The Sideways Wine Trail


Written by:

Joe Becerra

Last updated:

chris burrows sideways
2004 Photo of Chris Burrows who played himself in Sideways – Sanford Tasting Room

The Sideways wine trail features the wineries in the movie Sideways. If you loved the movie Sideways, you would love the Santa Barbara wine country and its excellent varieties of wine. We have a two-day suggested wine trail and recommendations for lodging, places to eat, great delis, and places to picnic. We also have listed additional nearby wineries that are interesting and worth a visit. Santa Barbara is a great wine country. Best advice: First watch the movie Sideways and then follow the adventures of Miles and Jack on the Sideways Wine Trail. Although the film is over ten years old, it continues to be a cult wine movie. 

The film centers around two men, one a wine novice, the other who considers himself a wine expert. Miles takes Jack to the Santa Barbara wine country in hopes of some wine education.

Sideways Wine Trail – Day One and Day Two

Where to Stay

Fess Parker Inn – Los Olivos

Ballard Inn – Ballard

Santa Ynez Inn – Santa Ynez

Royal Scandinavian Inn – Solvang

Santa Ynez Valley Marriott – Buellton

Where to Dine

In Los Olivos
Los Olivos Café & Wine Merchant

In Ballard
Nuuva Cafe Restaurant & Bar (805) 686-2430)

In Buelton
Hitching Post II – Where Miles and Jack meet up with Maya and Stephanie

In Solvang
Cafe Angelica

Where to buy a picnic lunch

Los Olivos Grocery
2621 Hwy. 154
Santa Ynez, CA
(805) 688-5115

R Country Market 
2948 Grand Avenue
Los Olivos, CA
(805) 688-6750

2900 Grand Avenue
Los Olivos, CA
(805) 688-9304

El Rancho Marketplace
2886 Mission Drive
Solvang, CA
(805) 688-4300

475 First Street
Solvang, CA
(805) 688-0608

Advice for your “Sideways” Wine Tour:

You are encouraged to have a designated driver | Consider a limousine or van service

First time to a winery? Find out what happens in a typical tasting room.

Are you wondering about how to taste wine? Wine Tasting Techniques

Pace yourself and make a day of wine tasting.

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  • Joe Becerra

    Joe Becerra has been traveling to wine country and enjoying wine since 1965. He is a retired educator, and now have the time the opportunity to share his wine travel experiences through this Website.