Hillsborough Vacations from ￥128,374

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

    • payments icon

    Better together

    Save up to ￥45,448 when you book a flight and hotel together*
    lob hotels icon

    Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon

    Rest easy

    Plan, book, and manage your trip all in one place

The Latest Hillsborough Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Holiday Inn Hotel & Suites San Mateo-San Francisco SFO by IHG

Holiday Inn Hotel & Suites San Mateo-San Francisco SFO by IHG

3 out of 5
East San Mateo
Price was ￥160,116, price is now ￥128,374 per person
￥128,374
per person
Oct 9 - Oct 14
found 16 hours ago
Roundtrip flight included
Tokyo (TYO) to San Francisco (SFO)
7.8/10 Good! (1,024 reviews)
Cleanliness could’ve been slightly better and would’ve appreciated a better check in, there wasn’t anyone at the front but overall it was a good stay

Reviewed on Sep 2, 2025

Stanford Court San Francisco

Stanford Court San Francisco

4 out of 5
Downtown San Francisco
Price was ￥799,822, price is now ￥591,567 per person
￥591,567
per person
Oct 13 - Oct 18
found 14 hours ago
Roundtrip flight included
Tokyo (HND) to San Francisco (SFO)
9/10 Wonderful! (1,323 reviews)
Fantastic hotel in the heart of SF, it was a pleasant stay. The staff were extremely accomodating and treated us amazingly. Hotel and surround were safe and walkable but remember this is San Francisco so there are many hills leading up to the hotel.

Reviewed on Aug 28, 2025

Bay Bridge Inn

Bay Bridge Inn

2 out of 5
Downtown San Francisco
Price was ￥214,662, price is now ￥149,414 per person
￥149,414
per person
Oct 9 - Oct 14
found 16 hours ago
Roundtrip flight included
Tokyo (TYO) to San Francisco (SFO)
7.6/10 Good! (1,003 reviews)
The Bay Bridge Inn is close to Powell Street BART station and the ball park. Very walkable. The bottom sheet on the bed pops off without a lot to f movement. That is not comfortable.

Reviewed on Sep 2, 2025

Hotel Fiona

Hotel Fiona

3.5 out of 5
Downtown San Francisco
Price was ￥243,280, price is now ￥180,932 per person
￥180,932
per person
Oct 9 - Oct 14
found 16 hours ago
Roundtrip flight included
Tokyo (TYO) to San Francisco (SFO)
8.6/10 Excellent! (792 reviews)
This hotel is nice with clean rooms and friendly staff. Unfortunately it is located in a part of downtown that is sketchy to say the least and we did not feel comfortable walking on the streets especially with kids.

Reviewed on Sep 3, 2025

DoubleTree by Hilton San Francisco South Airport Blvd

DoubleTree by Hilton San Francisco South Airport Blvd

4 out of 5
Price was ￥219,003, price is now ￥173,382 per person
￥173,382
per person
Oct 9 - Oct 14
found 16 hours ago
Roundtrip flight included
Tokyo (TYO) to San Francisco (SFO)
8.4/10 Very Good! (1,863 reviews)
I was pretty satisfied about everything. The only I would complain about is the lack of water pressure.

Reviewed on Sep 3, 2025

Where to stay in Hillsborough

Find the best Hillsborough areas and neighborhoods for the activities you enjoy most. Learn more about Hillsborough
Fisherman\'s Wharf featuring a bay or harbor

Fisherman's Wharf

1 out of top 10 points of interest in this area
4/5(38 area reviews)

Discover Pier 39, Ghirardelli Square, and the San Francisco Maritime National Historical Park in this bustling tourist hotspot. Savor seafood at family-owned restaurants and explore the sea lion colony, while enjoying convenient cable car access.

Find hotels in Fisherman's Wharf

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
Fully refundableReserve now, pay when you stay
The price is ￥17,618 per night from Sep 7 to Sep 8
￥17,618
￥20,736 total
Sep 7 - Sep 8
includes taxes & fees
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 ￥19,613 per night from Sep 7 to Sep 8
￥19,613
￥29,184 total
Sep 7 - Sep 8
includes taxes & fees
Hotel Riu Plaza Fisherman's Wharf
Crowne Plaza San Francisco Airport by IHG

Crowne Plaza San Francisco Airport by IHG

3.5 out of 5
1177 Airport Blvd, Burlingame, CA
Fully refundable
The price is ￥14,657 per night from Sep 7 to Sep 8
￥14,657
￥16,664 total
Sep 7 - Sep 8
includes taxes & fees
Crowne Plaza San Francisco Airport by IHG
See all 4,553 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 ￥128,374. 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 Park featuring a garden and flowers

Golden Gate Park

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

Golden Gate Park
Pier 39 which includes a city, signage and street scenes

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
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

Things to do

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

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

￥5,616
per adult
90% of travellers recommend
San Francisco: Skip-the-Line 1-Hour Bay Cruise by Boat
San Francisco GoCar Tour

GoCar San Francisco Tour

￥14,632
per traveler
96% of travellers recommend
GoCar San Francisco Tour
California Academy of Sciences General Admission

California Academy of Sciences Daytime Admission

￥7,242
per adult
84% of travellers recommend
California Academy of Sciences Daytime Admission
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.