Title: The Best Westernport, MD Chalets from $608 | Expedia.com

[Westernport Travel Guide](https://expedia.com/Westernport.dx3000440935)[Hotels in Westernport](https://expedia.com/Westernport-Hotels.d3000440935.Travel-Guide-Hotels)[Vacation Rentals in Westernport](https://expedia.com/Westernport-Vacation-Rentals.d3000440935.Travel-Guide-VacationRentals)[Car Rentals in Westernport](https://expedia.com/Car-Rentals-In-Westernport.d3000440935.Car-Rental-Guide)[Westernport Vacation Packages](https://expedia.com/Westernport.d3000440935.Destination-Travel-Guides)

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## Check prices for these dates

In two weeks

[Mar 27 - Mar 29](https://www.expedia.com/Hotel-Search?regionId=3000440935&startDate=2026-03-27&endDate=2026-03-29&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[May 8 - May 10](https://www.expedia.com/Hotel-Search?regionId=3000440935&startDate=2026-05-08&endDate=2026-05-10&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[Jun 5 - Jun 7](https://www.expedia.com/Hotel-Search?regionId=3000440935&startDate=2026-06-05&endDate=2026-06-07&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Jul 3 - Jul 5](https://www.expedia.com/Hotel-Search?regionId=3000440935&startDate=2026-07-03&endDate=2026-07-05&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/116000000/115060000/115059200/115059189/0bf4912f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/116000000/115060000/115059200/115059189/f867aaa1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/116000000/115060000/115059200/115059189/dbf25a6a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace](https://images.trvl-media.com/lodging/116000000/115060000/115059200/115059189/81a9de4e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Wooded Retreat w Hot Tub, Loft, Game Room & Sauna

[](https://www.expedia.com/Oakland-Hotels-Wooded-Retreat-W-Hot-Tub.h115059189.Hotel-Information)

Oakland

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.

$608 nightly

$669 total

Mar 11 - Mar 12

Total with taxes and fees

[](https://www.expedia.com/Oakland-Hotels-Wooded-Retreat-W-Hot-Tub.h115059189.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/121000000/120880000/120875900/120875821/d6784fa0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/121000000/120880000/120875900/120875821/80e44933.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/121000000/120880000/120875900/120875821/0f9bd9f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/121000000/120880000/120875900/120875821/542780ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Lakeview Chalet in Deep Creek Lake + Hot Tub

[](https://www.expedia.com/Oakland-Hotels-Lakeview-Chalet-In-Deep-Creek-Lake-Hot-Tub.h120875821.Hotel-Information)

Oakland

$573 nightly

$608 total

Mar 25 - Mar 26

Total with taxes and fees

[](https://www.expedia.com/Oakland-Hotels-Lakeview-Chalet-In-Deep-Creek-Lake-Hot-Tub.h120875821.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=2026-03-24&endDate=2026-03-25&regionId=3000440935&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

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## Find vacation rentals that suit your style

Cabins

[](https://www.expedia.com/Hotel-Search?destination=Westernport%2C+Maryland%2C+United+States+of+America&regionId=3000440935&latLong=39.485371%2C-79.044754&adults=2&startDate=2026-06-08&d1=2026-06-08&endDate=2026-06-11&d2=2026-06-11&lodging=CABIN)

Cottages

[](https://www.expedia.com/Hotel-Search?destination=Westernport%2C+Maryland%2C+United+States+of+America&regionId=3000440935&latLong=39.485371%2C-79.044754&adults=2&startDate=2026-06-08&d1=2026-06-08&endDate=2026-06-11&d2=2026-06-11&lodging=COTTAGE)

Aparthotels

[](https://www.expedia.com/Hotel-Search?destination=Westernport%2C+Maryland%2C+United+States+of+America&regionId=3000440935&latLong=39.485371%2C-79.044754&adults=2&startDate=2026-06-08&d1=2026-06-08&endDate=2026-06-11&d2=2026-06-11&lodging=APART_HOTEL)

Private vacation homes

[](https://www.expedia.com/Hotel-Search?destination=Westernport%2C+Maryland%2C+United+States+of+America&regionId=3000440935&latLong=39.485371%2C-79.044754&adults=2&startDate=2026-06-08&d1=2026-06-08&endDate=2026-06-11&d2=2026-06-11&lodging=VACATION_HOME)

Condos

[](https://www.expedia.com/Hotel-Search?destination=Westernport%2C+Maryland%2C+United+States+of+America&regionId=3000440935&latLong=39.485371%2C-79.044754&adults=2&startDate=2026-06-08&d1=2026-06-08&endDate=2026-06-11&d2=2026-06-11&lodging=CONDO)

Apartments

[](https://www.expedia.com/Hotel-Search?destination=Westernport%2C+Maryland%2C+United+States+of+America&regionId=3000440935&latLong=39.485371%2C-79.044754&adults=2&startDate=2026-06-08&d1=2026-06-08&endDate=2026-06-11&d2=2026-06-11&lodging=APARTMENT)

