Woodside Vacations from $482

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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.
Beacon Grand, A Union Square Hotel

Beacon Grand, A Union Square Hotel

4 out of 5
Union Square
Save 100% on your flight
per person
Aug 8 - Aug 12
found 18 hours ago
Roundtrip flight included
Dallas (DAL) to San Francisco (SFO)
9.2/10 Wonderful! (1,563 reviews)
Clean property, nice location

Reviewed on Jun 30, 2025

Aqua Breeze Inn

Aqua Breeze Inn

2.5 out of 5
Westside Santa Cruz
per person
Sep 4 - Sep 8
found 21 hours ago
Roundtrip flight included
Dallas (DFW) to San Jose (SJC)
8/10 Very Good! (1,008 reviews)
Clean and very close to the boardwalk

Reviewed on Jul 1, 2025

Bay Landing San Francisco Airport Hotel

Bay Landing San Francisco Airport Hotel

3 out of 5
Save 100% on your flight
per person
Sep 14 - Sep 19
found 1 day ago
Roundtrip flight included
Dallas (DFW) to San Francisco (SFO)
9/10 Wonderful! (4,329 reviews)
Hotel by the ocean n view we could see from our room

Reviewed on Jul 2, 2025

Hotel Caza Fisherman's Wharf

Hotel Caza Fisherman's Wharf

4 out of 5
Fisherman's Wharf
Save 100% on your flight
per person
Sep 14 - Sep 19
found 1 day ago
Roundtrip flight included
Dallas (DFW) to San Francisco (SFO)
9/10 Wonderful! (3,619 reviews)
great location. great staff and good rooms.

Reviewed on Jul 2, 2025

The Andrews Hotel

The Andrews Hotel

4 out of 5
Union Square
Save 100% on your flight
per person
Sep 14 - Sep 19
found 1 day ago
Roundtrip flight included
Dallas (DFW) to San Francisco (SFO)
8.6/10 Excellent! (1,009 reviews)
Staff was great. The location is a bit iffy at night.

Reviewed on Jul 1, 2025

Where to stay in Woodside

Find the best Woodside areas and neighborhoods for the activities you enjoy most. Learn more about Woodside
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Redwood Shores

1 out of top 10 points of interest in this area
4.5/5(315 area reviews)

Redwood Shores is known for its abundant dining options, and you can plan a trip to San Francisco Bay and Elmar Beach while you're in town.

Find hotels in Redwood Shores

Woodside Hotel Deals

Crowne Plaza San Francisco Airport by IHG
Crowne Plaza San Francisco Airport by IHG
3.5 out of 5
1177 Airport Blvd, Burlingame, CA
Fully refundable
$93 nightly
The price is $106 total per night from Jul 6 to Jul 7
$106 total
Jul 6 - Jul 7
Total includes taxes and fees
7.6/10 Good! (1,850 reviews)
"Great room and great service"

Reviewed on Jul 1, 2025

Crowne Plaza San Francisco Airport by IHG
Best Western Plus Grosvenor Airport Hotel
Best Western Plus Grosvenor Airport Hotel
3 out of 5
380 S Airport Boulevard, South San Francisco, CA
Fully refundableReserve now, pay when you stay
$104 nightly
The price is $123 total per night from Jul 18 to Jul 19
$123 total
Jul 18 - Jul 19
Total includes taxes and fees
8.2/10 Very Good! (1,481 reviews)
"The free breakfast was good."

Reviewed on Jun 28, 2025

Best Western Plus Grosvenor Airport Hotel
Hilton San Francisco Airport Bayfront
Hilton San Francisco Airport Bayfront
4 out of 5
600 Airport Boulevard, Burlingame, CA
Fully refundableReserve now, pay when you stay
$119 nightly
The price is $136 total per night from Jul 13 to Jul 14
$136 total
Jul 13 - Jul 14
Total includes taxes and fees
8.4/10 Very Good! (2,426 reviews)
"Pleasantly surprised that this Hilton was cheaper than Double Tree (which we’ve stayed recently). So quiet & serene despite being close to the airport. Bay view rooms overlooked the beautiful view of the fog over the hills and was worth a little extra."

Reviewed on Jul 2, 2025

Hilton San Francisco Airport Bayfront
See all 3,054 properties in Woodside
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.

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Kid Friendly Vacations

Kid Friendly Vacations

Discover the most popular places to visit in Woodside

The historic Fox Theatre in Redwood City that opened in 1929 and was remodeled in 1950. The Moorish feel and style on the inside and the Gothic feel on the outside clearly tells why this iconic place was inducted to the National Register of Historic Places.

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.

Fox Theatre
You can fin the oldest trees in this park

Marlin Park

4.5/5(6 reviews)

After visiting Marlin Park, make a plan to see the other sights and activities in Redwood City. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.

Marlin Park

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.

Filoli

Things to do

Las Vegas -1

Las Vegas, Zion and Bryce Canyon 4 Day Tour from San Francisco

$815
per adult
Las Vegas, Zion and Bryce Canyon 4 Day Tour from San Francisco
San Francisco Air Tour

San Francisco Air Tour

$295
per adult
100% of travellers recommend
San Francisco Air Tour
Las Vegas -3

Las Vegas Grand Canyon 4 Day Tour from San Francisco

$795
per adult
Las Vegas Grand Canyon 4 Day Tour from San Francisco
See all activities in Redwood City
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.