Compare and book 4 Star hotels in Oakland, Maryland
Change your mindBook hotels with free cancellation
Be pickySearch almost a million properties worldwide
Check availability on Oakland 4 Star Hotels
Tonight
30 Aug - 31 AugTomorrow
31 Aug - 1 SepNext weekend
4 Sep - 6 SepIn two weeks
11 Sep - 13 SepOur top choices for Oakland 4-star hotels
2. Bear Hollow Lodge by Taylor Made Deep Creek
Bear Hollow Lodge by Taylor Made Deep CreekOakland
6. Bee Tree II by Taylor Made Deep Creek
Bee Tree II by Taylor Made Deep CreekOakland
7. Butterfly Retreat by Taylor Made Deep Creek
Butterfly Retreat by Taylor Made Deep CreekMountainside
8. Some Kind of Wonderful by Taylor Made Deep Creek
Some Kind of Wonderful by Taylor Made Deep CreekSilver Ridge
Save an average of 15% on thousands of hotels when you're signed in
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
585 Glendale Road Oakland MD
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.
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 Jenn Charbonneau
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.