Oakland Vacations from $529

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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!

The Latest Oakland vacation packages

Price found within the past 48 hours. Click for updated prices.
RiverPointe Napa Valley Resort

RiverPointe Napa Valley Resort

Stonehouse
$529
per person
Dec 10 - Dec 14
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Oakland (OAK)
8.8/10 Excellent! (1,508 reviews)
Great! Would come back

Reviewed on Oct 10, 2026

Solage, Auberge Collection

Solage, Auberge Collection

Save 100% on your flight
$2,304
per person
Dec 25 - Dec 31
found 1 day ago
Roundtrip non-stop flight included
Chicago (CHI) to Oakland (OAK)
9.6/10 Exceptional! (765 reviews)
Claremont Resort & Club

Claremont Resort & Club

Claremont Hills
Save 100% on your flight
$1,161
per person
Dec 25 - Dec 31
found 1 day ago
Roundtrip non-stop flight included
Chicago (CHI) to Oakland (OAK)
9/10 Wonderful! (1,165 reviews)
Vino Bello Resort

Vino Bello Resort

Soscol Gateway South
Save 100% on your flight
$616
per person
Dec 3 - Dec 6
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Oakland (OAK)
8.4/10 Very Good! (998 reviews)
Sonesta Emeryville - San Francisco Bay Bridge

Sonesta Emeryville - San Francisco Bay Bridge

$606
per person
Dec 25 - Dec 31
found 1 day ago
Roundtrip non-stop flight included
Chicago (CHI) to Oakland (OAK)
8.6/10 Excellent! (1,747 reviews)
We were greeted upon arrival and then went to our room. Our room was on the seventh floor. Ice machine was out of order but went to 6th floor and got ice. Bed was comfy. We had a bay view but was at night. I am sure day view is great.

Reviewed on Oct 10, 2026

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Where to stay in Oakland

Find the best Oakland areas and neighborhoods for the activities you enjoy most. Learn more about Oakland
A serene lake with a gazebo, a tall tree, and a church tower.

Downtown Oakland

2 out of top 10 points of interest in this area

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 swimming pool with glass walls, an exit sign, and a logo on the glass.

Downtown Berkeley

Take time in Downtown Berkeley to visit attractions like Historic Berkeley and UC Theatre Taube Family Music Hall. You might also appreciate the abundant dining options, and you can hop on the metro at Downtown Berkeley Station to see more of the city.

An aerial view of a coastal city with a large bay, a peninsula with sparse vegetation, and a distant urban skyline.

Albany

The seaside views and shopping are a few reasons travelers visit Albany. Want to see more of the surrounding area? Berkeley Marina and UC Theatre Taube Family Music Hall are a few top sights nearby.

A harbor with a large ship, a marina, and a cityscape in the background.

West Oakland

Major West Coast port and trade center, this bustling area boasts the busiest port in Northern California, surrounded by a picturesque landscape of coastal terrace prairie, oak woodland, and north coastal scrub.

A vibrant mural under a bridge with diverse artistic styles and a cityscape.

Piedmont

Forested hills, lakes and leafy parks surround an upscale city, whose impressive villas provide stunning views of the countryside.

Stay near popular Oakland attractions

A street intersection with a large sign reading "JACK LONDON SQUARE" and a hotel in the background.

Jack London Square

8.4/10 (1,318 reviews)
This waterfront district honors author Jack London with harborside dining and maritime heritage. Stroll the boardwalk at sunset, then savor fresh seafood while watching boats glide across Oakland Estuary.
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A large ornate gate with the inscription "AETHER GATE" and a globe atop it.
Photo by HIpsy86

University of California, Berkeley

8.8/10 (2,701 reviews)
This iconic campus combines world-class academia with stunning Bay Area views from its Campanile tower. Wander through historic buildings, attend public lectures, or explore the Berkeley Art Museum during your visit.
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A nighttime fireworks display over a cityscape with illuminated buildings and a body of water in the foreground.

Oakland-Alameda County Coliseum

7.8/10 (612 reviews)
Experience baseball nostalgia at the Oakland Coliseum, home of the Athletics since 1966. Championship Plaza offers interactive games and team memorabilia before you settle in for America's favorite pastime.
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A city street with a prominent building with a dome and a sign that reads "FOX OAKLAND".

Fox Theater

8.0/10 (215 reviews)
This 1928 Art Deco masterpiece evolved from movie palace to concert venue after restoration. Experience performances enhanced by intricate architecture and sophisticated acoustics in Oakland's cultural centerpiece.
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An outdoor amphitheater with a stage and seating.

