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.
DoubleTree by Hilton Hotel Berkeley Marina

DoubleTree by Hilton Hotel Berkeley Marina

4 out of 5
per person
Jul. 4 - Jul. 7
found 1 day ago
Roundtrip flight included
Vancouver (YVR) to Oakland (OAK)
8.2/10 Very Good! (2,097 reviews)
Good location, clean, good value

Reviewed on May 27, 2024

Hotel Yountville

Hotel Yountville

4.5 out of 5
per person
Jul. 8 - Jul. 12
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Oakland (OAK)
9.6/10 Exceptional! (859 reviews)
Beautiful property with great rooms and great amenity

Reviewed on May 14, 2024

El Dorado Hotel

El Dorado Hotel

3.5 out of 5
Save 100% on your flight
per person
Jun. 28 - Jul. 4
found 1 day ago
Roundtrip flight included
Vancouver (YVR) to Oakland (OAK)
9.2/10 Wonderful! (582 reviews)
From the moment we got there until we left, the attention to detail and customer service was amazing. I can’t wait to come back and stay here again on our next visit. Every member of staff was incredibly nice and so helpful.

Reviewed on May 8, 2024

Solage, Auberge Resorts Collection

Solage, Auberge Resorts Collection

5 out of 5
per person
Jul. 8 - Jul. 12
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to Oakland (OAK)
9.4/10 Exceptional! (575 reviews)
The service at the restaurant and bar were excellent

Reviewed on May 13, 2024

Fairmont Sonoma Mission Inn & Spa

Fairmont Sonoma Mission Inn & Spa

5 out of 5
Save 100% on your flight
per person
Jun. 28 - Jul. 4
found 1 day ago
Roundtrip flight included
Vancouver (YVR) to Oakland (OAK)
8.6/10 Excellent! (1,000 reviews)
The hotel itself is average, doesn’t seem to justify the rate per night BUT the spa is amazing both for facilities and Staff service . Would go back to the spa but not the hotel. The hotel is underwhelming- old building , musty smell, poor answering service(phone to front desk keeps ringing forever from the room) and shower fixture gets stuck. No slippers to use in the room but there’s robes) . There’s complimentary wine in the room. Afternoon wine reception nothing to be excited about, no complimentary snacks like other hotels . For the rate, you would think they are cut above the rest but nothing special here except the spa which is another extra expense not included in the hotel rate.

Reviewed on May 19, 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

2 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 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 refundableReserve now, pay when you stay
The price is CA $174 per night from May 28 to May 29
CA $174
CA $203 total
includes taxes & fees
May 28 - May 29
8.6/10 Excellent! (2,573 reviews)
"Stayed at the hotel for a nice little weekend getaway. Would stay here again."

Reviewed on May 26, 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 CA $198 per night from May 31 to Jun. 1
CA $198
CA $277 total
includes taxes & fees
May 31 - Jun 1
8.6/10 Excellent! (6,207 reviews)
Fabuloso
"Clean, comfortable room and a fabulous breakfast. Close to Fisherman’s Wharf!"

Reviewed on May 26, 2024

Hotel Riu Plaza Fisherman's Wharf
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 $190 per night from May 28 to May 29
CA $190
CA $222 total
includes taxes & fees
May 28 - May 29
8.6/10 Excellent! (1,886 reviews)
"The Handlrey is a very good moderately priced older hotel conveniently located in the heart of the Union Square district. I had a queen bed room that was spacious for an older hotel. The bed was comfortable and the bathroom was spotless. I also appreciated that the window opened. The staff were unfailingly ..."

Reviewed on May 24, 2024

Handlery Union Square Hotel
See all 4,947 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

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 $550. 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(11 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(57 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(10 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

CA $378
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

CA $391
Per adult
San Francisco: Airplane Sunset Bay Tour
Image for Napa Valley: Airplane Napa Valley Tour

Napa Valley: Airplane Napa Valley Tour

CA $418
Per adult
Napa Valley: Airplane Napa Valley Tour
See all activities in Oakland

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