Title: 4 Stars Hotels in Westernport, Maryland - Find Cheap Westernport Hotels With 4 Stars | Expedia.ca [Westernport Travel Guide](https://expedia.ca/Westernport.dx3000440935)[Hotels in Westernport](https://expedia.ca/Westernport-Hotels.d3000440935.Travel-Guide-Hotels)[Vacation Rentals in Westernport](https://expedia.ca/Westernport-Vacation-Rentals.d3000440935.Travel-Guide-VacationRentals)[Flights to Westernport](https://expedia.ca/Cheap-Flights-To-Westernport.d3000440935.Travel-Guide-Flights)[Westernport Car Rentals](https://expedia.ca/Car-Rentals-In-Westernport.d3000440935.Car-Rental-Guide)[Westernport Vacation Packages](https://expedia.ca/Westernport.d3000440935.Destination-Travel-Guides) ![](https://mediaim.expedia.com/destination/2/0a8402d1abbf8e4aa56c2fb4c50438ca.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Shelly Sisler # 4 Stars Hotels in Westernport, Maryland ![](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 Westernport 4 Star Hotels Tonight [Oct 12 - Oct 13](https://www.expedia.ca/Hotel-Search?regionId=3000440935&startDate=2025-10-12&endDate=2025-10-13&adults=2&star=40&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 13 - Oct 14](https://www.expedia.ca/Hotel-Search?regionId=3000440935&startDate=2025-10-13&endDate=2025-10-14&adults=2&star=40&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=3000440935&startDate=2025-10-17&endDate=2025-10-19&adults=2&star=40&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=3000440935&startDate=2025-10-24&endDate=2025-10-26&adults=2&star=40&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Westernport 4 Star Hotels ![House (2 Bedrooms) | Property amenity](https://images.trvl-media.com/lodging/78000000/77820000/77817200/77817107/91474100.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (2 Bedrooms) | Property amenity](https://images.trvl-media.com/lodging/78000000/77820000/77817200/77817107/126580b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (2 Bedrooms) | Property amenity](https://images.trvl-media.com/lodging/78000000/77820000/77817200/77817107/4548af91.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (2 Bedrooms) | Property amenity](https://images.trvl-media.com/lodging/78000000/77820000/77817200/77817107/2bb9d907.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Loft of Luxury Oakland 8.0/10 Very good (2) "Pasamos un buen tiempo en familia lo recomiendo es un buen lugar para visitar " [](https://www.expedia.ca/Oakland-Hotels-Loft-Of-Luxury.h77817107.Hotel-Information) ![House (5 Bedrooms) | Property amenity](https://images.trvl-media.com/lodging/76000000/75980000/75970300/75970245/a709d25a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (5 Bedrooms) | Property amenity](https://images.trvl-media.com/lodging/76000000/75980000/75970300/75970245/b4092160.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (5 Bedrooms) | Property amenity](https://images.trvl-media.com/lodging/76000000/75980000/75970300/75970245/fc755c7a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (5 Bedrooms) | Front of property](https://images.trvl-media.com/lodging/76000000/75980000/75970300/75970245/13e1eb1c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Bear Hollow Lodge Oakland [](https://www.expedia.ca/Oakland-Hotels-Bear-Hollow-Lodge.h75970245.Hotel-Information) ![House (4 Bedrooms) | Property amenity](https://images.trvl-media.com/lodging/77000000/76020000/76011700/76011676/0d465b2a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (4 Bedrooms) | Property amenity](https://images.trvl-media.com/lodging/77000000/76020000/76011700/76011676/bae86611.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (4 Bedrooms) | Property amenity](https://images.trvl-media.com/lodging/77000000/76020000/76011700/76011676/96bf9afe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (4 Bedrooms) | Front of property](https://images.trvl-media.com/lodging/77000000/76020000/76011700/76011676/654246b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Tranquility McHenry [](https://www.expedia.ca/McHenry-Hotels-Tranquility.h76011676.Hotel-Information) ![House (3 Bedrooms) | Property amenity](https://images.trvl-media.com/lodging/77000000/76020000/76011500/76011499/72883e89.