Hillsborough Vacations from ￥88,610

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The Latest Hillsborough Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Treehouse Hotel Silicon Valley

Treehouse Hotel Silicon Valley

5 out of 5
Price was ￥117,557, price is now ￥88,610 per person
￥88,610
per person
Mar 27 - Mar 29
found 9 hours ago
Roundtrip flight included
Los Angeles (LAX) to San Francisco (SFO)
9.6/10 Exceptional! (59 reviews)
Love this hotel! Beautiful rooms, super comfy bed, great restaurant! It’s all I need 😃😃😃

Reviewed on Dec 19, 2025

1 Hotel San Francisco

1 Hotel San Francisco

5 out of 5
Downtown San Francisco
Price was ￥279,542, price is now ￥217,262 per person
￥217,262
per person
Apr 23 - Apr 26
found 8 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to San Francisco (SFO)
9.2/10 Wonderful! (470 reviews)
My husband and I really enjoyed our stay.

Reviewed on Jan 15, 2026

Hotel Riu Plaza Fisherman's Wharf

Hotel Riu Plaza Fisherman's Wharf

4 out of 5
Fisherman's Wharf
Price was ￥211,572, price is now ￥172,888 per person
￥172,888
per person
Apr 23 - Apr 26
found 8 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to San Francisco (SFO)
9/10 Wonderful! (7,092 reviews)
Very convenient/great location

Reviewed on Jan 27, 2026

The Ritz-Carlton, San Francisco

The Ritz-Carlton, San Francisco

5 out of 5
Downtown San Francisco
Price was ￥269,105, price is now ￥223,638 per person
￥223,638
per person
Apr 23 - Apr 26
found 8 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to San Francisco (SFO)
9.4/10 Exceptional! (1,001 reviews)
Our stay at the Ritz was lovely. The rooms are quite nice, the beds are very comfortable, everything is spotless. The amenities are wonderful. I will say that the staff really make the hotel experience outstanding. They are incredibly accommodating, gracious, friendly, and they really seem to care about making your stay as pleasant as it can be. I can’t say enough good things about everyone we encountered.

Reviewed on Jan 27, 2026

Beacon Grand, A Union Square Hotel

Beacon Grand, A Union Square Hotel

4 out of 5
Union Square
Price was ￥199,050, price is now ￥171,074 per person
￥171,074
per person
Apr 23 - Apr 26
found 8 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to San Francisco (SFO)
9.2/10 Wonderful! (1,799 reviews)
Please let any guest know that if they are staying on the 20th floor that the 21st floor is a bar/club. I couldn't go to sleep until 2:30 AM when my room stopped sounded like a college dorm room.

Reviewed on Jan 26, 2026

Where to stay in Hillsborough

Find the best Hillsborough areas and neighborhoods for the activities you enjoy most. Learn more about Hillsborough
Vibrant activity in Union Square, San Francisco with palm trees and bustling city life

Union Square

4/5(5,164 area reviews)

Major tourist destination in downtown San Francisco, Union Square boasts shopping, hotels, and theaters. Explore department stores, boutiques, and galleries, or catch a performance at various theaters. Enjoy the Dewey Monument and stunning views from nearby hotels. Easily accessible via cable car lines, buses, and subway systems.

Find hotels in Union Square

Hillsborough 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
The price is ￥18,370 per night from Feb 16 to Feb 17
￥18,370
￥21,620 total
Feb 16 - Feb 17
includes taxes & fees
8.8/10 Excellent! (5,190 reviews)
Nice s

Reviewed on Jan 28, 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 ￥18,100 per night from Feb 10 to Feb 11
￥18,100
￥27,588 total
Feb 10 - Feb 11
includes taxes & fees
8.8/10 Excellent! (7,302 reviews)
Clean, excellent location great breakfasts and nice staff ! Not a new hotel

Reviewed on Jan 24, 2026

Hotel Riu Plaza Fisherman's Wharf
Hilton San Francisco Financial District

Hilton San Francisco Financial District

4 out of 5
750 Kearny St San Francisco CA
The price is ￥16,700 per night from Feb 15 to Feb 16
￥16,700
￥19,654 total
Feb 15 - Feb 16
includes taxes & fees
8.6/10 Excellent! (2,342 reviews)
Such a nice and clean area! The elevators didn’t work well but other that it was a wonderful experience!

