Book Hotels in Oakland, MD

Top Oakland hotels

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

Oakland

A hot tub is featured at this cottage, along with a garden and barbecue grills.

"Loved the Tiny House! We celebrated our Anniversary at Dutch’s and our Golden Retriever loved the dog beach at the State Park. The owners really thought of everything to make you feel right at home."

Reviewed on Aug 10, 2025

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Bon Vivant-Pet Friendly, Lake Front, Minutes to HoniHoni, Uno, Brenda's, Wisp

Oakland

A hot tub is featured at this vacation home, along with laundry facilities and barbecue grills.

Beautiful family getaway

"My family spent the weekend here. We absolutely loved this place. Very cozy and private. We spent more time around the fire pit than we did at the actual lake. The view of the lake from the fire pit was so calming and peaceful. The dock was very cool. The host was welcoming and accommodating and ..."

Reviewed on Aug 10, 2025

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Quaint and So Cozy Deep Creek Lake Log Cabin in Sought After Yellowstone Village

Oakland

A hot tub is featured at this cabin, along with laundry facilities and barbecue grills.

Relaxing Weekend

"We had a great weekend here! It was everything we needed! The weather was cooler finally (for summer) so we took advantage of the hot tub and outdoor cooking. Enjoyed time with our family of 4 and our pup. Great location and very clean home. Our hosts were quick to respond to all communication. Great ..."

Reviewed on Aug 4, 2025

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The Garrett Inn

17848 Garrett Highway, Oakland, MD

Fully refundableReserve now, pay when you stay

$117 nightly

$133 total

Aug 24 - Aug 25

Total with taxes and fees

This motel doesn't skimp on freebies - guests receive free WiFi and free self parking. A garden, a picnic area, and express check-in are also on offer.

"A Local Inn, the owners take great care to assure a clean, safe stay. Recommend the Garret Inn wholeheartedly."

Reviewed on Aug 21, 2025

Amazing Central Location! Lakefront! Hot tub/dock!

Oakland

A hot tub is featured at this vacation home, along with laundry facilities and concierge services. Barbecue grills are provided for your convenience.

"Wonderful location and a great space for a large group!"

Reviewed on Jun 18, 2025

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New: Lakefront Luxury Home with Private Indoor Heated Pool!

Oakland

This vacation home features an indoor pool and a hot tub. Families will appreciate the arcade/game room and onsite laundry facilities. Concierge services and ...

"House was great! Large enough for our big group"

Reviewed on Jul 27, 2025

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Charming Dog Friendly Cottage w/ Dock & Fire Pit

Mc Henry

A hot tub is featured at this vacation home, along with laundry facilities and barbecue grills.

"Everything was fantastic. We had an amazing time Every day after a wonderful day of hiking and boating on and around the lake, we looked forward to returning to our red cottage by the lake. The grill was fantastic. The hot tub was amazing. The house was fully stocked, with everything we needed."

Reviewed on Aug 19, 2025

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Baja Motel

1501 Maryland Hwy, Oakland, MD

Fully refundableReserve now, pay when you stay

$124 nightly

$142 total

Aug 24 - Aug 25

Total with taxes and fees

Free WiFi in public areas is available at this motel. Take advantage of the free self parking.

"I loved it the room was very clean and comfortable very nice place will recommend 100%"

Reviewed on Aug 13, 2025

5BR lakefront retreat with hot tub, sauna, & dock

Oakland

This vacation home features a hot tub and a sauna. Laundry facilities and barbecue grills are also provided.

"Just came back from a week at The Rusty Nail. great location and fenced in yard which is hard to find in Deep Creek. We rented a boat for a few days so very convenient to have our dock right out back! (All docks are floating… so unfortunately kind of impossible to sit and have a lake view) there ..."

Reviewed on Aug 3, 2025

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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.

Hotels in Oakland with star-rating

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Oakland Hotel & Travel Guide\n

Oakland currently has no Travelocity accommodations itself. That said, there are no less than 2 places to rest an easy drive away.

The Inn At Deep Creek, Maryland, which is the nearest Travelocity-listed hotel, is located 9 miles (14 kilometers) from central Oakland. For an alternative, why not have a look at the Quality Inn Deep Creek Lake, located in Maryland, which is 12 miles (20 kilometers) outside of the city center.

20 miles (32 kilometers) away from the city center of Oakland, you will find the Microtel Inn & Suites by Wyndham Hazelton/Bruceton Mills. The The Lodges at Sunset Village is 12 miles (19 kilometers) away. The Blue Moon Rising along with the Alpine Lake Resort are two other Travelocity-listed places to base yourself in Oakland.