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (3 Bedrooms) | Property amenity](https://images.trvl-media.com/lodging/77000000/76020000/76011500/76011499/0022bfa7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (3 Bedrooms) | Property amenity](https://images.trvl-media.com/lodging/77000000/76020000/76011500/76011499/w2420h1814x0y1-9f219a29.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (3 Bedrooms) | Property amenity](https://images.trvl-media.com/lodging/77000000/76020000/76011500/76011499/99b1412e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Strawberry Fields Oakland 10/10 Exceptional (1) [](https://www.expedia.ca/Oakland-Hotels-Strawberry-Fields.h76011499.Hotel-Information) ![House (4 Bedrooms) | Property amenity](https://images.trvl-media.com/lodging/76000000/75980000/75971000/75970958/8d4cf6f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (4 Bedrooms) | Property amenity](https://images.trvl-media.com/lodging/76000000/75980000/75971000/75970958/77d64256.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (4 Bedrooms) | Property amenity](https://images.trvl-media.com/lodging/76000000/75980000/75971000/75970958/59abb181.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (4 Bedrooms) | Property amenity](https://images.trvl-media.com/lodging/76000000/75980000/75971000/75970958/679eb559.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Bears Lair Oakland 10/10 Exceptional (1) "The property was more than expected and we had a wonderful time. Everything we wanted to do was within driving distance. Wonderful experience!" [](https://www.expedia.ca/Oakland-Hotels-Bears-Lair.h75970958.Hotel-Information) ![House (5 Bedrooms) | Property amenity](https://images.trvl-media.com/lodging/105000000/104440000/104438100/104438033/w2878h2158x0y1-31affd8e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (5 Bedrooms) | Property amenity](https://images.trvl-media.com/lodging/105000000/104440000/104438100/104438033/w2878h2158x0y1-847fce72.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (5 Bedrooms) | Property amenity](https://images.trvl-media.com/lodging/105000000/104440000/104438100/104438033/af6673e6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (5 Bedrooms) | Property amenity](https://images.trvl-media.com/lodging/105000000/104440000/104438100/104438033/e9665411.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Special Memories Swanton [](https://www.expedia.ca/Swanton-Hotels-Special-Memories.h104438033.Hotel-Information) ![House (4 Bedrooms) | Property amenity](https://images.trvl-media.com/lodging/94000000/93540000/93536000/93535942/2fae40b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (4 Bedrooms) | Property amenity](https://images.trvl-media.com/lodging/94000000/93540000/93536000/93535942/1fe5828b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (4 Bedrooms) | Property amenity](https://images.trvl-media.com/lodging/94000000/93540000/93536000/93535942/ba36cc65.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (4 Bedrooms) | Property amenity](https://images.trvl-media.com/lodging/94000000/93540000/93536000/93535942/b6007274.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Mountain Freedom Mountainside [](https://www.expedia.ca/Oakland-Hotels-Mountain-Freedom.h93535942.Hotel-Information) ![House (4 Bedrooms) | Property amenity](https://images.trvl-media.com/lodging/110000000/109720000/109716400/109716385/a225b1b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (4 Bedrooms) | Property amenity](https://images.trvl-media.com/lodging/110000000/109720000/109716400/109716385/11891879.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (4 Bedrooms) | Property amenity](https://images.trvl-media.com/lodging/110000000/109720000/109716400/109716385/7ec7abf1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (4 Bedrooms) | Property amenity](https://images.trvl-media.com/lodging/110000000/109720000/109716400/109716385/b5afd377.