Oakland Vacation Packages 2025/2026 from $617

Oakland flight + hotel vacation packages

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

Baja Motel

per person

Sep 5 - Sep 11

found 1 day ago

Roundtrip non-stop flight included

Newark Liberty Intl. Airport (EWR) to Morgantown (MGW)

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

The Haven

Save 100% on your flight

per person

Sep 5 - Sep 11

found 1 day ago

Roundtrip non-stop flight included

Newark Liberty Intl. Airport (EWR) to Morgantown (MGW)

This vacation home features an indoor pool, a hot tub, and a restaurant. Guests will appreciate free perks like free self parking and WiFi in public areas. Barbecue grills are provided for your convenience.

It's a Wonderful Life

Save 100% on your flight

per person

Sep 5 - Sep 11

found 1 day ago

Roundtrip non-stop flight included

Newark Liberty Intl. Airport (EWR) to Morgantown (MGW)

A restaurant and a hot tub are featured at this cabin. Families will appreciate the arcade/game room and barbecue grills. Guests will appreciate free perks like free self parking and WiFi in public areas.

Stone Crest

Save 100% on your flight

per person

Sep 5 - Sep 11

found 1 day ago

Roundtrip non-stop flight included

Newark Liberty Intl. Airport (EWR) to Morgantown (MGW)

A restaurant and a hot tub are featured at this vacation home. Guests will appreciate free perks like free self parking and WiFi in public areas.

Ever After

Save 100% on your flight

per person

Sep 5 - Sep 11

found 1 day ago

Roundtrip non-stop flight included

Newark Liberty Intl. Airport (EWR) to Morgantown (MGW)

This vacation home doesn't skimp on freebies - guests receive free WiFi and free self parking. A restaurant is also provided.

Top Oakland hotels deals

The Garrett Inn

17848 Garrett Highway, Oakland, MD

$117 nightly

$133 total

Jul 27 - Jul 28

Total includes 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

Baja Motel

1501 Maryland Hwy, Oakland, MD

Free Cancellation

Reserve now, pay when you stay

$124 nightly

$142 total

Jul 28 - Jul 29

Total includes taxes and fees

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

Parking included

Free WiFi

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

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

Hot Tub

Kitchen

New: Lakefront Luxury Home with Private Indoor Heated Pool!

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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 barbecue grills are also provided.

Pool

Hot Tub

Charming Dog Friendly Cottage w/ Dock & Fire Pit

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

Hot Tub

Kitchen

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

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

Pool

Hot Tub

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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

Gorgeous fall day! Lots of people, but there was room to walk

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.

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.

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.

Frequently asked questions

How much are vacation packages to Oakland?

With vacation packages being sold for just $617, 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.