Title: Cherryland Vacation Packages 2026 from $462 | Expedia.com

[Hotels in Cherryland](https://expedia.com/Cherryland-Oakland-Hotels.0-n553248635975866705-0.Travel-Guide-Filter-Hotels)[Flights to Oakland](https://expedia.com/Cheap-Flights-To-Oakland.d601762.Travel-Guide-Flights)[Things to do in Oakland](https://expedia.com/Things-To-Do-In-Oakland.d601762.Travel-Guide-Activities)[Car Rentals in Cherryland](https://expedia.com/Car-Rentals-In-Cherryland.d553248635975866705.Car-Rental-Guide)

![](https://a.travel-assets.com/travel-assets-manager/bex-affinities/lodging.jpg?impolicy=fcrop&w=1200&h=300&q=medium)

# Cherryland Vacations from $462

## Book a Hotel + Flight or Car together to unlock savings

- ##  
Plan, book, travel with confidence
- ###  
Better together  
Save up to $1,045 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

## 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](https://www.expedia.com/California-State-University-East-Bay-Oakland.d6128202.Vacation-Attraction), [Chabot College](https://www.expedia.com/Chabot-College-Mount-Eden.d6228234.Vacation-Attraction) and [Hayward City Hall](https://www.expedia.com/Hayward-City-Hall-Oakland.d6246775.Vacation-Attraction). Stop daydreaming and start doing. Browse the many options on Expedia today and finally put your Cherryland vacation plans in motion!

## The Latest Cherryland Vacation Packages

Price found within the past 48 hours. Click for updated prices.

![RiverPointe Napa Valley Resort](https://images.trvl-media.com/lodging/2000000/1410000/1400600/1400504/0519f20f_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### RiverPointe Napa Valley Resort

Stonehouse

Save 100% on your flight

$462

per person

May 7 - May 10

found 1 day ago

Roundtrip flight included

Dallas (DFW) to Oakland (OAK)

8.8/10 Excellent! (1,344 reviews)

Yes, very clean, staff very professional and efficient

Reviewed on Feb 26, 2026

![Sonesta Emeryville - San Francisco Bay Bridge](https://images.trvl-media.com/lodging/1000000/560000/551100/551060/a34901ba_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Sonesta Emeryville - San Francisco Bay Bridge

Save 100% on your flight

$662

per person

May 22 - May 25

found 1 day ago

Roundtrip flight included

Chicago (CHI) to Oakland (OAK)

8.6/10 Excellent! (1,253 reviews)

Clean and nice hotel. Great location walking distance to nearby shops.

Reviewed on Feb 24, 2026

![Vino Bello Resort](https://images.trvl-media.com/lodging/2000000/1510000/1509800/1509748/c9623434_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Vino Bello Resort

Soscol Gateway South

Save 100% on your flight

$666

per person

May 7 - May 10

found 1 day ago

Roundtrip flight included

Dallas (DFW) to Oakland (OAK)

8.4/10 Very Good! (1,001 reviews)

Very clean and spacious

Reviewed on Jan 24, 2026

![MacArthur Place Hotel & Spa](https://images.trvl-media.com/lodging/1000000/1000000/994200/994175/5f913a0d_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### MacArthur Place Hotel & Spa

Save 100% on your flight

$1,455

per person

Apr 5 - Apr 9

found 16 hours ago

Roundtrip non-stop flight included

Chicago (CHI) to Oakland (OAK)

9.4/10 Exceptional! (847 reviews)

Beautiful property and great food

Reviewed on Jan 13, 2026

![Fairmont Sonoma Mission Inn & Spa](https://images.trvl-media.com/lodging/1000000/10000/500/465/06f25dd5_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Fairmont Sonoma Mission Inn & Spa

Boyes Hot Springs

Save 100% on your flight

$1,180

per person

Apr 30 - May 3

found 1 day ago

Roundtrip flight included

Dallas (DFW) to Oakland (OAK)

8.6/10 Excellent! (1,001 reviews)

Excellent resort and amenities. Very clean surroundings and helpful staff.

Reviewed on Feb 22, 2026

## Where to stay in Cherryland

Find the best Cherryland areas and neighborhoods for the activities you enjoy most. [Learn more about Cherryland](https://expedia.com/Cherryland.dx553248635975866705)

![Lake Merritt featuring a pond](https://images.trvl-media.com/place/553248635074843030/ae1e3d96-036d-4c5f-aa96-b361cbbf6678.jpg?impolicy=fcrop&w=350&h=192&q=medium)

### Downtown Oakland

2 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](https://expedia.com/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Downtown%20Oakland&DestID=553248635074843030&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods)

![Aerial View Oakland Inner Harbor Port City Downtown Skyline](https://images.trvl-media.com/place/553248635976470763/14100e99-6014-4479-bebc-744c279b0a6e.jpg?impolicy=fcrop&w=350&h=192&q=medium)

### West Oakland

2.5/5(2 area reviews)

 Major West Coast port and trade center, this bustling area boasts the busiest port in Northern California, surrounded by a picturesque landscape of coastal terrace prairie, oak woodland, and north coastal scrub. 