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Bluebeary Retreat McHenry [](https://www.expedia.ca/McHenry-Hotels-Bluebeary-Retreat.h109716385.Hotel-Information) ![House (2 Bedrooms) | Property amenity](https://images.trvl-media.com/lodging/90000000/89720000/89717900/89717894/25eaaf8e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (2 Bedrooms) | Property amenity](https://images.trvl-media.com/lodging/90000000/89720000/89717900/89717894/62f2ba5a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (2 Bedrooms) | Property amenity](https://images.trvl-media.com/lodging/90000000/89720000/89717900/89717894/01f543ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (2 Bedrooms) | Property amenity](https://images.trvl-media.com/lodging/90000000/89720000/89717900/89717894/1de0e3c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Base Camp McHenry 9.0/10 Wonderful (2) "I would have gave this Cabin a five star review however the beds are so uncomfortable. Plus the AC heating units made terrible noises all night long, which kept us awake. But other than that, it was a cute fun little cabin." [](https://www.expedia.ca/McHenry-Hotels-Base-Camp.h89717894.Hotel-Information) ![House (4 Bedrooms) | Property amenity](https://images.trvl-media.com/lodging/97000000/96180000/96178700/96178654/11bf3bc5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (4 Bedrooms) | Property amenity](https://images.trvl-media.com/lodging/97000000/96180000/96178700/96178654/4d7adca8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (4 Bedrooms) | Property amenity](https://images.trvl-media.com/lodging/97000000/96180000/96178700/96178654/e914b2de.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (4 Bedrooms) | Property amenity](https://images.trvl-media.com/lodging/97000000/96180000/96178700/96178654/fb477d8b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Butterfly Retreat Mountainside [](https://www.expedia.ca/Oakland-Hotels-Butterfly-Retreat.h96178654.Hotel-Information) ![House (4 Bedrooms) | Property amenity](https://images.trvl-media.com/lodging/95000000/94940000/94930500/94930469/894ea6d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (4 Bedrooms) | Property amenity](https://images.trvl-media.com/lodging/95000000/94940000/94930500/94930469/eedbe0b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (4 Bedrooms) | Property amenity](https://images.trvl-media.com/lodging/95000000/94940000/94930500/94930469/67ba3a18.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (4 Bedrooms) | Property amenity](https://images.trvl-media.com/lodging/95000000/94940000/94930500/94930469/8d9df63d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### John's Place McHenry 8.0/10 Very good (1) "There was a nice layout to the house. It had most everything we needed there. The one bad thing was there was some dog hair on the floor. " [](https://www.expedia.ca/McHenry-Hotels-Johns-Place.h94930469.Hotel-Information) ![House (4 Bedrooms) | Property amenity](https://images.trvl-media.com/lodging/77000000/76010000/76009500/76009491/bc4acf17.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (4 Bedrooms) | Property amenity](https://images.trvl-media.com/lodging/77000000/76010000/76009500/76009491/2a9f3f90.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (4 Bedrooms) | Property amenity](https://images.trvl-media.com/lodging/77000000/76010000/76009500/76009491/713301ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (4 Bedrooms) | Property amenity](https://images.trvl-media.com/lodging/77000000/76010000/76009500/76009491/c47eb636.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Home Sweet Cabin Oakland [](https://www.expedia.ca/Oakland-Hotels-Home-Sweet-Cabin.h76009491.Hotel-Information) ![House (2 Bedrooms) | Front of property](https://images.trvl-media.com/lodging/96000000/95450000/95445800/95445799/9a64c81c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (2 Bedrooms) | Property amenity](https://images.trvl-media.com/lodging/96000000/95450000/95445800/95445799/b3e6dd30.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (2 Bedrooms) | Property amenity](https://images.trvl-media.com/lodging/96000000/95450000/95445800/95445799/b95badbc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (2 Bedrooms) | Property amenity](https://images.trvl-media.com/lodging/96000000/95450000/95445800/95445799/857e1411.