Hillsborough Holidays

Book a Hotel + Flight or Car together to unlock savings

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

Travellers love Fisherman's Wharf for its popular shops, and you can see more of San Francisco by jumping on the metro at Jones St and Beach St Stop or Jefferson St & Taylor St Stop. You might spend time checking out top sights like Pier 39 and San Francisco Bay.

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

Union Square

Known for its charming cafes and popular shops, there's plenty to explore in Union Square. Check out top attractions like Westin St Francis Hotel Glass Elevators and Union Square, and jump on the metro at Powell St & Geary Blvd Stop or Powell St & Post St Stop to see more of the city.

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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

Gourmet restaurants great entertainment and top sights from Oracle Park to San Francisco Bay – discover South of Market, a destination also famous for its shopping.

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

Nob Hill

Gourmet restaurants Chinatown and top sights from SF Masonic Auditorium to Cable Car Museum – discover Nob Hill, a destination also famous for its shopping.

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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
3.973.888 ₫
4.677.066 ₫ total
31 Aug - 1 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
3.435.399 ₫
5.120.426 ₫ total
31 Aug - 1 Sept
includes taxes & fees
9/10 Wonderful! (7,632 reviews)
"Clean room; breakfast was great and we got to check in a couple hours early!!"

Reviewed on 18 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
4.294.152 ₫
5.054.002 ₫ total
4 Sept - 5 Sept
includes taxes & fees
8.8/10 Excellent! (3,447 reviews)
"Lovely hotel. Staff very helpful. We didn’t use the pool as too busy sightseeing but was told it was heated and open 8am to 8pm. Room was clean and had a good size bed with tv. Shower and bathroom was adequate for what I needed. Would stay here again if in San Francisco."

Reviewed on 18 Aug 2026

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 1null000null000 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.