Woodside Vacations from $196
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Your Woodside Vacation
Known for its nature and hiking, Woodside draws visitors from all corners of the globe. Let our Woodside vacation packages give you a glimpse into this neighborhood and everything it has to offer. Get your trip to Woodside off to a great start by exploring some of its nearby attractions, such as Huddart Park and Edgewood Park & Natural Preserve. Expedia is here to help put your plans into action. Book your ideal Woodside vacation now.
The Latest Woodside Vacation Packages
Price found within the past 48 hours. Click for updated prices.
Aqua Breeze Inn
Westside Santa Cruz
$455
per person
Oct 30 - Nov 2
found 1 hour ago
Roundtrip flight included
Los Angeles (LAX) to San Jose (SJC)
8.2/10 Very Good! (1,010 reviews)
The mattress was very old and broken down. Replacement would get 5 stars!!
Aside from that it was great. Perfect location and vibes!
Reviewed on Aug 22, 2026
Hotel Riu Plaza Fisherman's Wharf
Fisherman's Wharf
$521
per person
Oct 17 - Oct 20
found 1 day ago
Roundtrip flight included
Burbank (BUR) to San Francisco (SFO)
9/10 Wonderful! (7,581 reviews)
Front desk staff were very friendly and helpful. The breakfast buffet was the best I've ever had at a hotel. Hotel was very clean and I didn't notice a single bug anywhere (I've stayed at some bad hotels in the past and this is important) Location was excellent. It was a great stay overall. Now for the negatives,... Air conditioner was very noisy and didn't seem to get cold enough, toilet seat seems to be coming off hinge, the outside pool was not heated and the worst thing for me is they charge an extra $165.00 at check-in. It's more than a little annoying when you think you've paid in full and arrive to find out you still have to pay for some hidden fees.
Reviewed on Aug 23, 2026
Woodside Hotel Deals
Crowne Plaza San Francisco Airport by IHG
1177 Airport Blvd Burlingame CA
Fully refundable
$119 nightly
$135 total
Sep 1 - Sep 2
Total with taxes and fees
Sonesta Silicon Valley
1820 Barber Ln Milpitas CA
Fully refundableReserve now, pay when you stay
$114 nightly
$130 total
Sep 12 - Sep 13
Total with taxes and fees
9.2/10 Wonderful! (2,170 reviews)
"The staff was so nice and welcoming and the place looked great"
Reviewed on Aug 23, 2026
The Marina Inn on San Francisco Bay
68 Monarch Bay Dr San Leandro CA
Fully refundableReserve now, pay when you stay
$119 nightly
$136 total
Aug 25 - Aug 26
Total with taxes and 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.
Things to do
Stanford University Personalized Self-Guided App Tour
$5
per traveler
Two Flight Indoor Skydiving Experience
$125
per traveler
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.