Title: Woodside Vacation Packages 2026 from $349 | Expedia.com

[Woodside Travel Guide](https://expedia.com/Redwood-City-Woodside.dx179364)[Hotels in Woodside](https://expedia.com/Woodside-Redwood-City-Hotels.0-n179364-0.Travel-Guide-Filter-Hotels)[Flights to Redwood City](https://expedia.com/Cheap-Flights-To-Redwood-City.d9465.Travel-Guide-Flights)[Things to do in Redwood City](https://expedia.com/Things-To-Do-In-Redwood-City.d9465.Travel-Guide-Activities)[Car Rentals in Woodside](https://expedia.com/Car-Rentals-In-Woodside.d179364.Car-Rental-Guide)

![](https://images.trvl-media.com/place/179364/1f571892-47c5-44aa-9987-5a18a8d35130.jpg?impolicy=fcrop&w=1200&h=300&q=medium)

# Woodside Vacations from $349

## Book a Hotel + Flight or Car together to unlock savings

- ##  
Plan, book, travel with confidence
- ###  
Better together  
Save up to $1,045 when you book a flight and hotel together\*
- ###  
Find the right fit  
With over 300,000 hotels worldwide, it's easy to create a perfect package
- ###  
Rest easy  
Plan, 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](https://www.expedia.com/Huddart-Park-Redwood-City.d6183209.Vacation-Attraction) and [Edgewood Park & Natural Preserve](https://www.expedia.com/Edgewood-Park-Natural-Preserve-Farm-Hills.d553248635997928026.Vacation-Attraction). 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.

![Crowne Plaza San Francisco Airport by IHG](https://images.trvl-media.com/lodging/1000000/30000/28600/28502/336a0345_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Crowne Plaza San Francisco Airport by IHG

Bayfront

Save 100% on your flight

$349

per person

May 12 - May 16

found 11 hours ago

Roundtrip flight included

Denver (DEN) to San Francisco (SFO)

7.8/10 Good! (2,671 reviews)

Cracked sink and chair with broken handle and smalll low toilet.

Reviewed on Mar 10, 2026

![Nob Hill Hotel](https://images.trvl-media.com/lodging/1000000/120000/118400/118353/39c53ad0_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Nob Hill Hotel

Downtown San Francisco

Save 100% on your flight

$698

per person

May 16 - May 23

found 1 day ago

Roundtrip flight included

Seattle (SEA) to San Francisco (SFO)

7.8/10 Good! (1,005 reviews)

Came in for a solo trip. Originally was on the second floor. The room charming, a few things that stood out. One of the windows (smaller one) didn’t lock completely. The bathroom drain was a bit dirty. The second day in my trip, water was dripping from the bathroom ceiling. Front desk was able to switch me very quickly on a busy, busy morning. I was moved to the 5th floor. Same sq footage. But much cleaner, windows locked completely, and there was a fire escape outside. I was able to chill out there for sunsets and sunrise. It was very pleasant. They provide complementary breakfast till 10am and complementary water, coffee, tea, and hot cocoas throughout the day. They kept it fully stocked. There’s an upstairs patio that’s surrounded by fences. They also had a mini gym. Overall great humble staffs. Will go again.

Reviewed on Mar 5, 2026

![Art House Hotel and Suites](https://images.trvl-media.com/lodging/67000000/66160000/66153800/66153742/034ca97a_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Art House Hotel and Suites

Downtown Santa Rosa

Save 100% on your flight

$477

per person

May 23 - May 26

found 1 day ago

Roundtrip flight included

Los Angeles (LAX) to San Francisco (SFO)

9.4/10 Exceptional! (576 reviews)

Everything was good except that the water pressure was horrible. Parking was also an issue. Especially on Saturday night.

Reviewed on Mar 9, 2026

![Jenner Inn](https://images.trvl-media.com/lodging/14000000/13010000/13001200/13001120/b6307128_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Jenner Inn

Save 100% on your flight

$519

per person

Apr 18 - Apr 22

found 1 day ago

Roundtrip flight included

Denver (DEN) to San Francisco (SFO)

8.8/10 Excellent! (973 reviews)

Love the Jenner Inn! It’s always a perfect trip when we stay here

Reviewed on Feb 6, 2026

![Vinarosa Resort & Spa](https://images.trvl-media.com/lodging/13000000/12630000/12628600/12628578/a1d4d75a_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Vinarosa Resort & Spa

Save 100% on your flight

$883

per person

May 23 - May 26

found 1 day ago

Roundtrip flight included

Los Angeles (LAX) to San Francisco (SFO)

9.4/10 Exceptional! (828 reviews)

Resort was beautiful! The views over the vinyard were spectacular. Staff was friendly and so helpful.

