Oakland Vacations from $339

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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.
Topping Rose House

Topping Rose House

4.5 out of 5
Price was $735, price is now $339 per person
$339
per person
Mar 6 - Mar 8
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
9.2/10 Wonderful! (136 reviews)
Great rooms, staff and food

Reviewed on Sep 28, 2025

NobleDEN Hotel

NobleDEN Hotel

4 out of 5
Manhattan
Price was $1,727, price is now $918 per person
$918
per person
Apr 18 - Apr 23
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
9.8/10 Exceptional! (1,411 reviews)
Great area for tourists. Walking distance to shops and restaurants. Rooms very nice

Reviewed on Feb 1, 2026

The Inn At Fox Hollow Hotel

The Inn At Fox Hollow Hotel

4 out of 5
Save 100% on your flight
Price was $1,021, price is now $569 per person
$569
per person
Apr 18 - Apr 22
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
9.2/10 Wonderful! (1,002 reviews)
The whole staff were accommodating. Kai, Isaiah abd especially James. He worked his magic to assist my family with ajoining rooms to be with my daughter and family during her surgical experience at Shore Smiles Dental. They made a very stressful situation, more manageable and pleasant. 10 Stars all around.

Reviewed on Jan 31, 2026

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 $1,123, price is now $667 per person
$667
per person
Mar 6 - Mar 10
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
9.2/10 Wonderful! (2,008 reviews)
Room was clean, good amount of space

Reviewed on Feb 1, 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
$103 nightly
The price is $118 total per night from Feb 16 to Feb 17
$118 total
Feb 16 - Feb 17
Total with taxes and fees
8.2/10 Very Good! (3,032 reviews)
Room were clean and brand New

Reviewed on Jan 31, 2026

La Quinta Inn & Suites by Wyndham Clifton/Rutherford
Harmony Suites

Harmony Suites

3 out of 5
455 Plaza Dr Secaucus NJ
$121 nightly
The price is $142 total per night from Feb 3 to Feb 4
$142 total
Feb 3 - Feb 4
Total with taxes and fees
8.6/10 Excellent! (3,252 reviews)
Everything was great. Staff was super nice and helpful. Clean room. No issues with parking. Will stay there again.

Reviewed on Feb 1, 2026

Harmony Suites
Robert Treat Hotel

Robert Treat Hotel

3 out of 5
50 Park Pl Newark NJ
Fully refundableReserve now, pay when you stay
$97 nightly
The price is $115 total per night from Feb 2 to Feb 3
$115 total
Feb 2 - Feb 3
Total with taxes and fees
7.6/10 Good! (3,066 reviews)
all good, especially the restaurant! Food was excellent. We were stuck during the storm for a few days.

Reviewed on Jan 27, 2026

Robert Treat Hotel
See all 1,884 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 $339 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.