Woodside Vacations from $712
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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.
The Westin St. Francis San Francisco on Union Square
Union Square
Save 100% on your flight
Price was $1,249, price is now $712 per person
$712
per person
May 14 - May 17
found 11 hours ago
Roundtrip flight included
Dallas (DAL) to San Francisco (SFO)
8.8/10 Excellent! (2,383 reviews)
It's delusional, giving the price tag. Even the WiFi isn't really free. Room service feel like a trap with 9%+15% fee on restaurant dishes that don't show prices upfront!! Breakfast meaningless, check-in staff is really bad and confused, not forthcoming and definitely unhelpful.
Reviewed on Apr 7, 2026
Club Wyndham Canterbury
Union Square
Price was $2,750, price is now $828 per person
$828
per person
Jul 2 - Jul 7
found 1 day ago
Roundtrip flight included
Dallas (DFW) to San Francisco (SFO)
9.2/10 Wonderful! (733 reviews)
Great location, good-sized rooms, pretty clean, comfortable bed. The bathroom was pretty big, but there are no counters; the sink is very small, and there's no space for my makeup or facial products.
The area has many restaurant choices, within walking distance of shopping centers.
Reviewed on Apr 2, 2026
1 Hotel San Francisco
Downtown San Francisco
Save 100% on your flight
Price was $5,306, price is now $3,252 per person
$3,252
per person
Jun 2 - Jun 7
found 2 hours ago
Roundtrip flight included
Dallas (DAL) to San Francisco (SFO)
9.2/10 Wonderful! (525 reviews)
Amazing ambiance. Great staff and Daily Breakfast.
Reviewed on Apr 10, 2026
The Huntington Hotel
Downtown San Francisco
Save 100% on your flight
Price was $2,391, price is now $1,486 per person
$1,486
per person
Jun 25 - Jun 29
found 1 day ago
Roundtrip non-stop flight included
Dallas (DAL) to San Francisco (SFO)
10/10 Exceptional! (2 reviews)
After a long hiatus, the Hunington is back, and thanks to the owners and Ken Faulk, the property is as it was in 1980 but with the addition of a lobby bar and understated elegance in the all new rooms and interiors. The Big Four looks like it was never touched. I never imagined an old hotel that everyone loved could have been brought back so elegantly.
Reviewed on Mar 27, 2026
La Bahia Hotel and Spa
Westside Santa Cruz
Save 100% on your flight
Price was $1,442, price is now $905 per person
$905
per person
May 21 - May 24
found 1 day ago
Roundtrip flight included
Seattle (SEA) to San Jose (SJC)
9.6/10 Exceptional! (202 reviews)
This place was magic. It was beautiful, clean and perfect location. Staff was helpful and amenities are amazing. I would stay here again 1000%.
Reviewed on Apr 11, 2026
Woodside Hotel Deals
Bay Landing San Francisco Airport Hotel
1550 Bayshore Hwy Burlingame CA
Fully refundableReserve now, pay when you stay
$189 nightly
The price is $213 total per night from Apr 19 to Apr 20
$213 total
Apr 19 - Apr 20
Total with taxes and fees
9/10 Wonderful! (4,830 reviews)
Nice facility. Clean. Very accomodating staff,
Reviewed on Apr 13, 2026
Best Western Plus Grosvenor Airport Hotel
380 S Airport Boulevard South San Francisco CA
Fully refundableReserve now, pay when you stay
$103 nightly
The price is $121 total per night from Apr 26 to Apr 27
$121 total
Apr 26 - Apr 27
Total with taxes and fees
8.4/10 Very Good! (1,760 reviews)
Thanks. Usually my first choice
Reviewed on Apr 12, 2026
Travelodge by Wyndham San Francisco Airport North
326 S Airport Blvd South San Francisco CA
Fully refundableReserve now, pay when you stay
$60 nightly
The price is $72 total per night from Apr 19 to Apr 20
$72 total
Apr 19 - Apr 20
Total with taxes and fees
6/10 (3,473 reviews)
I found parking was extremely crowded and the lodge charged me a deposit and I never received it. I'm extremely unsatisfied with my experience with travelodge. I would love to post my review of travelodge for the world to see.
Reviewed on Apr 12, 2026
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.
Discover the most popular places to visit in Woodside
Filoli
Find out about the history of Redwood City when you spend time at Filoli. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.
Fox Theatre
You can enjoy a show at Fox Theatre during your trip to Redwood City. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.
The Foundry
Catch an event at The Foundry, and enjoy other activities in Redwood City such as hiking. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.
Things to do
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.