Oakland Vacations from $647

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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.
The George

The George

4 out of 5
Save 100% on your flight
Price was $1,115, price is now $647 per person
$647
per person
Mar 26 - Mar 31
found 1 day 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

Sound View Greenport

Sound View Greenport

4 out of 5
Save 100% on your flight
Price was $1,297, price is now $722 per person
$722
per person
Apr 2 - Apr 9
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

Harpoon House

Harpoon House

3 out of 5
Save 100% on your flight
Price was $1,356, price is now $802 per person
$802
per person
Apr 2 - Apr 9
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
8.4/10 Very Good! (147 reviews)
Room was clean. Bathroom was refinished.

Reviewed on Feb 15, 2026

1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

5 out of 5
Save 100% on your flight
Price was $3,401, price is now $2,079 per person
$2,079
per person
Apr 9 - Apr 14
found 11 hours ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
8.8/10 Excellent! (1,000 reviews)
The entire stay was exceptional! From the point of entry to departure 10/10

Reviewed on Jan 29, 2026

The Maidstone

The Maidstone

4 out of 5
Save 100% on your flight
Price was $1,759, price is now $1,091 per person
$1,091
per person
Apr 2 - Apr 9
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
8/10 Very Good! (150 reviews)
We had a wonderful stay

Reviewed on Sep 9, 2025

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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 21 to Feb 22
$124 total
Feb 21 - Feb 22
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
$131 nightly
The price is $154 total per night from Mar 9 to Mar 10
$154 total
Mar 9 - Mar 10
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
$91 nightly
The price is $105 total per night from Feb 19 to Feb 20
$105 total
Feb 19 - Feb 20
Total with taxes and fees
8.2/10 Very Good! (3,071 reviews)
n

Reviewed on Feb 13, 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 $647 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.