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### A Beautiful View Oakland 8.0/10 Very good (2) "Cute place with updated furnishings and appliances, right across the street from Deep Creek Lake boat rentals, jet skis, restaurants and Lakeside Creamery. 15 minute drive to Swallow Falls and quick drive to any other activity offered." [](https://www.expedia.ca/Oakland-Hotels-A-Beautiful-View.h95445799.Hotel-Information) ![House (4 Bedrooms) | Property amenity](https://images.trvl-media.com/lodging/77000000/76020000/76011900/76011869/9ff4801f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (4 Bedrooms) | Property amenity](https://images.trvl-media.com/lodging/77000000/76020000/76011900/76011869/2c1805b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (4 Bedrooms) | Property amenity](https://images.trvl-media.com/lodging/77000000/76020000/76011900/76011869/0725e6b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (4 Bedrooms) | Property amenity](https://images.trvl-media.com/lodging/77000000/76020000/76011900/76011869/3e27cd59.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Windsor House Oakland [](https://www.expedia.ca/Oakland-Hotels-Windsor-House.h76011869.Hotel-Information) ![House (5 Bedrooms) | Property amenity](https://images.trvl-media.com/lodging/88000000/87720000/87716100/87716055/94454b9a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (5 Bedrooms) | Property amenity](https://images.trvl-media.com/lodging/88000000/87720000/87716100/87716055/9e413746.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (5 Bedrooms) | Property amenity](https://images.trvl-media.com/lodging/88000000/87720000/87716100/87716055/f14068fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (5 Bedrooms) | Property amenity](https://images.trvl-media.com/lodging/88000000/87720000/87716100/87716055/52459d05.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Marsh Hill Villa McHenry [](https://www.expedia.ca/McHenry-Hotels-Marsh-Hill-Villa.h87716055.Hotel-Information) ![House (5 Bedrooms) | Property amenity](https://images.trvl-media.com/lodging/77000000/76010000/76009900/76009805/639a4879.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (5 Bedrooms) | Property amenity](https://images.trvl-media.com/lodging/77000000/76010000/76009900/76009805/7925b150.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (5 Bedrooms) | Front of property](https://images.trvl-media.com/lodging/77000000/76010000/76009900/76009805/b18ef436.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (5 Bedrooms) | Property amenity](https://images.trvl-media.com/lodging/77000000/76010000/76009900/76009805/51cacd06.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lakestar Chalet Oakland 8.0/10 Very good (1) "Property matched description. It could’ve been a bit cleaner on arrival. The tvs did not work, but everything else was great. " [](https://www.expedia.ca/Oakland-Hotels-Lakestar-Chalet.h76009805.Hotel-Information) ![House (6 Bedrooms) | Property amenity](https://images.trvl-media.com/lodging/100000000/99800000/99793300/99793280/0af67421.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (6 Bedrooms) | Property amenity](https://images.trvl-media.com/lodging/100000000/99800000/99793300/99793280/4c095553.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (6 Bedrooms) | Property amenity](https://images.trvl-media.com/lodging/100000000/99800000/99793300/99793280/f84d0177.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (6 Bedrooms) | Property amenity](https://images.trvl-media.com/lodging/100000000/99800000/99793300/99793280/51b309d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Black Diamond Lodge McHenry 10/10 Exceptional (1) "The house was BEAUTIFUL and perfect for a large group! " [](https://www.expedia.ca/McHenry-Hotels-Black-Diamond-Lodge.h99793280.Hotel-Information) ![House (3 Bedrooms) | Property amenity](https://images.trvl-media.com/lodging/105000000/104440000/104439400/104439395/4b3c555c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (3 Bedrooms) | Property amenity](https://images.trvl-media.com/lodging/105000000/104440000/104439400/104439395/8a6a1dfc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (3 Bedrooms) | Property amenity](https://images.trvl-media.com/lodging/105000000/104440000/104439400/104439395/8462d084.