Woodside Vacations from $334

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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
Save 100% on your flight
Price was $647, price is now $334 per person
$334
per person
Oct 21 - Oct 26
found 1 day ago
Roundtrip flight included
Burbank (BUR) to San Francisco (SFO)
9/10 Wonderful! (4,487 reviews)
Nice view, good restaurant's comfy bed

Reviewed on Aug 26, 2025

Aqua Breeze Inn

Aqua Breeze Inn

2.5 out of 5
Westside Santa Cruz
Price was $2,993, price is now $1,385 per person
$1,385
per person
Nov 6 - Nov 11
found 17 hours ago
Roundtrip flight included
Dallas (DFW) to San Jose (SJC)
8/10 Very Good! (1,007 reviews)
Short walk to Boardwalk great views

Reviewed on Aug 25, 2025

The Grove Inn

The Grove Inn

3 out of 5
Western Addition
Price was $1,109, price is now $569 per person
$569
per person
Oct 21 - Oct 26
found 4 hours ago
Roundtrip flight included
Burbank (BUR) to San Francisco (SFO)
9/10 Wonderful! (653 reviews)
Super friendly and helpful staff. Great location. Nice and clean accommodations.

Reviewed on Aug 21, 2025

Nob Hill Hotel

Nob Hill Hotel

4 out of 5
Downtown San Francisco
Save 100% on your flight
Price was $699, price is now $390 per person
$390
per person
Oct 21 - Oct 26
found 1 day ago
Roundtrip flight included
Burbank (BUR) to San Francisco (SFO)
7.8/10 Good! (1,003 reviews)
The breakfast was just carbs, no protein options. Facilities are okay, just very dated. No A/C like other buildings due to past infrastructure

Reviewed on Aug 27, 2025

Hotel Zetta San Francisco

Hotel Zetta San Francisco

4 out of 5
Downtown San Francisco
Save 100% on your flight
Price was $921, price is now $515 per person
$515
per person
Oct 21 - Oct 26
found 1 day ago
Roundtrip flight included
Burbank (BUR) to San Francisco (SFO)
8.8/10 Excellent! (1,000 reviews)
We enjoyed our 3day stay at Hotel Zetta, and loved the location as well as the games/arcade available for guests! There was complimentary coffee and donuts, and hotel was very clean. We weren’t able to check in early but they held our bags til our rooms were ready.

Reviewed on Aug 4, 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
$101 nightly
The price is $115 total per night from Aug 31 to Sep 1
$115 total
Aug 31 - Sep 1
Total with taxes and fees
7.6/10 Good! (2,077 reviews)
"Amazing views and great staff, love the restaurant and walking trail along beach."

Reviewed on Aug 25, 2025

Crowne Plaza San Francisco Airport by IHG
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
$153 nightly
The price is $172 total per night from Sep 1 to Sep 2
$172 total
Sep 1 - Sep 2
Total with taxes and fees
9/10 Wonderful! (4,489 reviews)
"Great as always"

Reviewed on Aug 25, 2025

Bay Landing San Francisco Airport Hotel
Sonesta Silicon Valley

Sonesta Silicon Valley

4 out of 5
1820 Barber Ln, Milpitas, CA
Fully refundable
$111 nightly
The price is $127 total per night from Sep 20 to Sep 21
$127 total
Sep 20 - Sep 21
Total with taxes and fees
9/10 Wonderful! (1,601 reviews)
"Ok"

Reviewed on Aug 21, 2025

Sonesta Silicon Valley
See all 3,037 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

San Francisco Air Tour

San Francisco Air Tour

$295
per adult
100% of travellers recommend
San Francisco Air Tour
Silicon Valley Tech Tour

Silicon Valley Tech Tour

$185
per adult
Silicon Valley Tech Tour
Bay Area Rock Climbing

Beginner Outdoor Rock Climbing - Bay Area

$119
per adult
Beginner Outdoor Rock Climbing - Bay Area
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.