Deals on vacations and trips to Oakland

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Oakland flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
Baja Motel

Baja Motel

2 out of 5
Price was $1,010, price is now $982 per person
$982
per person
May 11 - May 15
found 10 hours ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Morgantown (MGW)
Free WiFi in public areas is available at this motel. Take advantage of the free self parking.
Cannon Hill Inn

Cannon Hill Inn

4 out of 5
Price was $2,199, price is now $2,101 per person
$2,101
per person
May 11 - May 15
found 9 hours ago
Roundtrip flight included
Los Angeles (LAX) to Morgantown (MGW)
This inn doesn't skimp on freebies - guests receive free continental breakfast, free WiFi, and free self parking. A virtual front desk are provided for your convenience.
Modern Homestead Guest House

Modern Homestead Guest House

3.5 out of 5
Price was $2,248, price is now $2,171 per person
$2,171
per person
May 11 - May 15
found 9 hours ago
Roundtrip flight included
Los Angeles (LAX) to Morgantown (MGW)
A restaurant, free self parking, and a coffee shop are among this guesthouse's amenities. WiFi in public areas is free. A garden is also provided.
The Billy Motel

The Billy Motel

2.5 out of 5
Price was $1,042, price is now $1,008 per person
$1,008
per person
May 11 - May 15
found 9 hours ago
Roundtrip non-stop flight included
Los Angeles (LAX) to Morgantown (MGW)
A restaurant and a bar/lounge are featured at this motel. Free self parking and a coffee shop are also offered on site.
Sonesta Essential Morgantown

Sonesta Essential Morgantown

2.5 out of 5
Price was $2,231, price is now $2,161 per person
$2,161
per person
May 11 - May 15
found 9 hours ago
Roundtrip flight included
Los Angeles (LAX) to Morgantown (MGW)
This hotel doesn't skimp on freebies - guests receive free breakfast, free WiFi, and free self parking. Business travelers can take advantage of the business center. A computer station is provided and the front desk is staffed around-the-clock.

Top Oakland hotels deals

The Garrett Inn

The Garrett Inn

2.5 out of 5
17848 Garrett Highway Oakland MD
Free Cancellation
Reserve now, pay when you stay
$108 nightly
The price is $123 total per night
$123 total
Mar 8 - Mar 9
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.
Parking included
Free WiFi
Bon Vivant-Pet Friendly, Lake Front, Minutes to HoniHoni, Uno, Brenda's, Wisp

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

Oakland MD
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This vacation home features a gym and a hot tub. There's fun for all ages with a playground and an arcade/game room, and families will appreciate the onsite laundry facilities. A garden and barbecue grills are also provided.
Hot Tub
Kitchen
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 MD
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This vacation home featured laundry facilities and barbecue grills.
Kitchen
Washer
Baja Motel

Baja Motel

2 out of 5
1501 Maryland Hwy Oakland MD
Free Cancellation
Reserve now, pay when you stay
$124 nightly
The price is $142 total per night
$142 total
Apr 6 - Apr 7
Total with taxes and fees
Free WiFi in public areas is available at this motel. Take advantage of the free self parking.
Parking included
Free WiFi
The winter is coming !!!

The winter is coming !!!

Oakland MD
Get rates
A hot tub is featured at this cabin, along with laundry facilities.
Hot Tub
Kitchen
Lakefront/Dock/Amazing views HotTub

Lakefront/Dock/Amazing views HotTub

Oakland MD
Get rates
A hot tub is featured at this vacation home, along with a garden and laundry facilities. Families will appreciate the arcade/game room and barbecue grills.
Hot Tub
Kitchen
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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

Scenic shot of the Muddy Creek Falls at the Swallow Falls State Park

Swallow Falls State Park

You can take time to visit Swallow Falls State Park during your travels to Oakland. Stroll along the riverfront in this family-friendly area, or seek out the ski slopes.

Swallow Falls State Park
Little wood camping house.

Herrington Manor State Park

You can take time to visit Herrington Manor State Park during your travels to Oakland. While you're in the area, stroll along the lakeside.

Herrington Manor State Park

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?
With vacation packages being sold for just $982, there's no need to blow out the credit card to travel to Oakland. Travelocity can help. Bundle up hotels, flights and experiences into a convenient package and land fantastic discounts. The more you book, the greater the savings.
How long should my Oakland vacation be?
If you need some guidance, most travelers spend roughly 2 nights in Oakland. But to uncover the true spirit of this destination, stay a little longer. That way you can cross off more attractions and really experience the local culture.
Where can I get the best vacation package deals for Oakland?
It's hard to top Travelocity when it comes to finding your Oakland package deal. There are as many as 400 airlines and 1,000,000 properties worldwide to choose from. Book your vacation now and get ready to cross another amazing destination off your list.
Why should I book my Oakland vacation package via Travelocity?
Whether you're planning a weeks-long vacation or a last-minute escape, we have many tempting destinations to choose from at a great price. In addition, we provide 24/7 support, superb service and a Price Match Guarantee. Save yourself money and time and book your dream vacation now.
Can I save on my Oakland car rental if I book it with my hotel or flight?
You certainly can — combine your car, flight and hotel into an Oakland vacation package and you'll save loads. With so much to see and do in Oakland, having your own wheels will come in handy. Once you've buckled yourself in, turn up the stereo and find your way to Monticello, an unmissable attraction around 110 mi from Oakland.
Which airport is best for Oakland?
One option is Morgantown Municipal Airport (MGW). From here, you'll have to travel southeast for roughly 30 mi to reach inner Oakland. Another possibility is North Central West Virginia Airport (CKB), 45 mi away from central Oakland.
What is there to do in Oakland?
While hopping off the tourist trail is no doubt rewarding, you shouldn't ignore the popular attractions that make a destination famous. Swallow Falls State Park and Herrington Manor State Park are just two of them in Oakland.
Where should I stay when visiting Oakland?
If you're looking for someplace comfortable to base yourself, check out the The Garrett Inn. It's the top choice for many visitors.

Photos of local treasures

Browse Oakland vacation photos for more inspiration

Swallow Falls
Swallow Falls
Gorgeous fall day! Lots of people, but there was room to walk
Swallow falls cliffs. One of my favorite spots to visit in the winter. This trail is directly across the river from the State park side.
By far one of my favorite waterfalls.. Maryland only has a few and this one tops them all.. short hike