Oakland Vacations from $395

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The Latest Oakland vacation packages

Price found within the past 48 hours. Click for updated prices.
Omni William Penn Hotel
Hotel Indigo Pittsburgh East Liberty by IHG
Wyndham Grand Pittsburgh Downtown
Pittsburgh Marriott City Center
The Westin Pittsburgh, a Marriott Hotel
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Oakland Hotel Deals

Park Inn by Radisson Sharon

Park Inn by Radisson Sharon

3.5 out of 5
3377 New Castle Road, West Middlesex, PA
Fully refundable
$59 nightly
The price is $65 total per night from Jul 27 to Jul 28
$65 total
Jul 27 - Jul 28
Total includes taxes and fees
6.4/10 (1,003 reviews)
"Just got here"

Reviewed on Jul 3, 2025

Park Inn by Radisson Sharon
Baymont by Wyndham Boardman

Baymont by Wyndham Boardman

2.5 out of 5
7393 South Ave, Boardman, OH
Fully refundableReserve now, pay when you stay
$80 nightly
The price is $92 total per night from Aug 3 to Aug 4
$92 total
Aug 3 - Aug 4
Total includes taxes and fees
5.6/10 (808 reviews)
Baymont
"Front desk was very nice and room was awesome"

Reviewed on Jul 11, 2025

Baymont by Wyndham Boardman
Microtel Inn & Suites By Wyndham Beaver Falls

Microtel Inn & Suites By Wyndham Beaver Falls

2.5 out of 5
2801 Darlington Rd, Beaver Falls, PA
Fully refundableReserve now, pay when you stay
$93 nightly
The price is $103 total per night from Jul 27 to Jul 28
$103 total
Jul 27 - Jul 28
Total includes taxes and fees
9/10 Wonderful! (905 reviews)
"Good service all around."

Reviewed on Jul 12, 2025

Microtel Inn & Suites By Wyndham Beaver Falls
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.

Find the Best Oakland Vacation Packages

Oakland Essential Information

Language
English
Currency
U.S dollars
Population
1,550
Top Sights
McConnells Mill State Park, Living Treasures Wild Animal Park and Harlansburg Station

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Frequently asked questions

How much does an Oakland vacation package cost?
Offering great value package deals from $395 on Expedia, you'll be pleasantly surprised at how much a vacation to Oakland costs! Our packages simplify travel planning and maximize your savings.
What are the cheapest months to go to Oakland?
If you're looking to snag a cheap Oakland vacation package, consider traveling in November, December and January. You're likely to find lower prices on hotels and airfares during these quieter months — perfect for budget-conscious travelers.
How many days is enough for Oakland?
The ideal duration for your Oakland vacation depends on what you'd like to see and do. Usually, a few days to a week will give you time to tick off all the main sights and explore some hidden treasures along the way.
How to find the best Oakland package deals?
Use Expedia's handy filters to find some of the best Oakland package deals. When you begin your search, simply set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your escape for midweek, or browse for Oakland package deals in the low season. Play around with your travel dates and you may score even bigger discounts. As a rule of thumb, it's typically best to lock in your vacation package well in advance.
Is it cheaper to book an Oakland vacation as a package?
An Expedia vacation package could land you significant savings when compared to booking stays and flights separately. Better still, you can customize your Oakland trip to fit your exact style. Choose your preferred flight time, select the hotel type and add a car rental. Browse our great deals to see how much you can save.
When to book a vacation package to Oakland?
Land incredible discounts by booking your flights early with Expedia. If spontaneity is more your style, take advantage of our last-minute deals for an impromptu Oakland break.
Does Expedia offer Book Now, Pay Later Oakland vacation packages?
If you're anything like us, you love discovering new places but are not a fan of the big price tag that can come with it. That's why we've created Book Now, Pay Later vacations. With the help of online lender Affirm, you can break down the total cost of your Oakland trip across 3, 6 or 12 months. There are also no hidden costs or late payment fees, so you can secure cheap vacation packages with payment plans as soon as you see them.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.