4.7 (378)
From
$
Escape to the refined elegance of Woodside, the exclusive heart of Silicon Valley wine country just 45 minutes south of San Francisco, where rolling oak-studded hills and ancient coastal redwoods frame world-class estates like Filoli Historic House & Garden—a 654-acre Gilded Age estate with manicured formal gardens, the 36,000-square-foot mansion, and blooming seasonal displays that rival Europe’s finest châteaux, while nearby vineyards such as Thomas Fogarty and Sandar & Hem produce exceptional Pinot Noir and Chardonnay in a serene, uncrowded setting. Stroll the peaceful trails of Huddart Park with its towering redwoods and fern-lined paths, enjoy upscale dining at intimate spots like The Village Pub or The Moon, or simply soak up the quiet luxury of a town that feels like a private retreat from the tech world yet remains deeply connected to Northern California’s natural beauty and innovation.
Savor artisanal cheeses from local farms, fresh farm-to-table cuisine, and bold estate-grown wines amid gentle oak-shaded lanes, redwood groves, and the unmistakable sense of a place where old money meets modern sophistication in perfect harmony.
Woodside isn’t just a destination—it’s the Bay Area’s most luxurious and serene wine-country escape of redwoods, estates, and timeless California charm—plan your Woodside adventure today!
Filters
Architecture admirers
Bundle
Day Trip
Entry ticket
Gardens & Parks
Half a day
Hidden gem
Hidden Gems
History buffs
Indoor
Mobility-friendly
Morning
Nature lovers
Outdoor
Palaces
Returning travelers