Cherryland Holidays

  • Plan, book, travel with confidence

  • Better together

    Save up to S$1,300 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

Where to stay in Cherryland

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

Downtown Oakland

1 out of top 10 points of interest in this area
3.5/5(2 area reviews)

Theatres, art galleries and live music highlight some notable features of Downtown Oakland. Make a stop by Oakland City Center or Embarcadero Bay Bicycle Trail 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

Top hotels in Cherryland

Hotel Riu Plaza Fisherman's Wharf

Hotel Riu Plaza Fisherman's Wharf

4 out of 5
2500 Mason St San Francisco CA
Fully refundableReserve now, pay when you stay
The price is S$273 per night from 28 Jun to 29 Jun
S$273
28 Jun - 29 Jun
includes taxes & fees
Hotel Riu Plaza Fisherman's Wharf
Holiday Inn Golden Gateway by IHG

Holiday Inn Golden Gateway by IHG

3.5 out of 5
1500 Van Ness Ave San Francisco CA
The price is S$217 per night from 12 Jul to 13 Jul
S$217
12 Jul - 13 Jul
includes taxes & fees
9/10 Wonderful! (5,855 reviews)
"Staff was great and very helpful, parking the car to go check in was a pain, stressful and not a lot of room and line was going out to the street. Hotel was nice inside, didn’t realize there was no microwave in the room which was a bummer and we had to call to figure out if there were blackout curtains ..."

Reviewed on 14 Jun, 2026

Holiday Inn Golden Gateway by IHG
Hilton San Francisco Union Square

Hilton San Francisco Union Square

4 out of 5
333 O'Farrell St. San Francisco CA
Fully refundableReserve now, pay when you stay
The price is S$280 per night from 10 Jul to 11 Jul
S$280
10 Jul - 11 Jul
includes taxes & fees
8.6/10 Excellent! (1,367 reviews)
"Inside was fairly clean. The outside could use a power spray cleaning at least every week from the smell of urine. Luggage Staff was extremely helpful. Check-in Staff that helped me could be more friendly to encourage customers to come back. Overall stay was okay to good."

Reviewed on 8 Jun, 2026

Hilton San Francisco Union Square
See all 4,144 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.

Frequently asked questions

How much does a Cherryland holiday package cost?
Discover the best of Cherryland from as low as . Choose from a wonderful selection of rental cars, hotels and flights to suit every style and budget. You can pick up even more discounts when you add a couple of sightseeing tours to your holiday package.
How do I get a cheap travel package to Cherryland?
Combine your hotels and flights, throw in extras such as tours, and save with a Cherryland holiday package. You won't just pick up exciting discounts on your getaway — you'll have loads of choice within your reach too. When you book with Expedia, you can choose from more than 550 airlines and 1,000,000 hotels all over the world. Your unforgettable holiday starts right here, right now!
Where should I stay in Cherryland?
A trip to Cherryland isn't complete without checking out California State University East Bay, Southland Mall and Hayward City Hall. Spend your nights near these tourist attractions and make sightseeing easy.
What are the top hotels in Cherryland?
If it's your first time staying in Cherryland, lock in a room at Your Best Relaxing Getaway, Near Sf or Luxury Modern Holiday Home 2 Bd. Both hotels offer comfy beds and are popular options with many savvy travellers.
How far in advance should I book my Cherryland holiday?
It all depends on the air carrier, but you can generally compare international fares on Expedia nearly a year in advance. While it's a good idea to book ahead of time, lucky customers will sometimes score a cheaper seat only weeks before departure dates.
What does an Expedia Cherryland travel package include?
Much of that depends on you. You can choose from a variety of Cherryland bundles, such as a rental car, flight and hotel. You can also book a flight and a hotel, or a flight and a rental car. Once you've made your booking, you can add the fun stuff like experiences and activities. Whatever your Cherryland escape looks like, you'll save!
What should I know before booking a Cherryland travel package?
A travel package can be easier on the wallet than separately booking everything you need for your escape. For example, bundle your flights, hotels and rental cars and score impressive savings. Whatever your holiday goals are, there's sure to be a package that's perfect for you.
Can I choose my airline with a Cherryland Expedia holiday package?
You can, and with over 550 airlines to pick from worldwide, you're spoiled for choice. Look through the available options and see which airline fits your budget and needs.
If I'm not able to travel, can I cancel my Cherryland holiday package?
Don't worry if you're rethinking your Cherryland holiday package — you can cancel or amend your booking. And if you've booked it within 24 hours, you may be able to do it for free. However, bookings made more than 24 hours ago may incur charges from your airline, hotel or car rental company. We totally understand life can throw the occasional spanner in the works, so head to our Customer Service Portal if that occurs. When you're ready to make changes, we're ready to help.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.