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (3 Bedrooms) | Property amenity](https://images.trvl-media.com/lodging/105000000/104440000/104439400/104439395/dade03ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Zen Den McHenry [](https://www.expedia.ca/McHenry-Hotels-Zen-Den.h104439395.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/77000000/76020000/76010400/76010339/99aa3446.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House, Multiple Beds, Jetted Tub | Dining](https://images.trvl-media.com/lodging/77000000/76020000/76010400/76010339/5cd4b71f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/77000000/76020000/76010400/76010339/6d7d7dce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House, Multiple Beds, Jetted Tub | Private kitchen](https://images.trvl-media.com/lodging/77000000/76020000/76010400/76010339/86b05f93.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Deja Blue Oakland 10/10 Exceptional (1) "Deja Blue was extremely clean and comfortable for my family get away. Provided all neede items. I will definitely use Taylor Made again" [](https://www.expedia.ca/Oakland-Hotels-Paddles-And-Poles.h76010339.Hotel-Information) ![House (2 Bedrooms) | Property amenity](https://images.trvl-media.com/lodging/77000000/76020000/76011500/76011450/0344eef9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (2 Bedrooms) | Property amenity](https://images.trvl-media.com/lodging/77000000/76020000/76011500/76011450/f5a27be7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (2 Bedrooms) | Property amenity](https://images.trvl-media.com/lodging/77000000/76020000/76011500/76011450/095c1bb3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![House (2 Bedrooms) | Property amenity](https://images.trvl-media.com/lodging/77000000/76020000/76011500/76011450/71b762bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sm'oars McHenry 8.0/10 Very good (1) "Overall enjoyed the stay. Would recommend a king size bed in the upstairs master bedroom, a new bed in the main level master, and a bed be put in the basement bedroom instead of a futon. The water pressure for flushing toilets was not good and there was a sewage smell coming out of the hot tub drain. Parking was a little precarious and dangerous backing up and turning around on a hillside, also getting into the driveway was difficult even will 4wD we were spinning tires." [](https://www.expedia.ca/McHenry-Hotels-Smoars.h76011450.Hotel-Information) ![](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.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2F4Star-Westernport-Hotels.s40-0-d3000440935.Travel-Guide-Filter-Hotels)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2F4Star-Westernport-Hotels.s40-0-d3000440935.Travel-Guide-Filter-Hotels) ## Explore similar 5-star hotels Many 5-star hotels have the same amenities as 4-star hotels. See all 5-star hotels in Westernport. ![Preston on the Lake 5 Bedroom House](https://images.trvl-media.com/lodging/33000000/32730000/32721100/32721047/1a59f6a9_y.jpg?impolicy=resizecrop&rw=402&ra=fit) ### Preston on the Lake 5 Bedroom House 585 Glendale Road, Oakland, MD [Get rates](https://expedia.ca/Hotel-Search?startDate=27%2F10%2F2025&endDate=28%2F10%2F2025&selected=32721047&PinnedHotelID=32721047&HadPinnedHotel=true®ionId=3000440935) [](https://expedia.ca/Cumberland-Hotels-Preston-On-The-Lake-5-Bedroom-House.h32721047.Hotel-Information) Still don't see what you're looking for? [See all properties in Westernport.](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=14%2F10%2F2025&endDate=15%2F10%2F2025®ionId=3000440935&star=40) You can also use these popular filters to refine your search. [Pool](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=14%2F10%2F2025&endDate=15%2F10%2F2025®ionId=3000440935&star=40&star=40&amenities=POOL)[Spa](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=14%2F10%2F2025&endDate=15%2F10%2F2025®ionId=3000440935&star=40&star=40&amenities=SPA_ON_SITE)[Hot tub](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=14%2F10%2F2025&endDate=15%2F10%2F2025®ionId=3000440935&star=40&star=40&amenities=HOT_TUB)[Breakfast