Hillsborough Holidays

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Your Hillsborough Holiday

Book a Hillsborough holiday package and immerse yourself in the rhythm and lifestyle of this vibrant neighbourhood. With all your travel plans worked out, the only thing you need to concentrate on here is living it up. Some popular nearby attractions to see during your trip to Hillsborough include Crystal Springs Golf Course, GoKart Racer and Burlingame Golf Centre. Don't just imagine it — take action! Lock in your ideal Hillsborough holiday with Expedia and get to where you're going your way.

Price found within the past 48 hours. Click for updated prices.
  • Exterior
    Jun 19 - Jun 26

    Handlery Union Square Hotel + Flight

    Union Square
    7 nights
    3.5 star property
    8.8/10 - Excellent (3,128 reviews)
    "Nice building and staff need a bit of a refresh on the building though"
    Reviewed May 19, 2026
    Return • Sydney (SYD) - San Francisco (SFO)
    SYD - SFO • 1 stop SFO - SYD • 1 stop
    AU$4,107
    AU$2,843
    per traveller
    found 18 hours ago
    Handlery Union Square Hotel
  • City view
    Jun 19 - Jun 26

    Stanford Court San Francisco + Flight

    Downtown San Francisco
    7 nights
    4.0 star property
    9.0/10 - Wonderful (1,395 reviews)
    "It was an amazing place with a great view!"
    Reviewed May 18, 2026
    Return • Sydney (SYD) - San Francisco (SFO)
    SYD - SFO • 1 stop SFO - SYD • 1 stop
    Save 100% on your flight
    AU$4,758
    AU$2,950
    per traveller
    found 18 hours ago
    Stanford Court San Francisco
  • Room, 2 Bedrooms, Bay View (Residence 2 King) | Terrace/patio
    Jun 19 - Jun 26

    Fairmont Heritage Place, Ghirardelli Square + Flight

    Fisherman's Wharf
    7 nights
    5.0 star property
    9.4/10 - Exceptional (401 reviews)
    "This is my favorite San Francisco hotel/condo. I’ve stayed here five times and highly recommend it."
    Reviewed May 6, 2026
    Return • Sydney (SYD) - San Francisco (SFO)
    SYD - SFO • 1 stop SFO - SYD • 1 stop
    Save 100% on your flight
    AU$11,878
    AU$7,559
    per traveller
    found 18 hours ago
    Fairmont Heritage Place, Ghirardelli Square
  • Lobby sitting area
    Jun 19 - Jun 26

    Hotel Riu Plaza Fisherman's Wharf + Flight

    Fisherman's Wharf
    7 nights
    4.0 star property
    9.0/10 - Wonderful (7,478 reviews)
    "Great location"
    Reviewed May 19, 2026
    Return • Sydney (SYD) - San Francisco (SFO)
    SYD - SFO • 1 stop SFO - SYD • 1 stop
    AU$4,472
    AU$2,934
    per traveller
    found 18 hours ago
    Hotel Riu Plaza Fisherman's Wharf
  • Lobby sitting area
    Jun 19 - Jun 26

    The Marker Union Square San Francisco + Flight

    Union Square
    7 nights
    4.0 star property
    9.2/10 - Wonderful (1,287 reviews)
    "lovely property"
    Reviewed May 18, 2026
    Return • Sydney (SYD) - San Francisco (SFO)
    SYD - SFO • 1 stop SFO - SYD • 1 stop
    AU$4,992
    AU$3,320
    per traveller
    found 18 hours ago
    The Marker Union Square San Francisco

Our guide on where to stay in Hillsborough

Find the best Hillsborough areas and neighborhoods for the activities you enjoy most. Learn more about Hillsborough
Union Square

Union Square

4/5(249 area reviews)

Packed with a treasure trove of upmarket boutiques, designer labels and department store, shoppers will love this huge shopping plaza.

Find hotels in Union Square

Our pick of the best Hillsborough Hotel Deals

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 AU$290 per night from 26 May to 27 May
AU$290
26 May - 27 May
includes taxes & fees
9/10 Wonderful! (7,478 reviews)
"Great location"

Reviewed on 19 May 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
Fully refundableReserve now, pay when you stay
The price is AU$223 per night from 31 May to 1 June
AU$223
31 May - 1 June
includes taxes & fees
8.8/10 Excellent! (2,783 reviews)
"Amazing place to stay near the Embarcadero. No pool, but otherwise will stay again."

Reviewed on 19 May 2026

Hilton San Francisco Financial District
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 AU$222 per night from 25 May to 26 May
AU$222
25 May - 26 May
includes taxes & fees
9/10 Wonderful! (5,768 reviews)
"I don't think the price of the breakfast 38$ is worth it."

Reviewed on 19 May 2026

Holiday Inn Golden Gateway by IHG
See all 4,125 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.
All Inclusive Holidays
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beach holidays
Beach Holidays
Beach Holidays

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.

Discover the most popular places to visit in Hillsborough

Oracle Park

Oracle Park

4.5/5(36 reviews)

Whether or not you’re a baseball fan, this charming ballpark with outstanding views should be on your San Francisco sightseeing list.

Oracle Park
Pier 39

Pier 39

4.5/5(311 reviews)

This waterfront attraction offers all the fun of a traditional pier with rides, street performances and entertainment courtesy of a colony of resident sea lions!

Pier 39
Golden Gate Bridge

Golden Gate Bridge

4.5/5(293 reviews)

This iconic bridge, with its distinctive burnished red colour, is probably one of the world’s most instantly recognisable landmarks.

Golden Gate Bridge

Activities

Golden Gate Bay Cruise Service: sail around Alcatraz!

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

AU$54
per adult
96% of travellers recommend
Golden Gate Bay Cruise - Sail Around Alcatraz! (1-hour)
Alcatraz Visit with Night Option and SF Bay Cruise

Alcatraz Visit with Night Option and SF Bay Cruise

AU$173
per adult
94% of travellers recommend
Alcatraz Visit with Night Option and SF Bay Cruise
California Academy of Sciences General Admission

California Academy of Sciences Daytime Admission

AU$68
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.