Greek Theater

8.8/10 (307 reviews)
This historic open-air amphitheater on Berkeley's campus offers exceptional acoustics and bay views. Arrive early for evening performances to experience world-class concerts under the stars from May through October.
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An ornate theater with intricate carvings and a red curtain.

Paramount Theatre

8.0/10 (173 reviews)
This 1931 Art Deco masterpiece stands as one of America's finest examples of the style. Take a guided tour to admire the opulent interiors before enjoying a ballet or concert in this National Historic Landmark.
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A city skyline at night with illuminated buildings reflected in a calm body of water.

Lake Merritt

6.0/10 (124 reviews)
Commune with nature and explore the great outdoors at Lake Merritt during your travels in Oakland. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.
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Oakland Arena

8.2/10 (1,999 reviews)
This legendary venue, once known as "Roaracle" during the Warriors' 48-year residency, vibrates with history and energy. Experience world-class concerts and sporting events with exceptional acoustics in every seat.
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What to do in Oakland

Golden Gate Bridge at night

San Francisco Night Tour

$48
per adult
76% of travellers recommend
San Francisco Night Tour
Bridge 2 Bridge Tour: Golden Gate Bridge to Bay Bridge

San Francisco Bridge to Bridge Cruise (90-minutes)

$48
per adult
94% of travellers recommend
San Francisco Bridge to Bridge Cruise (90-minutes)
San Francisco City Lights Cruise

California Sunset Cruise (2-hours)

$58
per adult
94% of travellers recommend
California Sunset Cruise (2-hours)
See all activities in Oakland

Oakland Hotel Deals

The Marina Inn on San Francisco Bay

The Marina Inn on San Francisco Bay

68 Monarch Bay Dr San Leandro CA
Fully refundableReserve now, pay when you stay
$129 nightly
$147 total
Nov 1 - Nov 2
Total with taxes and fees
8.6/10 Excellent! (2,802 reviews)
"Horrible Wi-Fi. I depend heavily on being able to be connected to the internet and so disappointed on the WiFi"

Reviewed on Oct 10, 2026

The Marina Inn on San Francisco Bay
DoubleTree by Hilton Hotel Berkeley Marina

DoubleTree by Hilton Hotel Berkeley Marina

200 Marina Blvd Berkeley CA
Fully refundableReserve now, pay when you stay
$145 nightly
$167 total
Nov 10 - Nov 11
Total with taxes and fees
DoubleTree by Hilton Hotel Berkeley Marina
Claremont Resort & Club

Claremont Resort & Club

41 Tunnel Road Berkeley CA
Fully refundableReserve now, pay when you stay
$373 nightly
$433 total
Oct 11 - Oct 12
Total with taxes and fees
Claremont Resort & Club
See all 1,216 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.

Find the Best Oakland Vacation Packages

Things to do in and around Oakland

Oakland offers a vibrant mix of family-friendly activities, outdoor adventures, and cultural experiences. Visitors can explore educational attractions, enjoy thrilling events at arena entertainment facilities, and catch performances at various theaters. With its diverse offerings, Oakland is ideal for day trips and serves as a hub for headline attractions that showcase the city's creative spirit and community.

Shopping

For a great shopping experience in Oakland, visit Oakland City Center for a mix of entertainment and family vibes. Public Market Emeryville offers a vibrant city atmosphere, while Boudin Bakery, located 8 miles away, is perfect for unique gifts and family-friendly options.

Recreation

Oracle Park, located 7 miles away, offers a vibrant sports atmosphere perfect for catching a game and enjoying the energy of fellow fans. In Oakland, the Greek Theater provides a romantic cultural setting, hosting diverse performances amidst stunning surroundings, while the Fox Theater showcases amazing live music in an iconic venue.

Adventure

Experience the excitement at Plank, an arcadeAdventureZone filled with games and activities for the whole family. Take to the skies with Hayward Flight for breathtaking views of the Oakland skyline. For climbing enthusiasts, Berkeley Iron Works offers thrilling challenges in a vibrant indoor climbing environment.

Nightlife

Oakland’s nightlife is vibrant, featuring spots like the American Legion Log Cabin, a cozy drinking pub with romance vibes, and the Oakland Tribune Tower, where you can enjoy entertainment and craft drinks. Experience the lively atmosphere and connect with locals for a memorable night out.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Find the best attractions in and around Oakland

Oakland is an ideal destination for family-friendly, outdoor, and cultural vacations. Explore popular attractions like the Oakland Arena, Oakland Zoo, and the Oakland Museum, which cater to those seeking a vibrant city experience. With urban parks, event venues, and modern universities, there's plenty to engage visitors of all ages in and around Oakland.

