Oakland Holidays

  • Plan, book, travel with confidence

  • Better together

    Save up to €900 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

Top Flight + Hotel Deals in Oakland

Price found within the past 48 hours. Click for updated prices.
Americas Best Value Inn Pittsburgh Airport

Americas Best Value Inn Pittsburgh Airport

2 out of 5
Price was €906, price is now €804 per person
€804
per person
11 Sept - 15 Sept
found 9 hours ago
Return direct flight included
Dublin (DUB) to Pittsburgh (PIT)
6.6/10 (1,005 reviews)

Homewood Suites by Hilton Pittsburgh Southpointe

Homewood Suites by Hilton Pittsburgh Southpointe

3 out of 5
Price was €1,035, price is now €937 per person
€937
per person
11 Sept - 15 Sept
found 13 hours ago
Return direct flight included
Dublin (DUB) to Pittsburgh (PIT)
8.8/10 Excellent! (1,007 reviews)
Nice property for quick overnight stay. Queen beds are doubles

Reviewed on 24 Jul 2026

WoodSpring Suites Washington Meadowlands PA

WoodSpring Suites Washington Meadowlands PA

2.5 out of 5
Price was €824, price is now €815 per person
€815
per person
11 Sept - 15 Sept
found 9 hours ago
Return direct flight included
Dublin (DUB) to Pittsburgh (PIT)
8.6/10 Excellent! (104 reviews)

Hampton Inn Meadville

Hampton Inn Meadville

2.5 out of 5
Price was €1,069, price is now €1,060 per person
€1,060
per person
11 Sept - 15 Sept
found 8 hours ago
Return direct flight included
Dublin (DUB) to Pittsburgh (PIT)
9.4/10 Exceptional! (783 reviews)

Top hotels in Oakland

Wingate by Wyndham Grove City

Wingate by Wyndham Grove City

3 out of 5
118 Garrett Dr Grove City PA
Fully refundableReserve now, pay when you stay
The price is €91 per night from 30 Aug to 31 Aug
€91
30 Aug - 31 Aug
includes taxes & fees
8.8/10 Excellent! (1,001 reviews)
"Ok"

Reviewed on 1 Aug 2026

Wingate by Wyndham Grove City
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
The price is €80 per night from 1 Sept to 2 Sept
€80
1 Sept - 2 Sept
includes taxes & fees
Microtel Inn & Suites By Wyndham Beaver Falls
Comfort Suites Youngstown North

Comfort Suites Youngstown North

2.5 out of 5
201 Perni Ln Youngstown OH
Fully refundable
The price is €109 per night from 26 Aug to 27 Aug
€109
26 Aug - 27 Aug
includes taxes & fees
8.6/10 Excellent! (1,006 reviews)
"The elevator did not work. The staff was dismissive about the problem. A key lamp in the room could not be plugged in because the outlet was broken. There were no napkins in the dining area because the hotel had run out!!!"

Reviewed on 1 Aug 2026

Comfort Suites Youngstown North
See all 256 properties in Oakland
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.

Frequently asked questions

How much does an Oakland holiday package cost?
Offering great value package deals from €804 on Expedia, you'll be pleasantly surprised at how much a holiday to Oakland costs! Our packages simplify travel planning and maximise your savings.
What are the cheapest months to go to Oakland?
If you're looking to score a cheap Oakland holiday package, consider planning a trip in January, February and March. You'll generally find lower prices on airfares and hotels during these quieter months — ideal for a budget-friendly break.
How many days is enough for Oakland?
The ideal duration for your Oakland holiday depends on what you'd like to see. Generally, a handful of days to a week will give you time to tick off all the top attractions and discover 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 holiday package well in advance.
Is it cheaper to book an Oakland holiday as a package?
An Expedia holiday package could land you significant savings when compared to booking stays and flights separately. Better still, you can customise 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 holiday 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.
How to plan a trip to Oakland?

  1. Pick your travel dates: The things you want to do in Oakland and your preferred season can help you decide when to go.
  2. Plan your budget wisely: Besides the cost of your stay, you should consider other expenses. These include flights, food and transportation. Also, put aside some extra funds for unexpected expenses that could arise during your trip to Oakland.
  3. Decide your trip length: Consider how long you'd like to spend exploring Oakland. Plan your itinerary so you can get to all the attractions and activities you're interested in at a leisurely pace.
  4. Combine your flights and hotel: Epic destination, check. Length of stay, check. Now all that's left is to choose an Oakland holiday package that brings all your bookings together.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.