Title: Westernport Chalets from CA $1,315 | Expedia.ca [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)[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) ![Firetower, this old chimney, and a great view. Pretty easy tril to hike.](https://images.trvl-media.com/place/3000440935/72e1d915-3b1f-42cf-a55b-610fa5e63a73.jpg?impolicy=fcrop&w=1200&h=500&q=medium) Photo by Shelly Sisler ![](https://images.trvl-media.com/place/3000440935/72e1d915-3b1f-42cf-a55b-610fa5e63a73.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](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 prices for these dates Next weekend [Jan 23 - Jan 25](https://www.expedia.ca/Hotel-Search?regionId=3000440935&startDate=2026-01-23&endDate=2026-01-25&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Jan 30 - Feb 1](https://www.expedia.ca/Hotel-Search?regionId=3000440935&startDate=2026-01-30&endDate=2026-02-01&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In one month [Feb 13 - Feb 15](https://www.expedia.ca/Hotel-Search?regionId=3000440935&startDate=2026-02-13&endDate=2026-02-15&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two months [Mar 13 - Mar 15](https://www.expedia.ca/Hotel-Search?regionId=3000440935&startDate=2026-03-13&endDate=2026-03-15&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Westernport chalets ![Terrace/patio](https://images.trvl-media.com/lodging/116000000/115060000/115059200/115059189/149ddcca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/116000000/115060000/115059200/115059189/9e2e051a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/116000000/115060000/115059200/115059189/5b6cf464.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/116000000/115060000/115059200/115059189/80270f3f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Chalet in Oakland [](https://www.expedia.ca/Oakland-Hotels-Wooded-Retreat-W-Hot-Tub.h115059189.Hotel-Information) 10/10 Exceptional (1 review) "Wonderful place for the perfect getaway! Just like the photos definitely worth every penny. Just have in mind that you are in the woods so the bugs are inevitable but the inside of the place was very clean.Me and my family took advantage of all the amenities from the grill, hot tub, fire place. Don't think twice and book this place!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Bonny S. CA $708 CA $1,315 total includes taxes & fees Jan 19 - Jan 20 [](https://www.expedia.ca/Oakland-Hotels-Wooded-Retreat-W-Hot-Tub.h115059189.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=2026-01-27&endDate=2026-01-28®ionId=3000440935&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true) ![](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%2FWesternport-Chalets.d3000440935-aaChalets.Travel-Guide-Accommodation)[ Sign up, it's free ](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FWesternport-Chalets.d3000440935-aaChalets.Travel-Guide-Accommodation) ## Top Westernport Hotel Reviews ![Comfort Inn & Suites LaVale - Cumberland](https://images.trvl-media.com/lodging/1000000/910000/907700/907682/ef10c4ce_y.jpg) ### Comfort Inn & Suites LaVale - Cumberland 10/10 Excellent "I love this particular hotel property. It’s one of my favorites. If I am going anywhere in Western MD, I’m staying here. " [](https://expedia.ca/Cumberland-Hotels-Comfort-Inn-Suites-LaVale-Cumberland.h907682.Hotel-Information) ![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) ### Bon Vivant-Pet Friendly, Lake Front, Minutes to HoniHoni, Uno, Brenda's, Wisp 10/10 Excellent "My family and I, including our dog Harley, had a great stay. Terry was an amazing host. We had a weather related issue and she was super responsive and extremely helpful. This was our second stay at this property. It fits our needs and was perfect for a few days of skiing and playing in the snow. The house is very pet friendly, has all the room we need and is in a perfect location for everything Deep Creek has to offer. Our first stay was during the summer and the dock was our reason for renting. We will definitely rent again. " [](https://expedia.ca/Oakland-Hotels-Bon-Vivant-Pet-Friendly.h104788464.Hotel-Information) ![Hampton Inn Frostburg](https://images.trvl-media.com/lodging/1000000/120000/119300/119265/6e7789e1_y.jpg) ### Hampton Inn Frostburg 10/10 Excellent "The staff was awesome! Very friendly and helpful. They helped with any request we had. The rooms were clean and breakfast was delicious." [](https://expedia.ca/Cumberland-Hotels-Hampton-Inn-Frostburg.h119265.Hotel-Information) ![Best Western Braddock Inn](https://images.trvl-media.com/lodging/1000000/30000/20300/20208/2dcd613c_y.jpg) ### Best Western Braddock Inn 10/10 Excellent "Good location. Nice restaurant/bar next door. " [](https://expedia.ca/Cumberland-Hotels-Best-Western-Braddock-Inn.h20208.Hotel-Information) ![Hampton Inn Cumberland](https://images.trvl-media.com/lodging/23000000/22790000/22789200/22789141/1a1740a2_y.jpg) ### Hampton Inn Cumberland 10/10 Excellent "Everything was excellent. Very kind staff. We loved the breakfast. " [](https://expedia.ca/Cumberland-Hotels-Hampton-Inn-Cumberland.h22789141.Hotel-Information) ![The Lodges at Sunset Village](https://images.trvl-media.com/lodging/7000000/6660000/6655000/6654948/ef76c434_y.jpg) ### The Lodges at Sunset Village 10/10 Excellent "Very clean " [](https://expedia.ca/Cumberland-Hotels-The-Lodges-At-Sunset-Village.h6654948.Hotel-Information) ![LAKEFRONT Cabin: Romantic Hot Tub, Kayaks, Dock & Gardens -OWLS NEST Deep Creek](https://images.trvl-media.com/lodging/34000000/33950000/33948700/33948604/3774cac9_y.jpg) ### LAKEFRONT Cabin: Romantic Hot Tub, Kayaks, Dock & Gardens -OWLS NEST Deep Creek 10/10 Excellent "We loved our stay at the Owl’s Nest. Our teens particularly enjoyed the hot tub, which was clean and ready for us when we arrived. Enjoyed a gorgeous sunset while kayaking on the lake — everything we needed was right there and easy to access. Thanks to Pearl & Dave for leaving the gift of s’mores supplies! Took no time to get the fire pit going. It was a wonderful and very relaxed family time for us this winter. Can imagine it’d be even better in the summer. Highly recommend." [](https://expedia.ca/Cumberland-Hotels-Owls-Nest.h33948604.Hotel-Information) ![Sleep Inn & Suites Cumberland - LaVale](https://images.trvl-media.com/lodging/16000000/15690000/15687200/15687145/e6684238_y.jpg) ### Sleep Inn & Suites Cumberland - LaVale 10/10 Excellent "Great room great breakfast convenient" [](https://expedia.ca/Cumberland-Hotels-Sleep-Inn-Suites-Cumberland-LaVale.h15687145.Hotel-Information) ![Ramada by Wyndham Cumberland Downtown](https://images.trvl-media.com/lodging/1000000/10000/7000/6988/46156f56_y.jpg) ### Ramada by Wyndham Cumberland Downtown 10/10 Excellent "Great hotel Friendly Staff nice Breakfast" [](https://expedia.ca/Cumberland-Hotels-Ramada-By-Wyndham-Cumberland-Downtown.h6988.Hotel-Information) ## Find out more about Westernport ## Westernport Chalets information | Number of reviews | 1 | | ----------------- | ---------- | | Accommodation | 24 Chalets | | Lowest Price | CA $1,315 | | Highest Price | CA $1,315 | ## Explore a world of travel with Expedia - 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