Oakland Trips (flight + hotel)

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    Save up to P 3,118 when you book a flight and hotel together*
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Top hotels in Oakland

Park Inn by Radisson Sharon
Park Inn by Radisson Sharon
3.5 out of 5
3377 New Castle Road, West Middlesex, PA
Fully refundable
The price is P3,071 per night from 23 Feb to 24 Feb
P3,071
P3,409 total
includes taxes & fees
Feb 23 - Feb 24
6.6/10 (976 reviews)
"Currently under renovation, no pool, no restaurant or breakfast, no lounge"

Reviewed on Feb 9, 2025

Park Inn by Radisson Sharon
Best Western Plus Boardman Inn & Suites
Best Western Plus Boardman Inn & Suites
2.5 out of 5
7400 Tiffany S, Poland, OH
Fully refundableReserve now, pay when you stay
The price is P5,326 per night from 19 Feb to 20 Feb
P5,326
P6,151 total
includes taxes & fees
Feb 19 - Feb 20
9/10 Wonderful! (1,002 reviews)
"Very nice"

Reviewed on Feb 11, 2025

Best Western Plus Boardman Inn & Suites
DoubleTree by Hilton Youngstown Downtown
DoubleTree by Hilton Youngstown Downtown
4 out of 5
44 E Federal St, Youngstown, OH
Fully refundableReserve now, pay when you stay
The price is P5,359 per night from 23 Feb to 24 Feb
P5,359
P6,029 total
includes taxes & fees
Feb 23 - Feb 24
8.8/10 Excellent! (850 reviews)
Outstanding!
"We were there for the pro bowl riders show in February 2025. The entire staff from registration to restaurant to maid service to valet service was outstanding. The hotel was clean and a very nice experience. The hotel is centrally, located downtown within walking distance of various points of interest. ..."

Reviewed on Feb 14, 2025

DoubleTree by Hilton Youngstown Downtown
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 vacation package cost?
Offering great value package deals 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 score a cheap Oakland vacation 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 vacation 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 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.
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 vacation 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.