Title: The Best Oakland, MD Resorts from $511 | Expedia.com [Oakland Travel Guide](https://expedia.com/Oakland.dx9160)[Hotels in Oakland](https://expedia.com/Oakland-Hotels.d9160.Travel-Guide-Hotels)[Vacation Rentals in Oakland](https://expedia.com/Oakland-Vacation-Rentals.d9160.Travel-Guide-VacationRentals)[Flights to Oakland](https://expedia.com/Cheap-Flights-To-Oakland.d9160.Travel-Guide-Flights)[Car Rentals in Oakland](https://expedia.com/Car-Rentals-In-Oakland.d9160.Car-Rental-Guide)[Oakland Vacation Packages](https://expedia.com/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 ![](https://images.trvl-media.com/place/9160/b8baa833-4ced-4ac5-b870-e726bd5ccf56.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light_bundle_and_save.svg) ### Bundle & Save Get more, spend less whenever you see Bundle & Save deals - ![](https://a.travel-assets.com/travel-assets-manager/pictograms-expedia/light__onekey.svg) ### OneKeyCash Earn OneKeyCash on all your eligible bookings - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light_ftc.svg) ### Upfront pricing We are not like the others - we include taxes and fees ## Check prices for these dates Next weekend [Feb 27 - Mar 1](https://www.expedia.com/Hotel-Search?regionId=9160&startDate=2026-02-27&endDate=2026-03-01&adults=2&lodging=HOTEL_RESORT&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Mar 6 - Mar 8](https://www.expedia.com/Hotel-Search?regionId=9160&startDate=2026-03-06&endDate=2026-03-08&adults=2&lodging=HOTEL_RESORT&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Mar 20 - Mar 22](https://www.expedia.com/Hotel-Search?regionId=9160&startDate=2026-03-20&endDate=2026-03-22&adults=2&lodging=HOTEL_RESORT&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Apr 17 - Apr 19](https://www.expedia.com/Hotel-Search?regionId=9160&startDate=2026-04-17&endDate=2026-04-19&adults=2&lodging=HOTEL_RESORT&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Oakland resorts ![Property grounds](https://images.trvl-media.com/lodging/119000000/118760000/118754900/118754821/658ba894.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/119000000/118760000/118754900/118754821/9bf225db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Living area](https://images.trvl-media.com/lodging/119000000/118760000/118754900/118754821/31e6a326.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, WiFi, wheelchair access](https://images.trvl-media.com/lodging/119000000/118760000/118754900/118754821/03a7783b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Private Rm 1, Handicap Accessible, 10 quiet acres [](https://www.expedia.com/Swanton-Hotels-Private-Rm-1.h118754821.Hotel-Information) North Glade Hills 8.0/10 Very Good (1 review) "Everything was beautiful and enjoyed our stay. My husband was disabled and visiting his family who cabin " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Melissa M. $477 nightly $511 total Feb 18 - Feb 19 Total with taxes and fees [](https://www.expedia.com/Swanton-Hotels-Private-Rm-1.h118754821.Hotel-Information) ![Indoor pool, outdoor pool, open 6:30 AM to 8:00 PM, cabanas (surcharge)](https://images.trvl-media.com/lodging/1000000/860000/857000/856941/211f4749.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/860000/857000/856941/6a7ea2a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Point of interest](https://images.trvl-media.com/lodging/1000000/860000/857000/856941/d95e1139.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![5 bars/lounges, 4 poolside bars, swim-up bar](https://images.trvl-media.com/lodging/1000000/860000/857000/856941/0cbc9d03.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Nemacolin [](https://www.expedia.com/Uniontown-Hotels-Nemacolin.h856941.Hotel-Information) Nemacolin 9.2/10 Wonderful (469 reviews) "Room was immaculate " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Caitlin $730 nightly $811 total Mar 2 - Mar 3 Total with taxes and fees [](https://www.expedia.com/Uniontown-Hotels-Nemacolin.h856941.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.com/Hotel-Search?startDate=2026-03-03&endDate=2026-03-04®ionId=9160&adults=2&lodging=HOTEL_RESORT&sort=RECOMMENDED&openPlayBack=true) ![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh) ## The Annual Vacation Sale Members save up to 40% on hotels and homes. Plan this year’s big trip and save. [Book now](https://expedia.com/deals?rfrr=AA_SPRING_PROMO_9160) ![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg) Save an average of 15% on thousands of hotels when you're signed in [Sign in ](https://expedia.com/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FOakland-Resorts.d9160-aaResorts.