Sugarloaf Holidays
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to AU$2,500 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Your Sugarloaf Holiday
From its hiking to its views and nature, there are almost endless good reasons to book a holiday package to Sugarloaf. When it's time to escape from it all, this suburban neighbourhood is waiting to welcome you. Want to sightsee during your trip to Sugarloaf? Make sure you stop by nearby attractions like Hillsdale Shopping Centre, Bay Meadows Park and Fiesta Meadows Park. No matter what your dream Sugarloaf holiday may look like, you can turn it into reality with Expedia.
Our guide on where to stay in Sugarloaf
Find the best Sugarloaf areas and neighborhoods for the activities you enjoy most. Learn more about Sugarloaf
Fisherman's Wharf
1 out of top 10 points of interest in this area
This waterfront location is steeped in history dating back to the days of the gold rush. Today, visitors come here for its vibrant atmosphere and great food.
Union Square
Packed with a treasure trove of upmarket boutiques, designer labels and department store, shoppers will love this huge shopping plaza.
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.
South of Market
South of Market, or “SoMa” to the “SoCal” locals, is a huge, varied and exciting district in downtown “San Fran”.
Nob Hill
If you guessed that Nob Hill was one of San Francisco’s original “Seven Hills,” then you might just be a genius.
Our pick of the best Sugarloaf Hotel Deals
Holiday Inn Golden Gateway by IHG
1500 Van Ness Ave San Francisco CA
Fully refundableReserve now, pay when you stay
AU$235
7 Sept - 8 Sept
includes taxes & fees
9/10 Wonderful! (6,249 reviews)
"Loved the view and area. Quick and easy to get around! Would love to stay again in the future"
Reviewed on 31 Aug 2026
Hilton San Francisco Union Square
333 O'Farrell St. San Francisco CA
Fully refundableReserve now, pay when you stay
AU$289
19 Sept - 20 Sept
includes taxes & fees
Club Quarters Hotel Embarcadero, San Francisco
424 Clay St San Francisco CA
Fully refundableReserve now, pay when you stay
AU$222
20 Sept - 21 Sept
includes taxes & fees
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.
Sugarloaf Mountain
You can learn about the history of San Mateo with a trip to Sugarloaf Mountain.
Activities
Golden Gate Bay Cruise - Sail Around Alcatraz! (1-hour)
AU$54
per adult
96% of travellers recommend
Go City: San Francisco All-Inclusive Pass with 30+ Attractions
AU$137
per adult
88% of travellers recommend
City Sightseeing San Francisco Hop-On Hop-Off Bus Tour
AU$77
per adult
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.