Woodside Vacations from $208

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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.
Bay Landing San Francisco Airport Hotel

Bay Landing San Francisco Airport Hotel

3 out of 5
Ingold - Milldale
Save 100% on your flight
Price was $327, price is now $208 per person
$208
per person
Apr 17 - Apr 19
found 1 day ago
Roundtrip flight included
Mesa (AZA) to San Francisco (SFO)
9/10 Wonderful! (4,699 reviews)
The room was nice and had everything I needed. It was clean and quiet. I had to take the shuttle to the airport at 4:15am and it was fast and on time. Very good service

Reviewed on Feb 10, 2026

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 $428, price is now $270 per person
$270
per person
Apr 17 - Apr 19
found 1 day ago
Roundtrip flight included
Mesa (AZA) to San Francisco (SFO)
9/10 Wonderful! (7,092 reviews)
Great hotel, close to shops and restaurants, friendly staff and accommodating, walkable to Fisherman’s Wharf, excellent food in the breakfast

Reviewed on Feb 10, 2026

1 Hotel San Francisco

1 Hotel San Francisco

5 out of 5
Downtown San Francisco
Save 100% on your flight
Price was $1,740, price is now $1,139 per person
$1,139
per person
Mar 19 - Mar 23
found 12 hours ago
Roundtrip flight included
Mesa (AZA) to San Francisco (SFO)
9.2/10 Wonderful! (470 reviews)
My husband and I really enjoyed our stay.

Reviewed on Jan 15, 2026

Beacon Grand, A Union Square Hotel

Beacon Grand, A Union Square Hotel

4 out of 5
Union Square
Save 100% on your flight
Price was $459, price is now $305 per person
$305
per person
Apr 17 - Apr 19
found 1 day ago
Roundtrip flight included
Mesa (AZA) to San Francisco (SFO)
9.2/10 Wonderful! (1,799 reviews)
Fantastic stay in a perfect Union Square location. The hotel was spotless, beautifully maintained, and had a warm, welcoming atmosphere. The staff was attentive, courteous, and made the entire experience feel effortless. The room was comfortable and quiet, allowing for a great night’s sleep right in the heart of the city. Everything exceeded expectations, and I would gladly return on my next visit. Highly recommended.

Reviewed on Feb 10, 2026

SureStay by Best Western San Francisco Marina District

SureStay by Best Western San Francisco Marina District

2.5 out of 5
Marina District
Save 100% on your flight
Price was $640, price is now $429 per person
$429
per person
Apr 29 - May 4
found 1 day ago
Roundtrip flight included
Los Angeles (LAX) to San Francisco (SFO)
7.6/10 Good! (496 reviews)
We had a problem with the bathroom door locked and somebody from the hotel came to rescue my sister. Good location to walk to Fisherman wharf and Pier 36. Good dining options. Breakfast was ok

Reviewed on Jan 14, 2026

Woodside Hotel Deals

Bay Landing San Francisco Airport Hotel

Bay Landing San Francisco Airport Hotel

3 out of 5
1550 Bayshore Hwy Burlingame CA
Fully refundableReserve now, pay when you stay
$180 nightly
The price is $202 total per night from Feb 20 to Feb 21
$202 total
Feb 20 - Feb 21
Total with taxes and fees
9/10 Wonderful! (4,818 reviews)
The room was nice and had everything I needed. It was clean and quiet. I had to take the shuttle to the airport at 4:15am and it was fast and on time. Very good service

Reviewed on Feb 10, 2026

Bay Landing San Francisco Airport Hotel
Good Nite Inn - Redwood City

Good Nite Inn - Redwood City

2.5 out of 5
485 Veterans Blvd Redwood City CA
Fully refundableReserve now, pay when you stay
$85 nightly
The price is $96 total per night from Feb 15 to Feb 16
$96 total
Feb 15 - Feb 16
Total with taxes and fees
8.6/10 Excellent! (1,619 reviews)
Spacious room, hotel staff was nice. I will definitely stay here again.

Reviewed on Feb 11, 2026

Good Nite Inn - Redwood City
DoubleTree by Hilton San Francisco South Airport Blvd

DoubleTree by Hilton San Francisco South Airport Blvd

4 out of 5
275 S Airport Blvd South San Francisco CA
Fully refundableReserve now, pay when you stay
$103 nightly
The price is $122 total per night from Feb 20 to Feb 21
$122 total
Feb 20 - Feb 21
Total with taxes and fees
8.4/10 Very Good! (2,122 reviews)
The staff, bar/rea

Reviewed on Feb 10, 2026

DoubleTree by Hilton San Francisco South Airport Blvd
See all 3,295 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

Beautiful view of the garden with white tulips and the clock tower, Filoli Garden

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
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
Aerial view of the Miller Sweeney Bridge And Fruitvale Railroad Bridge , showing the intricate metalwork and surrounding cityscape., Alameda, California, USA

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.

The Foundry

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

$138
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.