  • Jack London Square: Experience the vibrant atmosphere of Jack London Square, a bustling waterfront destination in Oakland. Enjoy waterfront dining, boutique shops, and lively events, all while soaking in the city's dynamic energy.
  • University of California, Berkeley: Explore the historic charm of the University of California, Berkeley. Known for its prestigious academic reputation, the campus offers stunning architecture, beautiful gardens, and a rich cultural scene, perfect for leisurely strolls.
  • Moscone Convention Center: Located 7 miles away, the Moscone Convention Center is a premier venue for business events and conferences. Experience its modern facilities and vibrant atmosphere, a hub for innovation and networking in the Bay Area.

Best time to go to Oakland

The best time to visit Oakland is dependent on what kind of holiday you are seeking. September is its hottest month on average. At this time, visitor numbers are average and weather is sunny with no rain. December is its coolest month on average. At this time, visitor numbers are average and weather is mostly sunny with light rain.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January51.3°F (10.7°C)Light RainMostly SunnySlightly LowAverage
February51.8°F (11.0°C)Light RainMostly SunnySlightly LowSlightly Low
March53.1°F (11.7°C)Light RainMostly SunnyAverageAverage
April55.4°F (13.0°C)No RainMostly SunnyAverageAverage
May57.9°F (14.4°C)No RainSunnyAverageAverage
June61.9°F (16.6°C)No RainSunnySlightly HighAverage
July63.0°F (17.2°C)No RainSunnySlightly HighAverage
August64.0°F (17.8°C)No RainSunnySlightly HighSlightly High
September64.6°F (18.1°C)No RainSunnyAverageSlightly High
October62.1°F (16.7°C)No RainSunnyAverageSlightly High
November55.8°F (13.2°C)No RainMostly SunnySlightly LowSlightly Low
December51.1°F (10.6°C)Light RainMostly SunnyAverageSlightly Low

Tips to save on your trip to Oakland

  • Combine your flights, hotels and car rentals on Expedia—bundling can result in significant savings.
  • Consider traveling during the off-peak season (typically February and November to December) for more affordable package holidays to Oakland.
  • 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.

Oakland Essential Information

Language
English
Currency
U.S dollars
Closest Airport
San Francisco Intl. Airport (SFO)
Population
419,300
Max Temp Winter
60ºF
Max Temp Summer
75ºF
Top Sights
Greek Theater, Oakland Zoo and Oakland Museum of California

