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.
La Quinta Inn & Suites by Wyndham Secaucus Meadowlands

La Quinta Inn & Suites by Wyndham Secaucus Meadowlands

3 out of 5
Save 100% on your flight
per person
Sep 19 - Sep 26
found 14 hours ago
Roundtrip flight included
Toronto (YTO) to Newark Liberty Intl. Airport (EWR)
7/10 Good! (2,096 reviews)
Staff was friendly. Room was clean.

Reviewed on Jul. 12, 2025

Sound View Greenport

Sound View Greenport

4 out of 5
per person
Aug 28 - Sep 4
found 15 hours ago
Roundtrip flight included
Montreal (YUL) to New York (JFK)
8.4/10 Very Good! (532 reviews)
Right on the water. Private beach with chair and umbrellas.they will serve you right on the beach bye getting you food and drinks also has a outdoor swimming pool..nice staff..nothing special about the continental breakfast..bagels, fruit, small croissants, small danish and some hard boiled eggs..coffee and oj..i was pleased with my stay. King deluxe room..small table with chairs on the shared deck..could sit outside til about 2pm and the sun starts to beat on you but no biggy..was very humid out when my wife and i was there..a/ c really could not cool the room as much as we would have liked. Nothing wrong with the a/c it just because the sun beating on the hotel all day..luckily i brought a couple of small usb fans to help keep cool at night while we slept did the trick..overall i enjoy my stay and you could not ask for anything more when it comes to the scenery..

Reviewed on Jul. 10, 2025

The Harbor Front Inn

The Harbor Front Inn

3.5 out of 5
Save 100% on your flight
per person
Aug 28 - Sep 4
found 15 hours ago
Roundtrip flight included
Montreal (YUL) to New York (JFK)
8.8/10 Excellent! (480 reviews)
This hotel is a pure gem. The service is fantastic, the front desk team works to make sure you are truly taken care of, including our dog. Very calm vibe, its super clean, quiet and perfect. Already looking at another couple of nights in August!

Reviewed on Jul. 11, 2025

1 Hotel Brooklyn Bridge

1 Hotel Brooklyn Bridge

5 out of 5
Save 100% on your flight
per person
Sep 13 - Sep 16
found 15 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to New York (JFK)
8.8/10 Excellent! (1,006 reviews)
What a great place! The location was fantastic, the staff was great, and the views were unbelievable. Definitely want to come back some day!

Reviewed on Jul. 12, 2025

Night Hotel Broadway

Night Hotel Broadway

2.5 out of 5
Manhattan
Save 100% on your flight
per person
Oct 3 - Oct 7
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to New York (JFK)
7/10 Good! (2,169 reviews)
Bed was on the softer side but comfy. Room was spacious. Bathroom was clean and all of the most forgotten items were stocked in the bathroom. Staff was friendly.

Reviewed on Jul. 14, 2025

Ready to book your vacation to Oakland?

 

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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
The price is CA $233 per night from Jul 20 to Jul 21
CA $233
CA $274 total
Jul 20 - Jul 21
includes taxes & fees
6.8/10 (2,116 reviews)
"I like the hotel. Breakfast is good."

Reviewed on Jul. 12, 2025

La Quinta Inn & Suites by Wyndham Secaucus Meadowlands
Meadowlands Plaza Hotel
Meadowlands Plaza Hotel
2.5 out of 5
40 Wood Avenue, Secaucus, NJ
Fully refundableReserve now, pay when you stay
The price is CA $152 per night from Jul 21 to Jul 22
CA $152
CA $179 total
Jul 21 - Jul 22
includes taxes & fees
8.4/10 Very Good! (1,560 reviews)
"Rooms are neat and clean, staffs are so professional. Complimentary breakfast is advantage. Recommend for family stay, they do have shuttle service to nearest T station is plus."

Reviewed on Jul. 14, 2025

Meadowlands Plaza Hotel
Harmony Suites
Harmony Suites
3 out of 5
455 Plaza Dr, Secaucus, NJ
Fully refundableReserve now, pay when you stay
The price is CA $189 per night from Jul 21 to Jul 22
CA $189
CA $222 total
Jul 21 - Jul 22
includes taxes & fees
8.4/10 Very Good! (3,124 reviews)
"Beautiful hotel, and check in was easy."

Reviewed on Jul. 14, 2025

Harmony Suites
See all 1,665 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.

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Family Vacations

Family Vacations

Frequently asked questions

How much does an Oakland vacation package cost?
You'll find cheap prices from CA $698 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?

  1. 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.
  2. 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.
  3. 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.
  4. 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.