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Oakland Vacation Packages

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  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*

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Top Oakland vacation deals

Price found within the past 48 hours. Click for updated prices.
  • Exterior
    Oct 9 - Oct 12

    DoubleTree by Hilton Hotel Berkeley Marina + Flight

    Berkeley Marina
    3 nights
    4.0 star property
    8.2/10 - Very good (4,939 reviews)
    Roundtrip • Toronto (YTO) - Oakland (OAK)
    YHM - SFO • 1 stop SFO - YYZ • 1 stop
    CA $1,497
    CA $1,069
    per traveller
    found 1 day ago
    DoubleTree by Hilton Hotel Berkeley Marina
  • Terrace/patio
    Sept 3 - Sept 6

    Claremont Resort & Club + Flight

    Claremont Hills
    3 nights
    5.0 star property
    9.0/10 - Wonderful (1,047 reviews)
    "Wonderful! Loved everything!"
    Reviewed July 18, 2026
    Roundtrip • Toronto (YTO) - Oakland (OAK)
    YYZ - SFO • Nonstop SFO - YYZ • 1 stop
    CA $3,648
    CA $1,976
    per traveller
    found 17 hours ago
    Claremont Resort & Club
  • Indoor wedding
    Sept 14 - Sept 18

    Grand Reserve at The Meritage + Flight

    Soscol Gateway South
    4 nights
    4.5 star property
    8.2/10 - Very good (614 reviews)
    "Our stay was only one night to attend a concert. We have never paid this much for a room. We believed we booked a room in the building where the concert was. However, we were not placed in that building. We were given a room at the very end of another building overlooking a construction staging area. The elevator did not work so we had to carry bags up the stairs. The food at the bar/pub area was pretty bad. The sauces were very watered down. The calamari was overcooked like rubber. Our stay in..."
    Reviewed July 5, 2026
    Roundtrip • Toronto (YYZ) - Oakland (OAK)
    YYZ - SFO • 1 stop SFO - YYZ • 1 stop
    CA $3,710
    CA $2,748
    per traveller
    found 9 hours ago
    Grand Reserve at The Meritage
  • Tuscany Suite
    Sept 14 - Sept 18

    Kenwood Inn and Spa + Flight

    Kenwood
    4 nights
    4.0 star property
    9.6/10 - Exceptional (773 reviews)
    Roundtrip • Toronto (YYZ) - Oakland (OAK)
    YYZ - SFO • 1 stop SFO - YYZ • 1 stop
    CA $3,317
    CA $2,474
    per traveller
    found 9 hours ago
    Kenwood Inn and Spa
  • Fountain
    Sept 1 - Sept 6

    Bay Breeze Inn + Flight

    Oakland
    5 nights
    2.0 star property
    7.8/10 - Good (305 reviews)
    Roundtrip • Vancouver (YVR) - Oakland (OAK)
    YVR - SFO • Nonstop SFO - YVR • Nonstop
    CA $1,409
    CA $1,073
    per traveller
    found 1 day ago
    Bay Breeze Inn

Where to stay in Oakland

Find the best Oakland areas and neighborhoods for the activities you enjoy most.
A street scene with a prominent building featuring a large marquee sign reading "OAKLAND."

Downtown Oakland

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.
A statue of a man on a pedestal by a waterfront with boats and a pier in the background.

Jack London District

Jack London District blends Oakland's industrial past with creative energy along the scenic waterfront. Former warehouses now house art galleries, studios, and hip eateries. The waterfront promenade offers beautiful views of the Oakland Estuary and hosts regular farmers markets. The area centers around vibrant Jack London Square with its diverse dining scene and regular events. History buffs will appreciate Jack London's Cabin and the USS Potomac docked nearby. The area's pedestrian-friendly layout makes exploring its artistic spaces and maritime heritage easy and enjoyable.
A cityscape with a river, dense forest, and a bridge.

Temescal

Oakland's Temescal area pulses with creative energy and multicultural flair. Artisan workshops line the historic Temescal Alley while Telegraph Avenue buzzes with craft breweries and international eateries. Ethiopian restaurants sit beside Korean markets, reflecting the area's diverse cultural character. Explore local boutiques offering handcrafted jewellery and vintage finds in converted warehouses. The weekend farmers market draws food lovers seeking fresh produce and artisanal treats. Just a ten-minute walk from MacArthur BART station, this walkable district perfectly balances artistic spirit with authentic local charm.
The Art Museum Pacific Film Archive building with a modern design, large windows, and a visible street with cars and a cyclist.

Downtown Berkeley

Downtown Berkeley buzzes with youthful energy and intellectual spirit around UC Berkeley's historic campus. Students fill sidewalk cafés while lively discussions spill from bookstores. The Berkeley Repertory Theatre anchors a vibrant cultural scene that includes art museums and music halls. Shattuck Avenue offers diverse dining from budget-friendly cafés to upscale farm-to-table restaurants. Explore Telegraph Avenue's eclectic shops and vintage stores before catching a BART train. The station provides quick connections to San Francisco and the entire Bay Area.
A cityscape with a river, dense forest, and a highway.

