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.
Quality Inn Weston

Quality Inn Weston

2.5 out of 5
Price was $1,093, price is now $1,070 per person
$1,070
per person
Oct 17 - Oct 19
found 19 hours ago
Roundtrip flight included
Bangor (BGR) to Morgantown (MGW)
An outdoor pool is featured at this hotel, along with free self parking. Guests will appreciate free perks like continental breakfast and WiFi in public areas. A safe deposit box is provided and the front desk is staffed around-the-clock.
Sonesta Essential Fairmont

Sonesta Essential Fairmont

2.5 out of 5
Price was $1,172, price is now $1,119 per person
$1,119
per person
Oct 17 - Oct 19
found 19 hours ago
Roundtrip flight included
Bangor (BGR) to Morgantown (MGW)
This hotel doesn't skimp on freebies - guests receive free continental breakfast, free WiFi, and free self parking. Traveling for business? Take advantage of the business center, laundry service, and conference space. There's a gym on site, and a 24-hour front desk and a picnic area are also provided.
Wingate by Wyndham Elkins

Wingate by Wyndham Elkins

3 out of 5
Price was $1,174, price is now $1,146 per person
$1,146
per person
Oct 17 - Oct 19
found 19 hours ago
Roundtrip flight included
Bangor (BGR) to Morgantown (MGW)
This hotel doesn't skimp on freebies - guests receive free full breakfast, free WiFi, and free self parking. Traveling on business? Take advantage of the 24-hour business center, conference center, and conference space. Enjoy the 24-hour gym and conveniences like a 24-hour front desk and laundry facilities.
Super 8 by Wyndham Fairmont

Super 8 by Wyndham Fairmont

2 out of 5
Price was $1,088, price is now $1,075 per person
$1,075
per person
Oct 17 - Oct 19
found 19 hours ago
Roundtrip flight included
Bangor (BGR) to Morgantown (MGW)
This motel features free WiFi in public areas, laundry facilities, and free self parking. Enjoy the free on-the-go breakfast each morning. A fireplace in the lobby and a picnic area are also provided.
Holiday Inn Express Hotel & Suites ELKINS by IHG

Holiday Inn Express Hotel & Suites ELKINS by IHG

2.5 out of 5
Price was $1,180, price is now $1,166 per person
$1,166
per person
Oct 17 - Oct 19
found 19 hours ago
Roundtrip flight included
Bangor (BGR) to Morgantown (MGW)
This hotel doesn't skimp on freebies - guests receive free buffet breakfast, free WiFi, and free self parking. Traveling on business? Take advantage of the 24-hour business center and free internet in public areas. There's a 24-hour gym on site, and a 24-hour front desk and dry cleaning are also provided.

Top Oakland hotels deals

Baja Motel

Baja Motel

2 out of 5
1501 Maryland Hwy Oakland MD
Free Cancellation
Reserve now, pay when you stay
$112 nightly
The price is $127 total per night
$127 total
Sep 28 - Sep 29
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 Garrett Inn

The Garrett Inn

2.5 out of 5
17848 Garrett Highway Oakland MD
Free Cancellation
Reserve now, pay when you stay
$137 nightly
The price is $158 total per night
$158 total
Oct 14 - Oct 15
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
Get rates
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
Get rates
This vacation home featured laundry facilities and barbecue grills.
Kitchen
Washer
Dog Friendly Cabin in the Woods, Hot Tub & Firepit

Dog Friendly Cabin in the Woods, Hot Tub & Firepit

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.

Stay near popular Oakland attractions

A waterfall cascading over a rocky cliff surrounded by lush greenery.

Swallow Falls State Park

9.8/10 (138 reviews)
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.
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Frequently asked questions

How much are vacation packages to Oakland?
With vacation packages being sold for just $1,070, 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

A river flowing through a forest with a waterfall.
A waterfall cascading down a rocky cliff surrounded by dense green foliage.
A frozen waterfall with icicles hanging from the edges.
A waterfall cascading down a rocky cliff surrounded by dense forest.
A waterfall cascading over rocks in a forested area.