Oakland Vacations from $361

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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.
Somerset Hills Hotel, Tapestry Collection by Hilton

Somerset Hills Hotel, Tapestry Collection by Hilton

4 out of 5
Save 100% on your flight
Price was $621, price is now $361 per person
$361
per person
Nov 15 - Nov 18
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (NYC)
8.8/10 Excellent! (215 reviews)
We were in New Jersey for one night to visit family and we chose this Hilton hotel for the location. We’ll definitely will stay here again. It’s a beautiful Hilton! The staff was friendly & our king size room was spacious with comfortable bed. Our drive to Newark airport was approximately 30 minutes.

Reviewed on Oct 2, 2025

1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

5 out of 5
Price was $2,781, price is now $1,384 per person
$1,384
per person
Dec 17 - Dec 21
found 24 hours ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
8.8/10 Excellent! (1,006 reviews)
Every staff person I interacted with was friendly and helpful. Loved the views and location. Wished there was more room to walk in the living room when the pull out sofa was open.

Reviewed on Sep 28, 2025

The Inn At Fox Hollow Hotel

The Inn At Fox Hollow Hotel

4 out of 5
Save 100% on your flight
Price was $955, price is now $497 per person
$497
per person
Dec 14 - Dec 18
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
9.2/10 Wonderful! (1,008 reviews)
The room and grounds were very good

Reviewed on Sep 30, 2025

Hotel Riu Plaza New York Times Square

Hotel Riu Plaza New York Times Square

4 out of 5
Manhattan
Save 100% on your flight
Price was $1,470, price is now $854 per person
$854
per person
Dec 5 - Dec 7
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
9/10 Wonderful! (2,730 reviews)
Great location. Modern hotel. Very clean.

Reviewed on Oct 1, 2025

Placemakr Wall Street

Placemakr Wall Street

4 out of 5
Manhattan
Save 100% on your flight
Price was $2,423, price is now $1,437 per person
$1,437
per person
Dec 5 - Dec 12
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
9.2/10 Wonderful! (795 reviews)
Great area nice property

Reviewed on Sep 30, 2025

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Oakland Hotel Deals

The Park Hotel at Meadowlands

The Park Hotel at Meadowlands

3.5 out of 5
2 Meadowlands Plaza, East Rutherford, NJ
7.4/10 Good! (560 reviews)
"From check in Raul was polite, helpful and had stellar customer service. We loved that the hotel was clean, quiet and overall top notch."

Reviewed on Sep 30, 2025

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The Park Hotel at Meadowlands
Meadowlands Plaza Hotel

Meadowlands Plaza Hotel

2.5 out of 5
40 Wood Avenue, Secaucus, NJ
Fully refundableReserve now, pay when you stay
$139 nightly
The price is $164 total per night from Oct 6 to Oct 7
$164 total
Oct 6 - Oct 7
Total with taxes and fees
8.6/10 Excellent! (1,935 reviews)
"Good breakfast selection, free parking. Convenient to where we needed to be. People should be aware it is next to a major highway and there is some traffic noise. Also they had the executive rooms with a K and Q which worked well for our group of 3 with plenty of room!"

Reviewed on Oct 2, 2025

Meadowlands Plaza 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 Oct 13 to Oct 14
$189 total
Oct 13 - Oct 14
Total with taxes and fees
8.4/10 Very Good! (3,239 reviews)
"Clean room, nice breakfast"

Reviewed on Sep 29, 2025

Harmony Suites
See all 1,700 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.

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 $361 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.