Villas

[](https://www.expedia.com/Hotel-Search?destination=Westernport%2C+Maryland%2C+United+States+of+America&regionId=3000440935&latLong=39.485371%2C-79.044754&adults=2&startDate=2026-06-08&d1=2026-06-08&endDate=2026-06-11&d2=2026-06-11&lodging=VILLA)

Chalets

[](https://www.expedia.com/Hotel-Search?destination=Westernport%2C+Maryland%2C+United+States+of+America&regionId=3000440935&latLong=39.485371%2C-79.044754&adults=2&startDate=2026-06-08&d1=2026-06-08&endDate=2026-06-11&d2=2026-06-11&lodging=CHALET)

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## Top Westernport Hotel Reviews

![Lakefront Romantic Cabin Getaway:Hot Tub,Kayaks,Dock,Garden-OWLS NEST,DEEP CREEK](https://images.trvl-media.com/lodging/34000000/33950000/33948700/33948604/12585191_y.jpg)

### Lakefront Romantic Cabin Getaway:Hot Tub,Kayaks,Dock,Garden-OWLS NEST,DEEP CREEK

10/10 Excellent

"A very cute and cozy cabin. Hot tub was great !"

[](https://expedia.com/Cumberland-Hotels-Owls-Nest.h33948604.Hotel-Information)

![The Garrett Inn](https://images.trvl-media.com/lodging/15000000/14920000/14910400/14910340/d2b2d172_y.jpg)

### The Garrett Inn

8/10 Good

"The property was in good condition and the staff was friendly. It was a a good location and reasonably priced. The only complaint is the room, especially the bathroom, smelled like cigarettes. "

[](https://expedia.com/Cumberland-Hotels-The-Garrett-Inn.h14910340.Hotel-Information)

![Sleep Inn & Suites Cumberland - LaVale](https://images.trvl-media.com/lodging/16000000/15690000/15687200/15687145/fd5b4689_y.jpg)

### Sleep Inn & Suites Cumberland - LaVale

10/10 Excellent

"Clean, convenient location, comfortable beds. The only suggestion for improvement is better coffee!"

[](https://expedia.com/Cumberland-Hotels-Sleep-Inn-Suites-Cumberland-LaVale.h15687145.Hotel-Information)

![LakeFront Lodge](https://images.trvl-media.com/lodging/121000000/120440000/120435200/120435187/cf5ded6c_y.jpg)

### LakeFront Lodge

10/10 Excellent

"Very clean, view of ski area was great!"

[](https://expedia.com/McHenry-Hotels-LakeFront-Lodge.h120435187.Hotel-Information)

![Best Western Braddock Inn](https://images.trvl-media.com/lodging/1000000/30000/20300/20208/2dcd613c_y.jpg)

### Best Western Braddock Inn

8/10 Good

"Room clean"

[](https://expedia.com/Cumberland-Hotels-Best-Western-Braddock-Inn.h20208.Hotel-Information)

![The Lodges at Sunset Village](https://images.trvl-media.com/lodging/7000000/6660000/6655000/6654948/71f46570_y.jpg)

### The Lodges at Sunset Village

10/10 Excellent

"Cozy and clean on a very snowy week. Lots of closed rooms, renovations? COLD bathroom!"

[](https://expedia.com/Cumberland-Hotels-The-Lodges-At-Sunset-Village.h6654948.Hotel-Information)

![Comfort Inn & Suites LaVale - Cumberland](https://images.trvl-media.com/lodging/1000000/910000/907700/907682/d8bc5e8a_y.jpg)

### Comfort Inn & Suites LaVale - Cumberland

10/10 Excellent

"Staff was great, rooms were clean and well kept. "

[](https://expedia.com/Cumberland-Hotels-Comfort-Inn-Suites-LaVale-Cumberland.h907682.Hotel-Information)

![Ramada by Wyndham Cumberland Downtown](https://images.trvl-media.com/lodging/1000000/10000/7000/6988/8789b329_y.jpg)

### Ramada by Wyndham Cumberland Downtown

8/10 Good

"Yes"

[](https://expedia.com/Cumberland-Hotels-Ramada-By-Wyndham-Cumberland-Downtown.h6988.Hotel-Information)

![Keyser Inn](https://images.trvl-media.com/lodging/11000000/10430000/10429300/10429234/ae5c10a5_y.jpg)

### Keyser Inn

8/10 Good

"Clean place with very nice staff that meets the standard of a very affordable roadside motel. "

[](https://expedia.com/Keyser-Hotels-Keyser-Inn.h10429234.Hotel-Information)

## Find out more about Westernport

## Westernport Chalets information

| Number of reviews | 1          |
| ----------------- | ---------- |
| Accommodation     | 24 Chalets |
| Lowest Price      | $608       |
| Highest Price     | $669       |

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