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.com/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FOakland-Resorts.d9160-aaResorts.Travel-Guide-Accommodation) ## Top Oakland Hotel Reviews ![Baja Motel](https://images.trvl-media.com/lodging/100000000/99840000/99839500/99839480/34bea603_y.jpg) ### Baja Motel 10/10 Excellent "Just a nice little hotel. Nothing fancy. All a guy like me needs. Will definitely stay again when in the area. " [](https://expedia.com/Oakland-Hotels-Riverside-Suites.h99839480.Hotel-Information) ![The Garrett Inn](https://images.trvl-media.com/lodging/15000000/14920000/14910400/14910340/d2b2d172_y.jpg) ### The Garrett Inn 10/10 Excellent "Comfortable, clean, across the street from a great eatery/bar and owners were a wonderful source of information in the surrounding area! Happy my husband found it!!!" [](https://expedia.com/Cumberland-Hotels-The-Garrett-Inn.h14910340.Hotel-Information) ![Dog-friendly house on the lake, central AC, & EV charger](https://images.trvl-media.com/lodging/79000000/78580000/78576000/78575978/dd43da78_y.jpg) ### Dog-friendly house on the lake, central AC, & EV charger 10/10 Excellent "Great house with a great view! " [](https://expedia.com/Oakland-Hotels-Dog-Friendly-House-On-The-Lake-With-Fireplace.h78575978.Hotel-Information) ![Lakefront/Dock/Amazing views HotTub](https://images.trvl-media.com/lodging/78000000/77820000/77813400/77813386/069e545b_y.jpg) ### Lakefront/Dock/Amazing views HotTub 10/10 Excellent "We really enjoyed our weekend at this house—it was wonderful and perfect for a family getaway. The home had all the amenities you could need, and it was clear the host had thought of everything. Communication was excellent from booking through checkout, with quick responses whenever we had questions. The only small challenge was the driveway, which can be a bit tricky getting in and out, especially in winter. It wasn’t shoveled at first, but the owner had someone clear it within 30 minutes, which we really appreciated. Overall, we had a great stay and would definitely stay here again." [](https://expedia.com/Oakland-Hotels-8min2WISPLakefrontDockHotTub.h77813386.Hotel-Information) ![Timroc II, FIVE STAR REVIEWS! LAKE ACCESS, GREAT SWIMMING, PRIVATE 2 ACRES!](https://images.trvl-media.com/lodging/24000000/23560000/23559700/23559605/w1199h798x1y1-5cea627c_y.jpg) ### Timroc II, FIVE STAR REVIEWS! LAKE ACCESS, GREAT SWIMMING, PRIVATE 2 ACRES! 10/10 Excellent "The host answered very quickly, the house was in perfect shape, we loved the hot tub and only about 15 minutes from wisp" [](https://expedia.com/Oakland-Hotels-Timroc-II.h23559605.Hotel-Information) ![Logged & Loaded Cabin! 9Min to WISP! Hot tub, fire pit! Pets! EV charger! ](https://images.trvl-media.com/lodging/106000000/105650000/105641600/105641553/f42198b8_y.jpg) ### Logged & Loaded Cabin! 9Min to WISP! Hot tub, fire pit! Pets! EV charger! 10/10 Excellent "The cabin was gorgeous and exactly as described/seen in the photographs. We were lucky enough to get snowed in and the host reached out to ensure we were managing. We cooked a lot of meals in the cabin and were impressed with the large array of pots, pans, utensils to choose from. Also, the kids loved the Lego wall! They spent a lot of time in the basement and were happy to have the largest TV in the house to themselves. " [](https://expedia.com/Oakland-Hotels-Cozy-Lake-Area-Cabin-Pet-Friendly-EV-Charger.h105641553.Hotel-Information) ![Lakefront, 3 Amazing Decks, Tennis/Pickle Ball, Boat Slip, Hot Tub, Bed Swing ](https://images.trvl-media.com/lodging/64000000/63750000/63746800/63746763/78c8b009_y.jpg) ### Lakefront, 3 Amazing Decks, Tennis/Pickle Ball, Boat Slip, Hot Tub, Bed Swing 10/10 Excellent "The hosts were flexible and welcoming, it was great to know they were available to contact during the snow storm.:)" [](https://expedia.com/Oakland-Hotels-Lakefront.h63746763.Hotel-Information) ![The winter is coming !!!](https://images.trvl-media.com/lodging/23000000/22630000/22624200/22624198/d1f7f369_y.jpg) ### The winter is coming !!! 