Book Hotels in Oakland, MD

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Top Oakland hotels

Stunning 7 Bedroom 6.5 Bath Lakefront Home with Dock Slip

Stunning 7 Bedroom 6.5 Bath Lakefront Home with Dock Slip

Oakland
A water park and a hot tub are featured at this smoke-free vacation home. Families will appreciate the playground and barbecue grills. A garden and laundry facilities ...
"Beautiful house and property, grandkids loved fishing off the dock, the fire pit and hot tub were big hits . Would go back again, house was very accommodating to our large group. Thank you"

Reviewed on Sep 1, 2025

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Opens in a new windowStunning 7 Bedroom 6.5 Bath Lakefront Home with Dock Slip
The Garrett Inn

The Garrett Inn

2.5 out of 5
17848 Garrett Highway, Oakland, MD
Fully refundableReserve now, pay when you stay
$108 nightly
The price is $123 total per night from Oct 20 to Oct 21
$123 total
Oct 20 - Oct 21
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.
"Close proximity to Deep Creek Lake. Great accommodation at a reasonable cost."

Reviewed on Oct 1, 2025

Opens in a new windowThe Garrett Inn
Amazing Central Location! Lakefront! Hot tub/dock!

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.
"Nice size house for our large, adult friend group. Plenty of room for everyone to have their own space. Short easy walk to the dock for boat access. Plenty of fridge space. Loved having two stoves and two microwaves. Unfortunately, poor organization of cabinets. Had a 4day/3night stay for 16 people, ..."

Reviewed on Sep 10, 2025

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Opens in a new windowAmazing Central Location! Lakefront! Hot tub/dock!
New: Lakefront Luxury Home with Private Indoor Heated Pool!

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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Opens in a new windowNew: Lakefront Luxury Home with Private Indoor Heated Pool!
Timberlodge: Lakefront, Indoor Pool, Private Dock, Hot Tub, Fire Pit!

Timberlodge: Lakefront, Indoor Pool, Private Dock, Hot Tub, Fire Pit!

Oakland
This vacation home features an indoor pool and a hot tub. Laundry facilities and barbecue grills are also provided.
"We loved the inside of Timberlodge, exactly what we were looking for. Very clean and accommodating. However the outside was very disappointing. Dirty, dusty, spider webs all over the decks and front porch. The gazebo was in very bad condition. You sent someone to clean it, but it was beyond their ..."

Reviewed on Aug 18, 2025

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Opens in a new windowTimberlodge: Lakefront, Indoor Pool, Private Dock, Hot Tub, Fire Pit!
Baja Motel

Baja Motel

2 out of 5
1501 Maryland Hwy, Oakland, MD
Fully refundableReserve now, pay when you stay
$124 nightly
The price is $142 total per night from Oct 20 to Oct 21
$142 total
Oct 20 - Oct 21
Total with taxes and fees
Free WiFi in public areas is available at this motel. Take advantage of the free self parking.
"10 out of 10. Clean, large room. Very nice staff"

Reviewed on Sep 28, 2025

Opens in a new windowBaja Motel
5BR lakefront retreat with hot tub, sauna, & dock

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

Oakland
A hot tub is featured at this vacation home, along with laundry facilities and barbecue grills.
"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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Opens in a new window5BR lakefront retreat with hot tub, sauna, & dock
In the Heart of Deep Creek, Wood Fire, steps Lake, Coffee, Pizza, minutes Whisp,

In the Heart of Deep Creek, Wood Fire, steps Lake, Coffee, Pizza, minutes Whisp,

Oakland
This vacation home featured laundry facilities and barbecue grills.
"Had a good time....."

Reviewed on Sep 24, 2025

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Opens in a new windowIn the Heart of Deep Creek, Wood Fire, steps Lake, Coffee, Pizza, minutes Whisp,
A quiet little town

A quiet little town

Oakland
This vacation home features laundry facilities.
Listing was a scam
"Property host never sent check in information nor did they answer any questions. The phone number listed was for someone who wasn’t even associated with the property so you couldn’t even talk anyone. Needless to say we weren’t able to actually stay there due to no communication from the host. Vrbo ..."

Reviewed on Jul 9, 2024

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Opens in a new windowA quiet little town
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See all available properties in Oakland
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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.

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 $123. 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 901 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.

Recent Oakland hotel reviews by fellow wanderers

Charming Dog Friendly Cottage w/ Dock & Fire Pit

Charming Dog Friendly Cottage w/ Dock & Fire Pit

5 out of 5
Posted 10 days ago
Travelocity Verified Review
"Excellent stay, we had a blast with the dogs. Just as advertised. The road was a little daunting to cross, but the picnic table down by the dock made it easy to stay down by the water for the day. Hot tub was great and everything in kitchen worked well (but BYO sugar & K Cups!)"
A verified traveler stayed at Charming Dog Friendly Cottage w/ Dock & Fire Pit
Charming Dog Friendly Cottage w/ Dock & Fire Pit

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