Reviewed on Feb 19, 2026

## Woodside Hotel Deals

![Bay Landing San Francisco Airport Hotel](https://images.trvl-media.com/lodging/2000000/1120000/1110800/1110785/b6378346_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Bay Landing San Francisco Airport Hotel

1550 Bayshore Hwy Burlingame CA

Fully refundableReserve now, pay when you stay

$159 nightly

$179 total

Apr 2 - Apr 3

Total with taxes and fees

9/10 Wonderful! (4,824 reviews)

Nice walking trail around water edge.

Reviewed on Mar 11, 2026

[](https://expedia.com/Hotel-Search?startDate=4%2F2%2F2026&endDate=4%2F3%2F2026&selected=1110785&PinnedHotelID=1110785&HadPinnedHotel=true&regionId=179364)

![DoubleTree by Hilton San Francisco Airport](https://images.trvl-media.com/lodging/1000000/10000/900/828/efc155d5_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

DoubleTree by Hilton San Francisco Airport

835 Airport Blvd Burlingame CA

Fully refundableReserve now, pay when you stay

$99 nightly

$113 total

Apr 3 - Apr 4

Total with taxes and fees

8.6/10 Excellent! (1,492 reviews)

Everyone and everyone very nice and friendly great costumer service staff

Reviewed on Mar 11, 2026

[](https://expedia.com/Hotel-Search?startDate=4%2F3%2F2026&endDate=4%2F4%2F2026&selected=828&PinnedHotelID=828&HadPinnedHotel=true&regionId=179364)

![Best Western Plus Grosvenor Airport Hotel](https://images.trvl-media.com/lodging/1000000/10000/7700/7635/bfe2c1f2_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Best Western Plus Grosvenor Airport Hotel

380 S Airport Boulevard South San Francisco CA

Fully refundableReserve now, pay when you stay

$96 nightly

$113 total

Mar 14 - Mar 15

Total with taxes and fees

8.4/10 Very Good! (1,739 reviews)

Good hotel.

Reviewed on Mar 9, 2026

[](https://expedia.com/Hotel-Search?startDate=3%2F14%2F2026&endDate=3%2F15%2F2026&selected=7635&PinnedHotelID=7635&HadPinnedHotel=true&regionId=179364)

[See all 3,289 properties in Woodside](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=3%2F13%2F2026&endDate=3%2F14%2F2026&regionId=179364)

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.

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/all-inclusive_holidays_US.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

All Inclusive Vacations

[](https://expedia.com/lp/theme-vacations/all-inclusive-vacations?rfrr=editorial.All_Inclusive%20Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/XPC_Beach_Overview_HR_v3.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Beach Vacations

[](https://expedia.com/lp/theme-vacations/beach-vacations?rfrr=editorial.Beach_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/Family_holidays_US_3_.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Kid Friendly Vacations

[](https://expedia.com/lp/theme-vacations/kid-friendly-vacations?rfrr=editorial.Kid_Friendly%20Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/04/29/frCA_Sejours_golf-Portugal.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Golf Vacations

[](https://expedia.com/lp/theme-vacations/golf-vacations?rfrr=editorial.Golf_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/07/15/US_Luxury_VR_Miami.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Luxury Vacations

[](https://expedia.com/lp/theme-vacations/luxury-vacations?rfrr=editorial.Luxury_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/29/romantic.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Romantic Vacations

[](https://expedia.com/lp/theme-vacations/romantic-vacations?rfrr=editorial.Romantic_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/31952_v1_atfraraski22_insta_4.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Ski Vacations

[](https://expedia.com/lp/theme-vacations/ski-vacations?rfrr=editorial.Ski_Vacations.click)

![Gay Friendly Vacations](https://forever.travel-assets.com/flex/flexmanager/images/2023/06/15/LGBTQIA_Holiday_Package.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

LGBTQ Friendly Vacations

[](https://expedia.com/lp/theme-holidays/gay-friendly-holidays?rfrr=editorial.LGBTQ_Friendly%20Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2017/07/05/170615_Adventure_1320_2.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Adventure Vacations