10/10 Excellent "Great place. Enjoyed it with the family " [](https://expedia.com/Cumberland-Hotels-Winter-Is-Coming.h22624198.Hotel-Information) ![Lake Loft at Deep Creek Lake](https://images.trvl-media.com/lodging/109000000/108900000/108891100/108891003/d9eec38b_y.jpg) ### Lake Loft at Deep Creek Lake 10/10 Excellent "Great rental" [](https://expedia.com/Oakland-Hotels-The-Lake-Loft.h108891003.Hotel-Information) ## Find out more about Oakland ## Oakland Resorts information | Number of reviews | 468 | | ----------------- | --------- | | Accommodation | 0 Resorts | | Lowest Price | $511 | | Highest Price | $811 | ## Frequently asked questions ### What can I expect from a resort vacation in Oakland? ### What's a top resort for my stay in Oakland? ### What can I do in Oakland? ### What's the seasonal weather like in Oakland? ### What's the best way to get to and around Oakland? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rentals - [Cabin Rentals in Garrett County ](https://www.expedia.com/Garrett-County-Cabins.d3000405803-aaCabins.Travel-Guide-Accommodation) - 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[Cabin Rentals in Swanton ](https://www.expedia.com/Swanton-Cabins.d164144-aaCabins.Travel-Guide-Accommodation) - [Hotels near Sky Valley ](https://www.expedia.com/Sky-Valley-Swanton-Hotels.0-n553248635976480653-0.Travel-Guide-Filter-Hotels) - [Hotels near Waterfront Greens ](https://www.expedia.com/Waterfront-Greens-Swanton-Hotels.0-n553248635976482173-0.Travel-Guide-Filter-Hotels) - [Hotels near Adventure Sports Center International ](https://www.expedia.com/Adventure-Sports-Center-International-Hotels.0-l553248621532660286-0.Travel-Guide-Filter-Hotels) - [Swanton Hotels ](https://www.expedia.com/Swanton-Hotels.d164144.Travel-Guide-Hotels) - [Hotels with Air Conditioning in Swanton ](https://www.expedia.com/Swanton-Hotels-Hotels-With-Air-Conditioning.0-0-d164144-tHotelswithAirConditioning.Travel-Guide-Filter-Hotels) - [4 Star Hotels in Swanton ](https://www.expedia.com/4Star-Swanton-Hotels.s40-0-d164144.Travel-Guide-Filter-Hotels) - [Hotels & Resorts for Couples in Swanton ](https://www.expedia.com/Swanton-Hotels-Couples-Resorts-Hotels.0-0-d164144-tCouplesResortsHotels.Travel-Guide-Filter-Hotels) - 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[Flights from Garrett County ](https://www.expedia.com/lp/flights/3000405803/flights-from-garrett-county) - [Flights from Deer Park ](https://www.expedia.com/lp/flights/3000440549/flights-from-deer-park) - [Flights to Deer Park ](https://www.expedia.com/Cheap-Flights-To-Deer-Park.d3000440549.Travel-Guide-Flights) - [Flights to Swanton ](https://www.expedia.com/Cheap-Flights-To-Swanton.d164144.Travel-Guide-Flights) - [Flights from Swanton ](https://www.expedia.com/lp/flights/164144/flights-from-swanton) - [Flights to McHenry ](https://www.expedia.com/Cheap-Flights-To-McHenry.d131592.Travel-Guide-Flights) - [Flights from McHenry ](https://www.expedia.com/lp/flights/131592/flights-from-mchenry) - [Visit Garrett County ](https://www.expedia.com/Garrett-County.dx3000405803) - [Visit Deer Park ](https://www.expedia.com/Deer-Park.dx3000440549) - [Swallow Falls State Park ](https://www.expedia.com/Swallow-Falls-State-Park-Oakland.d553248621532660285.Vacation-Attraction) - [Deep Creek Lake ](https://www.expedia.com/Deep-Creek-Lake-Maryland.d553248635959734861.Vacation-Attraction) - [Lodestone Golf Club ](https://www.expedia.com/Lodestone-Golf-Club-McHenry.d553248621532660288.Vacation-Attraction) - [Thousand Acres Lakeside Golf Course ](https://www.expedia.com/Thousand-Acres-Lakeside-Golf-Course-Swanton.d553248621558141380.Vacation-Attraction) - [Deep Creek Lake State Park ](https://www.expedia.com/Deep-Creek-Lake-State-Park-Swanton.d183310.Vacation-Attraction) - [Adventure Sports Center International ](https://www.expedia.com/Adventure-Sports-Center-International-McHenry.d553248621532660286.Vacation-Attraction) - [Visit Swanton ](https://www.expedia.com/Swanton.dx164144) - [Swanton Vacations ](https://www.expedia.com/Swanton.d164144.Destination-Travel-Guides) - [Wisp Resort ](https://www.expedia.com/Wisp-Resort-McHenry.d6091719.Vacation-Attraction) - [Visit McHenry ](https://www.expedia.com/McHenry.dx131592) - [Mchenry Vacations ](https://www.expedia.com/McHenry.d131592.Destination-Travel-Guides) - [Car rentals near Garrett County ](https://www.expedia.com/Destinations-In-Garrett-County.d3000405803.Car-Rental-Destinations) - 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