Sugarloaf Vacation Packages

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Top Holiday Package Deals in Sugarloaf

Price found within the past 48 hours. Click for updated prices.
The Westin St. Francis San Francisco on Union Square

The Westin St. Francis San Francisco on Union Square

4.5 out of 5
Union Square
Price was CA $1,704, price is now CA $1,136 per person
CA $1,136
per person
Sep 2 - Sep 7
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to San Francisco (SFO)
8.8/10 Excellent! (2,322 reviews)
I would live a vanity kit (qtip, cotton balls, make up remover)

Reviewed on Jul 7, 2026

1 Hotel San Francisco

1 Hotel San Francisco

5 out of 5
Downtown San Francisco
Price was CA $3,556, price is now CA $2,134 per person
CA $2,134
per person
Aug 31 - Sep 5
found 4 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to San Francisco (SFO)
9.2/10 Wonderful! (567 reviews)
Amazing hotel in a perfect location.

Reviewed on Jul 7, 2026

The Grove Inn

The Grove Inn

3 out of 5
Western Addition
Price was CA $1,989, price is now CA $1,257 per person
CA $1,257
per person
Sep 2 - Sep 7
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to San Francisco (SFO)
9.2/10 Wonderful! (719 reviews)
This place is well kept but it’s so so so loud bc of street traffic and it being at a bus stop — the buses talk at each stop for blind riders. There is no in room AC — there are no vents and they simply give you a fan. And you need to keep the windows open. What a total rip off. False advertising about it having AC — which is why I booked it. $600 a night for an old, tiny (but clean) room with no AC and a bathroom the size of a powder room. Thankfully my husband and I are thin or else we would not have fit into the shower!

Reviewed on Jul 9, 2026

Hotel Riu Plaza Fisherman's Wharf

Hotel Riu Plaza Fisherman's Wharf

4 out of 5
Fisherman's Wharf
Price was CA $1,959, price is now CA $1,304 per person
CA $1,304
per person
Sep 9 - Sep 14
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to San Francisco (SFO)
9/10 Wonderful! (7,526 reviews)
The room is clean and breakfast is very good ! Will definitely stay here again if ever we go to SF.

Reviewed on Jul 8, 2026

The Huntington Hotel

The Huntington Hotel

5 out of 5
Downtown San Francisco
Price was CA $3,176, price is now CA $2,138 per person
CA $2,138
per person
Aug 29 - Sep 2
found 1 day ago
Roundtrip non-stop flight included
Vancouver (YVR) to San Francisco (SFO)
9.2/10 Wonderful! (22 reviews)
Love this hotel..... newly renovated, great location, beautiful rooms, staff is exceptional. Love the bar and restaurant....a little tight and the martinis could be bigger but a class act! Highly recommend!

Reviewed on Jun 30, 2026

Where to stay in Sugarloaf

Find the best Sugarloaf areas and neighborhoods for the activities you enjoy most. Learn more about Sugarloaf
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
4/5(6 area reviews)

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.

Find hotels in Fisherman's Wharf

Sugarloaf Hotel Deals

Handlery Union Square Hotel

Handlery Union Square Hotel

3.5 out of 5
351 Geary St San Francisco CA
Fully refundableReserve now, pay when you stay
The price is CA $243 per night from Jul 12 to Jul 13
CA $243
CA $286 total
Jul 12 - Jul 13
includes taxes & fees
8.8/10 Excellent! (3,292 reviews)
"Great location. Building desperately needs repair both inside and outside. Extremely dirty hallways and elevators. Not a great deal for the price. I love dogs but on more than one occasion dogs were urinating on pool deck and in small garden boxes around pool. Nobody cleaned it up nor did anyone ..."

Reviewed on Jul 9, 2026

Handlery Union Square Hotel
Fairmont San Francisco

Fairmont San Francisco

5 out of 5
950 Mason Street Atop Nob Hill San Francisco CA
Fully refundableReserve now, pay when you stay
The price is CA $361 per night from Jul 27 to Jul 28
CA $361
CA $500 total
Jul 27 - Jul 28
includes taxes & fees
9/10 Wonderful! (1,552 reviews)
"Great stay at a beautiful property."

Reviewed on Jul 6, 2026

Fairmont San Francisco
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 refundable
The price is CA $220 per night from Jul 17 to Jul 18
CA $220
CA $258 total
Jul 17 - Jul 18
includes taxes & fees
9/10 Wonderful! (5,977 reviews)
"Everything went well and it was a very pleasant overall stay. Staff were nice and rooms were clean. Breakfast was very good. Only complaint was that the parking spots were way too tight and the parking garage clearance was 5’10 so our car rack bumped the initial entrance a bit. Would stay again, ..."

Reviewed on Jul 9, 2026

Holiday Inn Golden Gateway by IHG
See all 3,628 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.
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Frequently asked questions

How much does a Sugarloaf vacation package cost?
Discover the best of Sugarloaf from as low as CA $1,136. 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 vacation 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 Center, Hillsdale Shopping Center and Sawyer Camp Trail.
How far in advance should I book my Sugarloaf vacation?
Travelers 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 vacation package is the most convenient way to organize 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 vacation 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 vacation package?
Don't stress if you're rethinking your Sugarloaf vacation 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 enjoy retail therapy at Hillsdale Shopping Center during your stay in San Mateo. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.
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Things to do

California Academy of Sciences General Admission

California Academy of Sciences Daytime Admission

CA $78
per adult
86% of travellers recommend
California Academy of Sciences Daytime Admission
Go City: San Francisco All-Inclusive Pass with 25+ Attractions

Go City: San Francisco All-Inclusive Pass with 30+ Attractions

CA $155
per adult
88% of travellers recommend
Go City: San Francisco All-Inclusive Pass with 30+ Attractions
de Young Museum General Admission Ticket

de Young Museum General Admission Ticket

CA $28
per adult
88% of travellers recommend
de Young Museum General Admission Ticket
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.