Oakland Vacations from $370

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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 $677, price is now $370 per person
$370
per person
Feb 17 - Feb 21
found 1 day ago
Roundtrip non-stop flight included
Burbank (BUR) to New York (JFK)
7.4/10 Good! (5,413 reviews)
This was our first visit and this hotel was an excellent choice!

Reviewed on Dec 5, 2025

INNSiDE by Meliá New York Nomad

INNSiDE by Meliá New York Nomad

4.5 out of 5
Manhattan
Save 100% on your flight
Price was $1,210, price is now $607 per person
$607
per person
Feb 17 - Feb 21
found 1 day ago
Roundtrip non-stop flight included
Burbank (BUR) to New York (NYC)
9.2/10 Wonderful! (2,008 reviews)
Room is great and the staff is excellent 💯

Reviewed on Dec 5, 2025

Hotel Riu Plaza Manhattan Times Square

Hotel Riu Plaza Manhattan Times Square

4 out of 5
Manhattan
Save 100% on your flight
Price was $993, price is now $556 per person
$556
per person
Feb 17 - Feb 21
found 1 day ago
Roundtrip non-stop flight included
Burbank (BUR) to New York (NYC)
9.2/10 Wonderful! (3,348 reviews)
Expedia lists this hotel when searching for breakfast included but in reality its an additional $24 per head. The hotel also charges an extra $35 resort fee per night

Reviewed on Dec 6, 2025

Pendry Natirar

Pendry Natirar

5 out of 5
Price was $2,195, price is now $1,244 per person
$1,244
per person
Feb 12 - Feb 15
found 1 day ago
Roundtrip flight included
Miami (MIA) to New York (NYC)
9.8/10 Exceptional! (7 reviews)
The staff is lovely and the property gorgeous. The room could have been more complete (no slippers to be found and no in-room mini bar amenities, which was surprising). The grounds are pristine and peaceful.

Reviewed on Jun 13, 2025

1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

5 out of 5
Price was $1,969, price is now $1,132 per person
$1,132
per person
Feb 12 - Feb 15
found 1 day ago
Roundtrip flight included
Miami (MIA) to New York (NYC)
8.8/10 Excellent! (1,000 reviews)
The view is soooo good!

Reviewed on Dec 2, 2025

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Oakland Hotel Deals

La Quinta Inn & Suites by Wyndham Secaucus Meadowlands

La Quinta Inn & Suites by Wyndham Secaucus Meadowlands

3 out of 5
350 Lighting Way Secaucus NJ
Fully refundableReserve now, pay when you stay
$139 nightly
The price is $163 total per night from Jan 5 to Jan 6
$163 total
Jan 5 - Jan 6, 2026
Total with taxes and fees
6.8/10 (2,353 reviews)
The staff was awesome! Breakfast should be from 6:30 am all the individual left to See the parade by 6 and not even coffee was made. The room was clean I just think the couch in our room was out dated and dirty! The furniture in the lobby was so dirty people who were waiting were all talking about ...

Reviewed on Dec 2, 2025

La Quinta Inn & Suites by Wyndham Secaucus Meadowlands
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 $121 total per night from Dec 7 to Dec 8
$121 total
Dec 7 - Dec 8
Total with taxes and fees
7.6/10 Good! (2,779 reviews)
Location is accessible

Reviewed on Dec 4, 2025

Robert Treat Hotel
Harmony Suites

Harmony Suites

3 out of 5
455 Plaza Dr Secaucus NJ
Fully refundableReserve now, pay when you stay
$161 nightly
The price is $189 total per night from Dec 15 to Dec 16
$189 total
Dec 15 - Dec 16
Total with taxes and fees
8.6/10 Excellent! (3,262 reviews)
Rooms are very clean ……. No issues what so ever…great location and bus 320 to NYC port authority runs in time Also staff is very helpful I’ll back ….!!!

Reviewed on Nov 30, 2025

Harmony Suites
See all 1,739 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 $370 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.