Woodside Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Top Holiday Package Deals in Woodside
Price found within the past 48 hours. Click for updated prices.
The Grove Inn
Western Addition
CA $1,357
per person
Dec 22 - Dec 29
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to San Francisco (SFO)
9.2/10 Wonderful! (741 reviews)
This is a great place to stay. Close to public transportation, 1 and a half blocks to a beautiful park, trader Joes and more. Aziza was helpful and professional.
Reviewed on Oct 18, 2026
Bay Bridge Inn
Downtown San Francisco
CA $979
per person
Dec 21 - Dec 27
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to San Francisco (SFO)
7.6/10 Good! (1,004 reviews)
Room was ok, outside surroundings are awful. Overpriced and homeless attics everywhere. Employees are not helpful and overall lack any type of customer service. Do not recommend
Reviewed on Oct 16, 2026
Woodside Hotel Deals
The Marina Inn on San Francisco Bay
68 Monarch Bay Dr San Leandro CA
Fully refundableReserve now, pay when you stay
CA $161
CA $183 total
Nov 1 - Nov 2
includes taxes & fees
8.6/10 Excellent! (2,830 reviews)
"The hotel itself is extremely outdated. The room had a sofa chair and computer type chair that’s was very dirty and worn down. The bed was very hard. The bathroom was decent but the shower water was only lukewarm. I was there for less than 24 hours but for the price I guess it served its ..."
Reviewed on Oct 19, 2026
Bay Landing San Francisco Airport Hotel
1550 Bayshore Hwy Burlingame CA
Fully refundableReserve now, pay when you stay
CA $198
CA $223 total
Nov 16 - Nov 17
includes taxes & fees
Sonesta Silicon Valley
1820 Barber Ln Milpitas CA
Fully refundableReserve now, pay when you stay
CA $173
CA $197 total
Nov 13 - Nov 14
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 Woodside vacation package cost?
We make it simple to travel the world, with Woodside vacation packages starting from just CA $896. You'll have the flexibility to combine your favorite airlines, hotels and car rental. For the ultimate getaway, why not add some tours and experiences to your itinerary?
How do I get a cheap travel package to Woodside?
Just imagine all the wonderful things you could do in Woodside with a pile of extra cash in your pocket. Watch your savings stack up when you bundle your flights and hotel into a Woodside vacation package. You have plenty of choice when you book with Expedia too. In fact, you can select from over 550 air carriers and 1,000,000 hotels worldwide. Whether you're taking a vacation with the whole family or going it alone, planning a trip to Woodside is better with a package.
Where should I stay in Woodside?
There's plenty to do in Woodside, so spend your nights close to its attractions and maximize your time sightseeing. Huddart Park is one spot to put on your to-do list.
How far in advance should I book my Woodside vacation?
While not all airlines advertise tickets early, it's usually possible to look up international fares on Expedia up to a year in advance. This is the time you'll bag some fantastic bargains. If you're purchasing tickets last minute, you might still be in luck. Low prices occasionally appear a few weeks before departure.
What does an Expedia Woodside travel package include?
Hotels, flights and rental cars — you'll discover them all here. With Expedia, you can shape your Woodside package just the way you want. All you have to do is work out exactly what you need. Once you've made your booking, you can add extras like activities and experiences. The more you bundle, the more you save!
What should I know before booking a Woodside travel package?
When you book your flights, hotels and car rentals together, you'll enjoy great discounts. Whether you're organizing an outdoor getaway in a chalet or would rather stay in a luxurious city hotel, Expedia can make it happen for less.
Can I choose my airline with a Woodside Expedia vacation package?
Yes, and with more than 550 airlines to pick from globally, it's all about choice. Take a look at the available options and see which airline fits your budget and needs.
If I'm not able to travel, can I cancel my Woodside vacation package?
We totally understand that life can throw you the odd curveball. If you've booked a Woodside vacation package and have to cancel or change it, we can help. We recommend browsing our Customer Service Portal first for information. But in general, if you've booked your package within 24 hours, you may be able to cancel or change your itinerary at no cost. If it's been more than 24 hours, your hotel, airline or car rental company may charge a fee.
Things to do
Stanford University Personalized Self-Guided App Tour
CA $7
per traveller
Pacific Coast Highway App-Based Driving Audio Tour
CA $28
per traveller
90% of travellers recommend
Two Flight Indoor Skydiving Experience
CA $168
per traveller
80% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.