Woodside Vacations from $272

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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.
San Carlos Inn

San Carlos Inn

2 out of 5
Save 100% on your flight
Price was $519, price is now $272 per person
$272
per person
Feb 6 - Feb 9
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to San Francisco (SFO)
7/10 Good! (316 reviews)
Old school little quite place great staff and location cant be beat

Reviewed on Dec 21, 2025

Aqua Breeze Inn

Aqua Breeze Inn

2.5 out of 5
Westside Santa Cruz
Price was $1,722, price is now $752 per person
$752
per person
Mar 20 - Mar 23
found 9 hours ago
Roundtrip flight included
Seattle (SEA) to San Jose (SJC)
8/10 Very Good! (1,002 reviews)
Always a favorite! Good value and so close to all of the fun!

Reviewed on Dec 22, 2025

Hotel Riu Plaza Fisherman's Wharf

Hotel Riu Plaza Fisherman's Wharf

4 out of 5
Fisherman's Wharf
Save 100% on your flight
Price was $771, price is now $457 per person
$457
per person
Mar 7 - Mar 11
found 5 hours ago
Roundtrip flight included
Burbank (BUR) to San Francisco (SFO)
9/10 Wonderful! (7,092 reviews)
Great location, rooms & staff!

Reviewed on Jan 2, 2026

Motel 6 Santa Cruz, CA

Motel 6 Santa Cruz, CA

2 out of 5
Westside Santa Cruz
Save 100% on your flight
Price was $900, price is now $535 per person
$535
per person
Mar 20 - Mar 23
found 9 hours ago
Roundtrip flight included
Seattle (SEA) to San Jose (SJC)
6/10 (581 reviews)
The room was dirty and I'm very sure the bed sheets/blankets washed.

Reviewed on Nov 15, 2025

1 Hotel San Francisco

1 Hotel San Francisco

5 out of 5
Downtown San Francisco
Save 100% on your flight
Price was $2,518, price is now $1,507 per person
$1,507
per person
Mar 13 - Mar 18
found 18 hours ago
Roundtrip non-stop flight included
Phoenix (PHX) to San Francisco (SFO)
9.2/10 Wonderful! (470 reviews)
The staff was incredible and we loved all of the design touches in the room. The attention to detail was impressive.

Reviewed on Dec 7, 2025

Woodside Hotel Deals

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
$106 nightly
The price is $120 total per night from Jan 16 to Jan 17
$120 total
Jan 16 - Jan 17
Total with taxes and fees
8.4/10 Very Good! (2,842 reviews)
it was all very good

Reviewed on Dec 31, 2025

Hilton San Francisco Airport Bayfront
Travelodge by Wyndham San Francisco Airport North

Travelodge by Wyndham San Francisco Airport North

2 out of 5
326 S Airport Blvd South San Francisco CA
Fully refundableReserve now, pay when you stay
$58 nightly
The price is $70 total per night from Jan 25 to Jan 26
$70 total
Jan 25 - Jan 26
Total with taxes and fees
5.8/10 (3,002 reviews)
👍

Reviewed on Jan 3, 2026

Travelodge by Wyndham San Francisco Airport North
Maple Tree Inn

Maple Tree Inn

3 out of 5
711 E El Camino Real Sunnyvale CA
Fully refundableReserve now, pay when you stay
$109 nightly
The price is $123 total per night from Jan 9 to Jan 10
$123 total
Jan 9 - Jan 10
Total with taxes and fees
9/10 Wonderful! (2,513 reviews)
Staff was very friendly.

Reviewed on Dec 28, 2025

Maple Tree Inn
See all 3,252 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.
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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

Two Flight Indoor Skydiving Experience

Two Flight Indoor Skydiving Experience

$120
per traveler
Two Flight Indoor Skydiving Experience
Silicon Valley Tech Tour

Silicon Valley Tech Tour

$185
per adult
Silicon Valley Tech Tour
Napa, Sonoma and Exclusive Battery Spencer Small Group Wine Tasting Tour

Napa, Sonoma and Exclusive Battery Spencer Small Group Wine Tasting Tour

$113
per traveler
Napa, Sonoma and Exclusive Battery Spencer Small Group Wine Tasting Tour
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.