Cherryland Holidays from £647

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Your Cherryland Holiday

From its highlights to its hidden delights, this city is best explored with a Cherryland holiday 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 holiday plans in motion!

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

Bay Breeze Inn

£647
per person
16 Nov - 21 Nov
found 1 day ago
Return flight included
London (LGW) to Oakland (OAK)
7.8/10 Good! (338 reviews)
Claremont Resort & Club

Claremont Resort & Club

Claremont Hills
Save 100% on your flight
£1,013
per person
16 Nov - 21 Nov
found 1 day ago
Return flight included
London (LGW) to Oakland (OAK)
9/10 Wonderful! (1,102 reviews)
Upon arrival the staff was very helpful and friendly. From the parking attendant, Nie, to the front desk, Benjamin,and concierge, Laura.

Reviewed on 12 Sept 2026

Ramada by Wyndham Oakland Downtown City Center

Ramada by Wyndham Oakland Downtown City Center

Downtown Oakland
£837
per person
16 Nov - 21 Nov
found 1 day ago
Return flight included
London (LGW) to Oakland (OAK)
7.4/10 Good! (1,004 reviews)
A good, affordable hotel very centrally located in downtown Oakland and just two blocks from the 12th street BART. Room was reasonably clean, but careful attention should be paid to making sure mini fridges are emptied out and soap/shampoo bottles are filled/replaced. An issue with the shower head was handled immediately by staff. Decent breakfast and free coffee in the main lobby.

Reviewed on 11 Sept 2026

AC Hotel by Marriott Oakland Downtown

AC Hotel by Marriott Oakland Downtown

Downtown Oakland
£994
per person
15 Nov - 21 Nov
found 1 day ago
Return direct flight included
London (LGW) to Oakland (OAK)
9.2/10 Wonderful! (515 reviews)
The Marina Inn on San Francisco Bay

The Marina Inn on San Francisco Bay

£929
per person
24 Oct - 31 Oct
found 1 day ago
Return flight included
Manchester (MAN) to Oakland (OAK)
8.6/10 Excellent! (2,711 reviews)

Where to stay in Cherryland

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

Theatres, art galleries and live music highlight some notable features of Downtown Oakland. Make a stop by Oakland City Center or Fox Theater while you're visiting, and jump aboard the metro at 12th Street/Oakland City Center Station or 19th St Station to get around town.

Find hotels in 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 UC Theatre Taube Family Music Hall and Historic Berkeley. 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.

Find hotels in Downtown Berkeley
An aerial view of a coastal city with a large bay, a peninsula with sparse vegetation, and a distant urban skyline.

Albany

Albany is well liked for its seaside views and shopping. If you're hoping to see more of the larger area, Berkeley Marina and UC Theatre Taube Family Music Hall are some interesting sights nearby to check out.

Find hotels in Albany
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.

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

West Oakland

While you're in West Oakland, take in top sights like Old Oakland and jump on the metro at West Oakland Station to see more of the city.

Find hotels in West Oakland

Top hotels in Cherryland

Holiday Inn Golden Gateway by IHG

Holiday Inn Golden Gateway by IHG

1500 Van Ness Ave San Francisco CA
Fully refundableReserve now, pay when you stay
£132
20 Sept - 21 Sept
includes taxes & fees
9/10 Wonderful! (6,287 reviews)
"Room was clean and good location"

Reviewed on 12 Sept 2026

Holiday Inn Golden Gateway by IHG
Hilton San Francisco Union Square

Hilton San Francisco Union Square

333 O'Farrell St. San Francisco CA
Fully refundableReserve now, pay when you stay
£148
3 Oct - 4 Oct
includes taxes & fees
Hilton San Francisco Union Square
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
£175
18 Sept - 19 Sept
includes taxes & fees
9/10 Wonderful! (7,675 reviews)
"Great location, tired decor and rooms, check in was extremely busy, breakfast was hectic. My family and I will look to stay somewhere else next time."

