Where to Go for Festive Holiday Shopping and Strolling

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Where to Go for Festive Holiday Shopping and Strolling

Strolling, shopping, and sipping!  It's the best way to enjoy all the downtown outdoor holiday lights with friends and family. Saratoga's got their "wine stroll" and Campbell has their holiday "tea", while Willow Glen and Los Gatos enjoy a little "bubbly" on their walks. Whatever your choice, enjoy live music, holiday boutiques, and all sorts of festivities this season, and come on out to support our local businesses!

Saratoga Wine Stroll

Enjoy wine, live music, food, horse-drawn carriage, and holiday shopping.
Friday, Nov. 25, 6 pm - 8:30 pm
Downtown Saratoga Village

Holiday Artisan Shopping

Holiday boutiques and local artists!
Sat, Nov 26, 11 am - 4 pm
Gilroy Center for the Arts, 7341 Monterey Hwy, Gilroy

Girls' Night Out Los Gatos

Shop downtown with discounts, specials, after-party, champagne & raffle!
Thursday, Dec 1, 5 pm - 7:30 pm
Downtown Los Gatos

Holiday Tea & Tour at Ainsley House

Enjoy tea and explore the holiday boutique in the historic Ainsley house.
Beginning Friday, Dec 2 - Sunday, Dec 11, 12 pm - 2 pm
Ainsley House, 300 Grant St, Campbell.  Book online for reservations.


Downtown Willow Glen Holiday Bubbly Walk

Sip a little bubbly while strolling & shopping the avenue for holiday gifts and fun!
Saturday, Dec 3, 2 pm – 5:00 pm
Downtown Willow Glen. Book online for tickets.  Check-in at Goosetown Lounge.

The Menagerie Oddities & Curiosities Holiday Market

Get in the holiday “spirit” with unique festivities you won’t find anywhere else!
Saturday, Dec 3 - Sunday, Dec 4, 10 am - 5 pm
Winchester Mystery House,  525 South Winchester Blvd, San Jose

German Holiday Market - Weihnachtsmarkt

Shop in the open-air European-style winter market for handcrafted gifts, activities, performances, and traditional food.
Saturday, Dec 10, 11 am - 9 pm
Mountain View Caltrain Station, 456 W Evelyn Ave, Mountain View


Janet Souza

Hello! I'm Janet Souza, lifestyle blogger and REALTOR® at Christie's International Real Estate Sereno. I live and work in Silicon Valley and love everything our wonderful area has to offer. If you live in Silicon Valley or are thinking about moving here, you've come to the right place! Stay up to date with local events, theater, concerts, Real Estate and more! 

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