Cherryland Holidays

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to £750 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

    Packages with flights are ATOL protected

Your Cherryland Holiday

From its highlights to its hidden delights, this city is best explored with a Cherryland holiday 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 holiday plans in motion!

Price found within the past 48 hours. Click for updated prices.
  • Studio Suite, 2 Queen Beds, Bay View | View from room
    Aug 24 - Aug 31

    Sonesta Emeryville - San Francisco Bay Bridge + Flight

    Emeryville
    7 nights
    3.0 star property
    8.6/10 - Excellent (1,488 reviews)
    "Even though the WiFi was not working, the staff was extremely accommodating. My early check in fee was waived as well as overnight parking and I given a free drip coffee which was really good! My room was clean but it had a light smell of smoke, however I was very pleased with the awesome bay view! The indoor pool was and jacuzzi was also nice. I had a couple glasses of prosecco which were reasonably priced."
    Reviewed June 2, 2026
    Return • London (LHR) - San Francisco (SFO)
    LHR - SFO • Direct SFO - LHR • Direct
    £1,176
    £865
    per traveller
    found 1 day ago
    Sonesta Emeryville - San Francisco Bay Bridge
  • Exterior
    Jul 16 - Jul 19

    the cottages of napa valley + Flight

    Napa
    3 nights
    4.0 star property
    10/10 - Exceptional (19 reviews)
    "Beautiful cottage and amenities. LOVED the morning delivery of baked goods, and the jacuzzi tub. Truly the best romantic getaway in Napa."
    Reviewed April 12, 2026
    Return • Dallas (DFW) - San Francisco (SFO)
    DFW - SFO • Direct SFO - DFW • Direct
    Save 100% on your flight
    £1,285
    £933
    per traveller
    found 1 day ago
    the cottages of napa valley
  • Restaurant
    Aug 16 - Aug 30

    Home2 Suites by Hilton Alameda Oakland Airport + Flight

    Bay Farm Island
    14 nights
    3.0 star property
    9.0/10 - Wonderful (529 reviews)
    "Clean, comfy beds, great breakfast, quiet and safe surroundings , close to OAK, pleasant staff, kitchenette if you wanted to warm up meals. Definitely a great place to stay if you come into OAK!"
    Reviewed June 1, 2026
    Return • London (LHR) - San Francisco (SFO)
    LHR - SFO • Direct SFO - LHR • Direct
    £2,089
    £1,570
    per traveller
    found 14 hours ago
    Home2 Suites by Hilton Alameda Oakland Airport
  • Breakfast, lunch, dinner and brunch served
    Jul 16 - Jul 19

    Solage, Auberge Collection + Flight

    Calistoga
    3 nights
    5.0 star property
    9.6/10 - Exceptional (728 reviews)
    "Everyone is helpful and goes beyond to make sure your stay is optimal. They have loaner cars and bikes on site, drinks upon arrival and the dress for dinner ranges from flip flops or workout clothes to dressy. The spa is top notch, you really don’t need to consider trying a different location."
    Reviewed May 30, 2026
    Return • Dallas (DFW) - San Francisco (SFO)
    DFW - SFO • Direct SFO - DFW • Direct
    Save 100% on your flight
    £1,875
    £1,415
    per traveller
    found 1 day ago
    Solage, Auberge Collection
  • Exterior
    Jul 16 - Jul 19

    Lavender, A Four Sisters Inn + Flight

    Yountville
    3 nights
    4.0 star property
    8.8/10 - Excellent (446 reviews)
    "Cozy and lovely. All the details of a perfect stay were thought of by the staff… it was absolutely wonderful."
    Reviewed May 19, 2026
    Return • Dallas (DFW) - San Francisco (SFO)
    DFW - SFO • Direct SFO - DFW • Direct
    Save 100% on your flight
    £1,521
    £1,163
    per traveller
    found 1 day ago
    Lavender, A Four Sisters Inn

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

1 out of top 10 points of interest in this area
3.5/5(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

Top hotels in Cherryland

Holiday Inn Golden Gateway by IHG

Holiday Inn Golden Gateway by IHG

3.5 out of 5
1500 Van Ness Ave San Francisco CA
The price is £153 per night from 3 Jul to 4 Jul
£153
3 Jul - 4 Jul
includes taxes & fees
9/10 Wonderful! (5,826 reviews)
"great option and location"

Reviewed on 2 Jun 2026

Holiday Inn Golden Gateway by IHG
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 £168 per night from 10 Jun to 11 Jun
£168
10 Jun - 11 Jun
includes taxes & fees
9/10 Wonderful! (7,517 reviews)
"The property was okay, smaller room, a portion of the carpet was taped together, the breakfast was decent."