included](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=14%2F10%2F2025&endDate=15%2F10%2F2025®ionId=3000440935&star=40&star=40&amenities=FREE_BREAKFAST)[Waterpark](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Hotel&startDate=14%2F10%2F2025&endDate=15%2F10%2F2025®ionId=3000440935&star=40&star=40&amenities=WATER_PARK) 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. ## Learn more about Westernport Venture to sights like Savage River as you discover the local area in Westernport. [See all hotels in Westernport](https://www.expedia.ca/Hotel-Search?startDate=2025-10-27&endDate=2025-10-28&adults=2®ionId=3000440935) ![](https://mediaim.expedia.com/destination/2/0a8402d1abbf8e4aa56c2fb4c50438ca.jpg?impolicy=fcrop&w=225&h=400&p=1&q=high) Photo by Shelly Sisler ## Top Westernport Hotel Reviews ## Find out more about Westernport If you’re looking for a spot with great rates, just-for-you amenities, and a world of luxurious little perks, the best 4 Stars hotels in Westernport are calling your name. Known for providing first-rate service in amazing locations, each of the Westernport 4 Stars hotels lets discerning travelers bask in an unforgettable experience. Kick back in your spacious room. Relax in the lobby’s sumptuous surroundings. Start the day with delicious room service, and then use the complimentary body care items to freshen up before you head out for the day. It’s all waiting for you at the top four star hotels in Westernport. Plus, when you book with Expedia.ca, you might find a cheap deal on a 4 Stars hotel in Westernport, Maryland, neighbourhoods near the most popular attractions, so you can see the sights and bask in the discounts all in one trip. Whether you’re planning a romantic retreat or simply want to experience everything the area has to offer, the top Westernport hotels with 4 Stars provide everything you need to unwind in style. ## Frequently asked questions ### How much does it cost to stay in a 4-star hotel in Westernport? > We can help you quickly locate the perfect 4-star hotel for your trip to Westernport. Use our filter tool to tailor your search by things like amenities, budget and hotel star rating and get access to fabulous deals in a few clicks. > > > > - Search for the lowest price ### What's the difference between 5-star and 4-star hotels in Westernport? > Offering an inviting traveller experience and upscale décor, 4-star hotels are a wonderful option for your Westernport escape. These kinds of stays generally feature loads of useful amenities that make it easy to unpack and unwind — think 24-hour room service, restaurants and pools. Or live the high life at a 5-star hotel designed to indulge you in luxury perks and amenities. 24-hour front desk, oversized bathrooms and world-class dining are typically included at these deluxe retreats. ### Does Westernport have any 4-star all-inclusive resorts? > Finding your dream resort in Westernport is as simple as entering your travel dates and destination, and clicking on our "All inclusive" filter. Stay and play where everything is already taken care of like your accommodations, food and activities, or go for a standard 4-star resort in or around this popular destination. ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - More ways to book - [1 Star Hotels in Sharpsburg](https://www.expedia.ca/1Star-Sharpsburg-Hotels.s10-0-d157080.Travel-Guide-Filter-Hotels) - [2 Star Hotels in Paradise Point](https://www.expedia.ca/2Star-Paradise-Point-Oakland-Hotels.s20-n553248635976481309-0.Travel-Guide-Filter-Hotels) - [3 Star Hotels in Downtown Frederick](https://www.expedia.ca/3Star-Downtown-Frederick-Frederick-Hotels.s30-n553248635976468745-0.Travel-Guide-Filter-Hotels) - [3 Star Hotels in Gaithersburg](https://www.expedia.ca/3Star-Gaithersburg-Hotels.s30-0-d7427.Travel-Guide-Filter-Hotels) - [4 Star Hotels in Rockville](https://www.expedia.ca/4Star-Rockville-Hotels.s40-0-d6353.Travel-Guide-Filter-Hotels) - [4 Star Hotels in Woodbridge](https://www.expedia.ca/4Star-Woodbridge-Hotels.s40-0-d553248635975851047.Travel-Guide-Filter-Hotels) - [5 Star Hotels in Gaithersburg](https://www.expedia.ca/5Star-Gaithersburg-Hotels.s50-0-d7427.Travel-Guide-Filter-Hotels) - [5 Star Hotels in Mount Lena](https://www.expedia.ca/5Star-Mount-Lena-Hotels.s50-0-d553248634999256962.