More vacations you might like

Frequently asked questions

What types of vacation packages are available in Oakland?
Oakland, known for its family-friendly attractions and cultural offerings, provides vacation packages tailored to several travel styles:
  • Budget-friendly package: For travelers seeking value, options like Continental Lodge, rated 7.5 out of 10 by travelers, offer essential amenities such as free WiFi, and some even include a game room or playground.
  • Breakfast-inclusive package: Many hotels offer free breakfast to start your day. For example, Residence Inn by Marriott Oakland Downtown, rated 8.8 out of 10 by travelers, provides free breakfast and a kitchen in its rooms, with travelers frequently highlighting the free breakfast.
  • Pet-friendly package: If you're traveling with a furry companion, hotels like Residence Inn by Marriott Oakland Downtown, rated 8.8 out of 10 by travelers, welcome pets and offer amenities such as a kitchen and free WiFi.
  • Family-friendly package: Oakland is a great destination for families, and hotels like Best Western Plus Bayside Hotel, rated 8.5 out of 10 by travelers, offer family rooms and a hot tub, making it easy to relax after a day of exploring.
How much does an Oakland vacation package cost?
An Oakland vacation package typically costs around $700 per adult for a weekend trip. Lower-priced options start around $400 per adult, while premium packages can reach up to $1,400.*Package prices shown are the average total cost per adult across Expedia bookings over the past year and may change depending on availability, dates, and demand.
How do I find cheap Oakland vacation package deals?
The cheapest Oakland vacation package deals can be as low as around $370 per adult for weekend trips. Separately, September and November typically have the lowest average monthly prices, around $620 to $630 per adult, typically for a 2-day trip. Bundling flights and hotel together also typically saves money on an Oakland vacation package — nearly all weekend bookings include some savings versus booking separately, typically around $25 per adult. Longer, two-week trips can save even more, often around $160 per adult. Many hotels in Oakland also offer free breakfast, which can help stretch your budget further. Browse cheap vacation packages in Oakland on Expedia for current deals.*Package prices shown are the average total cost per adult across Expedia bookings over the past year and may change depending on availability, dates, and demand.
What is the best time to go to Oakland?
The best time to go for an Oakland vacation package, based on peak demand, is typically September and May. These months are popular for experiencing the city's attractions and events.For a potentially more affordable Oakland vacation, consider traveling in November or October, which tend to have lower package prices. While September is also listed among the cheapest months, it's also a peak booking period, suggesting a good value for those who plan ahead.
What's included in an Oakland vacation package?
An Oakland vacation package lets you combine round-trip flights, a hotel stay, and a rental car. Many hotels offer convenient amenities such as airport shuttle service to and from Oakland International Airport (OAK), and most also include free breakfast to help you start your day. Some hotels also offer bay views, adding to your stay.Exactly what's included will vary by hotel and package, so it's worth reviewing the details before you confirm your booking.
What's the best vacation package for Oakland?
Families looking for an Oakland vacation package can consider a stay at Residence Inn by Marriott Oakland Downtown. This 3.5-star property, rated 8.8 out of 10 by travelers, offers family rooms, a kitchen, and is pet-friendly, with travelers frequently praising the amazing rooms and great overall experience.For couples, Best Western Plus Bayside Hotel, rated 8.5 out of 10 by travelers, provides a relaxing setting with a bar/lounge and a hot tub. Travelers often note its peaceful overall atmosphere and great location.If you're seeking value, an Oakland vacation package with a stay at Executive Inn & Suites Embarcadero Cove is a strong choice. Rated 8.4 out of 10 by travelers, it features an outdoor pool and free breakfast, and travelers highlight its great value and lovely overall experience.
Is Oakland better suited for a beach vacation or a cultural trip?
An Oakland vacation offers a blend of cultural attractions and waterfront activities. Its location on the San Francisco Bay provides opportunities for waterfront experiences, particularly around Jack London Square, which is about 1 mile from central Oakland.For cultural pursuits, Oakland shines with venues like the Fox Theater, about a 5-minute walk from central Oakland, and other entertainment options. You can also enjoy outdoor activities around Lake Merritt, about 1 mile from central Oakland. Your Oakland vacation can be customized to focus on either the vibrant cultural scene or the scenic Bay Area waterfront.
Is Oakland a good choice for a family vacation package?
Oakland is a good choice for family vacation packages, with some bookings being family trips. Many hotels cater to families with amenities like family rooms, free breakfast, and outdoor pools.For example, Residence Inn by Marriott Oakland Downtown, a 3.5-star property rated 8.8 out of 10 by travelers, offers family rooms, free breakfast, and kitchens, with travelers often praising the free breakfast and well-stocked kitchens. Another option is Courtyard by Marriott Oakland Airport, rated 7.9 out of 10, which provides family rooms, free breakfast, and an outdoor pool, with guests often highlighting the good breakfast and secure overall experience.Families can also enjoy attractions such as Lake Merritt, about 1 mile from central Oakland, which offers recreational activities, or catch an event at Oakland Arena, about 8 miles from central Oakland.
What's included in an Oakland beach vacation package?
Oakland beach vacation packages typically combine flights with a hotel stay. While Oakland is a beach destination outside the city, the focus is often on bay access and waterfront activities. Hotels like Executive Inn & Suites Embarcadero Cove, rated 8.4 out of 10, and Courtyard by Marriott Oakland Airport, rated 7.9 out of 10, offer outdoor pools that provide water access. Travelers frequently praise the overall experience at Executive Inn & Suites Embarcadero Cove, while guests often note the convenient location of Courtyard by Marriott Oakland Airport. What's included, such as specific amenities, dining, or activities, depends on the hotel and the rate chosen for your Oakland vacation package.