For those longing to see more of the mountains that are found in this part of the country, you could also plan some extra days in other destinations in Western Maryland. Wise travelers should explore regional places of interest or try your luck at cross-country skiing before you check in to a local Travelocity-listed room.

The closest accommodation options in Cumberland are Frostburg and Historic Downtown Cumberland. Frostburg is 30 miles (48 kilometers) to the northeast of Oakland, while Historic Downtown Cumberland is 40 miles (61 kilometers) to the northeast. Travelocity-registered hotels in Frostburg are the Hampton Inn Frostburg and Quality Inn & Suites. The Fairfield Inn & Suites by Marriott Cumberland and Ramada Cumberland Downtown are a selection of the Travelocity-registered places to stay in Historic Downtown Cumberland.

Why not spend an afternoon cheering along with excited lovers of sports at an exciting match. You'll find Mountaineer Field 35 miles (56 kilometers) to the northwest of Oakland. Anybody that need to find a hotel near the stadium can take their choice from the The Chestnut Boutique Hotel or the Residence Inn by Marriott Morgantown.

Morgantown Municipal Airport is a primary arrival point for flights, and is found 35 miles (54 kilometers) from Oakland's downtown area. Nearby accommodation options include Holiday Inn Express Morgantown and Euro Suites Hotel.

Frequently asked questions

What are the top kid-friendly hotels in Oakland?

From cool amenities to bigger rooms, kid-friendly hotels come with features that can help transform a routine family vacation into a sensational one. These Oakland properties make traveling with little ones a breeze: Your gang will enjoy their time at Swimming Bear Lodge. A nearby beach and a fireplace are just a few of the things that help make this hotel an attractive option. Unreel is another top pick. After an exciting day of sightseeing, come back home to your cozy room and perks like a fireplace and a barbecue grill.

Where can I find cheap hotels in Oakland?

At Travelocity you'll find really nice hotels in Oakland at great prices. We source incredible prices with our trusted partners, so you have a tempting selection of cheap hotels to choose from. If you can be flexible on dates and location, consider staying at a hotel near Oakland rather than in Oakland. We may find you even better rates, too.

How do I find the best Oakland hotel deals?

Simple! On Travelocity, look through the fantastic offers we've already found in Oakland then use our filters to find a great deal that's perfect for you. Enter your travel dates, select the number of rooms you need, and we'll do the rest. You can get great discounts on flights and car hire, too, when you bundle.

How much does it cost to stay in a hotel in Oakland?

The cheapest hotel in Oakland is $133. This price was available within the past 7 days, for stays with a check-in date within the next year. Of course, the price you pay depends on your dates of travel, the length of your stay, and the hotel's location. Prices and availability are subject to change. Additional terms apply.

How many hotels are in Oakland?

There are 894 hotels in Oakland on Travelocity.

What are the best hotels in Oakland?

Oakland has so many great hotels to choose from at Travelocity — and it's so easy to find the perfect one. Just choose one of our popular pre-selected hotels with great reviews, or you can refine your search to build your ideal stay. Simply filter hotels based on price or star rating, or select properties with a pool, a hot tub, or a range of other amenities and pick the best place to stay in Oakland for you!

When is the best time to visit Oakland?

If you want the joy of a fun-filled trip in peak season, visit Oakland during January, April and May. If you'd prefer the peace of off-season, book a stay during quieter months, such as July, August and December.

When is the cheapest time to stay in Oakland?

Based on historic data is usually the cheapest month to visit Oakland. However, we have incredible deals all year round, so we're confident you'll find a room in your budget whenever you choose to travel.

Are there any great family-friendly hotels in Oakland?

There are multiple hotels in Oakland that will please the whole family. Do you need adjoining rooms, babysitting services or a swimming pool? We've got you covered. Use our family filter to narrow your search down and use guest reviews to help you pick the perfect place for your next family trip to Oakland. We have plenty of kid-friendly hotels in Oakland to choose from on Travelocity!

Why book a hotel in Oakland through Travelocity?

Because we have the top hotels in Oakland! We want to help you travel more and worry less. That's why we've put the most amazing hotel, car rental, and flight deals in one place. When you search for hotels with us, you know you're getting fantastic prices with no hidden fees and free cancellation on most properties up to 24 hours before your stay. If you become a Travelocity member, you also get exclusive member discounts. Sign up today!

How do I cancel my hotel booking in Oakland on Travelocity?

Canceling your booking with Travelocity is easy. Sign into your account and select My Trips. Here, you will see your cancellation options. We offer free cancellation on many properties.