As the cultural center of Silicon Valley, San Jose is the land of innovation, startups, and technology history. Just a stone’s throw from some of the most pioneering businesses ever founded, you can find intimate opera performances and three-star Michelin dining. Here’s how to see a different side of San Jose.
Stay at the Luxurious Hotel Valencia
Feel like an Andalusian aristocrat at Hotel Valencia, the only hotel on the city’s Santana Row, home of some of the city’s best shopping and dining. Architectural touches, inspired by Old World Spain, include a fountain-filled veranda, complete with fire pits when it’s time to get cozy.
Explore Winchester Mystery House
The product of a fascinating architectural undertaking, the Winchester Mystery House is a must-see. In 1886, Sarah Winchester, the widow of a firearms magnate, began construction on her home—a project that continued for 36 years, ending only with her death. Learn more about the eccentric millionaire and explore her home’s peculiar quirks—including 2,000 doors, staircases leading to nowhere, and a cabinet that opens to dozens of rooms.
Taste at the Historic Testarossa Winery
Built in the 19th century by Jesuit Brothers, the Novitiate Winery in neighboring Los Gatos is one of the oldest in California. Its stunning cellars are now the home of Testarossa, where you can enjoy wine tastings, cheese pairings, and live music Thursday through Sunday.
Watch the Opera San Jose
Since Opera San José is the country’s only year-round company of principal artists, you can delight in arias any time of year here. Enjoy classics like Cosi Fan Tutte or The Flying Dutchman with the beautiful California Theatre offering a baroque-inspired backdrop.
Eat at Adega
For one of the South Bay's most acclaimed dining experiences, reserve a table at Adega. The restaurant made history as the first in the city to earn a Michelin star. Today, husband-and-wife team David and Jessica Carreira showcase refined Portuguese cuisine through elegant tasting menus and carefully selected wine pairings. If you're looking for something more casual, stop by Petiscos, the Carreiras' nearby restaurant specializing in Portuguese small plates, seafood, and regional wines.
Also, don’t miss...
San Jose is home to more than a dozen museums, including downtown’s lovely San Jose Museum of Art. Families will especially love the Tech Interactive, which features collaborative exhibits with Silicon Valley’s biggest brands, and the Children’s Discovery Museum of San Jose, with its full-size firetrucks and giant bubbles.














