Title: Woodside Vacation Packages 2026 from $354 | 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 $354

## 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.

![Aqua Breeze Inn](https://images.trvl-media.com/lodging/5000000/4120000/4110800/4110757/1817e6c5_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Aqua Breeze Inn

Westside Santa Cruz

Save 100% on your flight

$354

per person

May 1 - May 4

found 1 day ago

Roundtrip flight included

Los Angeles (LAX) to San Jose (SJC)

8/10 Very Good! (1,002 reviews)

Nice people. Easy location. Comfy beds.

Reviewed on Feb 6, 2026

![1 Hotel San Francisco](https://images.trvl-media.com/lodging/2000000/1140000/1138300/1138217/60488ea7_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### 1 Hotel San Francisco

Downtown San Francisco

Save 100% on your flight

$1,164

per person

May 21 - May 26

found 1 day ago

Roundtrip non-stop flight included

Dallas (DFW) to San Francisco (SFO)

9.2/10 Wonderful! (514 reviews)

Beautiful overall , this is not as complaint but the shower head in our bathroom didn’t have any water coming out

Reviewed on Feb 15, 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

$1,086

per person

Apr 19 - Apr 25

found 1 day ago

Roundtrip flight included

Dallas (DFW) to San Francisco (SFO)

9.4/10 Exceptional! (826 reviews)

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

Reviewed on Feb 19, 2026

![The Westin St. Francis San Francisco on Union Square](https://images.trvl-media.com/lodging/1000000/30000/26800/26760/3d33e0c7_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### The Westin St. Francis San Francisco on Union Square

Union Square

Save 100% on your flight

$697

per person

May 14 - May 17

found 1 day ago

Roundtrip flight included

Carlsbad (CLD) to San Francisco (SFO)

8.8/10 Excellent! (2,399 reviews)

Clean room, very helpful staff. Nice old hotel with old Wood features and high ceilings. Comfortable bed.

Reviewed on Mar 2, 2026

![Huntington Hotel](https://images.trvl-media.com/lodging/1000000/10000/900/864/ad4b22ff_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Huntington Hotel

Downtown San Francisco

Save 100% on your flight

$1,590

per person

May 21 - May 26

found 1 day ago

Roundtrip non-stop flight included

Dallas (DFW) to San Francisco (SFO)

9.2/10 Wonderful! (1,000 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! (4,853 reviews)

We stayed just one night for a flight the next day. It was such a lovely hotel. It is within a couple of miles of the airport, but it was quiet. I liked their climate control system. No noisy air or heating. The bed was extremely comfortable, and the breakfast was more than adequate. The airport ...

Reviewed on Mar 5, 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

$102 nightly

$116 total

Apr 5 - Apr 6

Total with taxes and fees

8.6/10 Excellent! (1,474 reviews)

Amazing

Reviewed on Mar 5, 2026

[](https://expedia.com/Hotel-Search?startDate=4%2F5%2F2026&endDate=4%2F6%2F2026&selected=828&PinnedHotelID=828&HadPinnedHotel=true&regionId=179364)

![Good Nite Inn - Redwood City](https://images.trvl-media.com/lodging/1000000/60000/51000/50967/ef6d80fc_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Good Nite Inn - Redwood City

485 Veterans Blvd Redwood City CA

Fully refundableReserve now, pay when you stay

$85 nightly

$96 total

Mar 7 - Mar 8

Total with taxes and fees

8.6/10 Excellent! (1,672 reviews)

Clean room. Nice staff.

Reviewed on Mar 5, 2026

[](https://expedia.com/Hotel-Search?startDate=3%2F7%2F2026&endDate=3%2F8%2F2026&selected=50967&PinnedHotelID=50967&HadPinnedHotel=true&regionId=179364)

[See all 3,288 properties in Woodside](https://expedia.com/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=3%2F7%2F2026&endDate=3%2F8%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.