Reviewed on Jan 26, 2026

Hilton San Francisco Financial District
See all 4,821 properties in Hillsborough
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.

Frequently asked questions

How much does a Hillsborough vacation package cost?
Choose from any combination of flights, hotels and car rentals, and you can be vacationing in Hillsborough from just ￥88,610. And the more you bundle, the more money you save. Your dream escape has never been more affordable.
How do I get a cheap travel package to Hillsborough?
Book everything in one place with our Hillsborough vacation packages. We have incredible bargains on flights, hotels and more that'll keep your hip pocket happy and your adventurousness alive. And, with more than 550 partner airlines and 1,000,000 hotels globally to choose from, you'll have the flexibility to mix and match your own way.
Where should I stay in Hillsborough?
With interesting attractions such as Crystal Springs Golf Course and GoKart Racer in this area, look for a hotel situated near either of them. Mills-Peninsula Medical Center is another Hillsborough sight that visitors flock to.
How far in advance should I book my Hillsborough vacation?
Get rewarded with the biggest variety and the cheapest prices by booking your adventure to Hillsborough early. Airlines generally publish tickets anywhere up to 12 months prior to departure, so start locking things in ASAP. That being said, Expedia is committed to giving you the best deals around, so it's never a bad time to book your dream vacation!
What does an Expedia Hillsborough travel package include?
It comes down to what you want. If you're traveling by yourself, you might decide to bundle flights and hotels. Bringing the whole family to Hillsborough? A travel package including hotels, flights and rental cars might be a better fit. Expedia gives you the flexibility to tailor your travel package.
What should I know before booking a Hillsborough travel package?
Discover deals to match your budget with an Expedia package. Airfares, hotels, rental cars — we have them all. You'll save precious dollars just for bundling your bookings. Whether you're heading away on an adventure in the snow or drinking cocktails on a beach, your dream getaway is just clicks away.
Can I choose my airline with a Hillsborough Expedia vacation package?
Expedia has access to more than 550 partner airlines globally, so you certainly can. Just pick your preferred carrier and put together the perfect Hillsborough vacation.
If I'm not able to travel, can I cancel my Hillsborough vacation package?
It's hard to predict what tomorrow might bring, so it's good to know that you can change or cancel your Hillsborough vacation package. If your booking was made in the last 24 hours, you may be entitled to a refund. If your booking is older, your airline, hotel or car rental company may charge a fee. Check our Customer Service Portal to find out more.

Discover the most popular places to visit in Hillsborough

Golden Gate Bridge illuminated at night with city lights in the background in California, USA

Golden Gate Bridge

Cars trundle across it and ships sail under it, but the best way to experience this iconic bridge is on foot.

Golden Gate Bridge
Vibrant crowds enjoying Pier 39 with shops, dining, and views of the San Francisco Bay

Pier 39

This waterfront attraction offers thrilling rides, innovative street performers and colorful souvenir shops, but it’s the sea lions that win the day.

Pier 39
Exploring the lush greenery and stunning architecture of Golden Gate Park in San Francisco during a sunny afternoon

Golden Gate Park

This beloved park offers relaxation among trees, flowers and wildlife, right in San Francisco’s backyard.

Golden Gate Park

Things to do

California Academy of Sciences General Admission

California Academy of Sciences Daytime Admission

￥7,748
per adult
86% of travellers recommend
California Academy of Sciences Daytime Admission
Inside the cell block at Alcatraz

Alcatraz Island Tour Package

￥17,551
per adult
100% of travellers recommend
Alcatraz Island Tour Package
Alcatraz San Francisco Bay Cruise with Night Option

Alcatraz Visit with Night Option and SF Bay Cruise

￥21,979
per adult
94% of travellers recommend
Alcatraz Visit with Night Option and SF Bay Cruise
See all activities in San Francisco
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.