Hillsdale Vacation Packages
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Top Holiday Package Deals in Hillsdale
Price found within the past 48 hours. Click for updated prices.
The Bartlett Hotel and Guesthouse
Union Square
CA $505
per person
Oct 7 - Oct 9
found 24 hours ago
Roundtrip non-stop flight included
Edmonton (YEG) to San Francisco (SFO)
8/10 Very good! (1,007 reviews)
First time getting a hotel so I was a bit nervous but they were able to help me with all my questions and made my stay so much
Reviewed on Sep 1, 2026
Treehouse Hotel Silicon Valley
CA $2,812
per person
Oct 4 - Oct 9
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to San Francisco (SFO)
9.8/10 Exceptional! (148 reviews)
Spent my partners birthday weekend here. Loved the outdoor feel indoors. I upgraded our room to a 1 bedroom cabin. My 6yr old said it’s her favorite hotel so far, and she’s experienced some fancy hotels when we travel. The pool is spacious and every little detail in our room to the restaurant, I felt like so much thought was put into everything. We will be returning for a staycation soon. I highly recommend.
Reviewed on Sep 2, 2026
Where to stay in Hillsdale
Find the best Hillsdale areas and neighborhoods for the activities you enjoy most. Learn more about Hillsdale
Fisherman's Wharf
1 out of top 10 points of interest in this area
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.
Union Square
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.
Downtown San Francisco
3 out of top 10 points of interest in this area
Serving as San Francisco's central business district, this area boasts Northern California's two tallest buildings, the Salesforce Tower and Transamerica Pyramid. Explore shopping malls like the Embarcadero Center and enjoy parks such as Sue Biermann Park, all easily accessible via Muni bus and rail lines.
South of Market
From baseball games to top-notch art exhibits, find endless entertainment in one of San Francisco’s fastest-growing neighborhoods.
Nob Hill
Luxury hotels, historic mansions, and Michelin-starred restaurants abound in this upscale area. Explore Union Square shopping district, Grace Cathedral, and the SF Masonic Auditorium for a taste of culture and history.
Hillsdale Hotel Deals
Holiday Inn Golden Gateway by IHG
1500 Van Ness Ave San Francisco CA
Fully refundableReserve now, pay when you stay
CA $198
CA $234 total
Sep 7 - Sep 8
includes taxes & fees
Hotel Riu Plaza Fisherman's Wharf
2500 Mason St San Francisco CA
Fully refundableReserve now, pay when you stay
CA $214
CA $309 total
Sep 3 - Sep 4
includes taxes & fees
9/10 Wonderful! (7,649 reviews)
"n/a"
Reviewed on Sep 2, 2026
Hilton San Francisco Union Square
333 O'Farrell St. San Francisco CA
Fully refundableReserve now, pay when you stay
CA $234
CA $275 total
Oct 2 - Oct 3
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 Hillsdale vacation package cost?
Customize your Hillsdale package from just CA $505. 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.
Stay near popular Hillsdale attractions
San Mateo County Event Center
8.4/10 (184 reviews)
San Mateo County Event Center is just one of the places to see in San Mateo, so why not enjoy the other things to explore during your travels? Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.
Bay Meadows Park
Explore the lovely green spaces of Bay Meadows Park and also enjoy the biking trails in San Mateo. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.
Paddock Park
8.8/10 (12 reviews)
Paddock Park is just one of the places to see in San Mateo, so why not enjoy the other things to explore during your travels? Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.
Fiesta Meadows Park
9.6/10 (4 reviews)
After visiting Fiesta Meadows Park, make a plan to see the other sights and activities in San Mateo. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.
Things to do
California Academy of Sciences Daytime Admission
CA $68
per adult
86% of travellers recommend
Go City: San Francisco All-Inclusive Pass with 30+ Attractions
CA $136
per adult
88% of travellers recommend
de Young Museum General Admission Ticket
CA $35
per adult
88% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.