Cherryland Vacation Packages

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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!

Top Holiday Package Deals in Cherryland

Price found within the past 48 hours. Click for updated prices.
Sonesta Emeryville - San Francisco Bay Bridge

Sonesta Emeryville - San Francisco Bay Bridge

3 out of 5
Price was CA $1,189, price is now CA $817 per person
CA $817
per person
May 6 - May 11
found 13 hours ago
Roundtrip flight included
Toronto (YTO) to Oakland (OAK)
8.6/10 Excellent! (1,389 reviews)
Hotel definitely needs an update to rooms

Reviewed on Mar 16, 2026

Claremont Resort & Club

Claremont Resort & Club

5 out of 5
Claremont Hills
Price was CA $2,216, price is now CA $1,484 per person
CA $1,484
per person
Jun 14 - Jun 19
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Oakland (OAK)
8.8/10 Excellent! (1,017 reviews)
I would like to give a special thank you to Hannah at the front desk for her exceptional service. Although check-in was scheduled for 3:00 PM, we arrived around 11:00 AM simply intending to drop off our bags. She graciously accommodated us with an early check-in at no additional cost and provided us with a room featuring a beautiful view overlooking the city. The rest of the staff were equally friendly and welcoming throughout our stay. The hotel itself was clean, well-maintained, and very aesthetically pleasing. However, the fifth floor did have a noticeable musty odor, reminiscent of old or stale cigarette smoke. Additionally, the bed was quite firm, which may not suit those who prefer a softer mattress. The restaurant experience was average. While the staff were attentive and kind—kind enough to remove a drink I didn’t enjoy from the bill—the food and beverages did not particularly stand out. Overall, despite a few minor drawbacks, we had a positive experience and would consider staying here again in the future.

Reviewed on Mar 18, 2026

Carneros Resort and Spa

Carneros Resort and Spa

5 out of 5
Price was CA $11,003, price is now CA $7,991 per person
CA $7,991
per person
May 6 - May 11
found 1 day ago
Roundtrip flight included
Montreal (YUL) to Oakland (OAK)
9.2/10 Wonderful! (359 reviews)
Carneros is located perfectly to travel around the Napa valley but you don't have to leave the property because it has everything you need. My wife and I loved our stay.

Reviewed on Mar 17, 2026

Vino Bello Resort

Vino Bello Resort

4 out of 5
Soscol Gateway South
Price was CA $2,683, price is now CA $2,061 per person
CA $2,061
per person
Jun 11 - Jun 14
found 2 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Oakland (OAK)
8.4/10 Very Good! (1,001 reviews)
not exposed or told of spa. room = no utensils. surprised by sales pitch upon checking in.

Reviewed on Mar 22, 2026

Executive Inn & Suites Embarcadero Cove

Executive Inn & Suites Embarcadero Cove

3 out of 5
San Antonio
Price was CA $1,200, price is now CA $923 per person
CA $923
per person
May 6 - May 11
found 13 hours ago
Roundtrip flight included
Toronto (YTO) to Oakland (OAK)
9/10 Wonderful! (1,001 reviews)
It was an awesome stay in my healing process

Reviewed on Mar 19, 2026

Where to stay in Cherryland

Find the best Cherryland areas and neighborhoods for the activities you enjoy most. Learn more about Cherryland
Lake Merritt featuring a pond

Downtown Oakland

3 out of top 10 points of interest in this area
3/5(9 area reviews)

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.

Find hotels in Downtown Oakland

Cherryland Hotel Deals

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 refundableReserve now, pay when you stay
The price is CA $181 per night from Apr 12 to Apr 13
CA $181
CA $213 total
Apr 12 - Apr 13
includes taxes & fees
9/10 Wonderful! (5,436 reviews)
Clean Room

Reviewed on Mar 22, 2026

Holiday Inn Golden Gateway by IHG
Handlery Union Square Hotel

Handlery Union Square Hotel

3.5 out of 5
351 Geary St San Francisco CA
Fully refundableReserve now, pay when you stay
The price is CA $199 per night from Apr 13 to Apr 14
CA $199
CA $235 total
Apr 13 - Apr 14
includes taxes & fees
8.8/10 Excellent! (2,926 reviews)
Great location and accessible to all the favorite places and things to do in San Francisco!!

Reviewed on Mar 22, 2026

Handlery Union Square Hotel
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 CA $202 per night from Apr 12 to Apr 13
CA $202
CA $294 total
Apr 12 - Apr 13
includes taxes & fees
9/10 Wonderful! (7,373 reviews)
Loved the breakfast. The freshness and the spread.

Reviewed on Mar 22, 2026

Hotel Riu Plaza Fisherman's Wharf
See all 4,857 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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Frequently asked questions

How much does a Cherryland vacation package cost?
Discover the best of Cherryland from as low as CA $817. 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 vacation 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 vacation 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 vacation 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 Vacation Home 2 Bd. Both hotels offer comfy beds and are popular options with many savvy travelers.
How far in advance should I book my Cherryland vacation?
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 vacation goals are, there's sure to be a package that's perfect for you.
Can I choose my airline with a Cherryland Expedia vacation 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 vacation package?
Don't worry if you're rethinking your Cherryland vacation 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

Jack London Square which includes a bay or harbor and a statue or sculpture

Jack London Square

Shop, dine and stroll to your heart’s content in this waterside square, named after the novelist who spent his childhood here.

Jack London Square
Unless you're on one of the aquatic teams, all you can do here is admire it. Speiker complex across the street has a great pool for adults-only lap swim, and day passes for general public available. #BVSBlue

University of California, Berkeley

Enjoy the collegiate vibe when you visit 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
Oakland Zoo which includes night scenes, zoo animals and signage

Oakland Zoo

Watch alligators being fed, ride a train through the Australian outback and see a herd of elephants on the African savannah at this animal park.

Oakland Zoo

Things to do

Bridge 2 Bridge Tour: Golden Gate Bridge to Bay Bridge

San Francisco Bridge to Bridge Cruise (90-minutes)

CA $66
per adult
94% of travellers recommend
San Francisco Bridge to Bridge Cruise (90-minutes)
Golden Gate Bridge at night

San Francisco Night Tour

CA $123
per adult
78% of travellers recommend
San Francisco Night Tour
Alcatraz San Francisco Bay Cruise with Night Option

Alcatraz Visit with Night Option and SF Bay Cruise

CA $190
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.