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  1. Film locations for Alexander Payne's Oscar-winning Sideways (2004) around Santa Barbara's Wine Country, California.

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    • Planning The Train Route
    • Finding Places to Crash Along The Way
    • Finding Sideways-Like Wineries
    • How Much This Trip Would Cost

    California (in my opinion) has one of the best train routes in the country. There’s a lot of flexibility and it’s super cheap for a stop and go train trip from Santa Barbara to San Francisco. Santa Barbara, CA to San Luis Obispo, CA – $34 via 14 Coast Starlight (2h 46m) San Luis Obispo, CA to Paso Robles, CA – $17 via 14 Coast Starlight (1h, 2 m) P...

    Next, a place to crash. Cali is too expensive for my usual Drifty deals, but I found a few good options. For each location, I scoured Booking.com and Airbnb and found some private rooms and two really neat retro looking motels/hotels along the route. Santa Barbara – Private Studio in Garden Setting, $65 per night San Luis Obispo – Wine Cellar Guest...

    Now, wineries. There’s a ton of wineries in California. Some of these are actually in the film, and other wineries I found myself. Before you pick any out, there’s an important distinction to make. The vineyards shown in Sideways are in Southern and Central California. The prestigious, well-known California Wine Country is actually more north, abov...

    I played it safe with this trip, and stuck to rates during the Fall. Still not a bad time to visit California. However, if you’re looking during more competitive seasons, rates will probably skyrocket. The 3-4 day Sept./Oct/ trip I mapped out above would cost around $700-$800. That includes: – Three nights at an Airbnb or motel, at an average of $1...

  2. This Sideways wine tour itinerary will show you where to find the filming locations from the movie. There's a Sideways trip map, too.

  3. View HD Trailers and Videos for Sideways on Rotten Tomatoes, then check our Tomatometer to find out what the Critics say.

  4. A struggling writer and wine enthusiast, Miles (Paul Giamatti) and his engaged college buddy Jack (Thomas Haden Church) embark on a trip to California, planning to explore wine country as a bachelor-party bonding experience.

  5. Watchlist. NEW. Struggling writer and wine enthusiast Miles (Paul Giamatti) takes his engaged friend, Jack (Thomas Haden Church), on a trip to wine country for a last single-guy bonding experience.

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    • Comedy, Drama
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  7. Oct 17, 2024 · In a random year that saw Hollywood’s continued death march to formulaic monotony in the form of apocalyptic CGI disaster films, aborted franchise starters, and the continued evolution of the comic book film, “Sideways” is disarming in how intimate the characters are, how low the stakes are.

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