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Woodside

5 Best Wine Tastings Near Woodside

05/5/22  |  Stephanie Nash

Northern California is known for its cool weather and vineyards producing wines parallel to those in France — here are a few wine tasting venues to try near Woodside.


Woodside is a town where about 5,300 people reside over twelve square miles. Located approximately 30 miles south of San Francisco, Woodside proper was incorporated in 1956, although the city had been settled since the late 1800s. In 1909, a private men’s club called “The Family” was established on grounds with camping facilities as a rural recreation retreat for wealthy club members.

By 1912, "The Family" had built Our Lady of the Wayside, a Catholic church in the Mission Revival style designed by a 19-year-old architect named Timothy L. Pflueger. Our Lady stands today despite having sustained significant damage from the 1989 Loma Prieta earthquake. In the decades following his beginnings in Woodside, Pflueger designed many of the most recognizable skyscrapers and period movie theaters in San Francisco and surrounding cities.

Woodside homes typically sell for a median price of about $5 million. In step with the entire state of California, Woodside is experiencing a strong seller’s market, a trend that occurs when there are more buyers in search of Woodside real estate than there are Woodside homes available for sale.

If you’re searching for a new home in this beautiful neighborhood, take a day to explore a few of the beautiful wineries in and around town — you won’t regret it!

Tank Garage Winery



The Tank Garage Winery is located in Calistoga, about 100 miles from Woodside. To Californians,100 miles is nothing, barely enough time for a favorite podcast! The road linking Woodside and Calistoga passes through lush valleys with fantastic scenery, making the views worth the trip alone.

The Tank Garage Winery hosts the self-dubbed “Napa Valley’s Coolest Wine Tasting,” a party advertised as punk-rock inspired — a stark contrast to traditional wine-tasting experiences. The winery is positioned inside a vintage service station. Guests are invited to mingle with the winery crew and have a good time listening to great music while enjoying excellent vintages in a unique setting. The tasting menu changes with the seasons and generally includes white wines, red wines, rosé, pét-nat, and natural wines. Tank Garage also offers wine lovers the "MADE Club," a wine club whose members access rare wines delivered right to their doorstep or made available via pickup at the venue. MADE members also receive complimentary tastings and discounted pricing.

Thomas Fogarty Winery


Located in Woodside, the Thomas Fogarty Winery offers a variety of wine tastings for up to 12 guests each. The winery's outdoor wine tastings serve guests a selection of five wines at an outdoor table. The $35 fee is waived for every $100 of wine or products purchased. The tastings last 90 minutes. For indoor wine tastings, no food is permitted.

The indoor tastings take place at a standing-room-only tasting bar and, as with the outdoor wine tasting, serves a selection of five wines with the same fees and waivers. There is also an estate tour with a wine tasting that costs $55; you also can get a wine tasting with wood-fired pizza and small bites for the same price. The winery also offers a wine club, where members can indulge in first-come new releases, volume discounts, vineyard tours, and complimentary wine tastings.

Chaine d’Or Vineyard


The Woodside-based Chaine d’Or vineyard is a small, family-owned, 35-year-old vineyard that crafts wine “for local people and the occasional visitor who happens to find us.” Tastings and tours are by appointment only. The 2016 Estate Cabernet Sauvignon is aged for 18 months in French oak and carries a light-to-medium-bodied flavor with hints of fruit, green olive, and a light toast. This 2016 Estate Chardonnay is a bright, clean Chardonnay with notes of crisp apple with firm acidity and a warm finish.

Cinnabar Winery



The Cinnabar Winery is located about 19 miles southeast of Woodside in Saratoga and will celebrate its 40th year of operations in 2023. The tasting room is open Wednesdays through Sundays from noon to 6:00 p.m. for walk-in guests, pick-up orders, and patio seating.