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) - [Cabin Rentals in Altamont](https://www.expedia.ca/Altamont-Cabins.d553248635975847964-aaCabins.Travel-Guide-Accommodation) - [Chalets in Altamont](https://www.expedia.ca/Altamont-Chalets.d553248635975847964-aaChalets.Travel-Guide-Accommodation) - [Farmstay in Barton](https://www.expedia.ca/Barton-Agritourism.d553248626204850781-aaAgritourism.Travel-Guide-Accommodation) - [Aparthotels in Barton](https://www.expedia.ca/Barton-Apart-Hotels.d553248626204850781-aaApartHotels.Travel-Guide-Accommodation) - [B&B in Barton](https://www.expedia.ca/Barton-Bed-And-Breakfast.d553248626204850781-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Barton Hotels](https://www.expedia.ca/Barton-Hotels.d553248626204850781.Travel-Guide-Hotels) - [Motels in Barton](https://www.expedia.ca/Barton-Motels.d553248626204850781-aaMotels.Travel-Guide-Accommodation) - [Villas in Barton](https://www.expedia.ca/Barton-Villas.d553248626204850781-aaVillas.Travel-Guide-Accommodation) - [B&B in Bel Air](https://www.expedia.ca/Bel-Air-Bed-And-Breakfast.d717169568477077504-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Bittinger Hotels](https://www.expedia.ca/Bittinger-Hotels.d3000440432.Travel-Guide-Hotels) - [Hotels with Free Parking in Blakeslee](https://www.expedia.ca/Blakeslee-Oakland-Hotels-Hotels-With-Free-Parking.0-n553248635976473875-0-tHotelswithFreeParking.Travel-Guide-Filter-Hotels) - [Clarysville Hotels](https://www.expedia.ca/Clarysville-Hotels.d553248635975846937.Travel-Guide-Hotels) - [Motels in Clarysville](https://www.expedia.ca/Clarysville-Motels.d553248635975846937-aaMotels.Travel-Guide-Accommodation) - [Hotels near Country Club Mall](https://www.expedia.ca/Country-Club-Mall-Hotels.0-l6289061-0.Travel-Guide-Filter-Hotels) - [Apartments in Cresaptown-Bel Air](https://www.expedia.ca/Cresaptown-Bel-Air-Apartments.d553248634999415898-aaApartments.Travel-Guide-Accommodation) - [Motels in Danville](https://www.expedia.ca/Danville-Motels.d717169529543122944-aaMotels.Travel-Guide-Accommodation) - [Hotels near Deep Creek Lake](https://www.expedia.ca/Deep-Creek-Lake-Hotels.0-l553248635959734861-0.Travel-Guide-Filter-Hotels) - [Hotels near Deep Creek Lake State Park](https://www.expedia.ca/Deep-Creek-Lake-State-Park-Hotels.0-l183310-0.Travel-Guide-Filter-Hotels) - [B&B in Deer Park](https://www.expedia.ca/Deer-Park-Bed-And-Breakfast.d3000440549-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Chalets in Deer Park](https://www.expedia.ca/Deer-Park-Chalets.d3000440549-aaChalets.Travel-Guide-Accommodation) - [Cheap Hotels in Deer Park](https://www.expedia.ca/Deer-Park-Hotels-Cheap-Hotels.0-0-d3000440549-tCheapHotels.Travel-Guide-Filter-Hotels) - [Deer Park Hotels](https://www.expedia.ca/Deer-Park-Hotels.d3000440549.Travel-Guide-Hotels) - [Inns in Deer Park](https://www.expedia.ca/Deer-Park-Inns.d3000440549-aaInns.Travel-Guide-Accommodation) - [Lodges in Deer Park](https://www.expedia.ca/Deer-Park-Lodges.d3000440549-aaLodges.Travel-Guide-Accommodation) - [Motels in Deer Park](https://www.expedia.ca/Deer-Park-Motels.d3000440549-aaMotels.Travel-Guide-Accommodation) - [Rv Parks in Deer Park](https://www.expedia.ca/Deer-Park-RV-Parks.d3000440549-aaRVParks.Travel-Guide-Accommodation) - [Townhomes in Deer Park](https://www.expedia.ca/Deer-Park-Townhomes.d3000440549-aaTownhomes.Travel-Guide-Accommodation) - [Villas in Deer Park](https://www.expedia.ca/Deer-Park-Villas.d3000440549-aaVillas.Travel-Guide-Accommodation) - [Cheap Hotels in Eckhart Mines](https://www.expedia.ca/Eckhart-Mines-Hotels-Cheap-Hotels.0-0-d3000347867-tCheapHotels.Travel-Guide-Filter-Hotels) - [Eckhart Mines Hotels](https://www.expedia.ca/Eckhart-Mines-Hotels.d3000347867.Travel-Guide-Hotels) - [B&B in Frostburg](https://www.expedia.ca/Frostburg-Bed-And-Breakfast.d7961-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Historic Hotels in Frostburg](https://www.expedia.ca/Frostburg-Hotels-Historic-Hotel.0-0-d7961-tHistoricHotel.Travel-Guide-Filter-Hotels) - [Lgbt Friendly Hotels in Frostburg](https://www.expedia.ca/Frostburg-Hotels-LGBT-Friendly-Hotel.0-0-d7961-tLGBTFriendlyHotel.Travel-Guide-Filter-Hotels) - [Romantic