Oakland Vacations from $343

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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 $628, price is now $343 per person
$343
per person
Apr 26 - Apr 29
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
8.2/10 Very Good! (6,333 reviews)
The hotel is practically central to everything in New York - it is next door to Grand Central station and still very quiet. Courteous staff, amazing foyer and brilliant setting. The room is spacious which is not known for hotels in New York and also.very clean but it needs a bit of TLC in my opinion.

Reviewed on Feb 16, 2026

Sheraton New York Times Square Hotel

Sheraton New York Times Square Hotel

4 out of 5
Manhattan
Price was $866, price is now $436 per person
$436
per person
Apr 29 - May 3
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Newark Liberty Intl. Airport (EWR)
7.4/10 Good! (5,413 reviews)
Good hotel and bests location, high recommended

Reviewed on Feb 17, 2026

OYO Times Square

OYO Times Square

4 out of 5
Manhattan
Save 100% on your flight
Price was $930, price is now $503 per person
$503
per person
Apr 29 - May 3
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
7.2/10 Good! (1,617 reviews)
So close to Times Square. Everything was convenient. Room was surprisingly quiet. Clean. Smallish elevators but all good

Reviewed on Feb 16, 2026

Sound View Greenport

Sound View Greenport

4 out of 5
Save 100% on your flight
Price was $1,312, price is now $737 per person
$737
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 $1,370, price is now $803 per person
$803
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

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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! (3,148 reviews)
The entire 10th floor smelled of marijuana and noises. If you’re into that no problem, just not for me. Felt safe and staff was kind.

Reviewed on Feb 16, 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! (3,282 reviews)
Staff was very nice and helpful. Breakfast options were good but the taste was just ok. The location and hotel was overall great lots of room in the room and having two king size beds was amazing. My biggest complaint is the shower it made a very loud noise throughout the shower that could be heard ...

Reviewed on Feb 17, 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 22 to Feb 23
$122 total
Feb 22 - Feb 23
Total with taxes and fees
8.4/10 Very Good! (3,078 reviews)
Location was great, but that’s about where it stopped. Rusted doors, loud guests, main room door gaps so large you can see the entire outline of the hallway light, noise getting in… main lobby staff was not welcoming, the only staff that was amazing was the breakfast staff. Amazing people in the ...

Reviewed on Feb 17, 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 $343 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.