Hillsdale Vacation Packages

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    Save up to CA $4,200 when you book a flight and hotel together*

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Top Holiday Package Deals in Hillsdale

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 $1,364, price is now CA $921 per person
CA $921
per person
Jul 27 - Jul 30
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to San Francisco (SFO)
8.8/10 Excellent! (2,372 reviews)
Clean room, welcoming staff

Reviewed on May 10, 2026

Marbella Lane - 3BR Designer Home 12-min to Levi's

Marbella Lane - 3BR Designer Home 12-min to Levi's

3 out of 5
Price was CA $7,235, price is now CA $4,463 per person
CA $4,463
per person
Jul 23 - Jul 27
found 9 hours ago
Roundtrip non-stop flight included
Vancouver (YVR) to San Jose (SJC)
No reviews
@ Marbella Lane - SJ Designer Home 12-min to Levi's

@ Marbella Lane - SJ Designer Home 12-min to Levi's

3 out of 5
Price was CA $10,142, price is now CA $6,738 per person
CA $6,738
per person
Jul 23 - Jul 27
found 9 hours ago
Roundtrip non-stop flight included
Vancouver (YVR) to San Jose (SJC)
No reviews
1 Hotel San Francisco

1 Hotel San Francisco

5 out of 5
Downtown San Francisco
Price was CA $2,162, price is now CA $1,484 per person
CA $1,484
per person
Jul 2 - Jul 5
found 1 day ago
Roundtrip non-stop flight included
Edmonton (YEG) to San Francisco (SFO)
9.2/10 Wonderful! (540 reviews)
Amazing ambiance. Great staff and Daily Breakfast.

Reviewed on Apr 10, 2026

CordeValle

CordeValle

5 out of 5
Price was CA $3,698, price is now CA $2,546 per person
CA $2,546
per person
Jun 24 - Jun 29
found 3 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to San Jose (SJC)
9.6/10 Exceptional! (147 reviews)
Room and staff was amazing at check in and during my stay. Eating 4 stars for the difference needed for my room upgrade even though it was cheaper on Expedia.

Reviewed on Jan 27, 2026

Where to stay in Hillsdale

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

Union Square

4/5(531 area reviews)

Major tourist destination in downtown San Francisco, Union Square boasts shopping, hotels, and theaters. Explore department stores, boutiques, and galleries, or catch a performance at various theaters. Enjoy the Dewey Monument and stunning views from nearby hotels. Easily accessible via cable car lines, buses, and subway systems.

Find hotels in Union Square

Hillsdale 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 CA $189 per night from May 25 to May 26
CA $189
CA $279 total
May 25 - May 26
includes taxes & fees
9/10 Wonderful! (7,473 reviews)
Good location for activities. Room was clean with bit of wear showing. Breakfast was fantastic.

Reviewed on May 17, 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 CA $167 per night from May 25 to May 26
CA $167
CA $196 total
May 25 - May 26
includes taxes & fees
8.8/10 Excellent! (2,775 reviews)
We could’ve used a microwave in the room. Also parking price was not clear, it is available at about $74 a day. Convenient if you need a handicap or disabled person staying in the area. Great location for walking.

Reviewed on May 17, 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 CA $186 per night from May 25 to May 26
CA $186
CA $219 total
May 25 - May 26
includes taxes & fees
9/10 Wonderful! (5,757 reviews)
Check in was a breeze, room was quiet and clean. Smoking area was very convenient

Reviewed on May 17, 2026

Holiday Inn Golden Gateway by IHG
See all 4,048 properties in Hillsdale
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 Hillsdale vacation package cost?
Customize your Hillsdale package from just CA $921. Choose from any combination of rental cars, flights and hotels to pull together the escape you've long been dreaming about. Be sure to add on one or two experiences!
How do I get a cheap travel package to Hillsdale?
Search for flights that fit your schedule, add a hotel room to your booking and see how much you save with a Hillsdale vacation package. It's that simple! From hotels and flights to tours and rental cars, Expedia is your gateway to cheap travel. And with more than 550 air carriers and 1,000,000 properties globally to select from, you'll never be short of choice.
Where should I stay in Hillsdale?
Close to the action. Many travelers like to book hotels within easy reach of top sights, such as San Mateo County Event Center, Hillsdale Shopping Center and Mariners Point Golf Center.
What are the top hotels in Hillsdale?
Book a room at Stone Villa Inn. It's one of this area's most sought-after hotels. Another highly rated option in Hillsdale is Beautiful New Spacious Urban Flat 2br.
How far in advance should I book my Hillsdale vacation?
It depends on the airline, but you can usually browse through international fares on Expedia up to a year in advance. While it's generally recommended to book ahead of time, lucky customers will occasionally score a cheaper seat only weeks before departure dates.
What does an Expedia Hillsdale travel package include?
That depends on you. You can choose from a range of Hillsdale bundles, such as a flight, rental car and hotel. You can also book a flight with a hotel, or a rental car and a flight. Once you've made your booking, you can add the fun stuff like activities and tours. Whatever your dream Hillsdale trip looks like, get set to save!
What should I know before booking a Hillsdale travel package?
We already have low prices. However, you'll enjoy even more savings if you book your hotels, flights and car rentals together. With an Expedia travel package, you'll get transparent pricing and lots of choice.
Can I choose my airline with a Hillsdale Expedia vacation package?
Yes, definitely. Expedia has more than 550 partner airlines to select from worldwide. With so much choice, finding the perfect carrier to take you to Hillsdale won't be difficult.
If I'm not able to travel, can I cancel my Hillsdale vacation package?
You sure can, and we'll help you every step of the way. You may be able to cancel or amend your Hillsdale vacation package at no cost within 24 hours of booking. However, you may be charged a fee by your airline, hotel or car rental company for older bookings. If your circumstances unexpectedly change, take a look at our Customer Service Portal for further information.

Discover the most popular places to visit in Hillsdale

Oracle Park

Oracle Park

4.5/5(84 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
Golden Gate Bridge

Golden Gate Bridge

4.5/5(781 reviews)

Cars trundle across it and ships sail under it, but the best way to experience this iconic bridge is on foot.

Golden Gate Bridge
Pier 39

Pier 39

4.5/5(790 reviews)

This waterfront attraction offers thrilling rides, innovative street performers and colorful souvenir shops, but it’s the sea lions that win the day.

Pier 39

Things to do

California Academy of Sciences General Admission

California Academy of Sciences Daytime Admission

CA $67
per adult
86% of travellers recommend
California Academy of Sciences Daytime Admission
Alcatraz Visit with Night Option and SF Bay Cruise

Alcatraz Visit with Night Option and SF Bay Cruise

CA $171
per adult
94% of travellers recommend
Alcatraz Visit with Night Option and SF Bay Cruise
Go City: San Francisco All-Inclusive Pass with 25+ Attractions

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

CA $149
per adult
88% of travellers recommend
Go City: San Francisco All-Inclusive Pass with 30+ Attractions
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.