Title: Woodside Vacation Packages & Trips 2025 from CA $827 | Expedia.ca

 

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

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

-   ## 
    
    Plan, book, travel with confidence
    
-   ### 
    
    Better together
    
    Save up to CA $1,096 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
    

## Top Holiday Package Deals in Woodside

Price found within the past 48 hours. Click for updated prices.

![Shashi Hotel Mountain View Palo Alto](https://images.trvl-media.com/lodging/68000000/67300000/67290100/67290011/0ef0ecb3_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Shashi Hotel Mountain View Palo Alto

CA $974

per person

Jan 14 - Jan 17

found 1 day ago

Roundtrip flight included

Vancouver (YVR) to San Jose (SJC)

9.4/10 Exceptional! (1,078 reviews)

Everything was great!

Reviewed on Nov 4, 2025

[](https://expedia.ca/go/package/search/FlightHotel/2026-01-14/2026-01-17/?FromAirport=YVR&Destination=SJC&NumRoom=1&NumAdult=2&NumChild=0&hotelId=67290011&paandie=true&dealMarker=gfDEoOzptT0jCckCXRHb_yaF7CfHIn-nMKrbFdZu6jdTs0Bcyl_aLj-AQh4fLpTu)

![@ Marbella Lane - Modern Refreshing Home](https://images.trvl-media.com/lodging/120000000/119190000/119189100/119189068/1fb07585_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### @ Marbella Lane - Modern Refreshing Home

North Central

CA $4,477

per person

Dec 21 - Dec 27

found 9 hours ago

Roundtrip non-stop flight included

Toronto (YYZ) to San Francisco (SFO)

No reviews

[](https://expedia.ca/go/package/search/FlightHotel/2025-12-21/2025-12-27/?FromAirport=YYZ&Destination=SFO&NumRoom=1&NumAdult=2&NumChild=0&hotelId=119189068&paandie=true&dealMarker=kDNcM2QUaIHCKdxMGGBWyEoFAcG9d_vYT4Ms54oHwgebKlYqGqK-IJ847gSf-xz-)

![Bay Landing San Francisco Airport Hotel](https://images.trvl-media.com/lodging/2000000/1120000/1110800/1110785/0c231d9b_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Bay Landing San Francisco Airport Hotel

CA $1,223

per person

Dec 26 - Jan 2

found 1 day ago

Roundtrip flight included

Toronto (YTO) to San Francisco (SFO)

9/10 Wonderful! (4,600 reviews)

Nice clean room at a good location very near SFO. The promenade along the bay adjacent to the landing strip and takeoff runway is quite a nice picture.

Reviewed on Nov 9, 2025

[](https://expedia.ca/go/package/search/FlightHotel/2025-12-26/2026-01-02/?FromAirport=YTO&Destination=SFO&NumRoom=1&NumAdult=2&NumChild=0&hotelId=1110785&paandie=true&dealMarker=8Oq4UMheTAOLXu9s5jNppRZ-a4b265PBsp7vjKlvyrZzoafq6a2kGLIquRUspfFu)

![@ Marbella Lane - Buckingham Place Laundry + P](https://images.trvl-media.com/lodging/113000000/112200000/112199000/112198982/3d5ed1a9_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### @ Marbella Lane - Buckingham Place Laundry + P

Sharp Park

CA $2,962

per person

Jan 10 - Jan 17

found 17 hours ago

Roundtrip non-stop flight included

Toronto (YYZ) to San Francisco (SFO)

10/10 Exceptional! (1 review)

Go to Pacifica. See the Taco Bell cantina. Watch for whales. Get dwarfed by a redwood. Get local coffee. Let the fog roll in and breathe.

Reviewed on Aug 5, 2025

[](https://expedia.ca/go/package/search/FlightHotel/2026-01-10/2026-01-17/?FromAirport=YYZ&Destination=SFO&NumRoom=1&NumAdult=2&NumChild=0&hotelId=112198982&paandie=true&dealMarker=NPfREC3WYjhEjcoi2GFXpG-1A16cDKMYztcWmj2oIVLKX-D6E9LxPf6NjiNUdMF4)

![Fairmont Heritage Place, Ghirardelli Square](https://images.trvl-media.com/lodging/2000000/1860000/1853300/1853240/9ae8226d_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Fairmont Heritage Place, Ghirardelli Square

Fisherman's Wharf

CA $4,897

per person

Dec 21 - Dec 27

found 9 hours ago

Roundtrip non-stop flight included

Toronto (YYZ) to San Francisco (SFO)

9.4/10 Exceptional! (383 reviews)

Very courteous staff

Reviewed on Aug 13, 2025

[](https://expedia.ca/go/package/search/FlightHotel/2025-12-21/2025-12-27/?FromAirport=YYZ&Destination=SFO&NumRoom=1&NumAdult=2&NumChild=0&hotelId=1853240&paandie=true&dealMarker=ICLiumMRrcQ1v9YXuxl-KkniKHvXf-V-RwLhL2aBurku5_gtmGQenpbaP8eXg4pI)

