Oakland Vacations from ￥71,437

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The Latest Oakland Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Hawthorn Suites by Wyndham Napa Valley

Hawthorn Suites by Wyndham Napa Valley

2.5 out of 5
Shurtleff
Save 100% on your flight
Price was ￥99,004, price is now ￥71,437 per person
￥71,437
per person
Sep 26 - Sep 29
found 7 hours ago
Roundtrip flight included
Seattle (SEA) to Oakland (OAK)
8.8/10 Excellent! (1,001 reviews)
Clean inside and out. Wonderful friendly service. Great breakfast offerings.

Reviewed on Aug 25, 2025

Vino Bello Resort

Vino Bello Resort

4 out of 5
Soscol Gateway South
Save 100% on your flight
Price was ￥138,630, price is now ￥92,600 per person
￥92,600
per person
Sep 26 - Sep 29
found 7 hours ago
Roundtrip flight included
Seattle (SEA) to Oakland (OAK)
8.4/10 Very Good! (1,002 reviews)
Beautiful property. Spacious and clean.

Reviewed on Jul 28, 2025

Okaeri Calistoga

Okaeri Calistoga

4.5 out of 5
Save 100% on your flight
Price was ￥384,206, price is now ￥262,956 per person
￥262,956
per person
Sep 26 - Sep 29
found 7 hours ago
Roundtrip flight included
Seattle (SEA) to Oakland (OAK)
10/10 Exceptional! (9 reviews)
If I could give this property 6 stars I would. From the moment we arrived and the owner welcomed us with a glass of wine, we felt at home. Japanese inspired designs, amazing views, delicious homemade This is the only time in my life where I felt I underpaid for an accommodation.

Reviewed on Aug 25, 2025

Carneros Resort and Spa

Carneros Resort and Spa

5 out of 5
Save 100% on your flight
Price was ￥537,891, price is now ￥377,014 per person
￥377,014
per person
Sep 26 - Sep 29
found 7 hours ago
Roundtrip flight included
Seattle (SEA) to Oakland (OAK)
9.2/10 Wonderful! (341 reviews)
It is a beautiful property with magnificent grounds. The staff and dining options are great. Highly recommend.

Reviewed on Aug 25, 2025

Lavender, A Four Sisters Inn

Lavender, A Four Sisters Inn

4 out of 5
Save 100% on your flight
Price was ￥298,854, price is now ￥216,013 per person
￥216,013
per person
Sep 26 - Sep 29
found 7 hours ago
Roundtrip flight included
Seattle (SEA) to Oakland (OAK)
8.8/10 Excellent! (429 reviews)
A gem! We loved our stay. The room was super clean and spacious. So quiet and pleasant. Staff were excellent and the hosted happy hour was a highlight. The location is perfect for walking to all of the good restaurants along Washington St.

Reviewed on Jun 30, 2025

Where to stay in Oakland

Find the best Oakland areas and neighborhoods for the activities you enjoy most. Learn more about Oakland
Lake Merritt featuring a pond

Downtown Oakland

2 out of top 10 points of interest in this area
3.5/5(342 area reviews)

Central business district with a mix of residential, retail, and office spaces, Downtown Oakland offers an Entertainment District, historic theaters, Oakland Museum, and outdoor retail mall. Easily accessible via BART and AC Transit.

Find hotels in Downtown Oakland

Find the Best Oakland Vacation Packages

Oakland Hotel Deals

DoubleTree by Hilton Hotel Berkeley Marina

DoubleTree by Hilton Hotel Berkeley Marina

4 out of 5
200 Marina Blvd, Berkeley, CA
Fully refundableReserve now, pay when you stay
The price is ￥17,870 per night from Sep 7 to Sep 8
￥17,870
￥20,585 total
Sep 7 - Sep 8
includes taxes & fees
8.2/10 Very Good! (3,283 reviews)
"There was no hot water for shower. ended up taking really cold shower in the morning. Otherwise it was a relaxing stay at a beautiful location."

Reviewed on Aug 24, 2025

DoubleTree by Hilton Hotel Berkeley Marina
Claremont Resort & Club

Claremont Resort & Club

5 out of 5
41 Tunnel Road, Berkeley, CA
Fully refundableReserve now, pay when you stay
The price is ￥39,563 per night from Aug 28 to Aug 29
￥39,563
￥54,391 total
Aug 28 - Aug 29
includes taxes & fees
8.6/10 Excellent! (1,015 reviews)
"We had an issue with the room not being totally clean but they made it correct."

