Cherryland Holidays

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to NZ$2,400 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

Our guide on 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

2 out of top 10 points of interest in this area
4/5(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

Our pick of the best Cherryland Hotel Deals

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 NZ$429 per night from 31 May to 1 June
NZ$429
31 May - 1 June
includes taxes & fees
9/10 Wonderful! (7,507 reviews)
"The breakfast was so good. So many choices and staffed very well"

Reviewed on 26 May 2026

Hotel Riu Plaza Fisherman's Wharf
Hilton San Francisco Financial District

Hilton San Francisco Financial District

4 out of 5
750 Kearny St San Francisco CA
Fully refundableReserve now, pay when you stay
The price is NZ$259 per night from 31 May to 1 June
NZ$259
31 May - 1 June
includes taxes & fees
8.8/10 Excellent! (2,808 reviews)
"Stayed at the Hilton Financial District in San Francisco and honestly had an amazing experience from start to finish. The location is perfect — close to Chinatown, North Beach, the waterfront, and super easy to get around the city from here. The hotel itself felt clean, modern, and well maintained, ..."

Reviewed on 26 May 2026

Hilton San Francisco Financial District
Holiday Inn Golden Gateway by IHG

Holiday Inn Golden Gateway by IHG

3.5 out of 5
1500 Van Ness Ave San Francisco CA
Fully refundable
The price is NZ$339 per night from 31 May to 1 June
NZ$339
31 May - 1 June
includes taxes & fees
9/10 Wonderful! (5,789 reviews)
"I had a good stay there and the staff was very helpful and courteous. The food was very good as well."

Reviewed on 26 May 2026

Holiday Inn Golden Gateway by IHG
See all 4,178 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.

Discover the most popular places to visit in Cherryland

University of California, Berkeley

University of California, Berkeley

Take a campus tour or just explore the area of University of California, Berkeley during your trip to Berkeley. Attend a sporting event or discover the beautiful sunsets in this vibrant area.

University of California, Berkeley
Greek Theater

Greek Theater

You can get tickets for a performance at Greek Theater during your stay in Berkeley. Experience the acclaimed art galleries and entertainment choices in this vibrant area.

Greek Theater
Oakland Zoo

Oakland Zoo

Catch an exciting train through the Australian outback, watch giraffes eat their dinner and see majestic African elephants at this family-friendly zoo.

Oakland Zoo

Activities

Golden Gate Bay Cruise Service: sail around Alcatraz!

Golden Gate Bay Cruise - Sail Around Alcatraz! (1-hour)

NZ$65
per adult
96% of travellers recommend
Golden Gate Bay Cruise - Sail Around Alcatraz! (1-hour)
San Francisco: Skip-the-Line 1-Hour Bay Cruise by Boat

San Francisco Bay Sightseeing Cruise International Narration

NZ$65
per adult
92% of travellers recommend
San Francisco Bay Sightseeing Cruise International Narration
Bridge 2 Bridge Tour: Golden Gate Bridge to Bay Bridge

San Francisco Bridge to Bridge Cruise (90-minutes)

NZ$80
per adult
94% of travellers recommend
San Francisco Bridge to Bridge Cruise (90-minutes)
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.