
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 Luxury Collection Hotel Manhattan Midtown
Manhattan
Price was CA $1,786, price is now CA $1,095 per person
CA $1,095
per person
Nov 7 - Nov 10
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9/10 Wonderful! (1,004 reviews)
Very clean and very comfortable hotel. The very large and comfortable bathroom. Excellent quality beds and very central and well connected location. Available staff.
Reviewed on Aug. 29, 2025

1 Hotel Brooklyn Bridge
Price was CA $4,530, price is now CA $2,403 per person
CA $2,403
per person
Oct 23 - Oct 26
found 1 day ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
8.8/10 Excellent! (1,005 reviews)
The views from the king room were amazing and the overall services were top notch!!
Reviewed on Aug. 29, 2025

Lotte New York Palace
Manhattan
Price was CA $3,854, price is now CA $2,086 per person
CA $2,086
per person
Nov 14 - Nov 20
found 3 hours ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9/10 Wonderful! (1,595 reviews)
Dated rooms at a historic property. Know that before booking and you will enjoy.
Reviewed on Aug. 27, 2025

The Inn At Fox Hollow Hotel
Price was CA $1,909, price is now CA $1,155 per person
CA $1,155
per person
Nov 13 - Nov 17
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to New York (JFK)
9.2/10 Wonderful! (1,003 reviews)
The hotel itself was nice. There is truly nothing but senior citizens that stay here. We walked in and thought it was a nursing home. I’m not joking there must have been at least 60 70year olds when we walked in. They just take over the entire hotel. Again, the hotel itself is nice, but I think we would stay somewhere else knowing what we know now especially with two teenage boys with us.
Reviewed on Aug. 28, 2025

The Plaza - A Fairmont Managed Hotel
Manhattan
Price was CA $7,344, price is now CA $4,498 per person
CA $4,498
per person
Nov 14 - Nov 20
found 3 hours ago
Roundtrip flight included
Toronto (YTO) to New York (JFK)
9/10 Wonderful! (1,000 reviews)
June checked us in for The Plaza and was excellent. He was friendly and offered us a room upgrade. We ended up moving to a family suite with 2 queen beds, a sitting area and bar area with a sink and microwave. The room was spectacular. Doormen were also super friendly and bellman was helpful too. The service here is exceptional and the rooms and common areas are beautiful. Highly recommend the hotel for a luxury experience.
Reviewed on Aug. 25, 2025
Oakland Hotel Deals

La Quinta Inn & Suites by Wyndham Secaucus Meadowlands
350 Lighting Way, Secaucus, NJ
Fully refundableReserve now, pay when you stay
The price is CA $234 per night from Sep 2 to Sep 3
CA $234
CA $275 total
Sep 2 - Sep 3
includes taxes & fees

Meadowlands Plaza Hotel
40 Wood Avenue, Secaucus, NJ
Fully refundableReserve now, pay when you stay
The price is CA $180 per night from Sep 8 to Sep 9
CA $180
CA $212 total
Sep 8 - Sep 9
includes taxes & fees

La Quinta Inn & Suites by Wyndham Clifton/Rutherford
265 Route 3 East, Clifton, NJ
Fully refundableReserve now, pay when you stay
The price is CA $147 per night from Sep 3 to Sep 4
CA $147
CA $168 total
Sep 3 - Sep 4
includes taxes & fees
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.
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* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.