Sommelier fills the glasses during pinot gris wine tasting at a winery on The Urban Wine Trail in Santa Barbara.

3 Wineries You Need to Visit on the Santa Barbara Urban Wine Trail

There are 28 wineries and tasting rooms located along Santa Barbara’s Urban Wine Trail; it is a paradise for wine lovers and those who want to learn more about the wine making process. However, with so many to choose from, it is hard to know where to go first. Luckily, we’ve done the research for you and pinpointed the three wineries that started it all!

Top 3 Wineries on Santa Barbara’s Urban Wine Trail

Santa Barbara Winery

Santa Barbara Winery was the first to join The Urban Wine Trail. Established in 1962, it is one of the city’s oldest and most beloved wineries. You won’t go wrong with anything that you order here, but don’t miss out on the opportunity to try their Pinot Noir filled chocolates! The tasting room is open Sunday through Thursday from 12:00 p.m. to 6:00 p.m. and Friday and Saturday from 12:00 p.m. to 7:00 p.m.

Jaffurs Wine Cellar

Jaffurs Wine Cellar was the second winery to join Santa Barbara’s Urban Wine Trail. Owner, Craig Jaffurs, released his first commercial wine in 1994. Over two decades later, their Rhône varietal wines continue to set them apart from the competition. Wine tastings are $15 for five wines and include a logo glass. However, the tasting fee is waived with the purchase of two bottles or more!

Whitcraft Winery

Whitcraft Winery is the third longest standing member of the Santa Barbara Urban Wine Trail. In addition to unique, handcrafted wines, you will also find signature varieties, including Pinot Noir, Chardonnay, and Syrah. Be on the look our for their winery dog, Terra Whitcraft! She is famously one of the coolest dogs on the Santa Barbara shore! The tasting room is open Friday through Monday from 12:00 p.m. to 4:00 p.m. and Tuesday through Thursday by appointment.

Tips for Your Trip

  • There are countless tastings rooms to explore on The Urban Wine Trail, so download a copy of the trail’s map to help you navigate your way!
  • Members of The Urban Wine Trail receive one free wine tasting at each of the 28 wineries and 10% off a purchase the day of the tasting. Trail membership cards are $150 and also include discounts on Wine Trail events throughout the year. Memberships are not required to explore the trail, but they are a great way for frequent visitors to save money!

Where to Stay

When planning a trip to The Urban Wine Trail, the last thing that you want to worry about is driving and parking. The Cheshire Cat Inn is approximately 1.5 miles away, and convenient parking at our inn is always included with your stay! After a day of exploring these three tasting rooms and wineries, join us back at our bed and breakfast for our complimentary wine tasting hour! Each evening we feature Santa Barbara Winery’s Chardonnay and Sauvignon Blanc, served and paired with light bites and tasty hors d’oeuvres!

When you stay in one of our charming accommodations, like our Eberle Room, you can always expect the best amenities and top-notch service. If you are ready to start planning your next vacation, browse our current packages and specials today! Your next Santa Barbara getaway awaits!


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Cheshire Cat Inn & Cottages

36 West Valerio Street
Santa Barbara, California
93101 United States
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