Reviewed on Aug 24, 2025

Claremont Resort & Club
Hilton Garden Inn San Francisco/Oakland Bay Bridge

Hilton Garden Inn San Francisco/Oakland Bay Bridge

3 out of 5
1800 Powell Street, Emeryville, CA
Fully refundableReserve now, pay when you stay
The price is ￥22,435 per night from Sep 25 to Sep 26
￥22,435
￥25,171 total
Sep 25 - Sep 26
includes taxes & fees
8.6/10 Excellent! (1,206 reviews)
"."

Reviewed on Aug 25, 2025

Hilton Garden Inn San Francisco/Oakland Bay Bridge
See all 1,273 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.

Discover the most popular places to visit in Oakland

Jack London Square which includes a bay or harbor and a statue or sculpture

Jack London Square

Shop, dine and stroll to your heart’s content in this waterside square, named after the novelist who spent his childhood here.

Jack London Square
Berkeley Art Museum and Pacific Film Archive which includes interior views and art

University of California, Berkeley

Enjoy the collegiate vibe when you visit University of California, Berkeley, during your trip to Berkeley. Attend a sporting event or discover the beautiful sunsets in this vibrant area.

University of California, Berkeley
View from the Black Hole! Raiders were 10 -2 on the date this photo was taken.

Oakland-Alameda County Coliseum

Catch an event at Oakland-Alameda County Coliseum during your trip to Oakland. Experience the entertainment choices and acclaimed theater scene in this walkable area.

Oakland-Alameda County Coliseum

What to do in Oakland

San Francisco: Airplane Bay Tour

San Francisco: Airplane Private Bay Tour

￥42,714
per adult
100% of travellers recommend
San Francisco: Airplane Private Bay Tour
Napa Valley: Airplane Napa Valley Tour

Napa Valley: Airplane Napa Valley Tour

￥47,148
per adult
Napa Valley: Airplane Napa Valley Tour
Two Flight Indoor Skydiving Experience

Two Flight Indoor Skydiving Experience

￥17,688
per traveler
Two Flight Indoor Skydiving Experience
See all activities in Oakland

Frequently asked questions

How much does an Oakland vacation package cost?
Offering excellent value package deals from ￥71,437 on Expedia, you'll be pleasantly surprised at how much a vacation to Oakland costs! Our packages simplify travel planning and maximize your savings.
What are the cheapest months to go to Oakland?
You can generally find lower prices and greater availability in December, January and February. Explore our cheap Oakland vacation packages and you could land some great off-season deals.
How many days is enough for Oakland?
We'd recommend booking an Oakland vacation for a minimum of 2 days. This gives you time to check off top attractions such as Children's Fairyland and Plank, as well as check out neighborhoods like Downtown Oakland and Lake Merritt. You could even fit in a day trip or two from Oakland.
Is it worth booking a vacation package to Oakland?
Boasting a host of highlights starting with its excellent nightlife, Oakland is a good vacation destination. Whether you'd like to discover sights such as Jack London Square and Fox Theater or take the path less traveled, you'll find plenty to keep you busy during your Oakland vacation.
How to find the best Oakland package deals?
Use Expedia's filter tool to find some of the best Oakland package deals. When you begin your search, just set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your break for midweek, or search for Oakland package deals in the off-season. Play around with your travel dates and you may score even better discounts. As a rule of thumb, it's usually best to lock in your vacation package as early as possible.
Is it cheaper to book an Oakland vacation as a package?
An Expedia vacation package could save you hundreds of dollars when compared to arranging accommodations and flights separately. Better still, you can tailor your Oakland escape to match your exact style. Pick your preferred flight time, select the hotel type and add a rental car. Check out our great deals to see how much you can save.
When to book a vacation package to Oakland?
If you're considering a spontaneous Oakland getaway, browse our last-minute deals that can be booked up to one week before you take off. Don't want to leave things to the last minute? You can score incredible deals on your flights and hotels by booking ahead.
How to plan a trip to Oakland?

  1. Choose the ideal time to travel: Your schedule, preferred season and the type of weather you like can all impact your decision on when to go to Oakland.
  2. Set your budget: Factor in expenses like food, flights and transportation when working out how much to save for your trip to Oakland. Then, choose a property that works with your budget, whether that's a wallet-friendly stay or a more upscale getaway.
  3. Decide how many days away: Start by making a list of all the attractions and activities you'd like to experience in Oakland. Then, estimate how long you'll need for each, including any travel time.
  4. Bundle your airfare and accommodations: After you've nailed down your travel dates and duration, book the ideal Oakland vacation package for you.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.