Rockridge

Home to Claremont Country Club, this residential and commercial district boasts over 80 eateries and upscale shops along College Avenue, as well as the Rockridge-Temescal Greenbelt Park for outdoor fun. Easily accessible via Rockridge BART Station.

Discover the most popular places to visit in Oakland

An outdoor amphitheater with tiered seating and a stage.

University of California, Berkeley

8.8/10 (2,701 reviews)
Explore the campus of University of California, Berkeley, a top college in Berkeley. Attend a sporting event or discover the beautiful sunsets in this vibrant area.

What to do in Oakland

Bridge 2 Bridge Tour: Golden Gate Bridge to Bay Bridge

San Francisco Bridge to Bridge Cruise (90-minutes)

CA $68
per adult
94% of travellers recommend
San Francisco Bridge to Bridge Cruise (90-minutes)
See all activities in Oakland

Oakland Hotel Deals

Property amenity

Oakland Marriott City Center

Oakland Marriott City Center
4.0 star property
0.4 km from Oakland (and vicinity)
9.0 out of 10, Wonderful, (1,003 reviews)
The price is CA $178
CA $207 total
includes taxes & fees
Aug 2 - Aug 3
Oakland Marriott City Center
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.
See all properties in Oakland

Frequently Asked Questions

How much does an Oakland vacation package cost?

You'll find cheap prices from CA $1,069 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.

Book with confidence

Things to do in and around Oakland

Oakland, California, is ideal for families and outdoor enthusiasts alike, offering a rich cultural experience. Visitors can enjoy a variety of activities such as sightseeing, golfing, and nature outings, along with vibrant music venues and engaging tours. With its mix of education and arena entertainment, Oakland promises a memorable vacation filled with diverse experiences for everyone.

Shopping

Discover Oakland's Southland Mall, a vibrant shopping centre offering entertainment and a family-friendly atmosphere. Check out the Public Market Emeryville for a unique mix of local businesses and city vibes. Don’t miss the Golden Gate Fortune Cookie Company, located 11.3km away, for a tasty souvenir.

Recreation

Oracle Park, a vibrant sports stadium, offers an energetic atmosphere for sports enthusiasts, located 11.3km from Oakland. In the heart of the city, the Fox Theater and Paramount Theatre provide an entertaining mix of music and cinema, perfect for family outings or a romantic evening.

Adventure

Plank offers a vibrant arcadeAdventureZone where families can enjoy exciting games and activities together, perfect for a fun-filled day. For breathtaking views, take a scenicFlight with Hayward Flight, soaring over stunning landscapes. Dive into adventure with Great White Adventures, where you can experience thrilling underwaterSports.

Nightlife

For an exciting nightlife experience in Oakland, visit the Oakland Tribune Tower, a lively pub with a romantic atmosphere. If you're up for a short drive, the American Legion Log Cabin, located 32.2km away, offers a similar vibe with entertainment and charm for a memorable evening.

Find the best attractions in and around Oakland

Oakland, California, offers a delightful vacation for families and culture enthusiasts alike, featuring attractions such as the Oakland Arena, Oakland Museum of California, and Oakland Zoo. With its mix of urban parks, event venues, and modern universities, the city caters to those seeking a vibrant city experience. Whether you're enjoying the local culture or exploring the outdoors, Oakland promises a memorable getaway for all types of travellers.

  • Jack London Square: Experience the vibrant atmosphere of this modern square, situated in the heart of Oakland. With waterfront dining, unique shops, and lively events, it's a perfect spot to soak in the city's urban charm.
  • University of California, Berkeley: Immerse yourself in the rich history and culture of this prestigious institution. Stroll through its beautiful campus, admire stunning architecture, and explore the myriad of museums and galleries that showcase diverse art and science.
  • Moscone Convention Center: Located 11.3km away, this bustling event venue is a hub for conferences and exhibitions. Experience the dynamic energy of business innovation, with state-of-the-art facilities that cater to a wide range of events.

Best time to go to Oakland

The best time to visit Oakland can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in Oakland falls in September, when visitor numbers are average and weather is sunny with no rain. The coolest average temperature in Oakland falls in December, visitor numbers are average and weather is mostly sunny with light rain.

Tips to save on your trip to Oakland

  • Take advantage of package deals on Expedia and combine flights, hotels, or car rentals for a convenient and cost-effective trip to Oakland.
  • Consider traveling to Oakland during the low season (February and November to December) for more affordable options.
  • Use the Price per traveler filter on Expedia to find a package deal that suits your budget.
  • Check the VIP Access properties filter to discover outstanding hotels with added member perks at select properties.

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