Oakland Vacation Packages
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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!
Top Oakland Vacation Deals
Price found within the past 48 hours. Click for updated prices.
The Lex NYC
Manhattan
CA $1,065
per person
Dec 3 - Dec 6
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to New York (JFK)
8.4/10 Very good! (1,001 reviews)
This hotel is very vonvif you want to be near Manhattan and in walking distance with nice restaurant and convenient stores. It's less than 10 mins walk from Madison park and less than 30 mins walk from Strand bookstore. The room and bathroom are decent. I loved my stay but I wish there was a mini fridge or coffee machine in the room. The free breakfast is fine if you're only looking for coffee and pastry nothing fancy.
Reviewed on Sep 20, 2026
1 Hotel Brooklyn Bridge
CA $2,159
per person
Nov 25 - Nov 28
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9/10 Wonderful! (1,004 reviews)
This was the best hotel stay I’ve ever had. I travel weekly for business so I have stayed at many hotels but the 1 really stands out as exceptional. The staff were so friendly and welcoming. The location was so convenient to get to Manhattan. The ferry dock is a 2 min walk and there’s tons of good food around the area as well. The room was immaculate and we loved the filtered water refilling station inside the room. The internet was easy to connect to and the TV was so easy to connect to my phone. The AC worked great and kept the room cool. The rooftop had great views of the city. All around we really loved this hotel and felt like it was totally worth the money. Next time I return to Brooklyn I will definitely be returning to the 1! Thank you so much for the great stay!
Reviewed on Sep 21, 2026
LGA AIRPORT
Queens
CA $2,424
per person
Dec 4 - Dec 7
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to New York (JFK)
10/10 Exceptional! (2 reviews)
The best airbnb Ive stayed at in New York with the best price for our family of 6. The place was so clean, amenities looked brand new. It had a homey feel to it, my kids didnt want to leave. We will definently be booking again in the future.
Reviewed on Dec 24, 2025
Ready to book your vacation to Oakland?
Oakland Hotel Deals
La Quinta Inn & Suites by Wyndham Clifton/Rutherford
265 Route 3 East Clifton NJ
Fully refundableReserve now, pay when you stay
CA $171
CA $196 total
Sep 29 - Sep 30
includes taxes & fees
Harmony Suites
455 Plaza Dr Secaucus NJ
Fully refundableReserve now, pay when you stay
CA $209
CA $246 total
Sep 28 - Sep 29
includes taxes & fees
8.6/10 Excellent! (3,744 reviews)
"Great experience good hotel great access to getting to the city"
Reviewed on Sep 21, 2026
Meadowlands Plaza Hotel
40 Wood Avenue Secaucus NJ
Fully refundableReserve now, pay when you stay
CA $169
CA $199 total
Sep 28 - Sep 29
includes taxes & fees
9/10 Wonderful! (2,524 reviews)
"clean rooms friendly staff good breakfast convenient location ample parking shuttle service"
Reviewed on Sep 21, 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.
Stay near popular Oakland attractions
Crystal Lake Beach Club
Why not spend a lazy afternoon at Crystal Lake Beach Club during your trip to Oakland? Amble around the area's forest or visit its shops.
Frequently asked questions
How much does an Oakland vacation package cost?
You'll find cheap prices from CA $1,030 on Expedia for your Oakland break. However, a range of factors like the length of stay, hotel choice and season will determine how much your vacation to Oakland costs.
What are the cheapest months to go to Oakland?
If you're hoping to snag a cheap Oakland vacation package, consider planning a trip in January, February and March. You'll typically find lower rates on accommodations and flights during these quieter months — ideal for budget-conscious travellers.
How many days is enough for Oakland?
The ideal length for your Oakland vacation depends on what you'd like to see and do. Usually, a handful of days to a week will give you plenty of time to go to all the main attractions and discover some hidden gems along the way.
How to find the best Oakland package deals?
Landing a cheap Oakland package deal is easy with Expedia. Once you've entered your destination and trip dates under our "Packages" tab, set your budget, add a couple of filters and see what's available. You can fine-tune your search by "Property class," "Number of bedrooms," "Traveller experience" and more. Order the results by "Price: low to high" to view the most wallet-friendly Oakland package deals. Want a simple trick to get even more savings? Be flexible with your departure dates and consider travelling on a weekday, when prices are often lower.
Is it cheaper to book an Oakland vacation as a package?
An Expedia vacation package could land you great savings when compared to booking accommodations and flights individually. Better still, you can customize your Oakland escape to match your exact style. Choose your preferred flight time, select the hotel type and add a rental car. Explore our bundles to see how much you can save.
When to book a vacation package to Oakland?
If you've got your Oakland vacation dates finalized, book as soon as you can to grab some incredible deals. With Expedia, you can generally reserve some flights up to one year in advance. Prefer spur-of-the-moment adventures? Our last-minute deals are great for travelling on a whim.
How to plan a trip to Oakland?
- Pick the ideal time to travel: Your schedule, preferred season and the type of weather you enjoy can all impact your decision on when to go to Oakland.
- Plan your budget wisely: In addition to the price of your stay, you should factor in other expenses too. These include flights, transportation and food. Also, put aside a little extra for unexpected expenses that may come up during your trip to Oakland.
- Work out your trip length: Consider how long you'd like to spend discovering Oakland. Plan your days so you can get to all the attractions and activities you're interested in at a leisurely pace.
- Bundle your bookings: With your travel dates in order, you can combine your car rental, flights, hotels and more into a customized Oakland vacation package.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
