Photo by KM Moore

Oakland 4 Stars Hotels

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

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

    Be picky

    Search almost a million properties worldwide

Check availability on Oakland 4 Star Hotels

Top Oakland 4 Stars Hotels

Bear Hollow Lodge
Enjoy a peaceful retreat with a view of the surrounding forest from this cabin's large windows.

Bear Hollow Lodge

4.0 star property
Bear Hollow Lodge
Strawberry Fields
Property amenity

Strawberry Fields

4.0 star property
10.0 out of 10, Exceptional, (1)
Strawberry Fields
Bears Lair
Property amenity

Bears Lair

4.0 star property
10.0 out of 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!"
Bears Lair
Home Sweet Cabin
Property amenity

Home Sweet Cabin

4.0 star property
Home Sweet Cabin
Mountain Freedom
Property amenity

Mountain Freedom

4.0 star property
Mountain Freedom
Butterfly Retreat
Property amenity

Butterfly Retreat

4.0 star property
Butterfly Retreat
Lakestar Chalet
Property amenity

Lakestar Chalet

4.0 star property
8.0 out of 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. "
Lakestar Chalet
A Beautiful View
Front of property

A Beautiful View

4.0 star property
8.0 out of 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."
A Beautiful View
Loft of Luxury
Enjoy cooking in this well-equipped kitchen with a range hood, microwave, and double oven.

Loft of Luxury

4.0 star property
8.0 out of 10, Very good, (2)
"Pasamos un buen tiempo en familia lo recomiendo es un buen lugar para visitar "
Loft of Luxury
Windsor House
Property amenity

Windsor House

4.0 star property
Windsor House
Deja Blue
Enjoy al fresco dining and unwind in the hot tub on this deck with a barbecue grill.

Deja Blue

4.0 star property
10.0 out of 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"
Deja Blue
Mountain House
Property amenity

Mountain House

4.0 star property
Mountain House
Paradise at Penn Cove
Relax in this charming attic bedroom with a wooden bed, balcony, and stone chimney.

Paradise at Penn Cove

4.0 star property
Paradise at Penn Cove
A Winter View
Front of property

A Winter View

4.0 star property
6.0 out of 10, (2)
"Great place for a weekend getaway!"
A Winter View
Lazy Bear Cove
Property amenity

Lazy Bear Cove

4.0 star property
Lazy Bear Cove
St. Bart's Retreat
Property amenity

St. Bart's Retreat

4.0 star property
St. Bart's Retreat
The Mountain Airy
Property amenity

The Mountain Airy

4.0 star property
The Mountain Airy
Waves N' Moguls
Relax in the rooftop hot tub with a panoramic view of the surrounding hills.

Waves N' Moguls

4.0 star property
Waves N' Moguls
Some Kind of Wonderful
Property amenity

Some Kind of Wonderful

4.0 star property
Some Kind of Wonderful
Bee Tree II
Front of property

Bee Tree II

4.0 star property
Bee Tree II
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Explore similar 5-star hotels

Many 5-star hotels have the same amenities as 4-star hotels. See all 5-star hotels in Oakland.
Preston on the Lake 5 Bedroom House

Preston on the Lake 5 Bedroom House

585 Glendale Road, Oakland, MD
Get rates
Still don't see what you're looking for?
See all properties in Oakland.
You can also use these popular filters to refine your search.
PoolSpaHot tubBreakfast includedWaterpark
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 Oakland

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

See all hotels in Oakland
Photo by KM Moore
Open Photo by KM Moore

Top Oakland Hotel Reviews

Frequently asked questions

How much does it cost to stay in a 4-star hotel in Oakland?
To book a 4-star hotel in Oakland that fits your budget, use Expedia's handy filters. Check out the availability during your holiday dates and use our pricing filter to set your limit. You can also sort your results by the most affordable escape first.

  • Search for the lowest price

What's the difference between 5-star and 4-star hotels in Oakland?
Offering a welcoming guest experience and upscale surroundings, 4-star hotels are a fantastic option for your Oakland break. These types of stays generally feature lots of handy amenities that make it a breeze to unpack and relax — think large beds, bathrobes, gyms and pools. Or get a taste of the high life at a 5-star hotel designed to indulge you in exclusive perks and amenities. Round-the-clock concierge service, premium toiletries and fine dining are typically included at these plush properties.
Does Oakland have any 4-star all-inclusive resorts?
Enjoy a relaxing holiday experience where everything is included in the one upfront price by using our "All inclusive" filter. Budgeting is a breeze when your room, food, activities and entertainment are already taken care of. After more options? Browse the great deals on our standard 4-star stays in and around Oakland too.