Oakland Vacations from $429
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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.
1 Hotel Brooklyn Bridge
$2,281
per person
Nov 12 - Nov 17
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
9/10 Wonderful! (1,013 reviews)
I enjoyed my stay.
The staff here is remarkable and they go above and beyond to please their customers.
I’m looking forward to staying here again in 2 weeks! =)
Reviewed on Sep 8, 2026
Hotel Riu Plaza New York Times Square
Manhattan
$1,230
per person
Oct 23 - Oct 28
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
9/10 Wonderful! (3,331 reviews)
The power outlets were sparse and old which made the connection very loose. Also no direct USB-C ports which made it hard to charge anything bedside.
The rooms were very small and after opening bags, there were no wiggle room to move around and adjust.
Reviewed on Sep 8, 2026
33 Hotel, New York City, Seaport
Manhattan
$1,004
per person
Nov 11 - Nov 16
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to New York (JFK)
9/10 Wonderful! (1,010 reviews)
Staff were super friendly and helpful. Place is next to the Brooklyn Bridge, Wall St, Chinatown, just so much to do and you can just walk everywhere.
Reviewed on Sep 8, 2026
Stay near popular Oakland attractions
Crystal Lake Beach Club
This private glacial lake club offers a chlorine-free swimming oasis for members in Oakland, New Jersey. Enjoy sandy beaches, summer concerts, and a vibrant community atmosphere from Memorial Day through Labor Day.
Oakland Hotel Deals
La Quinta Inn & Suites by Wyndham Clifton/Rutherford
265 Route 3 East Clifton NJ
Fully refundableReserve now, pay when you stay
$118 nightly
$135 total
Sep 29 - Sep 30
Total with taxes and fees
8.4/10 Very Good! (3,593 reviews)
"Room was clean. Bed was comfortable. Breakfast was good and plentiful. A few minor maintenance issues, but didn’t affect our stay"
Reviewed on Sep 8, 2026
Harmony Suites
455 Plaza Dr Secaucus NJ
Fully refundableReserve now, pay when you stay
$161 nightly
$189 total
Sep 20 - Sep 21
Total with taxes and fees
8.6/10 Excellent! (3,755 reviews)
"The rooms and property were very nice. At check in I was told they were very behind and could be an hour wait or longer. I said that wasn’t acceptable since check in is listed as 3:00 pm. The staff started mumbling to each other but ignored me. Once given room key, I went to the room and they were ..."
Reviewed on Sep 8, 2026
Hampton Inn & Suites Newark-Harrison-Riverwalk
100 Passaic Ave Harrison NJ
Fully refundableReserve now, pay when you stay
$135 nightly
$155 total
Sep 9 - Sep 10
Total with taxes and fees
7.8/10 Good! (2,302 reviews)
"The staff at check in was absolutely the best. Hotels.com, you should fix your advertisement though, there isn't any adjacent parking and on a holiday weekend with big shows in town we were almost without a place to park"
Reviewed on Sep 8, 2026
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 $429 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.