## Where to stay in Woodside

Find the best Woodside areas and neighborhoods for the activities you enjoy most. [Learn more about Woodside](https://expedia.ca/Redwood-City-Woodside.dx179364)

![Default Image](https://images.trvl-media.com/media/content/expus/graphics/deals/TE_Clouds_card_r1.jpg?impolicy=fcrop&w=350&h=192&q=medium)

### Redwood Shores

1 out of top 10 points of interest in this area

4.5/5(6 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 hotel + flight trips in Redwood Shores](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Redwood%20Shores&DestID=553248635074843193&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods)

![Default Image](https://images.trvl-media.com/media/content/expus/graphics/deals/TE_Clouds_card_r1.jpg?impolicy=fcrop&w=350&h=192&q=medium)

### Roosevelt

While Roosevelt might not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Fox Theatre and Woodside Central Shopping Center.

[Find hotel + flight trips in Roosevelt](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Roosevelt&DestID=553248635976475983&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods)

![Redwood City which includes an administrative building, heritage architecture and a fountain](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/173000/173475-Northern-California.jpg?impolicy=fcrop&w=350&h=192&q=medium)

### Downtown Redwood City

2 out of top 10 points of interest in this area

If you're spending some time in Downtown Redwood City, Fox Theatre and San Mateo County History Museum are top sights worth seeing.

[Find hotel + flight trips in Downtown Redwood City](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Downtown%20Redwood%20City&DestID=944167935325425664&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods)

![Default Image](https://images.trvl-media.com/media/content/expus/graphics/deals/TE_Clouds_card_r1.jpg?impolicy=fcrop&w=350&h=192&q=medium)

### North Fair Oaks

When in North Fair Oaks, you can plan a visit to The Foundry and Fox Theatre, some noteworthy sights in the nearby area.

[Find hotel + flight trips in North Fair Oaks](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=North%20Fair%20Oaks&DestID=553248635975867227&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods)

![Default Image](https://images.trvl-media.com/media/content/expus/graphics/deals/TE_Clouds_card_r1.jpg?impolicy=fcrop&w=350&h=192&q=medium)

### Redwood Oaks

While there might not be top attractions in Redwood Oaks, you can explore the larger area and discover places like Woodside Central Shopping Center and Fox Theatre.

[Find hotel + flight trips in Redwood Oaks](https://expedia.ca/go/package/search/FlightHotel/?FromAirport=Downtown%20Columbus,%20Columbus,%20Ohio,%20United%20States%20of%20America&Destination=Redwood%20Oaks&DestID=553248635976482294&DaysInFuture=30&StayLength=7&rfrr=TG.LP.Dest.PKG.Neighborhoods)

## Woodside Hotel Deals

![Crowne Plaza San Francisco Airport by IHG](https://images.trvl-media.com/lodging/1000000/30000/28600/28502/336a0345_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Crowne Plaza San Francisco Airport by IHG

1177 Airport Blvd, Burlingame, CA

Fully refundable

CA $115

CA $131 total

Nov 24 - Nov 25

includes taxes & fees

7.6/10 Good! (2,394 reviews)

Good restaurant. Clean room, good airport shuttle service

Reviewed on Nov 6, 2025

[](https://expedia.ca/Hotel-Search?startDate=24%2F11%2F2025&endDate=25%2F11%2F2025&selected=28502&PinnedHotelID=28502&HadPinnedHotel=true&regionId=179364)

![Best Western Plus Grosvenor Airport Hotel](https://images.trvl-media.com/lodging/1000000/10000/7700/7635/062e9dfe_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

CA $134

CA $159 total

Nov 22 - Nov 23

includes taxes & fees

8.4/10 Very Good! (1,686 reviews)

Great staff

Reviewed on Nov 2, 2025

[](https://expedia.ca/Hotel-Search?startDate=22%2F11%2F2025&endDate=23%2F11%2F2025&selected=7635&PinnedHotelID=7635&HadPinnedHotel=true&regionId=179364)

![Bay Landing San Francisco Airport Hotel](https://images.trvl-media.com/lodging/2000000/1120000/1110800/1110785/0c231d9b_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

9/10 Wonderful! (4,661 reviews)

the room is older but the staff did a good job

Reviewed on Nov 5, 2025

[Get rates](https://expedia.ca/Hotel-Search?startDate=23%2F11%2F2025&endDate=24%2F11%2F2025&selected=1110785&PinnedHotelID=1110785&HadPinnedHotel=true&regionId=179364)

[](https://expedia.ca/Hotel-Search?startDate=23%2F11%2F2025&endDate=24%2F11%2F2025&selected=1110785&PinnedHotelID=1110785&HadPinnedHotel=true&regionId=179364)

[See all 3,159 properties in Woodside](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&startDate=10%2F11%2F2025&endDate=11%2F11%2F2025&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.ca/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.ca/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)

Family Vacations

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

## Frequently asked questions

### How much does a Woodside vacation package cost?

> We make it simple to travel the world, with Woodside vacation packages starting from just CA $974. You'll have the flexibility to combine your favorite airlines, hotels and car rental. For the ultimate getaway, why not add some tours and experiences to your itinerary?

