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    Windwood Ranch

    3.4 (10 reviews)
    Open Open 24 hours

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    Night time s'mores

    We have stayed at Windwood 3 times in the past year. Such amazing place, beautiful views, especially sunset wine time, and friendly owners. Highly recommend staying in one of the redone Air Streams or the private house with the pool & spectacular view.

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    Eberle Winery - the estate has complimentary tasting and cave tour. Needs to be booked in advance.

    Eberle Winery

    (1.2k reviews)

    $$

    If you are doing a wine tour through Paso Robles, Eberle is an absolute must-stop! It looks grand &…read morehistoric but maintains the kind of down to earth hospitality that is synonymous with this region. We had a wonderful time visiting the winery & their famous caves! It's 16,000 square feet of underground tunnels. As one of the few spots offering complimentary tastings to our complete surprise! This winery is a hidden gem. We loved the selection so much we had to pick up a few bottles for home! Overall Great wines, beautiful views & amazing service! Definitely going back!

    We picked Eberle on a recommendation from friends who are wine club members--and it ended up being…read morethe stop we're still talking about. By the end, pretty much everyone in our group had found a wine they wanted to take home--including the ones who swore they weren't buying anything. Dennis, our Tasting Room Host, made the experience. He was warm, very knowledgeable, and genuinely engaging with everyone--from the serious wine lovers to our six-year-old--while keeping things professional and elevated. The whole visit struck that rare balance: polished without feeling formal, refined without ever feeling rushed or "in-and-out." Dennis has been with Eberle since 2017, and you can feel how much he cares about the place. He spoke about the winery with such genuine pride, and as you look around the tasting room at the rows of award ribbons from years of vintages, it hits you--this is a place with real history behind it. That sense of legacy and care is woven into the whole experience. The historic wine caves are a must, the complimentary tasting felt generous and unhurried, and the grounds have that unmistakable Paso magic--rolling hills, big oaks, golden light, and room to breathe. We even crossed paths with Gary Eberle (founder, 1979) and his sweet black poodle, Vieto--one of those authentic, only-in-wine-country moments that sums up the welcoming spirit here. If you go, ask for Dennis--he turned our first visit into one we'll plan future trips around. Good to know before you visit: * Make a reservation--it gets busy * Don't skip the cave tour (you can even taste down there) * Large lawn & games--great for kids and mixed groups * Very dog-friendly * Private, romantic tastings available in the caves * Complimentary tastings + military discount available * Plan to stay a while...and bring your camera :)

    Cass Winery - Figgy piggy wood brick pizza

    Cass Winery

    (580 reviews)

    $$

    Hands down, the gold standard in Paso Robles…read more If you're wondering where Paso Robles truly shines, it's Cass Winery. Full stop. Cass is Rhône varietals done right... from celebratory bubbles and beautiful blush wines to crisp full whites and ruby-red blends that remind you why you started drinking wine in the first place. The winemaking team is creative, disciplined, and consistently delivers winners across the board. This is not a "one good bottle" winery - it's an across-the-board yes. And then there's lunch. Hello. Dining among the grapevines with their on-site garden, wood-fired pizza oven, and chefs who clearly understand that wine deserves a proper supporting cast is an experience all its own. It's relaxed, delicious, and dangerously easy to lose track of time. Dog people, rejoice: well-behaved pups are welcome, and honestly, it sometimes feels like Cass Winery & AKC Kennel Club (said with affection). Très français, really. Events are another reason Cass stands apart. There's an abundance of them -- many complimentary for wine club members -- and they sell out fast for good reason. These aren't filler events; they're thoughtfully curated experiences, often with meals that turn into memories and strangers who become friends by dessert. Cass Winery doesn't just pour wine -- it creates afternoons, evenings, and traditions you'll want to repeat. If you're building a list of must-visit wineries in Paso Robles, this one belongs at the top. Highly recommend. Always.

    Food: I order a Ban Mi sandwich sans the bread z it was just okay…read moreWine: you can do tasted at the same time as you are dining. They will waive the tasting fee if you order bottles of wine. Great deal! Service: I forgot our server's name, but he was wonderful. Attentive, funny, and even offered some suggestions for breakfast spots. Ambience: very laid back. Options for patio or inside.

    Windwood Ranch - venues - Updated May 2026

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