A large white building with a tower, surrounded by a well-maintained lawn and trees.

Cherryland Vacations from $229

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Your Cherryland Vacation

From its highlights to its hidden delights, this city is best explored with a Cherryland vacation package. Find somewhere to stay in Foster City, which is good for watersports, cycling and walking. Any trip to Cherryland needs a well-thought-out itinerary. Fill yours with attractions like California State University East Bay, Chabot College and Hayward City Hall. Stop daydreaming and start doing. Browse the many options on Expedia today and finally put your Cherryland vacation plans in motion!

The Latest Cherryland Vacation Packages

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

Jan 29 - Feb 1
Hawthorn Suites by Wyndham Napa Valley + Flight
Shurtleff
3 nights
3.0 star property
8.6/10 - Excellent (1,151 reviews)
"The location was good. The hotel is really outdated and in desperate need of a renovation. The breakfast was standard for many hotels."
Reviewed November 5, 2026
Roundtrip • Los Angeles (LAX) - Oakland (OAK)
LAX - SFO • Nonstop SFO - LAX • Nonstop
~~$333~~
$229
per traveler
found 1 day ago
Hawthorn Suites by Wyndham Napa Valley
Jan 29 - Feb 1
Fairmont Sonoma Mission Inn & Spa + Flight
Boyes Hot Springs
3 nights
4.0 star property
8.8/10 - Excellent (1,000 reviews)
"It was a beautiful old restored property. Loved the big jacuzzi tub in the Mission Spa suite. I felt we should have been able to do the geothermal pools for free due to paying $800/night for the room. We didn't have a four poster bed as advertised in all the photos and the room seemed smaller. Spa pools closed at 8pm which was much too early for us. No free breakfast, was just a lot more money for less amenities than we experienced in our hotel the prior night which cost 60% as much...."
Reviewed November 1, 2026
Roundtrip • Los Angeles (LAX) - Oakland (OAK)
LAX - SFO • Nonstop SFO - LAX • Nonstop
~~$661~~
$457
per traveler
found 1 day ago
Fairmont Sonoma Mission Inn & Spa
Dec 12 - Dec 15
Claremont Resort & Club + Flight
Claremont Hills
3 nights
5.0 star property
9.2/10 - Wonderful (1,204 reviews)
"My wife and I were in the hotel to be performing a concert in Berkley . We loved every aspect of the hotel. The VERY good breakfast downstairs was served by absolutely kind and cheerful human beings."
Reviewed November 4, 2026
Roundtrip • Dallas (DFW) - Oakland (OAK)
DAL - OAK • Nonstop OAK - DAL • Nonstop
~~$862~~
$597
per traveler
found 6 hours ago
Claremont Resort & Club
Jan 29 - Feb 1
The Estate Yountville + Flight
Yountville
3 nights
5.0 star property
9.4/10 - Exceptional (1,007 reviews)
"Pros: walkable, awesome breakfast every morning -truly fantastic, rooms clean and spacious. Snacks available in the lobby throughout the day. The car service was also very nice. Cons: The resort fee is high. Not sure why that isn’t just rolled into the nightly cost, bit deceiving. Spa was closed."
Reviewed November 4, 2026
Roundtrip • Los Angeles (LAX) - Oakland (OAK)
LAX - SFO • Nonstop SFO - LAX • Nonstop
~~$1,219~~
$857
per traveler
found 1 day ago
The Estate Yountville
Jan 29 - Feb 1
Alila Napa Valley, a Hyatt Luxury Resort + Flight
Downtown St. Helena
3 nights
5.0 star property
9.2/10 - Wonderful (118 reviews)
"Amaizing"
Reviewed October 17, 2026
Roundtrip • Los Angeles (LAX) - Oakland (OAK)
LAX - SFO • Nonstop SFO - LAX • Nonstop
~~$1,754~~
$1,236
per traveler
found 1 day ago
Alila Napa Valley, a Hyatt Luxury Resort

Where to stay in Cherryland

Find the best Cherryland 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.

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The Art Museum Pacific Film Archive building with a modern design, located at the corner of a street with a traffic light and pedestrians nearby.

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.

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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.

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A cityscape with a prominent building featuring a spire and golden lights, set against a backdrop of a sunset sky and distant mountains.

Piedmont

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

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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.

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