Oakland Vacations from $317

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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.
Sheraton New York Times Square Hotel

Sheraton New York Times Square Hotel

4 out of 5
Manhattan
Save 100% on your flight
Price was $521, price is now $317 per person
$317
per person
Apr 18 - Apr 21
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Newark Liberty Intl. Airport (EWR)
7.4/10 Good! (7,139 reviews)
Great location, short walks to Times Square, Rockefeller Center, and Central Park. It is located above a subway station, so if you choose, you can avoid Uber and Taxi expenses by taking advantage of the free Q70 Metro bus and the E line! Clean, comfortable room. My only complaint is that the outlet plugs in the lamp bases are too loose, so you have to find wall plugs for charging all your devices. This can be pretty inconvenient. Otherwise, this is my favorite hotel to stay at when I’m in NYC!

Reviewed on Mar 13, 2026

1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

5 out of 5
Price was $5,110, price is now $2,978 per person
$2,978
per person
Apr 29 - May 6
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Newark Liberty Intl. Airport (EWR)
8.8/10 Excellent! (1,000 reviews)
Excellent staff, clean room, fantastic onsite restaurants.

Reviewed on Mar 10, 2026

1 Hotel Central Park

1 Hotel Central Park

5 out of 5
Manhattan
Save 100% on your flight
Price was $3,784, price is now $2,224 per person
$2,224
per person
May 16 - May 23
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Newark Liberty Intl. Airport (EWR)
9/10 Wonderful! (1,003 reviews)
Spotless property and extremely friendly staff! Would definitely stay here again!

Reviewed on Mar 1, 2026

Park Lane New York

Park Lane New York

5 out of 5
Manhattan
Save 100% on your flight
Price was $1,020, price is now $606 per person
$606
per person
Apr 23 - Apr 26
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Newark Liberty Intl. Airport (EWR)
8.4/10 Very Good! (1,758 reviews)
Amazing location and easily walkable to a whole plethora of activities and attractions. Central Park and 5th Avenue are within strides of leaving the front door. For an exceptional experience, I recommend taking a Park View room so you wake up to Central Park. Front of House team were nothing but exemplary answering any questions and check in / out easy. Luggage storage for also of assistance. Well maintained and clean premises throughout and in own rooms / bathrooms Highly recommend a stay.

Reviewed on Mar 13, 2026

The Towers at Lotte New York Palace

The Towers at Lotte New York Palace

5 out of 5
Manhattan
Save 100% on your flight
Price was $4,543, price is now $2,802 per person
$2,802
per person
May 16 - May 23
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Newark Liberty Intl. Airport (EWR)
9.2/10 Wonderful! (655 reviews)
Close to major shopping and multiple dining options

Reviewed on Jan 21, 2026

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Oakland Hotel Deals

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
$116 nightly
The price is $133 total per night from Mar 29 to Mar 30
$133 total
Mar 29 - Mar 30
Total with taxes and fees
8.4/10 Very Good! (3,141 reviews)
Muy bien todo

Reviewed on Mar 13, 2026

La Quinta Inn & Suites by Wyndham Clifton/Rutherford
Robert Treat Hotel

Robert Treat Hotel

3 out of 5
50 Park Pl Newark NJ
Fully refundableReserve now, pay when you stay
$180 nightly
The price is $211 total per night from Mar 20 to Mar 21
$211 total
Mar 20 - Mar 21
Total with taxes and fees
7.6/10 Good! (3,199 reviews)
It was the WORST experience. The room we were assigned smelled like cigarettes, we requested to change rooms, and the only solution they gave us was to spray the room. Then they moved us to a room without air conditioning. The receptionist had the WORST intention. I DO NOT RECOMMEND STAYING AT THAT ...

Reviewed on Mar 12, 2026

Robert Treat Hotel
Homewood Suites by Hilton Teaneck Glenpointe

Homewood Suites by Hilton Teaneck Glenpointe

4 out of 5
1 Glenwood Ave Ste A Teaneck NJ
Fully refundableReserve now, pay when you stay
$147 nightly
The price is $168 total per night from Mar 29 to Mar 30
$168 total
Mar 29 - Mar 30
Total with taxes and fees
9.2/10 Wonderful! (1,733 reviews)
The room was really great! Unfortunately, we booked this hotel for the pool and it was closed for maintenance which was really disappointing. I would stay here again, as long as I called ahead to make sure the pool would be open.

Reviewed on Mar 10, 2026

Homewood Suites by Hilton Teaneck Glenpointe
See all 1,839 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 $317 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.