Woodside Vacations from $298
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to $1,045 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
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.
Fitzgerald Hotel
Union Square
Save 100% on your flight
Price was $530, price is now $298 per person
$298
per person
Jun 5 - Jun 9
found 21 hours ago
Roundtrip flight included
Dallas (DFW) to San Francisco (SFO)
7.6/10 Good! (559 reviews)
Decent, budget hotel in a good location, minutes walk from Union Square and about 15 minutes walk from Chinatown. Plenty of shops, bars and dining options close by. This review might have been stronger but for the condition of the property in the online photos compared to reality.
Reviewed on Apr 3, 2026
Club Wyndham Canterbury
Union Square
Price was $2,722, price is now $808 per person
$808
per person
Jul 2 - Jul 7
found 12 hours 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
Hotel Riu Plaza Fisherman's Wharf
Fisherman's Wharf
Save 100% on your flight
Price was $1,327, price is now $764 per person
$764
per person
Jul 2 - Jul 7
found 1 day ago
Roundtrip flight included
Dallas (DFW) to San Francisco (SFO)
9/10 Wonderful! (7,351 reviews)
yes it was and everything was Excellent
Reviewed on Apr 15, 2026
Fairmont Heritage Place, Ghirardelli Square
Fisherman's Wharf
Save 100% on your flight
Price was $6,204, price is now $3,578 per person
$3,578
per person
Jul 2 - Jul 7
found 1 day ago
Roundtrip flight included
Dallas (DFW) to San Francisco (SFO)
9.4/10 Exceptional! (393 reviews)
Nothing but great things to say about this place! So much to do and see and staff is sooo nice and helpful.
Reviewed on Apr 5, 2026
The Huntington Hotel
Downtown San Francisco
Save 100% on your flight
Price was $2,688, price is now $1,611 per person
$1,611
per person
Jun 19 - Jun 23
found 18 hours ago
Roundtrip flight included
Dallas (DFW) 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
Woodside Hotel Deals
Bay Landing San Francisco Airport Hotel
1550 Bayshore Hwy Burlingame CA
Fully refundableReserve now, pay when you stay
$161 nightly
The price is $181 total per night from Apr 19 to Apr 20
$181 total
Apr 19 - Apr 20
Total with taxes and fees
9/10 Wonderful! (4,823 reviews)
Quiet despite near airport. Very friendly staff. Buffet breakfast better than most.
Reviewed on Apr 15, 2026
Best Western Plus Grosvenor Airport Hotel
380 S Airport Boulevard South San Francisco CA
Fully refundableReserve now, pay when you stay
$105 nightly
The price is $124 total per night from Apr 17 to Apr 18
$124 total
Apr 17 - Apr 18
Total with taxes and fees
8.4/10 Very Good! (1,765 reviews)
There is no shuttle during the day . The hotel is 3 miles from airport and you will be charged $30 minimum by uber. Don’t get there early, 30 minutes before check in and if I did not wait it was a $34 surcharge. Never again…
Reviewed on Apr 14, 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 (3,472 reviews)
Overall a poor accommodation, would not stay there again. They don’t answer the phone!!!! I tried multiple times. 3 different phone numbers. We requested early check-in months earlier because our over-night flight arrived 8:10 am. Tried phoning to confirm early check-in before we left airport but ...
Reviewed on Apr 15, 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
4/5(10 reviews)
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
4/5(13 reviews)
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
Napa, Sonoma and Exclusive Battery Spencer Small Group Wine Tasting Tour
$138
per traveler
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.