Hillsborough Vacations

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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

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.

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

Union Square

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.

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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

Serving as San Francisco's central business district, this area boasts Northern California's two tallest buildings, the Salesforce Tower and Transamerica Pyramid. Explore shopping malls like the Embarcadero Center and enjoy parks such as Sue Biermann Park, all easily accessible via Muni bus and rail lines.

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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

Luxury hotels, historic mansions, and Michelin-starred restaurants abound in this upscale area. Explore Union Square shopping district, Grace Cathedral, and the SF Masonic Auditorium for a taste of culture and history.

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Hillsborough Hotel Deals

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
₩221,898
₩261,162 total
Sep 20 - Sep 21
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
₩190,127
₩280,678 total
Oct 18 - Oct 19
includes taxes & fees
9/10 Wonderful! (7,668 reviews)
"The continental breakfast was 1st class. Also like the fact that the hotel staff was very organized for the amount of people who ate breakfast."

Reviewed on Sep 18, 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
₩216,511
₩254,822 total
Oct 16 - Oct 17
includes taxes & fees
8.8/10 Excellent! (3,554 reviews)
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Reviewed on Sep 18, 2026

Handlery Union Square Hotel
See all 4,030 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 . 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.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.