[](https://expedia.com/lp/theme-vacations/adventure-vacations?rfrr=editorial.Adventure_Vacations.click)

![Vacations in Month](https://forever.travel-assets.com/flex/flexmanager/images/2023/05/10/mesog-34434-card-venice.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Where to go when

[](https://expedia.com/lp/b/where-to-go-when?rfrr=editorial.Where_to%20go%20when.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/21/honeymoon_hawaii.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Honeymoon Vacations

[](https://expedia.com/lp/theme-vacations/honeymoon-vacations?rfrr=editorial.Honeymoon_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/23/Mountain-vacations.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Mountain Vacations

[](https://expedia.com/lp/theme-vacations/mountain-vacations?rfrr=editorial.Mountain_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/23/fishing-vacations-2.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Fishing Vacations

[](https://expedia.com/lp/theme-vacations/fishing-vacations?rfrr=editorial.Fishing_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2019/05/16/Hyatt%20Zilara%20Cancun%20-%20All%20Inclusive%20-%20Adults%20Only.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Adults Only Vacations

[](https://expedia.com/lp/theme-vacations/adults-only-vacations?rfrr=editorial.Adults_Only%20Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/23/waterpark-vacations.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Waterpark Vacations

[](https://expedia.com/lp/theme-vacations/waterpark-vacations?rfrr=editorial.Waterpark_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/08/Caribean_scuba_diving.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Scuba Diving Vacations

[](https://expedia.com/lp/theme-vacations/scuba-diving-vacations?rfrr=editorial.Scuba_Diving%20Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/08/aruba_yoga.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Yoga Vacations

[](https://expedia.com/lp/theme-vacations/yoga-vacations?rfrr=editorial.Yoga_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2023/04/04/EPS-RBC-SummerBeachVacations-AdobeStock_206356322.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Cheap Vacations

[](https://expedia.com/lp/theme-vacations/cheap-vacations?rfrr=editorial.Cheap_Vacations.click)

![](https://forever.travel-assets.com/flex/flexmanager/images/2024/06/26/1175883311.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh)

Solo Vacations

[](https://expedia.com/lp/b/vacations/solo-vacations?rfrr=editorial.Solo_Vacations.click)

### Discover the most popular places to visit in Woodside

![Beautiful view of the garden with white tulips and the clock tower, Filoli Garden](https://images.trvl-media.com/place/502568/e228ec95-7b01-4053-8995-a62ef151ea21.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### 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. 

[](https://expedia.com/Filoli-Redwood-City.d502568.Vacation-Attraction)

![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.](https://images.trvl-media.com/place/9465/42ffefdd-d084-4060-b9f3-d0512baf388d.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Fox Theatre

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. 

[](https://expedia.com/Fox-Theatre-Downtown-Redwood-City.d553248635359189571.Vacation-Attraction)

![Aerial view of the Miller Sweeney Bridge And Fruitvale Railroad Bridge , showing the intricate metalwork and surrounding cityscape., Alameda, California, USA](https://images.trvl-media.com/place/553248621532640401/92420f52-abca-42db-8b2d-9226e23a0036.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### The Foundry

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. 

[](https://expedia.com/The-Foundry-Friendly-Acres.d553248621532640401.Vacation-Attraction)

### Things to do

![Private Walking Tour in Stanford University ](https://mediaim.expedia.com/localexpert/46749478/62859780-e196-4c1f-8ba7-a221f671a6bf.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Stanford University Personalized Self-Guided App Tour

$5

per traveler

[](https://expedia.com/things-to-do/stanford-university-personalized-self-guided-app-tour.a46749478.activity-details)

![Two Flight Indoor Skydiving Experience ](https://mediaim.expedia.com/localexpert/2573266/645e65ca-17f1-4b08-85bc-c2bd84f2f5f2.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Two Flight Indoor Skydiving Experience

$125

per traveler

**80%** of travellers recommend

[](https://expedia.com/things-to-do/two-flight-indoor-skydiving-experience.a2573266.activity-details)

![Silicon Valley Tech Tour](https://mediaim.expedia.com/localexpert/475414/6027414a-4e5f-4c87-9d71-79d7d86452e5.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Silicon Valley Tech Tour

$185

per adult

[](https://expedia.com/things-to-do/silicon-valley-tech-tour.a475414.activity-details)

[See all activities in Redwood City](https://expedia.com/things-to-do/search?rid=179364)

\* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.