Oakland Vacations from $284

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to $1,045 when you book a flight and hotel together*
  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
  • Rest easy

    Plan, book, and manage your trip all in one place

The Latest Oakland vacation packages

Price found within the past 48 hours. Click for updated prices.
DoubleTree by Hilton Pittsburgh - Cranberry
The Westin Pittsburgh, a Marriott Hotel
Placemakr Downtown Pittsburgh at The Pennsylvanian
Stay Pittsburgh
Omni William Penn Hotel
Don't see what you're looking for?
See all available trips from Columbus to Oakland
View all trips

Oakland Hotel Deals

Holiday Inn Youngstown South by IHG

Holiday Inn Youngstown South by IHG

3 out of 5
7410 South Ave Boardman OH
Fully refundable
$82 nightly
The price is $95 total per night from Jan 19 to Jan 20
$95 total
Jan 19 - Jan 20
Total with taxes and fees
8.4/10 Very Good! (666 reviews)
Everything is great. Samantha and the team working very hard. Place clean.

Reviewed on Jan 12, 2026

Holiday Inn Youngstown South by IHG
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
$82 nightly
The price is $92 total per night from Jan 19 to Jan 20
$92 total
Jan 19 - Jan 20
Total with taxes and fees
8.8/10 Excellent! (1,003 reviews)
Clean, quiet, and convenient for a quick overnight trip. Staff were polite and helpful, though we didn’t need to interact much because of the quick online check-in/out process. Highly recommend!

Reviewed on Jan 11, 2026

Microtel Inn & Suites By Wyndham Beaver Falls
Ramada by Wyndham Beaver Falls

Ramada by Wyndham Beaver Falls

3 out of 5
7195 Eastwood Drive Beaver Falls PA
Fully refundableReserve now, pay when you stay
$62 nightly
The price is $68 total per night from Jan 20 to Jan 21
$68 total
Jan 20 - Jan 21
Total with taxes and fees
6.6/10 (946 reviews)
Front desk was friendly, and quick with my check in. This is an older building, but my room was very clean room had refrigerator, microwave, coffee maker.

Reviewed on Dec 25, 2025

Ramada 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

More vacations you might like

Frequently asked questions

How much does an Oakland vacation package cost?
Offering great value package deals from $284 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.