Oakland Vacation Packages

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Your Oakland Vacation

Book a Oakland vacation package and get ready to experience all this city has to offer. Consider basing yourself in the neighborhood of Marina District, which is good for cafes, history and bars and pubs. Love to venture out and explore? University of California, Berkeley, RingCentral Coliseum and Oracle Arena are three of the leading places to visit during your trip to Oakland. Stop daydreaming and start adventuring. Check out the wide range of options on Expedia today and finally put your Oakland vacation plans into motion!

Top Oakland Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Vino Bello Resort

Vino Bello Resort

4 out of 5
Soscol Gateway South
Price was CA $1,479, price is now CA $934 per person
CA $934
per person
Oct 2 - Oct 6
found 23 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) to Oakland (OAK)
8.4/10 Very Good! (1,002 reviews)
Beautiful property. Spacious and clean.

Reviewed on Jul. 28, 2025

Alila Napa Valley, a Hyatt Luxury Resort

Alila Napa Valley, a Hyatt Luxury Resort

5 out of 5
Price was CA $5,044, price is now CA $3,356 per person
CA $3,356
per person
Oct 2 - Oct 6
found 23 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) to Oakland (OAK)
9.4/10 Exceptional! (107 reviews)
Great Vineyard view and staff was very accommodating!

Reviewed on Mar. 20, 2025

River Terrace Inn - A Noble House Hotel

River Terrace Inn - A Noble House Hotel

4 out of 5
Downtown Napa
Price was CA $1,970, price is now CA $1,338 per person
CA $1,338
per person
Oct 2 - Oct 6
found 23 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) to Oakland (OAK)
9/10 Wonderful! (1,005 reviews)
Serene and quiet. Accessible to different restaurants.

Reviewed on Aug. 24, 2025

Carneros Resort and Spa

Carneros Resort and Spa

5 out of 5
Price was CA $7,582, price is now CA $5,237 per person
CA $5,237
per person
Oct 2 - Oct 6
found 23 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) to Oakland (OAK)
9.2/10 Wonderful! (341 reviews)
Our stay was amazing! The room and property are gorgeous! The staff was friendly and helpful and attentive. We look forward to our next stay!

Reviewed on Jul. 29, 2025

Okaeri Calistoga

Okaeri Calistoga

4.5 out of 5
Price was CA $2,771, price is now CA $1,922 per person
CA $1,922
per person
Oct 2 - Oct 6
found 23 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) to Oakland (OAK)
10/10 Exceptional! (9 reviews)
We had an unforgettable stay at Okaeri Hotel in Calistoga. The service was truly top-notch—warm, attentive, and personal from start to finish. The beautifully designed Japanese-themed hotel offered a serene and relaxing atmosphere, perfect for a Napa Valley getaway. One of the highlights was the three-course breakfast, which exceeded all expectations. The chef, who was also the former owner of the hotel, prepared an exquisite soufflé and quiche that were both flavorful and beautifully presented—absolutely delicious! The location is ideal—just a short drive to Yountville, Castello di Amorosa, and many of the region’s renowned wineries. We also highly recommend trying the famous Calistoga mud baths, which are nearby and make for a rejuvenating experience. If you’re looking for a quiet retreat with character, comfort, and exceptional hospitality, Okaeri is a hidden gem worth discovering.

Reviewed on Jun. 29, 2025

Where to stay in Oakland

Find the best Oakland areas and neighborhoods for the activities you enjoy most. Learn more about Oakland
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Downtown Oakland

2 out of top 10 points of interest in this area
3/5(9 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

Ready to book your vacation to Oakland?

 

Choose your dates

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 CA $187 per night from Sep 14 to Sep 15
CA $187
CA $216 total
Sep 14 - Sep 15
includes taxes & fees
8.2/10 Very Good! (3,273 reviews)
"Great location. Friendly staff great value. We have been staying here consistently for the past few years a few times a year I visit our kids in college and is our go to Hotel for Berkeley.."

