Oakland Vacation Packages

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Top Oakland hotel deals

The Garrett Inn

The Garrett Inn

2.5 out of 5
17848 Garrett Highway, Oakland, MD
The price is $99 per night
$99
per night
Apr 28 - Apr 29
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.
Dog-friendly cabin with private hot tub, Ping-Pong & lake views

Dog-friendly cabin with private hot tub, Ping-Pong & lake views

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A spa tub is featured at this cabin, along with barbecue grills.
Bright condo with Deep Creek Lake views, wood fireplace & access to pool/hot tub

Bright condo with Deep Creek Lake views, wood fireplace & access to pool/hot tub

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This condo features barbecue grills.
Modern house on the lake with private dock, hot tub, air hockey & central AC

Modern house on the lake with private dock, hot tub, air hockey & central AC

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A spa tub is featured at this vacation home, along with barbecue grills.
Riverside Suites

Riverside Suites

2 out of 5
1501 Maryland Hwy, Oakland, MD
Free Cancellation
Reserve now, pay when you stay
The price is $134 per night
$134
per night
Apr 27 - Apr 28
This motel doesn't skimp on freebies - guests receive free WiFi and free self parking. A restaurant is also provided.
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,

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This vacation home features barbecue grills.
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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.

Popular places to visit in Oakland

Image for Swallow Falls State Park

Swallow Falls State Park

5/5(29 reviews)

Explore the great outdoors at Swallow Falls State Park, a lovely green space in Oakland. Amble around this family-friendly area's riverfront, or seek out the ski slopes.

Swallow Falls State Park
Image for Herrington Manor State Park

Herrington Manor State Park

Explore the great outdoors at Herrington Manor State Park, a lovely green space in Oakland. While you're in the area, stroll along the lakeside.

Herrington Manor State Park
Image for Garrett Regional Medical Center

Garrett Regional Medical Center

Though Garrett Regional Medical Center might be what brings you to town, perhaps you'll have a chance to explore more of Oakland while you are here.

Garrett Regional Medical Center

Frequently asked questions

How much are vacation packages to Oakland?
Your vacation daydreams can come true in Oakland for only . Our package deals include flights and hotels, so they’re bound to make booking a cinch. The only thing you’ll need to worry about is having a good time.
How long should my Oakland vacation be?
The majority of travelers book their hotel for 2 nights in Oakland. But that doesn’t mean you have to follow their lead. How long you choose to stay all depends on what you feel like doing on your vacation. If you’re eager to see every square inch of this superb location, book another night or so (or even an extra week!).
Where can I get the best vacation package deals for Oakland?
No matter your style, Travelocity can help you snap up an unbeatable Oakland package deal. The only thing you have to do is mix and match from our 400 airlines and 1,000,000 properties around the world.
Why should I purchase my Oakland vacation package via Travelocity?
Travel should be about making fantastic new memories and leaving all your troubles behind — which is why we provide you with a professional team of customer service experts available 24/7 should you need them. On top of that, our Price Match Guarantee ensures you’ll always get the best deal available on our terrific range of vacation destinations. So what are you waiting for? There’s no time like the present to secure that vacation you’ve always wanted.
Will I save money on my Oakland car rental if I bundle it with my hotel or flight?
Bundling your flight, car and hotel into an Oakland vacation package is a great way to score an incredible deal. Plus, having your own set of wheels gives you absolute freedom to find your way to all those amazing sights you’re itching to see. Sitting 110 mi away from Oakland, Monticello is one place that should be on your itinerary. Fill up the tank and make a day trip of it.
What is the best time of year to go to Oakland?
You can avoid the tourist masses and save some cash in July, August and December, the quietest period for tourist visits. The high season months of January, April and May are hectic (and pricier), but there’ll be more going on around Oakland. Reserve a hotel in and watch your budget go further. Room rates are usually higher in .
Which airport is best for Oakland?
There are two options for landing at Oakland, the first one being Morgantown Municipal Airport (MGW). It’s around 30 mi from the city center, while North Central West Virginia Airport (CKB) is 45 mi away from central Oakland.
What is there to do in Oakland?
There is a particular magic in the air as you stroll through the streets of Oakland. Swallow Falls State Park and Herrington Manor State Park are just two famous attractions that make this city such a sought-after destination, so add them to your must-see list.
Where should I stay when visiting Oakland?
Many visitors check in to the Inn At Deep Creek. It’s sure to be a great base for your Oakland escape.