NEIGHBORHOOD GUIDES

woodside

Nestled amidst the lush landscapes of the San Francisco Peninsula, Woodside is a tranquil enclave that seamlessly marries natural beauty with a storied past. Originally settled as a stagecoach stop in the mid-19th century, this charming town evolved into a haven for the Bay Area elite seeking refuge from city life.

Woodside's allure extends beyond its picturesque scenery, with historic landmarks like the Filoli Estate, a grand mansion surrounded by expansive gardens, serving as a testament to the town's Gilded Age opulence. Notably, Woodside has been a retreat for notable figures such as Shirley Temple and Steve Jobs, who resided in a Spanish Colonial Revival mansion that became synonymous with innovation and creativity. Today, horse trails wind through the wooded hills, and the town's commitment to preserving its rural character offers a glimpse into its rich history while maintaining its appeal as a haven for those seeking a respite from the bustling urban landscape.

LoCAL SHOPS

Woodside’s local shops exude a sophisticated charm with boutique stores, creating a serene shopping experience in this tranquil Silicon Valley town.

local recommendations

Clock Tower Shop @ Filoli

Roxy adores this place because it is stocked with a wide variety of beautiful, unique items and delicious treats perfect for gift giving. They have everything from honey to artisan jewelry pieces and pots for your smallest African violet or overgrown succulent.

86 Cañada Rd, Woodside
@_filoli

Emily Joubert Home and Garden

We love this store! It's a perfect place to get lost after lunch at Buck's or the Village Bakery. One of our favorite spots within is the kid's corner, they have so many whimsical, curated toys for children of all ages. A super cute gem in Woodside for home decor, gifts, plants & bath/body products! It smells divine inside from the items they sell too. They offer private shopping & gift wrap.

3036 Woodside Rd, Woodside
@emilyjoubert

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COFFEE & Tea shops

Local coffee shops offer a tranquil retreat, serving artisanal brews amidst serene surroundings, creating a delightful experience in this peaceful town.

local recommendations

The Village Hub Coffee Bar and Garden

Coffee drinks made from locally curated Cafe Con Lucha coffees with organic milks of all kinds. Relax at tables in the large outdoor courtyard garden. Park your bike at the rack for cyclists or hitch your horse at the library next door. Treat yourself to a moment of peace. A water bowl for your pup. Free wifi. A place for you. Something Swede-ish Home Bakery & Sweet E Bakeshoppe provide traditional Swedish and American pastries every day at the Coffee Bar.

3154 Woodside Rd, Woodside
@the_village_coffee_hub

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LoCAL Restaurants

Woodside’s local restaurants offer an upscale culinary journey, with a serene ambiance, exquisite flavors, and a touch of sophistication in this tranquil Silicon Valley town.

local recommendations

Skywood Trading Post & Deli

Motorcycle riding buddies have been coming here since the 80s. This place is a safe haven if you love riding motorcycles. Skywood has all the nutrition and nourishment you need. Roxy loves that it also has gas pumps if you need fuel, so you won’t get stuck if you forget to fill up before a hike. A lot of nature and motorcycle/exotic car enthusiasts come here. You'll see Lamborghinis, Ferraris and Porsches on the weekend especially on Sundays. Skywood is a full blown store for everything you need sans motorcycle helmets. A must stop store to see right across from Alice's Restaurant.

17287 Skyline Blvd, Woodside
@skywoodtradingpost

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The Mountain House

In the spirit of the rural countryside Pubs, Taverns and Inns throughout Europe and the New World, The Mountain House crafts ingredient-driven cuisine rooted in provincial tradition but exciting and savvy enough for our modern world. The Santa Cruz Mountains’ unique geography, with sweeping coastlines and towering redwood forests, creates dramatic scenery and distinct microclimates. Roxy loves that their food and beverage seek to reflect this special place in the world using wild seasonal ingredients and local producers. . Surrounded by majestic redwood trees, The Mountain House has captured the imagination of musicians and filmmakers alike. Most notably, Neil Young chose our enchanting venue as the filming location for his acclaimed “Harvest Moon” music video, forever imprinting our rustic charm in the hearts of music lovers worldwide.

13808 Skyline Blvd, Woodside
@themtnhse

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The Village Pub

The Village Pub opened its doors in 2001 and quickly secured its reputation as one of the top restaurants in the Bay Area. Roxy loves that approximately 80 percent of the produce for The Village Pub comes directly from their unique partnership with SMIP Ranch located in the hills above Woodside, all of which is grown without the use of synthetic pesticides, herbicides, or fertilizers. In addition to being recognized both locally and nationally for its award-winning cuisine, The Village Pub has also received consistent praise for its unparalleled wine and spirits program.

2967 Woodside Rd, Woodside
@thevillagepubwoodside

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