Hotels in Frostburg](https://www.expedia.ca/Frostburg-Hotels-Romantic-Hotel.0-0-d7961-tRomanticHotel.Travel-Guide-Filter-Hotels) - [Spa Hotels in Frostburg](https://www.expedia.ca/Frostburg-Hotels-Spa-Hotel.0-0-d7961-tSpaHotel.Travel-Guide-Filter-Hotels) - [Frostburg Hotels](https://www.expedia.ca/Frostburg-Hotels.d7961.Travel-Guide-Hotels) - [Hotels near Frostburg State University](https://www.expedia.ca/Frostburg-State-University-Hotels.0-l6289092-0.Travel-Guide-Filter-Hotels) - [Apartments in Gilmore](https://www.expedia.ca/Gilmore-Apartments.d717169597305040896-aaApartments.Travel-Guide-Accommodation) - [B&B in Lonaconing](https://www.expedia.ca/Lonaconing-Bed-And-Breakfast.d6290853-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Townhomes in Lonaconing](https://www.expedia.ca/Lonaconing-Townhomes.d6290853-aaTownhomes.Travel-Guide-Accommodation) - [Aparthotels in Luke](https://www.expedia.ca/Luke-Apart-Hotels.d55806-aaApartHotels.Travel-Guide-Accommodation) - [B&B in Luke](https://www.expedia.ca/Luke-Bed-And-Breakfast.d55806-aaBedAndBreakfast.Travel-Guide-Accommodation) - [Cabin Rentals in Luke](https://www.expedia.ca/Luke-Cabins.d55806-aaCabins.Travel-Guide-Accommodation) - [Chalets in Luke](https://www.expedia.ca/Luke-Chalets.d55806-aaChalets.Travel-Guide-Accommodation) - [Guest Houses in Luke](https://www.expedia.ca/Luke-Guest-Houses.d55806-aaGuestHouses.Travel-Guide-Accommodation) - [Luxury Hotels in Luke](https://www.expedia.ca/Luke-Hotels-Luxury-Hotel.0-0-d55806-tLuxuryHotel.Travel-Guide-Filter-Hotels) - [Luke Hotels](https://www.expedia.ca/Luke-Hotels.d55806.Travel-Guide-Hotels) - [Lodges in Luke](https://www.expedia.ca/Luke-Lodges.d55806-aaLodges.Travel-Guide-Accommodation) - [Rv Parks in Midland](https://www.expedia.ca/Midland-RV-Parks.d553248634999057374-aaRVParks.Travel-Guide-Accommodation) - [Hotels with Hot Tubs in Mountainside](https://www.expedia.ca/Mountainside-Oakland-Hotels-Hotels-With-Hot-Tubs.0-n553248635976481730-0-tHotelsWithHotTubs.Travel-Guide-Filter-Hotels) - [Mountain Hotels in Mountainside](https://www.expedia.ca/Mountainside-Oakland-Hotels-Mountain-Hotels.0-n553248635976481730-0-tMountainHotels.Travel-Guide-Filter-Hotels) - [Hotels near Noah's Ark](https://www.expedia.ca/Noahs-Ark-Hotels.0-l553248621561196317-0.Travel-Guide-Filter-Hotels) - [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) - [Cottages in Ocean](https://www.expedia.ca/Ocean-Cottages.d553248635975875908-aaCottages.Travel-Guide-Accommodation) - [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) - [Apartments in Pinto](https://www.expedia.ca/Pinto-Apartments.d553248635975870480-aaApartments.Travel-Guide-Accommodation) - [Chalets in Pinto](https://www.expedia.ca/Pinto-Chalets.d553248635975870480-aaChalets.Travel-Guide-Accommodation) - [Rawlings Hotels](https://www.expedia.ca/Rawlings-Hotels.d3000347972.Travel-Guide-Hotels) - [Hotels near Savage River](https://www.expedia.ca/Savage-River-Hotels.0-l681611064686567424-0.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) - [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) - [Cabin Rentals in Woodland](https://www.expedia.ca/Woodland-Cabins.d553248635975849737-aaCabins.Travel-Guide-Accommodation) - [Cottages in Woodland](https://www.expedia.ca/Woodland-Cottages.d553248635975849737-aaCottages.Travel-Guide-Accommodation) - [Flights from Barton](https://www.expedia.ca/lp/flights/553248626204850781/flights-from-barton) - [Flights from Luke](https://www.expedia.ca/lp/flights/55806/flights-from-luke) - [Flights from Frostburg](https://www.expedia.ca/lp/flights/7961/flights-from-frostburg) - [Country Club Mall](https://www.expedia.ca/Country-Club-Mall-Cumberland.d6289061.Vacation-Attraction) - [Deep Creek Lake](https://www.expedia.ca/Deep-Creek-Lake-Maryland.d553248635959734861.Vacation-Attraction) - [Visit Thayerville](https://www.expedia.ca/Thayerville.dx553248635975871934) - [Budget Rental Cars in Barton](https://www.expedia.ca/Budget-Car-Rentals-In-Barton.d553248626204850781-c39.Car-Rental-Guide-Suppliers) - [Book 4 Star Hotels in Westernport on Expedia.com](https://www.expedia.com/4Star-Westernport-Hotels.s40-0-d3000440935.Travel-Guide-Filter-Hotels)