Sugarloaf Holidays

  • Plan, book, travel with confidence

  • Better together

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

  • Find the right fit

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

  • Rest easy

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

Where to stay in Sugarloaf

Find the best Sugarloaf areas and neighborhoods for the activities you enjoy most. Learn more about Sugarloaf
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 Chase Center 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 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 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 vibrant mural on a building, depicting a large figure with a heart-shaped halo, surrounded by various characters in colorful attire.

Mission District

With vibrant street art and a freakishly sunny microclimate compared to the rest of foggy San Fran, everything seems brighter in the Mission District.

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Top hotels in Sugarloaf

Holiday Inn Golden Gateway by IHG

Holiday Inn Golden Gateway by IHG

1500 Van Ness Ave San Francisco CA
Fully refundable
S$179
22 Nov - 23 Nov
includes taxes & fees
9/10 Wonderful! (6,430 reviews)
"This hotel is well located at the beginning of a Tram line. there is a good choice of restaurants walking distance. The breakfast selection is good for the hotel. the room was clean and spacious as we had twin beds. overall i had a great stay"

Reviewed on 22 Oct, 2026

Holiday Inn Golden Gateway by IHG
Hilton San Francisco Financial District

Hilton San Francisco Financial District

750 Kearny St San Francisco CA
Fully refundableReserve now, pay when you stay
S$142
8 Nov - 9 Nov
includes taxes & fees
Hilton San Francisco Financial District
Hilton San Francisco Union Square

Hilton San Francisco Union Square

333 O'Farrell St. San Francisco CA
Fully refundableReserve now, pay when you stay
S$227
22 Nov - 23 Nov
includes taxes & fees
8.6/10 Excellent! (1,825 reviews)
"Great service and clean and friendly"

Reviewed on 22 Oct, 2026

Hilton San Francisco Union Square
See all 3,563 properties in Sugarloaf
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 Sugarloaf holiday package cost?
Discover the best of Sugarloaf from as low as . We offer a wonderful selection of flights, rental cars and hotels to suit every style and budget. Score even more discounts when you add some sightseeing activities to your package.
How do I get a cheap travel package to Sugarloaf?
You'll save a pile of money if you combine your flights, car rentals and hotels into a Sugarloaf holiday package. Sometimes cheap means fewer choices. But not with Expedia. We offer over 550 airlines and 1,000,000 properties across the world, so you'll always have plenty of options to choose from. Want to save even more? Add some fun activities to your package deal to unlock even bigger bargains! After all, travel is about more than just getting to your destination.
Where should I stay in Sugarloaf?
Stay close to the action. Many people book hotels within easy reach of popular attractions, such as San Mateo County Event Centre, Hillsdale Shopping Centre and Sawyer Camp Trail.
How far in advance should I book my Sugarloaf holiday?
Travellers are usually able to look up international flights on Expedia up to a year in advance of departure. Booking at the last minute? With a bit of luck, it's still possible to purchase an affordable ticket just weeks before your flight.
What does an Expedia Sugarloaf travel package include?
Flights, hotels and a cool car for your road trip adventures. Simply select your preferred bundle and get access to great discounts. Once you've made your booking, add on a couple of tours and experiences and watch your savings pile up. When it comes to crafting your Sugarloaf break, you're the one in control!
What should I know before booking a Sugarloaf travel package?
Bundling your bookings into a Sugarloaf holiday package is the most convenient way to organise your trip. Not only that, you'll save big when you combine your flights, hotels and car rentals. Once you've booked, why not add on a tour or an activity?
Can I choose my airline with a Sugarloaf Expedia holiday package?
Definitely. Expedia has more than 550 airline partners to pick from around the world. With all that choice at your fingertips, finding the right carrier to take you to Sugarloaf won't be hard.
If I'm not able to travel, can I cancel my Sugarloaf holiday package?
Don't stress if you're rethinking your Sugarloaf holiday package — it's possible to change or amend your booking. And if you've booked it within 24 hours, you may be able to do it for free. However, bookings made more than 24 hours ago may incur charges from your hotel, airline or car rental company. We get that life can throw the occasional spanner in the works, so head to our Customer Service Portal if that occurs. When you're ready to make changes, we'll be here to help.

Stay near popular Sugarloaf attractions

Hillsdale Shopping Center

8.8/10 (206 reviews)
You can search for that perfect souvenir at Hillsdale Shopping Center during your trip to San Mateo. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.
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Sugarloaf Mountain

You can learn about the history of San Mateo with a trip to Sugarloaf Mountain.
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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$125
per adult
88% of travellers recommend
Go City: San Francisco All-Inclusive Pass with 30+ Attractions
San Francisco: One day Yosemite and Giant Sequoia Tour

San Francisco: One day Yosemite and Giant Sequoias Tour

S$257
per adult
90% of travellers recommend
San Francisco: One day Yosemite and Giant Sequoias Tour
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.