Hillsborough Holidays

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    Save up to S$1,300 when you book a flight and hotel together*

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

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

Where to stay in Hillsborough

Find the best Hillsborough areas and neighborhoods for the activities you enjoy most. Learn more about Hillsborough
A marina with various boats docked, including a yellow and white boat named 'Golden Gate'.

Fisherman's Wharf

1 out of top 10 points of interest in this area

Dating back to the middle of the 19th Century, this historic wharf has been through many incarnations. Today it’s bursting with fun, sea lions and restaurants.

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A cityscape with tall buildings, palm trees, and red double-decker buses.

Union Square

Fashion puts its best foot forward in this vast shopping plaza.

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A trolley on a street with buildings and a clock tower.

Downtown San Francisco

3 out of top 10 points of interest in this area

Known for its fascinating museums, popular shops and acclaimed art galleries, there's plenty to explore in Downtown San Francisco. Top attractions like Oracle Park and San Francisco Bay are major draws. Catch the metro at Market St & 5th St Stop or Market St & Taylor St Stop to see more of the city.

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A cityscape with modern skyscrapers, a central park with pathways, and a few people walking.

South of Market

From baseball games to top-notch art exhibits, find endless entertainment in one of San Francisco’s fastest-growing neighborhoods.

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A cityscape with a prominent skyscraper, a bridge, and a mix of modern and historic buildings.

Nob Hill

Examine architecturally significant buildings, visit the Cable Car Museum and enjoy magnificent views of greater San Francisco in this affluent district.

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Top hotels in Hillsborough

Holiday Inn Golden Gateway by IHG

Holiday Inn Golden Gateway by IHG

1500 Van Ness Ave San Francisco CA
Fully refundableReserve now, pay when you stay
S$222
7 Sept - 8 Sept
includes taxes & fees
Holiday Inn Golden Gateway by IHG
Hotel Riu Plaza Fisherman's Wharf

Hotel Riu Plaza Fisherman's Wharf

2500 Mason St San Francisco CA
Fully refundableReserve now, pay when you stay
S$249
31 Aug - 1 Sept
includes taxes & fees
9/10 Wonderful! (7,663 reviews)
"Front desk staff were very friendly and helpful. The breakfast buffet was the best I've ever had at a hotel. Hotel was very clean and I didn't notice a single bug anywhere (I've stayed at some bad hotels in the past and this is important) Location was excellent. It was a great stay overall. Now for ..."

Reviewed on 23 Aug, 2026

Hotel Riu Plaza Fisherman's Wharf
Handlery Union Square Hotel

Handlery Union Square Hotel

351 Geary St San Francisco CA
Fully refundableReserve now, pay when you stay
S$245
31 Aug - 1 Sept
includes taxes & fees
Handlery Union Square Hotel
See all 4,033 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 holiday package cost?
Choose from any combination of flights, hotels and car rentals, and you can be holidaying in Hillsborough from just . 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 holiday 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 Centre is another Hillsborough sight that visitors flock to.
How far in advance should I book my Hillsborough holiday?
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 holiday!
What does an Expedia Hillsborough travel package include?
It comes down to what you want. If you're travelling 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 holiday 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 holiday.
If I'm not able to travel, can I cancel my Hillsborough holiday package?
It's hard to predict what tomorrow might bring, so it's good to know that you can change or cancel your Hillsborough holiday 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.

Things to do

Golden Gate Bay Cruise Service: sail around Alcatraz!

Golden Gate Bay Cruise - Sail Around Alcatraz! (1-hour)

S$50
per adult
96% of travellers recommend
Golden Gate Bay Cruise - Sail Around Alcatraz! (1-hour)
Go City: San Francisco All-Inclusive Pass with 25+ Attractions

Go City: San Francisco All-Inclusive Pass with 30+ Attractions

S$140
per adult
88% of travellers recommend
Go City: San Francisco All-Inclusive Pass with 30+ Attractions
California Academy of Sciences General Admission

California Academy of Sciences Daytime Admission

S$71
per adult
86% 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. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.