[Find hotel + flight trips in West Oakland](https://expedia.com/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=West%20Oakland&DestID=553248635976470763&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods)

![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](https://images.trvl-media.com/place/8059/baa2ee0d-01ba-4941-aef3-3a09f29f31a0.jpg?impolicy=fcrop&w=350&h=192&q=medium)

### Downtown Berkeley

4/5(147 area reviews)

 Take time in Downtown Berkeley to visit attractions like Historic Berkeley and Berkeley Art Museum and Pacific Film Archive. You might also appreciate the abundant dining options, and you can hop on the metro at Downtown Berkeley Station to see more of the city. 

[Find hotel + flight trips in Downtown Berkeley](https://expedia.com/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Downtown%20Berkeley&DestID=553248633938969812&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods)

![Aerial view of the Albany Waterfront Trail, Berkeley, California, USA. The image shows the marshland and Berkeley skyline in the background.](https://images.trvl-media.com/place/179368/3e74ab00-a631-429c-8267-b8bf302f56d1.jpg?impolicy=fcrop&w=350&h=192&q=medium)

### Albany

 The seaside views and shopping are a few reasons travelers visit Albany. Want to see more of the surrounding area? Golden Gate Fields and Berkeley Marina are a few top sights nearby. 

[Find hotel + flight trips in Albany](https://expedia.com/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Albany&DestID=179368&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods)

![Piedmont showing street scenes and outdoor art](https://images.trvl-media.com/place/177707/e2802353-ad22-4ae6-aa66-f43aad16c460.jpg?impolicy=fcrop&w=350&h=192&q=medium)

### Piedmont

 Forested hills, lakes and leafy parks surround an upscale city, whose impressive villas provide stunning views of the countryside. 

[Find hotel + flight trips in Piedmont](https://expedia.com/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Piedmont&DestID=177707&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods)

## Cherryland Hotel Deals

![Holiday Inn Golden Gateway by IHG](https://images.trvl-media.com/lodging/1000000/20000/10600/10538/9ba9bb1f_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Holiday Inn Golden Gateway by IHG

1500 Van Ness Ave San Francisco CA

Fully refundable

$127 nightly

$149 total

Mar 1 - Mar 2

Total with taxes and fees

9/10 Wonderful! (5,342 reviews)

Helpful staff, amenities, and overall great vibes

Reviewed on Feb 27, 2026

[](https://expedia.com/Hotel-Search?startDate=3%2F1%2F2026&endDate=3%2F2%2F2026&selected=10538&PinnedHotelID=10538&HadPinnedHotel=true&regionId=553248635975866705)

![Hotel Riu Plaza Fisherman's Wharf](https://images.trvl-media.com/lodging/1000000/30000/24700/24625/6fb55356_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Hotel Riu Plaza Fisherman's Wharf

2500 Mason St San Francisco CA

Fully refundableReserve now, pay when you stay

$176 nightly

$208 total

Mar 3 - Mar 4

Total with taxes and fees

9/10 Wonderful! (7,323 reviews)

Save environment, save water, the water flow in sink made me exhausted, this is waste time instead of waste water.

Reviewed on Feb 28, 2026

[](https://expedia.com/Hotel-Search?startDate=3%2F3%2F2026&endDate=3%2F4%2F2026&selected=24625&PinnedHotelID=24625&HadPinnedHotel=true&regionId=553248635975866705)

![Handlery Union Square Hotel](https://images.trvl-media.com/lodging/1000000/10000/6700/6666/b8dfc462_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Handlery Union Square Hotel

351 Geary St San Francisco CA

$139 nightly

$164 total

Mar 31 - Apr 1

Total with taxes and fees

8.8/10 Excellent! (2,876 reviews)

Room was nice and clean, the staff are amazing, especially to Shiley she was the best 👍

Reviewed on Feb 27, 2026

[](https://expedia.com/Hotel-Search?startDate=3%2F31%2F2026&endDate=4%2F1%2F2026&selected=6666&PinnedHotelID=6666&HadPinnedHotel=true&regionId=553248635975866705)

[See all 4,927 properties in Cherryland](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=3%2F1%2F2026&endDate=3%2F2%2F2026&regionId=553248635975866705)

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.

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/all-inclusive_holidays_US.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

All Inclusive Vacations

[](https://expedia.com/lp/theme-vacations/all-inclusive-vacations?rfrr=editorial.All_Inclusive%20Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/XPC_Beach_Overview_HR_v3.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Beach Vacations

[](https://expedia.com/lp/theme-vacations/beach-vacations?rfrr=editorial.Beach_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/Family_holidays_US_3_.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Kid Friendly Vacations

[](https://expedia.com/lp/theme-vacations/kid-friendly-vacations?rfrr=editorial.Kid_Friendly%20Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/04/29/frCA_Sejours_golf-Portugal.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Golf Vacations

[](https://expedia.com/lp/theme-vacations/golf-vacations?rfrr=editorial.Golf_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/07/15/US_Luxury_VR_Miami.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Luxury Vacations

[](https://expedia.com/lp/theme-vacations/luxury-vacations?rfrr=editorial.Luxury_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/29/romantic.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Romantic Vacations