Wine selections include everything from Pinot Noir to Chardonnay and Cabernet to Zinfandel, Malbec, and Syrah, to name a few. Tastings serve wine by the glass or by the bottle, and the tasting menu changes every month, so be sure to call ahead to verify what will be available when you plan to visit. While no outside food is allowed, guests are welcome to purchase olives, crackers, artisanal cheeses, charcuterie, and non-alcoholic beverages.

Big Basin Vineyards



Big Basin Vineyards is also located in Saratoga. Its vines are organically farmed and have grown on the property for more than a century. Guests are invited to bring their own picnics to the vineyard’s wine tastings, which run every Friday from 5:30 p.m. to 9:30 p.m. from May through October.

The vineyard offers a unique “After Hours with Big Basin” service that’s described as an exclusively curated selection of wines paired with decadent chocolate truffles from a specialty area chocolatier called Mutari.An expert pour specialist accompanies the delivery of the winery's wines to educate guests about the winemaking process. Each guest receives six chocolates — with dairy-free options available — and a wine pairing of six wines per guest. The pour specialist narrates the experience and shares insider information about wine vintages, the vineyard and its history, and “stories from the cellar” to add to the overall wine/chocolate tasting experience. Yours will indeed be a night to remember.

Local realtors like Stephanie Nash are experts in Woodside real estate and are eager to help you find your dream home amongst Woodside homes for sale. Contact Stephanie today to get started!




Stephanie Nash

Stephanie Nash

About The Author

For more than three decades, Stephanie Nash has been one of the Peninsula’s most trusted and proven real estate advisors, serving Woodside, Portola Valley, Atherton, Redwood City, Emerald Hills, San Carlos, Half Moon Bay, and the surrounding communities from Burlingame to Los Gatos.

Born and raised on the Peninsula, Stephanie brings true insider knowledge of the region; its micro-neighborhoods, school corridors, country-property enclaves, and the lifestyle features that make this area so coveted: sunny weather, an easygoing spirit, hiking trails, large-parcel retreats, ocean-view hillsides, and world-class food and culture.

A career built on experience, ethics, and results

Stephanie began her real estate career in 1987 working in local title companies before becoming the assistant to a top-producing agent. She earned her real estate license in 1991, and since then has built a reputation as a solutions-driven, ethical, and steady negotiator who guides clients through every complexity of a California transaction.

Her track record includes everything from luxury estates to rural acreage to trust and estate sales, including the successful sale of a 500-acre property, a transaction requiring extensive due diligence, jurisdictional navigation, and long-term strategy.

Nationally recognized performance

Stephanie has been recognized multiple times by RealTrends as one of the “Best Agents in America,” most recently in 2024; an honor reserved for the top tier of agents nationwide based on verified production.

Expert Witness in Real Estate Matters

In addition to client representation, Stephanie now serves as a retained Expert Witness in California real estate cases—including valuation disputes, fiduciary sales, marketing standards, agent performance, disclosure practices, and industry-standard care.

What clients rely on her for

Whether you are buying, selling, downsizing, expanding, or handling a trust/estate sale, Stephanie offers:

  • Deep regional expertise across multiple Peninsula micro-markets

  • Strong negotiation skills grounded in fairness, strategy, and consistent communication

  • Experience in complex transactions (trusts, estates, multiple-heir negotiations, title defects, rural land issues)

  • Compassionate guidance rooted in decades of hands-on client service

  • Unmatched availability and responsiveness

Clients praise her listening skills, honesty, and ability to navigate even the most emotional or complicated sale with clarity and professionalism.

A life built around community and care

Stephanie is deeply grateful for her family, her life on the Peninsula, and the meaningful relationships formed through her work. 

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Work With Stephanie

Stephanie respects residential real estate’s dual role as a personal investment and chief financial one. Whether you are buying or selling a home, it will likely be one of the largest financial decisions you make. Stephanie will be with you every step of the way to expertly guide you.

Let's Connect

Address

2930 Woodside Road
Woodside, CA 94062

CA DRE# 01104524

Stephanie Nash

(650) 995-3820

[email protected]

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