Photo by Jenn Charbonneau

Find Ski Hotels in Oakland, MD

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Oakland Ski Hotels

Top Oakland Ski Hotels

Front of property
The Garrett Inn

The Garrett Inn

2.5 star property
Oakland
9.6 out of 10, Exceptional, (408)
"We have stayed here numerous times over the past 10 years. The Garrett Inn has always been a pleasure, clean rooms, affordable rates and a friendly and welcoming staff."
United States
Karl
The price is SAR 331
SAR 377 total
includes taxes & fees
10 Dec - 11 Dec
The Garrett Inn
Terrace/patio
Jamesons Cabin! 8 Minutes to Wisp! Hot Tub! Fire Pit! Arcade! Pets! EV Charger!

Jamesons Cabin! 8 Minutes to Wisp! Hot Tub! Fire Pit! Arcade! Pets! EV Charger!

Oakland
10.0 out of 10, Exceptional, (34)
"Great property, loved our stay here! We will definitely stay here again! "
United States
Shawnnelle H.
The price is SAR 692
SAR 2,409 total
includes taxes & fees
18 Dec - 19 Dec
Jamesons Cabin! 8 Minutes to Wisp! Hot Tub! Fire Pit! Arcade! Pets! EV Charger!
Smart TV, video games
In the heart of Deep Creek Lake! - "Shamrock Inn"

In the heart of Deep Creek Lake! - "Shamrock Inn"

Mountainside
9.6 out of 10, Exceptional, (5)
"Place was absolutely gorgeous host was very accommodating. Can't say enough good things about it"
United States
Michael M.
The price is SAR 706
SAR 1,743 total
includes taxes & fees
10 Dec - 11 Dec
In the heart of Deep Creek Lake! - "Shamrock Inn"
Bar (on property)
Cove Creek Lodge: 208 King Room ADA Accessible

Cove Creek Lodge: 208 King Room ADA Accessible

2.0 star property
Oakland
10.0 out of 10, Exceptional, (4)
"I enjoyed the still of the area."
United States
Shundrey
The price is SAR 874
SAR 1,116 total
includes taxes & fees
10 Dec - 11 Dec
Cove Creek Lodge: 208 King Room ADA Accessible
Terrace/patio
Cove Creek Lodge: 215 Standard Double Queen Room

Cove Creek Lodge: 215 Standard Double Queen Room

2.0 star property
Oakland
10.0 out of 10, Exceptional, (2)
"It was very clean and the workers were so kind and was the perfect little get away for my family! "
United States
Chris
The price is SAR 891
SAR 1,146 total
includes taxes & fees
20 Dec - 21 Dec
Cove Creek Lodge: 215 Standard Double Queen Room
1 bedroom, free WiFi, bed sheets
Cove Creek Lodge: 210 Standard Double Queen Fireplace Room

Cove Creek Lodge: 210 Standard Double Queen Fireplace Room

2.0 star property
Oakland
10.0 out of 10, Exceptional, (9)
"What a wonderful place"
United States
Edna S.
The price is SAR 908
SAR 1,159 total
includes taxes & fees
14 Dec - 15 Dec
Cove Creek Lodge: 210 Standard Double Queen Fireplace Room
Exterior
Lake Views! HOT TUB! 8 min to WISP ski. Central Location. Walk to Coffee & Eats.

Lake Views! HOT TUB! 8 min to WISP ski. Central Location. Walk to Coffee & Eats.

Oakland
10.0 out of 10, Exceptional, (4)
"The place was so clean and fully stocked. We had a wonderful stay. Five stars!! "
United States
Lori S.
Lake Views! HOT TUB! 8 min to WISP ski. Central Location. Walk to Coffee & Eats.
Beach
Will O' The Wisp: 203A Efficiency/One Bath

Will O' The Wisp: 203A Efficiency/One Bath

Oakland
9.4 out of 10, Exceptional, (31)
"Perfect for our needs!"
United States
Darlena R.
The price is SAR 909
SAR 1,172 total
includes taxes & fees
17 Dec - 18 Dec
Will O' The Wisp: 203A Efficiency/One Bath
Terrace/patio
Cove Creek Lodge: 209 Standard Double Queen Room

Cove Creek Lodge: 209 Standard Double Queen Room

2.0 star property
Oakland
The price is SAR 891
SAR 1,146 total
includes taxes & fees
20 Dec - 21 Dec
Cove Creek Lodge: 209 Standard Double Queen Room
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

Top Oakland Hotel Reviews

Explore a world of travel with Expedia