Reviewed on Aug. 23, 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 CA $370 per night from Aug 28 to Aug 29
CA $370
CA $509 total
Aug 28 - Aug 29
includes taxes & fees
8.6/10 Excellent! (1,000 reviews)
"Beautiful property. Truly excellent dining. Loved everything! Will be back often."

Reviewed on Aug. 21, 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 CA $210 per night from Aug 28 to Aug 29
CA $210
CA $236 total
Aug 28 - Aug 29
includes taxes & fees
8.6/10 Excellent! (1,199 reviews)
"I did not see where it said parking was not included I thought it was odd to have paid over 300 dollars for a night still having to pay 30 for parking that was ridiculous."

Reviewed on Aug. 22, 2025

Hilton Garden Inn San Francisco/Oakland Bay Bridge
See all 1,265 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.
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Discover the most popular places to visit in Oakland

Jack London Square

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
University of California, Berkeley

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
Oakland-Alameda County Coliseum

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

CA $398
per adult
100% of travellers recommend
San Francisco: Airplane Private Bay Tour
Napa Valley: Airplane Napa Valley Tour

Napa Valley: Airplane Napa Valley Tour

CA $439
per adult
Napa Valley: Airplane Napa Valley Tour
Two Flight Indoor Skydiving Experience

Two Flight Indoor Skydiving Experience

CA $164
per traveller
Two Flight Indoor Skydiving Experience
See all activities in Oakland

Frequently asked questions

How much does an Oakland vacation package cost?
You'll find cheap prices from CA $934 on Expedia for your Oakland getaway. However, a range of factors like the hotel choice, length of stay and season will influence how much your vacation to Oakland costs.
What are the cheapest months to go to Oakland?
December, January and February are great times to look for cheap Oakland vacation packages. Opting to travel in less busy months means you'll typically find better prices on flights and accommodations.
How many days is enough for Oakland?
With about 2 days, you'll have enough time to enjoy popular neighbourhoods like Downtown Oakland and Lake Merritt during your Oakland vacation. Make sure to also add RingCentral Coliseum and Greek Theatre to your must-do list. Up for some more adventures? Consider venturing outside of Oakland on day trips and tours.
Is it worth booking a vacation package to Oakland?
Boasting a host of highlights starting with its top-notch nightlife, Oakland is a good vacation destination. Whether you want to visit attractions such as Jack London Square and Fox Theatre or take the path less travelled, you'll have plenty to keep you busy during your Oakland vacation.
How to find the best Oakland package deals?
Finding a cheap Oakland package deal is a cinch with Expedia. After you've entered your trip dates and destination under our "Packages" tab, set your maximum budget, apply some filters and see what's available. You can customize your search by "Area," "Amenities," "Property type" and more. Sort 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? Have some flexibility with your departure dates and consider going away on a weekday, when prices are typically lower.
Is it cheaper to book an Oakland vacation as a package?
You can enjoy significant savings on your Oakland retreat by booking a customized vacation package. Click on the "Package" heading, then select your travel dates and destination to browse the best flight and hotel prices. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a rental car and you may land a better deal.
When to book a vacation package to Oakland?
Enjoy fantastic discounts by reserving your flights ahead of time with Expedia. If being spontaneous is more your thing, snap up one of our last-minute deals for an impromptu Oakland vacation.
How to plan a trip to Oakland?

  1. Pick the right 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. Work out your budget: Make sure you have enough money to cover everything from transportation and dining out to flights and activities. Your hotel will probably be the largest expense during your trip to Oakland.
  3. Decide how long to go for: Now that you're more familiar with Oakland, you can figure out the ideal length of your break. Pull together a draft plan and allocate enough time to cover everything you want to do.
  4. Bundle your hotel and flights: Awesome destination, check. Length of stay, check. All that's left now is to find an Oakland vacation package that brings all your bookings together.

Other vacations you might like

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