=editorial.Luxury_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/29/romantic.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Romantic Vacations [](https://expedia.ca/lp/theme-vacations/romantic-vacations?rfrr=editorial.Romantic_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/31952_v1_atfraraski22_insta_4.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Ski Vacations [](https://expedia.ca/lp/theme-vacations/ski-vacations?rfrr=editorial.Ski_Vacations.click) ## Explore a world of travel with Expedia \* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save on select hotels and earn double points when you book on the app. Our app deals help you to save on trips so you can travel more and manage it all on the go. Scan the QR code with your device camera and download our app