Reviewed on 12 Sept 2026

Hotel Riu Plaza Fisherman's Wharf
See all 4,051 properties in Cherryland
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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Where to go when
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Frequently asked questions

How much does a Cherryland travel package cost?
Get ready to book, because a trip to Cherryland starts from a tempting £647. When you combine your hotels, flights and car rentals into a package, you'll score the biggest deals.
If I'm not able to travel, can I cancel my Cherryland travel package?
Certainly, and we'll help you every step of the way. You may be able to cancel or change your Cherryland travel package for free if you booked in the last 24 hours. However, you may incur a fee from your hotel, airline or car rental company if you booked more than 24 hours ago. If your travel plans unexpectedly change, visit our Customer Service Portal for further information.
How do I get a cheap travel package to Cherryland?
Bundle your bookings with Expedia to save big on your next getaway. With more than 550 airlines and 1,000,000 hotels worldwide, your Cherryland travel package can be tailored exactly to suit your budget. With all that extra money, why not add some awesome activities and tours? It's an easy way to unlock even more bargains. That dream holiday to Cherryland is closer than you thought!
Does Expedia offer Book Now, Pay Later Cherryland holidays?
Expedia has joined forces with online lender Klarna to make booking your next trip a little easier on the wallet. Paying by instalment means you can spread the costs of your next big holiday, leaving you with more cash to play with while you're travelling. Klarna has several payment plans to choose from, so you're sure to find something that fits into your budget. Browse these flexible payment options:
  • Pay monthly holidays: If paying bite-sized amounts each month is something that would work for you, Klarna offers just that! Paying in convenient monthly instalments will make your holiday dreams possible.
  • Pay in instalments holidays: If you'd like to pay for your escape in multiple transactions, holidays paid in instalments might be the right option for your Book Now, Pay Later holiday through Klarna.
  • Low deposit holidays: When you spot an unbeatable deal but your budget doesn't quite cover it yet, Klarna's low deposit holiday plan will help you secure your getaway.
Where should I stay in Cherryland?
With fascinating attractions like California State University East Bay and Southland Mall in this area, look for a hotel positioned near them. Chabot College is another sight that people flock to.
What are the top hotels in Cherryland?
Book a room at La Quinta Inn & Suites by Wyndham Oakland - Hayward. It's one of the area's most in-demand properties. Another highly rated option in Cherryland is Motel 6 Hayward, CA - East Bay.
How far in advance should I book my Cherryland holiday?
Reserving your spot early with Expedia means one less thing to worry about. Many air carriers advertise prices up to 12 months in advance. Typically, this is the cheapest time to book. If circumstances have left you booking late, discount flights to Cherryland are still known to appear just weeks before departure.
What does an Expedia Cherryland travel package include?
Car rentals, flights and hotels — we connect you to the very best bargains. All you have to do is select your favourite combination. After you've made your booking, you can add on the exciting stuff like sightseeing activities. Our travel packages make it simple to customize an unforgettable Cherryland getaway.
What should I know before booking a Cherryland travel package?
Our prices are always low. However, you'll snap up even more bargains if you book your flights, hotels and car rentals together. With an Expedia package, you'll always get transparent pricing and a great range of choice.
Can I choose my airline with a Cherryland Expedia travel package?
Yes, you can. We offer more than 550 airline partners worldwide, so opt for the carrier that's a good fit for your travel needs.

Things to do

Golden Gate Bridge at night

San Francisco Night Tour

£35
per adult
78% of travellers recommend
San Francisco Night Tour
San Francisco Giants Baseball Game at Oracle Park

San Francisco Giants Baseball Game at Oracle Park

£46
per adult
San Francisco Giants Baseball Game at Oracle Park
Alcatraz Visit with Night Option and SF Bay Cruise

Alcatraz Visit with Night Option and SF Bay Cruise

£102
per adult
94% of travellers recommend
Alcatraz Visit with Night Option and SF Bay Cruise
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. Flight-inclusive packages are ATOL protected.