Hillsdale Vacations

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to ￥109,000 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place
Price found within the past 48 hours. Click for updated prices.
  • Lobby sitting area
    Jul 2 - Jul 16

    The Marker Union Square San Francisco + Flight

    Union Square
    14 nights
    4.0 star property
    9.2/10 - Wonderful (1,298 reviews)
    "Our stay was great. Staff was friendly and helpful and the hotel was very clean. I would definitely recommend! I enjoyed out stay and loved San Francisco!"
    Reviewed May 21, 2026
    Roundtrip • Tokyo (HND) - San Francisco (SFO)
    HND - SFO • Nonstop SFO - HND • Nonstop
    ￥551,959
    ￥399,628
    per traveler
    found 23 hours ago
    The Marker Union Square San Francisco
  • City view
    Jul 2 - Jul 16

    Stanford Court San Francisco + Flight

    Downtown San Francisco
    14 nights
    4.0 star property
    9.0/10 - Wonderful (1,400 reviews)
    "Good for short stay."
    Reviewed May 22, 2026
    Roundtrip • Tokyo (HND) - San Francisco (SFO)
    HND - SFO • Nonstop SFO - HND • Nonstop
    Save 100% on your flight
    ￥656,876
    ￥410,491
    per traveler
    found 23 hours ago
    Stanford Court San Francisco
  • Meeting facility
    Jul 2 - Jul 16

    The Huntington Hotel + Flight

    Downtown San Francisco
    14 nights
    5.0 star property
    9.0/10 - Wonderful (17 reviews)
    Roundtrip • Tokyo (HND) - San Francisco (SFO)
    HND - SFO • Nonstop SFO - HND • Nonstop
    Save 100% on your flight
    ￥1,291,987
    ￥846,358
    per traveler
    found 23 hours ago
    The Huntington Hotel
  • Breakfast, lunch and dinner served
    Jul 2 - Jul 16

    1 Hotel San Francisco + Flight

    Downtown San Francisco
    14 nights
    5.0 star property
    9.2/10 - Wonderful (549 reviews)
    Roundtrip • Tokyo (HND) - San Francisco (SFO)
    HND - SFO • Nonstop SFO - HND • Nonstop
    Save 100% on your flight
    ￥1,153,241
    ￥760,036
    per traveler
    found 23 hours ago
    1 Hotel San Francisco
  • Lobby sitting area
    Jul 2 - Jul 16

    Hotel Riu Plaza Fisherman's Wharf + Flight

    Fisherman's Wharf
    14 nights
    4.0 star property
    9.0/10 - Wonderful (7,484 reviews)
    "Location of the property in proximity to Pier 39 was fantastic. It was a super easy location to navigate within the rest of the city as well. The rooms were really nice as well as the beds. Our bathroom was super small though. The included breakfast was fantastic. The downside is that if you have any tours that begin before 6:30am, there are no food options to select from inside the hotel. You are close to a Trader Joe's, Starbucks and Walgreens if needed. The outside fire pits could use some..."
    Reviewed May 23, 2026
    Roundtrip • Tokyo (HND) - San Francisco (SFO)
    HND - SFO • Nonstop SFO - HND • Nonstop
    ￥694,391
    ￥460,467
    per traveler
    found 23 hours ago
    Hotel Riu Plaza Fisherman's Wharf

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(5,227 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 ￥28,495 per night from May 27 to May 28
￥28,495
￥40,096 total
May 27 - May 28
includes taxes & fees
9/10 Wonderful! (7,484 reviews)
"Awful rude unhelpful staff. Very comfy bed and clean room. Breakfast ok."

Reviewed on May 23, 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 ￥22,463 per night from May 31 to Jun 1
￥22,463
￥26,437 total
May 31 - Jun 1
includes taxes & fees
8.8/10 Excellent! (2,798 reviews)
"I stayed at Hilton Financial District in San Francisco with my family of four. We arrived around midday, and I do appreciate that the staff accommodated an early check-in by 1:30 PM, which was helpful after travel. However, I was quite surprised and disappointed to learn that our booking (made through ..."

Reviewed on May 23, 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 refundable
The price is ￥22,325 per night from May 26 to May 27
￥22,325
￥26,276 total
May 26 - May 27
includes taxes & fees
9/10 Wonderful! (5,781 reviews)
"Nice view & safe area"

Reviewed on May 23, 2026

Holiday Inn Golden Gateway by IHG
See all 4,057 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.

Frequently asked questions

How much does a Hillsdale vacation package cost?
Customize your Hillsdale package from just . 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

Whether or not you’re a baseball fan, this charming ballpark with outstanding views should be on your San Francisco sightseeing list.

Oracle Park
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
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

Things to do

Official Alcatraz Island Prison Tour with Free App Audio Packages

Official Alcatraz Inside Prison Tour with Free App Audio Packages

￥12,691
per adult
100% of travellers recommend
Official Alcatraz Inside Prison Tour with Free App Audio Packages
California Academy of Sciences General Admission

California Academy of Sciences Daytime Admission

￥7,688
per adult
86% of travellers recommend
California Academy of Sciences Daytime Admission
San Francisco City Lights Cruise

California Sunset Cruise (2-hours)

￥9,087
per adult
94% of travellers recommend
California Sunset Cruise (2-hours)
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.