Oakland Vacations from $288

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Your Oakland Vacation

Our vacation packages to Oakland give you countless opportunities to delve into new sights, sounds and sensations. And with all the travel planning worked out, you can breathe easy and enjoy your city getaway without a worry in the world. Every trip to Oakland needs a well-designed itinerary. Fill yours with leading attractions like Campgaw Mountain Ski Area, High Mountain Park and Lake Erskine. Stop daydreaming and start adventuring. Explore the range of options on Expedia today and put your Oakland vacation plans into action!

The Latest Oakland vacation packages

Price found within the past 48 hours. Click for updated prices.
Hyatt Grand Central New York

Hyatt Grand Central New York

4 out of 5
Manhattan
Price was $593, price is now $288 per person
$288
per person
Apr 15 - Apr 18
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
8.2/10 Very Good! (6,333 reviews)
Great location! Close to everything

Reviewed on Feb 13, 2026

Hotel Stanford

Hotel Stanford

3 out of 5
Manhattan
Save 100% on your flight
Price was $632, price is now $367 per person
$367
per person
Apr 15 - Apr 18
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
8.6/10 Excellent! (2,036 reviews)
the staff and the breakfast was really good, the people were kind and the breakfast delicious

Reviewed on Feb 11, 2026

Sound View Greenport

Sound View Greenport

4 out of 5
Save 100% on your flight
Price was $892, price is now $529 per person
$529
per person
Apr 5 - Apr 10
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
8.6/10 Excellent! (590 reviews)
Very simple room . Restaurant didn’t work because 1/1 and the

Reviewed on Jan 10, 2026

Hotel Beacon

Hotel Beacon

4 out of 5
Manhattan
Save 100% on your flight
Price was $1,628, price is now $976 per person
$976
per person
May 1 - May 6
found 6 hours ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
9.4/10 Exceptional! (1,350 reviews)
Comfortable, friendly clean

Reviewed on Feb 9, 2026

The George

The George

4 out of 5
Save 100% on your flight
Price was $833, price is now $502 per person
$502
per person
Apr 17 - Apr 20
found 17 hours ago
Roundtrip flight included
Atlanta (ATL) to Newark Liberty Intl. Airport (EWR)
9.4/10 Exceptional! (444 reviews)
The place is beautiful. Clean and comfortable. A little chilly where breakfast was served but it was unusually very cold outside. Love the library to relax Def highly recommend

Reviewed on Feb 2, 2026

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Oakland Hotel Deals

Robert Treat Hotel

Robert Treat Hotel

3 out of 5
50 Park Pl Newark NJ
Fully refundableReserve now, pay when you stay
$105 nightly
The price is $124 total per night from Feb 15 to Feb 16
$124 total
Feb 15 - Feb 16
Total with taxes and fees
7.6/10 Good! (3,126 reviews)
Clean quiet

Reviewed on Feb 10, 2026

Robert Treat Hotel
Harmony Suites

Harmony Suites

3 out of 5
455 Plaza Dr Secaucus NJ
$132 nightly
The price is $155 total per night from Mar 1 to Mar 2
$155 total
Mar 1 - Mar 2
Total with taxes and fees
8.6/10 Excellent! (3,267 reviews)
Great Stay!!!

Reviewed on Feb 12, 2026

Harmony Suites
La Quinta Inn & Suites by Wyndham Clifton/Rutherford

La Quinta Inn & Suites by Wyndham Clifton/Rutherford

3 out of 5
265 Route 3 East Clifton NJ
Fully refundableReserve now, pay when you stay
$106 nightly
The price is $122 total per night from Feb 18 to Feb 19
$122 total
Feb 18 - Feb 19
Total with taxes and fees
8.2/10 Very Good! (3,063 reviews)
Clean and peaceful.

Reviewed on Feb 9, 2026

La Quinta Inn & Suites by Wyndham Clifton/Rutherford
See all 1,903 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.

Find the Best Oakland Vacation Packages

Oakland Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Liberty Intl. Airport (EWR)
Population
13,200
Max Temp Winter
35ºF
Max Temp Summer
80ºF
Top Sights
Campgaw Mountain Ski Area, Crystal Lake Beach Club and High Mountain Park

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Frequently asked questions

How much does an Oakland vacation package cost?
You'll find cheap prices from $288 on Expedia for your Oakland escape. However, factors like the season, choice of hotel and length of stay will influence how much your vacation to Oakland costs.
What are the cheapest months to go to Oakland?
You can typically find lower prices and better availability in December, January and February. Take a look at our cheap Oakland vacation packages and you could get some great off-season discounts.
How many days is enough for Oakland?
With a well-planned itinerary, you can easily tick off the main Oakland sights in a handful of days. But if you want to venture off the beaten track or take day trips, think about booking your Oakland vacation for longer.
How to find the best Oakland package deals?
Begin your search for an Oakland package deal by entering your preferred trip dates and destination under our "Packages" tab. Then add some filters, like "Guest rating" and "Property type," to tailor the results to your exact style. You can also sort by "Package discount" and browse offers that come with huge savings. If you don't find the ideal Oakland package deal right away, simply switch up your dates and search again. Remember that deals are only available for a limited time, so book early and get your Oakland adventure off to a flying start.
Is it cheaper to book an Oakland vacation as a package?
You can enjoy significant savings on your next Oakland getaway by booking a personalized vacation package. Check the "Package" heading, then select your destination and travel dates to see the best hotel and flight prices. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a rental car and you may score a better deal.
When to book a vacation package to Oakland?
Score incredible discounts by booking your flights in advance with Expedia. If spontaneity is more your thing, snap up one of our last-minute deals for a spur-of-the-moment Oakland adventure.
Does Expedia offer Book Now, Pay Later Oakland vacation packages?
Set off on your dream getaway to Oakland with help from our Book Now, Pay Later vacations. There's no need to save like crazy or wait until your next paycheck — we've teamed up with online lender Affirm to offer you financial flexibility. Our vacation packages with payment plans let you split the cost across 3, 6 or 12 months. With no hidden charges or late payment fees, it's easy to stick to your budget and snap up cheap deals while they last.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.