Cherryland Vacations

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    Save up to $580 when you book a flight and hotel together*
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Your Cherryland Vacation

Our Cherryland vacation packages are a simple and practical way to arrange and book your next adventure. Uncover the true character of this unique neighborhood without the hassle of planning it all yourself. Not sure where to go during your trip to Cherryland? Nearby attractions such as California State University East Bay, Southland Mall and Hayward City Hall are excellent places to start. Stop daydreaming and start doing. When it's time to book your next vacation to Cherryland, Expedia will help get you there.

The Latest Cherryland Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Oakland Airport Executive Hotel

Oakland Airport Executive Hotel

3 out of 5
Save 100% on your flight
per person
Aug 12 - Aug 16
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to Oakland (OAK)
5.8/10 (1,705 reviews)
it was filthy and the property was worn down!

Reviewed on Jun 5, 2024

RiverPointe Napa Valley Resort

RiverPointe Napa Valley Resort

3 out of 5
Stonehouse
Save 100% on your flight
per person
Aug 18 - Aug 21
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Oakland (OAK)
8.6/10 Excellent! (1,106 reviews)
Property was great. Of course with nature come some insects in the area and can trickle into the room. If that’s not something that bothers you, this property is super nice, calm and short distance from many places!

Reviewed on Jun 4, 2024

DoubleTree by Hilton Hotel Berkeley Marina

DoubleTree by Hilton Hotel Berkeley Marina

4 out of 5
Save 100% on your flight
per person
Jul 15 - Jul 19
found 17 hours ago
Roundtrip flight included
Las Vegas (LAS) to Oakland (OAK)
8.2/10 Very Good! (2,126 reviews)
Bar & restaurant were horrible. Service was unbelievably bad and management incompetent.

Reviewed on Jun 5, 2024

Solage, Auberge Resorts Collection

Solage, Auberge Resorts Collection

5 out of 5
Save 100% on your flight
per person
Jul 25 - Jul 28
found 1 day ago
Roundtrip flight included
Las Vegas (LAS) to Oakland (OAK)
9.4/10 Exceptional! (580 reviews)
Everything was perfect

Reviewed on May 27, 2024

Bardessono Hotel and Spa

Bardessono Hotel and Spa

5 out of 5
Save 100% on your flight
per person
Jul 25 - Jul 28
found 1 day ago
Roundtrip flight included
Las Vegas (LAS) to Oakland (OAK)
9.6/10 Exceptional! (516 reviews)
Sara and her team offer a first class service. There is no question that we will be back, and the love for dogs is fantastic!

Reviewed on May 31, 2024

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
3.5/5(342 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 hotel + flight trips in Downtown Oakland

Cherryland Hotel Deals

Holiday Inn Golden Gateway, an IHG Hotel
Holiday Inn Golden Gateway, an IHG Hotel
3.5 out of 5
1500 Van Ness Ave, San Francisco, CA
Fully refundable
The price is $128 per night from Jul 3 to Jul 4
$128
$149 total
includes taxes & fees
Jul 3 - Jul 4
8.6/10 Excellent! (2,636 reviews)
"The building was clean and quiet, and close to public transit and multiple dining options."

Reviewed on Jun 7, 2024

Holiday Inn Golden Gateway, an IHG 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 $139 per night from Jun 30 to Jul 1
$139
$196 total
includes taxes & fees
Jun 30 - Jul 1
8.6/10 Excellent! (6,280 reviews)
"Location was the best Good breakfast Friendly and welcoming staff"

Reviewed on Jun 4, 2024

Hotel Riu Plaza Fisherman's Wharf
Club Quarters Hotel in San Francisco
Club Quarters Hotel in San Francisco
4 out of 5
424 Clay St, San Francisco, CA
Fully refundableReserve now, pay when you stay
The price is $120 per night from Jul 7 to Jul 8
$120
$140 total
includes taxes & fees
Jul 7 - Jul 8
8.6/10 Excellent! (1,609 reviews)
"Great location for SF Financial District / Downtown!! Nice and clean place!! friendly staff & free coffee : ) Thanks!!"

Reviewed on Jun 4, 2024

Club Quarters Hotel in San Francisco
See all 4,909 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.

Explore other types of vacation packages

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Kid Friendly Vacations

Kid Friendly Vacations

Frequently asked questions

How much does a Cherryland vacation package cost?
Discover the best of Cherryland from as low as $320. 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

Image for Jack London Square

Jack London Square

4.5/5(393 reviews)

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
Image for University of California, Berkeley

University of California, Berkeley

4.5/5(1,403 reviews)

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
Image for RingCentral Coliseum

RingCentral Coliseum

4/5(210 reviews)

Catch an event at RingCentral Coliseum during your trip to Oakland. Experience the acclaimed theater scene and entertainment choices in this walkable area.

RingCentral Coliseum

Things to do

Image for San Francisco: Airplane Bay Tour

San Francisco: Airplane Bay Tour

$279
Per adult
100% of travellers recommend
San Francisco: Airplane Bay Tour
Image for San Francisco: Airplane Sunset Bay Tour

San Francisco: Airplane Sunset Bay Tour

$289
Per adult
San Francisco: Airplane Sunset Bay Tour
Image for Napa Valley: Airplane Napa Valley Tour

Napa Valley: Airplane Napa Valley Tour

$309
Per adult
Napa Valley: Airplane Napa Valley Tour
See all activities in Oakland

Other vacations you might like

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.