Reviewed on 3 Jun 2026

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 £139 per night from 7 Jun to 8 Jun
£139
7 Jun - 8 Jun
includes taxes & fees
8.8/10 Excellent! (3,175 reviews)
"It was great!"

Reviewed on 2 Jun 2026

Handlery Union Square Hotel
See all 4,125 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 Holidays
All Inclusive Holidays
Beach Holidays
Beach Holidays
Family Friendly Holidays
Family Friendly Holidays

Frequently asked questions

How much does a Cherryland travel package cost?
Get ready to book, because a trip to Cherryland starts from a tempting . When you combine your hotels, flights and car rentals into a package, you'll score the biggest deals.
If I'm not able to travel, can I cancel my Cherryland travel package?
Certainly, and we'll help you every step of the way. You may be able to cancel or change your Cherryland travel package for free if you booked in the last 24 hours. However, you may incur a fee from your hotel, airline or car rental company if you booked more than 24 hours ago. If your travel plans unexpectedly change, visit our Customer Service Portal for further information.
How do I get a cheap travel package to Cherryland?
Bundle your bookings with Expedia to save big on your next getaway. With more than 550 airlines and 1,000,000 hotels worldwide, your Cherryland travel package can be tailored exactly to suit your budget. With all that extra money, why not add some awesome activities and tours? It's an easy way to unlock even more bargains. That dream holiday to Cherryland is closer than you thought!
Does Expedia offer Book Now, Pay Later Cherryland holidays?
Expedia has joined forces with online lender Klarna to make booking your next trip a little easier on the wallet. Paying by instalment means you can spread the costs of your next big holiday, leaving you with more cash to play with while you're travelling. Klarna has several payment plans to choose from, so you're sure to find something that fits into your budget. Browse these flexible payment options:

  • Pay monthly holidays: If paying bite-sized amounts each month is something that would work for you, Klarna offers just that! Paying in convenient monthly instalments will make your holiday dreams possible.
  • Pay in instalments holidays: If you'd like to pay for your escape in multiple transactions, holidays paid in instalments might be the right option for your Book Now, Pay Later holiday through Klarna.
  • Low deposit holidays: When you spot an unbeatable deal but your budget doesn't quite cover it yet, Klarna's low deposit holiday plan will help you secure your getaway.

Where should I stay in Cherryland?
With fascinating attractions like California State University East Bay and Southland Mall in this area, look for a hotel positioned near them. Chabot College is another sight that people flock to.
What are the top hotels in Cherryland?
Book a room at La Quinta Inn & Suites by Wyndham Oakland - Hayward. It's one of the area's most in-demand properties. Another highly rated option in Cherryland is Motel 6 Hayward, CA - East Bay.
How far in advance should I book my Cherryland holiday?
Reserving your spot early with Expedia means one less thing to worry about. Many air carriers advertise prices up to 12 months in advance. Typically, this is the cheapest time to book. If circumstances have left you booking late, discount flights to Cherryland are still known to appear just weeks before departure.
What does an Expedia Cherryland travel package include?
Car rentals, flights and hotels — we connect you to the very best bargains. All you have to do is select your favourite combination. After you've made your booking, you can add on the exciting stuff like sightseeing activities. Our travel packages make it simple to customize an unforgettable Cherryland getaway.
What should I know before booking a Cherryland travel package?
Our prices are always low. However, you'll snap up even more bargains if you book your flights, hotels and car rentals together. With an Expedia package, you'll always get transparent pricing and a great range of choice.
Can I choose my airline with a Cherryland Expedia travel package?
Yes, you can. We offer more than 550 airline partners worldwide, so opt for the carrier that's a good fit for your travel needs.

Popular places to visit

Jack London Square

Jack London Square

4/5(2 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
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
Downtown Oakland as seen from across Lake Merritt on a cloudy spring day, San Francisco bay area, California

Oakland City Center

You can find the perfect gifts to bring home at Oakland City Center during your visit to Oakland. Experience the acclaimed art galleries or attend a sporting event in this vibrant area.

Oakland City Center

Things to do

San Francisco: Skip-the-Line 1-Hour Bay Cruise by Boat

San Francisco Bay Sightseeing Cruise International Narration

£29
per adult
92% of travellers recommend
San Francisco Bay Sightseeing Cruise International Narration
San Francisco City Lights Cruise

California Sunset Cruise (2-hours)

£43
per adult
94% of travellers recommend
California Sunset Cruise (2-hours)
Golden Gate Bridge at night

San Francisco Night Tour

£39
per adult
78% of travellers recommend
San Francisco Night Tour
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. Flight-inclusive packages are ATOL protected.