[](https://expedia.com/lp/theme-vacations/romantic-vacations?rfrr=editorial.Romantic_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/31952_v1_atfraraski22_insta_4.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Ski Vacations

[](https://expedia.com/lp/theme-vacations/ski-vacations?rfrr=editorial.Ski_Vacations.click)

![Gay Friendly Vacations](https://forever.travel-assets.com/flex/flexmanager/images/2023/06/15/LGBTQIA_Holiday_Package.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

LGBTQ Friendly Vacations

[](https://expedia.com/lp/theme-holidays/gay-friendly-holidays?rfrr=editorial.LGBTQ_Friendly%20Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2017/07/05/170615_Adventure_1320_2.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Adventure Vacations

[](https://expedia.com/lp/theme-vacations/adventure-vacations?rfrr=editorial.Adventure_Vacations.click)

![Vacations in Month](https://forever.travel-assets.com/flex/flexmanager/images/2023/05/10/mesog-34434-card-venice.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Where to go when

[](https://expedia.com/lp/b/where-to-go-when?rfrr=editorial.Where_to%20go%20when.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/21/honeymoon_hawaii.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Honeymoon Vacations

[](https://expedia.com/lp/theme-vacations/honeymoon-vacations?rfrr=editorial.Honeymoon_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/23/Mountain-vacations.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Mountain Vacations

[](https://expedia.com/lp/theme-vacations/mountain-vacations?rfrr=editorial.Mountain_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/23/fishing-vacations-2.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Fishing Vacations

[](https://expedia.com/lp/theme-vacations/fishing-vacations?rfrr=editorial.Fishing_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2019/05/16/Hyatt%20Zilara%20Cancun%20-%20All%20Inclusive%20-%20Adults%20Only.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Adults Only Vacations

[](https://expedia.com/lp/theme-vacations/adults-only-vacations?rfrr=editorial.Adults_Only%20Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/23/waterpark-vacations.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Waterpark Vacations

[](https://expedia.com/lp/theme-vacations/waterpark-vacations?rfrr=editorial.Waterpark_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/08/Caribean_scuba_diving.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Scuba Diving Vacations

[](https://expedia.com/lp/theme-vacations/scuba-diving-vacations?rfrr=editorial.Scuba_Diving%20Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/08/aruba_yoga.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Yoga Vacations

[](https://expedia.com/lp/theme-vacations/yoga-vacations?rfrr=editorial.Yoga_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2023/04/04/EPS-RBC-SummerBeachVacations-AdobeStock_206356322.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Cheap Vacations

[](https://expedia.com/lp/theme-vacations/cheap-vacations?rfrr=editorial.Cheap_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2024/06/26/1175883311.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Solo Vacations

[](https://expedia.com/lp/b/vacations/solo-vacations?rfrr=editorial.Solo_Vacations.click)

### Discover the most popular places to visit in Cherryland

![Jack London Square which includes a bay or harbor and a statue or sculpture](https://images.trvl-media.com/place/6063235/91e61326-ba76-4eed-b745-a225a7a20141.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### 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.

[](https://expedia.com/Jack-London-Square-Jack-London-District.d6063235.Vacation-Attraction)

![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](https://images.trvl-media.com/place/8059/baa2ee0d-01ba-4941-aef3-3a09f29f31a0.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### 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. 

[](https://expedia.com/University-Of-California-Oakland.d6069427.Vacation-Attraction)

![Greek Theater](https://images.trvl-media.com/place/6069433/d865293f-7a69-4a82-bda2-bfd28720a377.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Greek Theater

President Theodore Roosevelt and the Dalai Lama are among the iconic figures who have graced the stage of this neoclassical open-air bowl.

[](https://expedia.com/Greek-Theater-Oakland.d6069433.Vacation-Attraction)

### Things to do

![Bridge 2 Bridge Tour: Golden Gate Bridge to Bay Bridge](https://mediaim.expedia.com/localexpert/219782/8d7a50b5-ebf0-4765-9a8b-20679466b95b.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### San Francisco Bridge to Bridge Cruise (90-minutes)

$48

per adult

**94%** of travellers recommend

[](https://expedia.com/things-to-do/san-francisco-bridge-to-bridge-cruise-90-minutes.a219782.activity-details)

![San Francisco City Lights Cruise](https://mediaim.expedia.com/localexpert/219776/95f2a2ad-387b-435e-99b1-49a9d049006c.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### San Francisco City Lights Cruise (2-hours)

$58

per adult

**94%** of travellers recommend

[](https://expedia.com/things-to-do/san-francisco-city-lights-cruise-2-hours.a219776.activity-details)

![Alcatraz San Francisco Bay Cruise with Night Option](https://mediaim.expedia.com/localexpert/852618/2d36c05c-4a19-49ee-83c7-78e22378ede0.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Alcatraz Visit with Night Option and SF Bay Cruise

$139

per adult

**94%** of travellers recommend

[](https://expedia.com/things-to-do/alcatraz-visit-with-night-option-and-sf-bay-cruise.a852618.activity-details)

[See all activities in Oakland](https://expedia.com/things-to-do/search?rid=553248635975866705)

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