Hillsborough Vacation Packages

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Top Holiday Package Deals in Hillsborough

Price found within the past 48 hours. Click for updated prices.
The Grove Inn

The Grove Inn

3 out of 5
Western Addition
Price was CA $2,217, price is now CA $1,432 per person
CA $1,432
per person
Aug 27 - Sep 1
found 1 day ago
Roundtrip flight included
Edmonton (YEG) to San Francisco (SFO)
9.2/10 Wonderful! (715 reviews)
Amazing stay for our wedding anniversary. Such a lovely Inn. Highly recommend!

Reviewed on Jun 13, 2026

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 $2,684, price is now CA $1,449 per person
CA $1,449
per person
Aug 27 - Sep 1
found 1 day ago
Roundtrip flight included
Edmonton (YEG) to San Francisco (SFO)
8.8/10 Excellent! (2,357 reviews)
I love staying at the St. Francis. It’s my hotel of choice every time I visit San Francisco. The hotel is great, the staff professional, friendly and personable.

Reviewed on Jun 12, 2026

Beacon Grand, A Union Square Hotel

Beacon Grand, A Union Square Hotel

4 out of 5
Union Square
Price was CA $2,247, price is now CA $1,486 per person
CA $1,486
per person
Aug 27 - Sep 1
found 1 day ago
Roundtrip flight included
Edmonton (YEG) to San Francisco (SFO)
9.2/10 Wonderful! (2,076 reviews)
Beautiful historical hotel near everything you would need or want when visiting San Francisco.

Reviewed on Jun 14, 2026

Hotel Riu Plaza Fisherman's Wharf

Hotel Riu Plaza Fisherman's Wharf

4 out of 5
Fisherman's Wharf
Price was CA $2,094, price is now CA $1,433 per person
CA $1,433
per person
Aug 27 - Sep 1
found 1 day ago
Roundtrip flight included
Edmonton (YEG) to San Francisco (SFO)
9/10 Wonderful! (7,567 reviews)
Excellent location within walking distance of all major pier attractions. Fantastic breakfast and beautiful rooms. Stay here if traveling to SF, even with family.

Reviewed on Jun 20, 2026

1 Hotel San Francisco

1 Hotel San Francisco

5 out of 5
Downtown San Francisco
Price was CA $2,168, price is now CA $1,515 per person
CA $1,515
per person
Aug 27 - Aug 30
found 17 hours ago
Roundtrip flight included
Toronto (YTO) to San Francisco (SFO)
9.2/10 Wonderful! (558 reviews)
The room was immaculate, and the food was amazing. I highly recommend this hotel.

Reviewed on Jun 13, 2026

Where to stay in Hillsborough

Find the best Hillsborough areas and neighborhoods for the activities you enjoy most. Learn more about Hillsborough
Fisherman's Wharf

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

Hillsborough Hotel Deals

Hyatt Regency San Francisco

Hyatt Regency San Francisco

4 out of 5
5 Embarcadero Center San Francisco CA
Fully refundableReserve now, pay when you stay
The price is CA $282 per night from Jul 12 to Jul 13
CA $282
CA $397 total
Jul 12 - Jul 13
includes taxes & fees
9.2/10 Wonderful! (2,303 reviews)
"A"

Reviewed on Jun 21, 2026

Hyatt Regency 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
The price is CA $198 per night from Jul 5 to Jul 6
CA $198
CA $234 total
Jul 5 - Jul 6
includes taxes & fees
9/10 Wonderful! (5,884 reviews)
"My family and I had a good time staying there"

Reviewed on Jun 21, 2026

Holiday Inn Golden Gateway by IHG
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 $194 per night from Jun 28 to Jun 29
CA $194
CA $228 total
Jun 28 - Jun 29
includes taxes & fees
Hilton San Francisco Financial District
See all 4,085 properties in Hillsborough
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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Frequently asked questions

How much does a Hillsborough vacation package cost?
Choose from any combination of flights, hotels and car rentals, and you can be vacationing in Hillsborough from just CA $1,432. And the more you bundle, the more money you save. Your dream escape has never been more affordable.
How do I get a cheap travel package to Hillsborough?
Book everything in one place with our Hillsborough vacation packages. We have incredible bargains on flights, hotels and more that'll keep your hip pocket happy and your adventurousness alive. And, with more than 550 partner airlines and 1,000,000 hotels globally to choose from, you'll have the flexibility to mix and match your own way.
Where should I stay in Hillsborough?
With interesting attractions such as Crystal Springs Golf Course and GoKart Racer in this area, look for a hotel situated near either of them. Mills-Peninsula Medical Center is another Hillsborough sight that visitors flock to.
How far in advance should I book my Hillsborough vacation?
Get rewarded with the biggest variety and the cheapest prices by booking your adventure to Hillsborough early. Airlines generally publish tickets anywhere up to 12 months prior to departure, so start locking things in ASAP. That being said, Expedia is committed to giving you the best deals around, so it's never a bad time to book your dream vacation!
What does an Expedia Hillsborough travel package include?
It comes down to what you want. If you're traveling by yourself, you might decide to bundle flights and hotels. Bringing the whole family to Hillsborough? A travel package including hotels, flights and rental cars might be a better fit. Expedia gives you the flexibility to tailor your travel package.
What should I know before booking a Hillsborough travel package?
Discover deals to match your budget with an Expedia package. Airfares, hotels, rental cars — we have them all. You'll save precious dollars just for bundling your bookings. Whether you're heading away on an adventure in the snow or drinking cocktails on a beach, your dream getaway is just clicks away.
Can I choose my airline with a Hillsborough Expedia vacation package?
Expedia has access to more than 550 partner airlines globally, so you certainly can. Just pick your preferred carrier and put together the perfect Hillsborough vacation.
If I'm not able to travel, can I cancel my Hillsborough vacation package?
It's hard to predict what tomorrow might bring, so it's good to know that you can change or cancel your Hillsborough vacation package. If your booking was made in the last 24 hours, you may be entitled to a refund. If your booking is older, your airline, hotel or car rental company may charge a fee. Check our Customer Service Portal to find out more.

Discover the most popular places to visit in Hillsborough

Oracle Park

Oracle Park

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

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

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 $68
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 $173
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 $150
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.