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    Viaggio Wine Merchant

    4.6 (19 reviews)
    Closed 12:00 pm - 9:00 PM

    Viaggio Wine Merchant Photos

    VIAGGIO WINE MERCHANT ATMOSPHERE

    What's the vibe?
    Classy
    Outdoor seating

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    3 years ago

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    3 years ago

    Fantastic spot for a wine flight before dinner. Thoughtful attentive staff know their stuff. 10 outta 10!

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    3 years ago

    Lovely servers, especially Barbara. She rocks. Did not try food. Variety of wines. Very modern atmosphere

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    Ask the Community - Viaggio Wine Merchant

    Review Highlights - Viaggio Wine Merchant

    Benjamin is the best Sommelier in Bend and has suggested delicious wine every time we have stopped by.

    Mentioned in 8 reviews

    Read more highlights

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    San Simon - Gin Gimlet

    San Simon

    4.7(107 reviews)
    1.0 mi
    $$

    The drinks are consistently great, always made with care. The atmosphere is a fun alternative vibe…read more When it gets busy, it gets busy--but that's why it's nice to visit on the slower days for even more attentive service, just like anywhere else. Thanks so much to the San Simon staff for all the wonderful experiences!

    Follow the alley. Trust me…read more You know those places you stumble into and immediately think, "Yep...this is my kind of spot"? That was San Simón for me. At first, walking down the alley in downtown Bend, I honestly was not sure what we were about to find. Then we started seeing little fire pit pods, heated huts, glowing candles, and people tucked away having cocktails. It instantly felt cool without trying too hard. Walking into San Simón felt like stepping into some funky speakeasy hidden in plain sight. Dark lighting, moody atmosphere, David Bowie playing in the background, wild artwork on the walls that makes you stop and stare for a second. Just a great vibe all around. The kind of place where you sit down and immediately relax into the evening. The cocktails were excellent. Not overdone, not syrupy, just really balanced and well made. One of our favorites was the "Some Positive Feedback," which came with this sugar rim that looked awesome and added just enough sweetness without overpowering the drink. Bright citrus flavor, refreshing, smooth, and dangerously easy to drink. Then we asked the bartender if they could just make us something off the cuff. We said vodka, lemon and lime forward, not too sweet, maybe a little spice. They absolutely nailed it. Crisp, refreshing, layered citrus flavor with just enough heat on the back end to keep it interesting. Honestly one of those cocktails where everybody at the table takes a sip and immediately goes, "Oh wow." As a bourbon guy, I was also pleasantly surprised with the whiskey selection. The bartender recommended Stafford's Reserve, an Oregon bourbon, and I am glad I listened. Smooth, approachable, a little sweet up front with some spice on the finish. Easy sipping bourbon that fit the whole vibe of the place perfectly. What really made the night though was the staff. Everybody was friendly in that genuine way where you feel welcomed instead of "served." By the end of the night it honestly felt like we had been there before, even though it was our first visit. The outdoor setup deserves some love too. Bend cooled down at night, but the fire pits and heaters kept everything comfortable. We could have easily stayed another couple hours just hanging out. Pricing felt fair for the quality of drinks and atmosphere. This is not a dive bar pretending to be fancy. It is a genuinely cool cocktail spot that knows exactly what it is. If you are in Bend and enjoy craft cocktails, bourbon, cool music, quirky atmosphere, and places with personality, go find San Simón. Half the fun is finding it tucked down the alley in the first place.

    Photos
    San Simon - Aperol popsicle in cava.

    Aperol popsicle in cava.

    San Simon - Bourbon

    Bourbon

    San Simon

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    The Wine Shop and Beer Tasting Bar

    The Wine Shop and Beer Tasting Bar

    3.9(44 reviews)
    1.1 mi
    $$

    This name listing is a bit off as this is a Spider City Brewing taproom, that the owners have made…read moredouble as a wine cellar and tasting room. They cater to supporters of the next door art cinema and offer specials with ticket stubs, so this would be a great spot to come after a film. It was a little confusing at first; doing the Bend Ale Trail I was expecting more of a beer centric taproom but ended up having a great experience here anyone thanks to the bartender and her partner who was sitting at the bar. You can enter here through the main door along the street, or through the alley entrance which is also worth a visit with outdoor cafes and restaurants and closed to traffic. I visited on a weekday afternoon so it otherwise wasn't very lively but had a great discussion about Bend, beer, and the other fun businesses in the area with the couple; thanks to them for the fun conversation and other recommendations. Also, thanks for the sticker swap. Spider City Brewing's main brewery is outside of Downtown and is on my list to visit next time. All beer on tap here is from them with maybe eight different taps. They do smaller pours or full pours; no real flights so I chose all three different small pours of beer styles I love. One was not my favorite due to the hop combination, but the other two were both excellent. Prices were reasonable as well. I was also told they live comedy nights and music in the space, and many customers enjoy picking a bottle of wine and sharing with the table. If any of those things appeal to you, this would be a fun place to visit in an evening.

    I'm not a wine drinker but I stop in here on occasion because they pour Spider City beer…read more Which makes me a fan.

    Photos
    The Wine Shop and Beer Tasting Bar
    The Wine Shop and Beer Tasting Bar
    The Wine Shop and Beer Tasting Bar

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    Viaggio Wine Merchant - wine_bars - Updated August 2026

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