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Woodside, CA Road Trips

Woodside, CA serves as a quiet starting point in the Pacific Coast, connecting drivers to 2 outbound routes across the area. Most drives stay under 74 miles, making this area well-suited for day trips and weekend getaways. Routes from Woodside, CA spread mainly north and east, covering a wide geographic range.

town in San Mateo County, California, United States

Photo: Wikimedia Commons

Trip Routes

6

Longest Drive

488.9 mi

Chula Vista, CA

Quickest Drive

32m

San Jose, CA

Plan Around Woodside, CA

Continue From Woodside, CA

Good next legs if this city is only one stop in a longer road trip.

Trips from Woodside, CA

Driving from Woodside, CA

On average, trips departing from Woodside, CA run 74 miles with a drive time of roughly 1h 32m. The majority of routes are short drives — quick enough to finish before lunch and be back for dinner. The longest mapped route runs 124 miles (2h 31m), while the shortest is just 25 miles.

Popular Destinations

Top road trip destinations from Woodside, CA are Laguna, CA (123.5 mi, 2h 31m) and San Jose, CA (25 mi, 32m). Most destinations stay within the same state, perfect for exploring the local region thoroughly.

Planning & Costs

For the average 74-mile drive from Woodside, CA, expect to burn about 2.9 gallons of fuel one way at 25 MPG. Check local pump prices before you go to lock in your budget.

With an average drive under three hours, you have plenty of flexibility — leave whenever it suits you. Routes mostly head north. Summer trips benefit from long daylight hours, while winter departures should start early to maximize visibility.

Frequently Asked Questions

There are 2 mapped routes leaving Woodside, CA and 4 routes heading into Woodside, CA, covering 6 total connections. Distances range from 25 to 124 miles.

The longest mapped route from Woodside, CA covers 124 miles and takes approximately 2h 31m. Shorter options start at just 25 miles.

The average route from Woodside, CA runs about 74 miles with a drive time of roughly 1h 32m. This includes both short day trips and longer multi-day drives.

The most popular road trip destinations from Woodside, CA include Laguna, CA and San Jose, CA. Each route page has detailed drive times, fuel estimates, stop suggestions, and turn-by-turn directions.

Woodside, CA by the Numbers

Recent demographic snapshot from the US Census Bureau's American Community Survey.

Population

5,181

Median Income

$250,001

Median Home Value

$2,000,001

Median Age

46.5

Source: US Census Bureau ACS 5-year (public domain). See our methodology for details.

Notable People from Woodside, CA

A sampling of people born in Woodside, CA.

Karl Cook

Karl Cook

1990

American equestrian

Zachary Test

Zachary Test

1989

American rugby union footballer

James Shaw

James Shaw

1994

American volleyball player

Sally Fox

1959

American inventor

Kate Paye

1974

American basketball player-coach

Landmarks & Historic Sites

Attractions and heritage-registered places located in Woodside, CA.

Woodside Store

Woodside Store

Museum of a store built in 1854 in Woodside, California

National Register of Historic Places listed place

City data from Wikidata (Q984177), available under CC0. Photos from Wikimedia Commons under their respective licenses. See our methodology for details.

Traveler Guide to Woodside, CA

Woodside is a small town on the San Francisco Peninsula in California. It is considered one of the wealthiest towns in the United States, and is home to many celebrities and executives. Despite its small size, Woodside features many local attractions.

1 Filoli, 86 Cañada Rd, ☏ +1 650 364 8300, [email protected]. 10AM-5PM daily. A country house known for its formal gardens. It was donated to the National Trust for Historic Preservation in 1975 and added to the National Register of Historic Places the same year. Filoli is most widely recognized as the mansion seen in the opening credits of the original Dynasty television show. It was also seen in the major motion pictures The Joy Luck Club (1993) and The Game (1997). Epicurean Group operates a café called the Quail Café and a bar called the Bluebird Bar on premises, but be aware that they have mixed reviews. $39 general admission; $37 for adults 65 and above; $29 for children 5-17; $35 for students, teachers and military personnel; under 5 free. (updated May 2023) 2 Woodside Store (Tripp Store), 3300 Tripp Rd, ☏ +1 650 851 7615. Tu Th: 10AM-4PM; Sa Su: noon-4PM (closed other days). A historic store built by Robert Orville "Doc" Tripp and Mathias Parkhurst in the 1850s. Features a small gift shop that sells books and candy sticks. Free. (updated May 2023)

1 Huddart Park, 1100 Kings Mountain Rd, ☏ +1 650 851 1210. Open 8AM daily (closing time varies). A good place for hikers, Huddart Park contains 24 miles of trails over 973 acres. It also has picnic areas, a playground and facilities for equestrians. $6 per car. (updated May 2023) 2 Wunderlich Park, 4040 Woodside Rd, ☏ +1 650 851 1210. Opens 8AM daily (closing time varies; see website for details). A 942-acre protected area donated to San Mateo County in 1974 by former owner Martin Wunderlich. Features hiking trails of varying lengths through redwood forest, picnic areas, and equestrian facilities. The trails are pretty quiet as Bay Area parks go. Free. (updated Oct 2023)

1 Alice's Restaurant, 17288 Skyline Blvd (at the crossroads of Skyline and La Honda). A restaurant at the intersection of SR 35 and 84 that has become associated with Arlo Guthrie's song of the same name. Despite being thousands of miles from Alice Brock's original restaurant in West Stockbridge, Massachusetts, this out-of-the way eatery sports its own Group W Bench to tickle the fancy of Arlo Guthrie fans. Due to its popularity among motorcycle enthusiasts, the menu is full of motorcycle-themed entrées. For example, a "Yamaha" is a chicken breast sandwich with pineapple and teriyaki while a "Harley" burger comes with bacon and sausage (a play on the "Hog" nickname often given to Harley-Davidson motorcycles). Despite the gimmicks associated with its theme, Alice's retains a cheerful and pleasant atmosphere, accessible to visitors on four-wheeled vehicles just stopping in for a bite. It's not unusual on a Sunday morning to see dozens of motorcycles ranging from restored antiques to the newest and fastest sport bikes, all polished up for an informal bike show. To motorcyclists, the term "Alice's" refers both to the restaurant and the Skywood Trading Post (a general store with a deli and coffeehouse) directly across Skyline Boulevard. Even on weekdays, the parking lots on both sides of the street are filled with bikes, riders and the curious. (updated May 2023) 2 Bucks, 3062 Woodside Rd (Downtown Woodside in the Cañada shopping center), ☏ +1 650-851-8010. M-Th 8AM-8:30PM, F-Sa 8AM-9PM. $20-50 per diner item.

Public transportation is not available within Woodside due to its small size. However, SamTrans routes 78 and 278 make some stops not far from the town center, and route 85 stops at Alice's Restaurant.

Travel tips adapted from Woodside on Wikivoyage, licensed CC BY-SA 4.0. Content summarized; visit the source for the full article. See our methodology for how we use it.

Trips to Woodside, CA

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