Title: Woodside Vacation Packages 2026 from $372 | 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 $372

## 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.

![Embassy Hotel](https://images.trvl-media.com/lodging/1000000/130000/120300/120268/5340199d_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Embassy Hotel

Downtown San Francisco

Save 100% on your flight

$372

per person

May 14 - May 19

found 1 day ago

Roundtrip flight included

Dallas (DFW) to San Francisco (SFO)

6.6/10 (638 reviews)

Clean room, friendly helpful staff, not a great part of San Francisco.

Reviewed on Mar 13, 2026

![The Grove Inn](https://images.trvl-media.com/lodging/1000000/1000000/994200/994146/3470583f_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Grove Inn

Western Addition

Save 100% on your flight

$1,033

per person

May 14 - May 19

found 1 day ago

Roundtrip flight included

Dallas (DFW) to San Francisco (SFO)

9.2/10 Wonderful! (693 reviews)

Cute boutique style lodge. Rooms were nice, great area, and easy to check in and out. Provided list of local restaurants and amenities around the area.

Reviewed on Mar 7, 2026

![Bay Bridge Inn](https://images.trvl-media.com/lodging/2000000/1350000/1345200/1345121/4150dc88_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Bay Bridge Inn

Downtown San Francisco

Save 100% on your flight

$489

per person

May 14 - May 19

found 1 day ago

Roundtrip flight included

Dallas (DFW) to San Francisco (SFO)

7.6/10 Good! (1,006 reviews)

Close to where I needed to go. Rooms are clean and basic. Not the nicest area, a bit dark, but doesn’t feel unsafe.

Reviewed on Feb 18, 2026

![@ Marbella Lane - Stylish Cozy4br in Siliconvalley](https://images.trvl-media.com/lodging/115000000/114320000/114312700/114312661/0c3870d7_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### @ Marbella Lane - Stylish Cozy4br in Siliconvalley

Save 100% on your flight

$2,561

per person

May 29 - Jun 5

found 8 hours ago

Roundtrip non-stop flight included

Dallas (DFW) to San Jose (SJC)

No reviews

![@ Marbella Lane - Elegant Home in SJ](https://images.trvl-media.com/lodging/122000000/121420000/121418600/121418552/526e2466_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### @ Marbella Lane - Elegant Home in SJ

Willow Glen

Save 100% on your flight

$2,082

per person

May 29 - Jun 5

found 8 hours ago

Roundtrip non-stop flight included

Dallas (DFW) to San Jose (SJC)

No reviews

## 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! (4,827 reviews)

Great place to stay.

Reviewed on Mar 12, 2026

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

$81 nightly

$97 total

Mar 15 - Mar 16

Total with taxes and fees

8.4/10 Very Good! (1,729 reviews)

Good hotel.

Reviewed on Mar 9, 2026

[](https://expedia.com/Hotel-Search?startDate=3%2F15%2F2026&endDate=3%2F16%2F2026&selected=7635&PinnedHotelID=7635&HadPinnedHotel=true&regionId=179364)

![Travelodge by Wyndham San Francisco Airport North](https://images.trvl-media.com/lodging/1000000/20000/17000/16955/864c4988_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Travelodge by Wyndham San Francisco Airport North

326 S Airport Blvd South San Francisco CA

Fully refundableReserve now, pay when you stay

$60 nightly

$72 total

Mar 29 - Mar 30

Total with taxes and fees

6/10 (3,312 reviews)

The best location, the staff are friendly and helpful.

Reviewed on Mar 13, 2026

[](https://expedia.com/Hotel-Search?startDate=3%2F29%2F2026&endDate=3%2F30%2F2026&selected=16955&PinnedHotelID=16955&HadPinnedHotel=true&regionId=179364)

[See all 3,289 properties in Woodside](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=3%2F14%2F2026&endDate=3%2F15%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

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. 

[](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

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. 

[](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.