Downtown Oakland Vacation Packages

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Top Holiday Package Deals in Downtown Oakland

Price found within the past 48 hours. Click for updated prices.
WorldMark Windsor

WorldMark Windsor

CA $1,446
per person
Sep 19 - Sep 26
just found
Roundtrip flight included
Calgary (YYC) to Oakland (OAK)
9/10 Wonderful! (426 reviews)
The amenities were great - on site spa, pickleball court, pool, hot tubs, volleyball, ping pong, and more. BUT three things marred the experience 1. Pressure at check-in to sit in a timeshare presentation. 2. WiFi connection is weak so despite the ability to Chrome cast to TVs in room, the spotty WiFi made this very challenging. 3. The pickleball court is supposed to open at 8 am but at 10 am it was still locked. The reason given was maintenance leaves it locked if the court was wet, but it simply was not wet. While conceivable it may have been damp from overnight dew, it was definitely not “wet” at 9 or 10 am (sunrise was 6:20 am).

Reviewed on Aug 12, 2026

Claremont Resort & Club

Claremont Resort & Club

Claremont Hills
CA $1,991
per person
Oct 16 - Oct 18
found 24 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) to Oakland (OAK)
9/10 Wonderful! (1,064 reviews)
Geyserville Inn

Geyserville Inn

CA $1,451
per person
Sep 19 - Sep 26
just found
Roundtrip flight included
Calgary (YYC) to Oakland (OAK)
9.2/10 Wonderful! (1,002 reviews)
Mount View Hotel & Spa

Mount View Hotel & Spa

CA $1,807
per person
Sep 19 - Sep 26
just found
Roundtrip flight included
Calgary (YYC) to Oakland (OAK)
9.2/10 Wonderful! (1,003 reviews)
UpValley Inn & Hot Springs Napa Valley, an Ascend Collection Hotel

UpValley Inn & Hot Springs Napa Valley, an Ascend Collection Hotel

CA $1,542
per person
Sep 19 - Sep 26
just found
Roundtrip flight included
Calgary (YYC) to Oakland (OAK)
9/10 Wonderful! (1,004 reviews)

Where to stay in Downtown Oakland

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

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

Piedmont

You'll enjoy the lake views and architecture in Piedmont. You might want to make time for a stop at Davie Tennis Stadium or Piedmont Sports Field.

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? Golden Gate Fields and Berkeley Marina 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 city street with a green building, a tall red building, and a sign for 'Broadway'.

South Berkeley

While you're in South Berkeley, take in top sights like Telegraph Avenue and jump on the metro at Ashby Station to see more of the city.

Downtown Oakland Hotel Deals

Holiday Inn Golden Gateway by IHG

Holiday Inn Golden Gateway by IHG

1500 Van Ness Ave San Francisco CA
Fully refundable
CA $212
CA $249 total
Aug 31 - Sep 1
includes taxes & fees
Holiday Inn Golden Gateway by IHG
Hotel Riu Plaza Fisherman's Wharf

Hotel Riu Plaza Fisherman's Wharf

2500 Mason St San Francisco CA
Fully refundableReserve now, pay when you stay
CA $183
CA $273 total
Aug 31 - Sep 1
includes taxes & fees
9/10 Wonderful! (7,606 reviews)
"Long wait to check in, breakfast line was over an hour long. Room was clean enough. Good location, close to piers. Overpriced/overrated."

Reviewed on Aug 14, 2026

Hotel Riu Plaza Fisherman's Wharf
Handlery Union Square Hotel

Handlery Union Square Hotel

351 Geary St San Francisco CA
Fully refundableReserve now, pay when you stay
CA $229
CA $269 total
Sep 6 - Sep 7
includes taxes & fees
Handlery Union Square Hotel
See all 4,447 properties in Downtown 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.