### How do I get a cheap travel package to Woodside?

> Just imagine all the wonderful things you could do in Woodside with a pile of extra cash in your pocket. Watch your savings stack up when you bundle your flights and hotel into a Woodside vacation package. You have plenty of choice when you book with Expedia too. In fact, you can select from over 550 air carriers and 1,000,000 hotels worldwide. Whether you're taking a vacation with the whole family or going it alone, planning a trip to Woodside is better with a package.

### Where should I stay in Woodside?

> There's plenty to do in Woodside, so spend your nights close to its attractions and maximize your time sightseeing. Huddart Park is one spot to put on your to-do list.

### How far in advance should I book my Woodside vacation?

> While not all airlines advertise tickets early, it's usually possible to look up international fares on Expedia up to a year in advance. This is the time you'll bag some fantastic bargains. If you're purchasing tickets last minute, you might still be in luck. Low prices occasionally appear a few weeks before departure.

### What does an Expedia Woodside travel package include?

> Hotels, flights and rental cars — you'll discover them all here. With Expedia, you can shape your Woodside package just the way you want. All you have to do is work out exactly what you need. Once you've made your booking, you can add extras like activities and experiences. The more you bundle, the more you save!

### What should I know before booking a Woodside travel package?

> When you book your flights, hotels and car rentals together, you'll enjoy great discounts. Whether you're organizing an outdoor getaway in a chalet or would rather stay in a luxurious city hotel, Expedia can make it happen for less.

### Can I choose my airline with a Woodside Expedia vacation package?

> Yes, and with more than 550 airlines to pick from globally, it's all about choice. Take a look at the available options and see which airline fits your budget and needs.

### If I'm not able to travel, can I cancel my Woodside vacation package?

> We totally understand that life can throw you the odd curveball. If you've booked a Woodside vacation package and have to cancel or change it, we can help. We recommend browsing our [Customer Service Portal](https://www.expedia.ca/service/?langid=4105) first for information. But in general, if you've booked your package within 24 hours, you may be able to cancel or change your itinerary at no cost. If it's been more than 24 hours, your hotel, airline or car rental company may charge a fee.

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

#### 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.ca/Filoli-Redwood-City.d502568.Vacation-Attraction)

#### Kaiser Permanente Redwood City Medical Center

Though Kaiser Permanente Redwood City Medical Center might be what brings you to town, perhaps you'll have a chance to explore more of Redwood City while you are here.

[](https://expedia.ca/Kaiser-Permanente-Redwood-City-Medical-Center-Downtown-Redwood-City.d553248635998112313.Vacation-Attraction)

#### Woodside Central Shopping Center

You can find the perfect gifts to bring home at Woodside Central Shopping Center during your stay in Redwood City. Attend a sporting event or simply enjoy the top-notch restaurants while you're in the area.

[](https://expedia.ca/Woodside-Central-Shopping-Center-San-Francisco.d6227884.Vacation-Attraction)

### Things to do

![From San Francisco: Highway 1 Self-Drive Audio Tour](https://mediaim.expedia.com/localexpert/2572661/724e7f48-4332-4ca4-a9d9-95d171aee3d9.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Pacific Coast Highway App-Based Driving Audio Tour Bundle

CA $42

per traveller

**88%** of travellers recommend

[](https://expedia.ca/things-to-do/pacific-coast-highway-app-based-driving-audio-tour-bundle.a2572661.activity-details)

![Filoli House & Garden](https://mediaim.expedia.com/localexpert/46933063/dba8452a-6a6d-4621-b17c-8b17e1d6fe84.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Filoli House & Garden

CA $47

per adult

**100%** of travellers recommend

[](https://expedia.ca/things-to-do/filoli-house-garden.a46933063.activity-details)

![Inglenook and Sut,Napa Valley&Sausalito 1-Day Tou](https://mediaim.expedia.com/localexpert/4964895/c4db31d6-053b-42d2-a244-d96c19fd211c.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

#### Napa and Sonoma Small Group Wine Tour from San Francisco

CA $268

per traveller

[](https://expedia.ca/things-to-do/napa-and-sonoma-small-group-wine-tour-from-san-francisco.a4964895.activity-details)

[See all activities in Redwood City](https://expedia.ca/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.