What is the best time to book an Oakland vacation package?
Book your Oakland vacation package around 3 weeks in advance. This gives you time to secure your preferred flights and hotel while rates are still competitive. Most travelers book between 1 and 6 weeks out.June, September, and October are the busiest months for Oakland packages, so booking earlier is advisable if you're traveling during these times.
What are the top things to do in Oakland?
An Oakland vacation offers a variety of attractions, from vibrant entertainment venues to scenic waterfront areas:Browse and book things to do in Oakland on Expedia.
How many days do you need for an Oakland vacation?
Most Oakland vacation packages are typically around 2 days, with most travelers choosing weekend trips. This duration allows you to explore key attractions like Jack London Square, about 1 mile from central Oakland, or catch a show at the Fox Theater, about a 5-minute walk from central Oakland.Some travelers opt for week-long trips, which provide more time to delve into the city's cultural offerings and enjoy outdoor spaces like Lake Merritt, about 1 mile from central Oakland. A select few choose two-week trips for a more extensive exploration of Oakland and the wider Bay Area.
Is Oakland a good destination for a weekend vacation?
Yes, Oakland is a great choice for a weekend vacation package, as most travelers specifically choose weekend trips. A short trip allows you to experience many of the city's highlights without feeling rushed.You can easily explore the vibrant Jack London Square, about 1 mile from central Oakland, enjoy a performance at the Fox Theater, about a 5-minute walk from central Oakland, or relax by Lake Merritt, also about 1 mile from central Oakland. These attractions are well-suited for a focused 1-3 day visit.
Do you need to rent a car in Oakland, or is public transport enough?
For an Oakland vacation package, renting a car offers the most flexibility, especially if you plan to explore attractions beyond the immediate downtown area. While central Oakland is walkable for some sights, many points of interest are spread out.For example, Oakland Arena is about 8 miles from central Oakland, and Berkeley Marina is about 6 miles away. A car allows you to easily reach these and other destinations at your own pace. For arrivals, Oakland International Airport (OAK) serves the area, and a rental car provides direct access to your accommodation. Public transport options exist, but a car is recommended for comprehensive exploration of the region.
Are Oakland vacation package hotels conveniently located?
Oakland vacation package hotels offer a range of convenient locations, with many properties situated within easy reach of central Oakland's attractions.For instance, Residence Inn by Marriott Oakland Downtown, rated 8.8 out of 10, and Oaktown Roost, rated 8.9 out of 10, are both about a 5-minute walk from central Oakland. If you prefer to be closer to the airport, hotels like Holiday Inn & Suites Oakland Airport by IHG, rated 8.8 out of 10, and SpringHill Suites by Marriott Oakland Airport, rated 8.6 out of 10, are about 6 miles from central Oakland. Choosing a hotel near the city center puts you close to cultural sites and dining, while airport-area hotels offer convenience for arrivals and departures.
Can I change or cancel my Oakland vacation package if my plans change?
Yes, you can cancel your vacation package via your itinerary page on Expedia or by contacting customer service. Remember that some packages are fully refundable, but the details vary based on each unique booking. A fully refundable package may depend on how far out from the travel dates you're canceling and what airline you are traveling with.
Do One Key members get extra savings when booking Oakland vacation packages?
Yes, members who join our free One Key™ travel rewards program can instantly unlock additional savings and save 10% or more with Member Prices on over 500,000 stays worldwide and over 1 million car rentals.
Does Expedia offer Book Now, Pay Later Oakland vacation packages?
Yes, with Expedia's Book Now, Pay Later option, powered by Affirm, you can spread the cost of your Oakland vacation over 3, 6, or 12 months. With no late payment fees or hidden costs, it's easy to secure your ideal vacation package as soon as you spot it.
How can I save money on a Oakland vacation package?
When you bundle, you can save up to 30%*. To save money on a Oakland package, consider traveling during the quieter months or be flexible with your dates to find more options. Bundling your flights and hotel together often unlocks savings compared to booking separately. *Members only. Savings vary
How do I find last-minute vacation packages to Oakland?
To find last-minute vacation packages to Oakland, explore the last-minute deals section for the latest package offers, including flights, departing in the coming weeks. Being flexible with your travel dates and hotel preferences can help you secure the best prices.
How does free cancellation work on Oakland vacation packages?
Free cancellation on a Oakland vacation package depends on the specific hotel and rate combination you book. Many bookings allow free cancellation up to a stated deadline (often a few days before travel) where eligible. Read the cancellation terms carefully when reviewing the package, and visit Expedia help center for further details.
Is it cheaper to book a Oakland vacation as a package or separately?
Booking flights and hotels together can unlock lower overall prices. Better still, you can tailor your Oakland getaway to match your exact preference. Pick your preferred flight time, select the hotel type and add a car rental. Explore our bundles to see how much you can save.
Why should I book my Oakland vacation package with Expedia?
Booking your vacation package on Expedia makes it easier to get more out of your trip from the start. With a wide choice of hotels, you can compare prices, reviews and amenities all in one place, then bundle your hotel with flights which could help you save even more. Flexible booking options on selected stays also make it easier to plan with confidence.

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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.