Photo by Jenn Charbonneau

Find hotels in Oakland, MD from ￥9,991

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 prices for these dates

Tonight
Dec 30 - Dec 31
Tomorrow
Dec 31 - Jan 1
This weekend
Jan 2 - Jan 4
Next weekend
Jan 9 - Jan 11

Filter by

Guest rating
Guest rating
Star rating

Great weekend hotel deals in Oakland, MD

Showing deals for:Jan 9 - Jan 11

Image gallery for Spacious family-friendly chalet w/fenced dog run & large deck near the lake/Wisp

Terrace/patio

Spacious family-friendly chalet w/fenced dog run & large deck near the lake/Wisp

Oakland
9.6/10Exceptional (33 reviews)
10% off
Price is ￥48,990
￥165,267 total
includes taxes & fees
Spacious family-friendly chalet w/fenced dog run & large deck near the lake/Wisp
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Where to stay in Oakland

Find the best Oakland areas and neighborhoods for the activities you enjoy most.

Mountainside

Mountainside might not have many top sights, but Deep Creek Lake and Deep Creek Lake State Park are two attractions nearby that you can check out.

Blakeslee

While there might not be top attractions in Blakeslee, you can explore the larger area and discover places like Deep Creek Lake and Deep Creek Lake State Park.

Paradise Point

If you're looking for some top things to see and do in Paradise Point and surrounding area, you can visit Deep Creek Lake and Deep Creek Lake State Park.

Silver Ridge

While Silver Ridge isn't home to many top sights, Deep Creek Lake and Deep Creek Lake State Park are some notable places to visit nearby.

The View

While there might not be top attractions in The View, you can explore the larger area and discover places like Deep Creek Lake and Deep Creek Lake State Park.

Stay near popular Oakland attractions

Scenic shot of the Muddy Creek Falls at the Swallow Falls State Park

Swallow Falls State Park

4.8/5 (61 reviews)
Maryland's highest free-falling waterfall cascades 53 feet at Swallow Falls State Park. Wander through ancient hemlock forests and listen to the soothing rush of water along well-maintained trails.
See properties
Little wood camping house.
Photo by Zhijiang Chen
Open Photo by Zhijiang Chen

Herrington Manor State Park

Nestled in Garrett County, Herrington Manor State Park features a pristine 53-acre lake for swimming, boating, and fishing. Reserve one of the 20 furnished log cabins for a woodland retreat with access to scenic trails.
See properties

Learn more about Oakland

Nestled beside Deep Creek Lake, this mountain town offers year-round adventures from skiing to kayaking. Explore the historic downtown where local shops and farm-to-table restaurants welcome you in hiking boots after a day outdoors.

See all hotels in Oakland
Waterfall at Swallow Falls
Photo by Jenn Charbonneau
Open Photo by Jenn Charbonneau

Top Oakland Hotel Reviews

The Tiny House @ Deep Creek Lake - centrally located to everything Deep Creek

The Tiny House @ Deep Creek Lake - centrally located to everything Deep Creek

10/10 Excellent
"The host, Jeff was exceptionally proactive in communicating. The house is exactly as pictured and described. Even better than expected in person.The house had beautiful Christmas decorations and a very nice welcome basket. We traveled with two small dogs and there was room in the loft for their little beds. Carrying the puppies up and down the stairs was necessary due to steepness but that was expected. Just something to consider if that’s not your thing. Overall positive experience! "
Elisabeth H. 3-night trip
Posted 4 days ago
The Tiny House @ Deep Creek Lake - centrally located to everything Deep Creek

More cheap stays in Oakland

The Garrett Inn

The Garrett Inn

17848 Garrett Highway Oakland MD
The price is ￥16,845 per night from Jan 11 to Jan 12
￥16,845
￥19,203 total
Jan 11 - Jan 12, 2026
includes taxes & fees
9.6/10 Exceptional! (411 reviews)

Frequently asked questions

What's the best place to stay in Oakland?
Expedia customers give high marks to The Garrett Inn. Another favorite option for your stay based on reviews is Baja Motel. See all available top hotels, or vacation rentals in Oakland.
What's the top vacation rental in Oakland?
In the Heart of Deep Creek, Wood Fire, steps Lake, Coffee, Pizza, minutes Whisp,: Visitors give good reviews to this Oakland vacation home rental, which offers a patio, a barbecue grill, and air-conditioning to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Some other top choices in Oakland are Amazing Central Location! Lakefront! Hot tub/dock! and Level lakefront, family-friendly, hot tub, low fees, private dock. See all vacation rentals in Oakland.
If I need to cancel my hotel reservation in Oakland, will I receive a refund?
Yes! The majority of hotel reservations are fully refundable if cancelled prior to the accommodation's cancellation deadline, which often is within 24-48 hours of the scheduled arrival. If you have a non-refundable reservation, you might be able to still cancel and get a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Oakland.
Where can I learn more about changing or cancelling my trip to Oakland?
To access more information about rescheduling or cancelling your trip to Oakland, head over to our customer service page.
What's the best pet-friendly hotel in Oakland?
Pine Loom Lodge ~ Hot Tub, Dog Frndly, 3 KING BR, Near Lake,Slopes,Golf, Game Rm is a top dog-friendly lodge, and offers laundry facilities along with in-room kitchens for its human guests. ~Epic Pond View - Hike, Cross County Ski, Explore! is another option if you're bringing your pet along. See more pet-friendly hotel accommodations in Oakland.
What's the best place to stay with easy access to Deep Creek Lake?
Inn At Deep Creek is one of the top choices for your stay based on our traveler data, and this hotel offers free parking and private balconies. It's located just a short 0.8 mi (1.3 km) from Deep Creek Lake. Another good choice is Bella Vista, located just 0.3 mi (0.5 km) away.
What about the best place to stay close to Swallow Falls State Park?
One of the top choices for your stay is Inn At Deep Creek, located 5 mi (8 km) from Swallow Falls State Park, and this hotel offers free parking and private balconies.
What are some accommodations with pools in Oakland?
Cove Creek Lodge: 201 Poolside Double Queen Fireplace Room is a top hotel with a communal pool, free WiFi, and an in-room kitchenette. A couple of other options that offer an onsite pool include Cove Creek Lodge: 210 Standard Double Queen Fireplace Room and Cove Creek Lodge: 208 King Room ADA Accessible. View all hotels with pools in Oakland.
What's the best hotel for staying near Morgantown Municipal Airport (MGW)?
Hilton Garden Inn Morgantown is a popular 3-star hotel featuring a restaurant and an indoor pool. It's located a short 1.5 mi (2.4 km) from Morgantown Municipal Airport. Other choices within close proximity to the airport include Super 8 by Wyndham Morgantown and Holiday Inn Express Morgantown.
What is staying in Oakland like?
Visitors to Oakland are sure to enjoy the lakeside setting. Tourists can also enjoy the city's ski areas and ecotours. A top sight in the city is Deep Creek Lake. In Oakland, there are 809 hotels and other accommodations to choose from. Find out more about Oakland.
What is there to see in Oakland?
Natural beauty is on display at Deep Creek Lake, Youghiogheny River, and Broadford Park. A couple of additional sights to add to your agenda are Herrington Manor State Park and Swallow Falls State Park. Check out what more to see and do in Expedia's Oakland guide.
What's the seasonal weather like in Oakland?
The hottest months are usually July and August with an average temp of 66°F, while the coldest months are January and February with an average of 32°F. The snowiest months in Oakland are January, December, February, and May, with each month seeing an average of 31 inches of snowfall.