Frequently asked questions

How much does a Downtown Oakland vacation package cost?
Go from looking to booking with our Downtown Oakland vacation packages, which start from a low CA $1,446. Pick the flights and hotels that suit your travel style. Then, add on one or two sightseeing tours for a memorable getaway.
How do I get a cheap travel package to Downtown Oakland?
Crafting your own Downtown Oakland vacation package with Expedia is such a simple way to save. We have more than 550 airlines and 1,000,000 properties throughout the world. With such a fantastic range to select from, you'll have no hassles pulling together your perfect getaway.
Where should I stay in Downtown Oakland?
Make sightseeing easy by staying within walking distance of Downtown Oakland's iconic attractions. University of California, Berkeley and RingCentral Coliseum are two of the most popular.
What are the top hotels in Downtown Oakland?
If this will be your first visit to Downtown Oakland, lock in a room at Waterfront Hotel, part of JdV by Hyatt or Moxy Oakland Downtown. Both hotels have good amenities and are top options with many savvy travelers.
How far in advance should I book my Downtown Oakland vacation?
You'll be rewarded with the widest variety at the cheapest prices by booking your trip to Downtown Oakland nice and early. Airlines generally release flights anywhere up to 12 months prior to departure, so start locking things in ASAP. That said, Expedia is dedicated to providing you with the best bargains around, so it's always a good time to book your dream vacation!
What does an Expedia Downtown Oakland travel package include?
Hotels, flights and car rentals — we connect you to all the best deals. All you have to do is figure out your preferred combination. Once you've made your booking, you can add on the fun stuff like tours and experiences. Our travel packages make it easy to craft an amazing Downtown Oakland trip.
What should I know before booking a Downtown Oakland travel package?
When you book your hotels, flights and car rentals together, you'll land awesome discounts. Whether you're planning a rural escape in a cottage or prefer to stay in a comfortable hotel in the city, Expedia can make it happen for less.
Can I choose my airline with a Downtown Oakland Expedia vacation package?
Yes, the choice is yours. We offer more than 550 airlines across the globe, so you can customize your Downtown Oakland adventure according to your travel needs.
If I'm not able to travel, can I cancel my Downtown Oakland vacation package?
We totally understand that life doesn't always go according to plan. If you've locked in a Downtown Oakland vacation package and have to amend or cancel it, we're here to help. We recommend looking up our Customer Service Portal first for information. But in general, if you've taken out your package within 24 hours, you may be able to cancel or change your itinerary at no cost. If it's more than 24 hours, your airline, hotel or car rental company may impose a charge.

Stay near popular Downtown Oakland attractions

A city street with a prominent building with a dome and a sign that reads "FOX OAKLAND".

Fox Theater

8.0/10 (215 reviews)
You can enjoy a show at Fox Theater during your stay in Oakland. Experience the fascinating museums or attend a sporting event in this vibrant area.
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An ornate theater with intricate carvings and a red curtain.

Paramount Theatre

8.0/10 (173 reviews)
Come and see the ballet, a concert or a stand-up comedy performance at this spectacular art deco theater in the heart of Oakland.
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A city skyline with modern buildings and a body of water in the foreground.

Oakland City Center

8.0/10 (230 reviews)
You can find the perfect gifts to bring home at Oakland City Center during your stay in Oakland. Experience the acclaimed theater scene or attend a sporting event in this vibrant area.
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A modern building with a large sign reading "Oakland Museum of California" and a staircase leading to an entrance.

Oakland Museum of California

8.2/10 (148 reviews)
Delve into Californian history at this interdisciplinary museum, which features enthralling exhibits of landscape paintings, cultural artifacts and natural science under one roof.
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A brick sidewalk, a tree, and a building with a 'comrade' sign.
Photo by AMCR

Old Oakland

During your trip to Oakland, you can find the perfect gifts to bring home at Old Oakland. While in this walkable area, you can savor the top-notch restaurants.
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Oakland Convention Center

7.6/10 (129 reviews)
Learn about the events happening at Oakland Convention Center during your trip to Oakland. Experience the acclaimed theater scene or attend a sporting event in this vibrant area.
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Embarcadero Bay Bicycle Trail

6.0/10 (3 reviews)
Enjoy a stop at Embarcadero Bay Bicycle Trail, an entertaining place to visit in Oakland. Experience the acclaimed art scene and fascinating museums in this vibrant area.
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C. L. Dellums Oakland Amtrak Station

You can find out about the history of Oakland with a stop at C. L. Dellums Oakland Amtrak Station. Experience the theater scene or attend a sporting event in this vibrant area.
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Things to do

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)
Golden Gate Bridge at night

San Francisco Night Tour

CA $74
per adult
78% of travellers recommend
San Francisco Night Tour
San Francisco City Lights Cruise

California Sunset Cruise (2-hours)

CA $82
per adult
94% of travellers recommend
California Sunset Cruise (2-hours)
See all activities in Oakland
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.