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    Small Talk

    4.5 (18 reviews)
    Closed 12:00 pm - 11:30 PM

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    SMALL TALK ATMOSPHERE

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    Jessica V.

    Small spot on the corner with a long bar to grab a seat at this welcoming cocktail bar. The cocktails are creative and fun. We didn't get any food but the enticing cocktails were all we needed to want to come back.

    Whiskey flight + Naked and Famous cocktail
    Alison C.

    Our 2 evenings hanging out at Small Talk were the highlight of our trip! I also do not think we are alone in that assessment, as it seemed to be THE spot that tourists, locals, and industry folks all headed to after dinner. The bar was cozy, cool, and really innovative with its beverage list. There were creative cocktails, new takes on classic drinks, interesting wines, and local beers. Plus, the staff was incredible! Harry, Dan, and Julian were our bartenders during the two visits, and they were a joy! They really engaged with the customers and were also clearly passionate about their craft. Lastly, every patron was super friendly and welcoming, which established a familial vibe. A few of the items that I tried were the Naked and Famous (cocktail with mezcal, Aperol, yellow chartreuse, and lime), a Margarita, an Espresso Martini, and a flight of whiskeys/ryes. Everything was excellent! Small Talk was such a cool place, and I just wish it was more conveniently located so that I could go there more often!

    Espresso martini
    Summer L.

    Small talk is the perfect small-town cocktail bar. It is frequented by many locals but also a favorite of visitors. It is the best place in woodstock to get a great cocktail and to enjoy some small talk :). It really is. And it doesn't hurt that it is in the center of town, with a great view of the mountain and the village green, in the coziest little space. They make an excellent Last Word, a fantastic Espresso Martini, and also try the Village Green, which is their invention and is delicious. They usually also have Maine Beer Co Lunch on tap, and they have a great wine selection including a wonderful crémant for those who want some bubbly. Also some fab little snacks to have with your drinks (no entrees- just olives, nuts, cheese boards, etc). And Mark, Dan, Harry, and Julian all are fantastic behind the bar, so you can't go wrong, whenever you visit!

    Mood
    Mercedes C.

    From the beloved Shindig restaurant in years past and ¿Que Lo Qué's? short-lived stint, comes Small Talk- a cocktail bar on Tinker St in Woodstock. The original bones are still here- down to the rustic, turquoisey, scalloped wall frame. The light-color plank wall is now black, the few booths are upholstered in black and the counter is done in wood and marbley stone. This is the complete opposite of the previous two and rightfully so. Our girl Sheena(sp?), had to double-check on mixture and recipe for our cocktails- but she mixed and stirred like there's no tomorrow. Our drinks were refreshing and average between $15-16- but several touches of strength were needed. We also ordered a cheese board made simply and nice to have. These folks offer the classic cocktails- but if you want a specialty drink, ask if they have the ingredients and they'll hook you up. Small Talk is done right, has all the signs of a cozy vibe. The old school Reggae+Indie playlist and an overall wonderful and chilled ambiance put the cherry on top. I wish them much success and hopeful they don't get up and leave. This is an easy-going spot where you somehow wind up talking to the person next to you- whether it's small talk or not.

    Old fashioned
    Hando E.

    A sweet cozy/intimate spot for anybody to come through and have refreshing drinks and some bangin' food. A big plus is that their kitchen is open later than most and they come with some certified hitters, we got the Mac and cheese and some kielbasa. A perfect combo and great portions. The MAC came with some type of "bean salad" and could not have been any more complimentary to the meal. An even bigger plus were the drinks AND service. They do a great job of being attentive but not hovering over you even in an intimate space. Harry also made one of the Top 2 MEANEST Old Fashion's I've ever had, Respectfully!

    A very cool hole in the wall, well stocked and with a menu of interesting cocktails. Nice vibe at the bar seating.

    Piparra Martini

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    2 years ago

    Great place for a low key intimate date night. The drinks were amazing. Services were on point.

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    2 years ago

    What a disappointment. Super cramped quarters, too loud to hear your drinking companions without shouting, and rude service.

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    Review Highlights - Small Talk

    Quaint yet trendy bar on a corner in Woodstock with strong cocktails and bartenders that are great at their craft.

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    Matilda

    Matilda

    4.2
    (22 reviews)
    18.0 mi

    The place is really nice inside. They did a great re-make. The bar menu is really limited as…read morewell as the dinner menu. I would like to go back but they have so few options it's not fun or interesting. Yes the food is good. I wish I could get the "full" menu at the bar. I like the fact that you see food you don't see anywhere else up here and it is quality and well prepared. What really bothers us is that you must order everything up front. This is really unacceptable. My wife and I like to order appetizers with appropriate wine and then see which way we are going. Yes I understand it's easier on the kitchen but comm on: you only have three entrees!!!!! The bartending couple that work there are knowledgeable and professional. The wine is not kept behind the bar bit strangely kept on a table outside the kitchen. Really awkward. That being said we would like to go back but will not due to the aforementioned reasons. It's a shame this place could be great.

    Exceptional and gorgeous mid-century style restaurant in the Catskills, and one of the only ones…read moreopen on a Wednesday evening! I've had the pleasure and privilege of dining at some of the most reputable establishments in NYC and LA, and this ranks in the top tier. The flavors were intricate yet subtle, and I loved that it was vegetable forward. My "Not a Negroni" was the best Negroni I've had, hands down. I wasn't sure how the Rum and Pineapple Amaro would work together, but they were exquisite compliments. The homemade sourdough and butter came out hot and crispy on the outside, soft on the inside. It was hard to resist ordering more. A simple salad of lettuces, cucumber, cheese and light dressing blew my mind -- perfect for summer. I got the dauphine potatoes, which were like potato croquettes, and the addition of prosciutto made them a hearty and filling dish. The only miss for me were the desserts -- the flavor of the lemon tart was excellent but there was a jello-like encasing that seemed out of place and unnecessary. The mousse also had these strange jello-like pieces in the cream, which didn't really work for me. Next time, I would get the sundae. Our server, Amanda, was friendly and attentive without being overly watchful, and when she got busy, the host came over and helped us order drinks. This place is a gem, and I look forward to returning.

    Photos
    The restaurant
    The restaurant
    Matilda
    Not a Negroni

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    Not a Negroni
    Ombra

    Ombra

    4.4
    (26 reviews)
    48.1 mi

    Ombra -- Subtle. Seductive. Memorable…read more When you are a wine afficionada you seek out the best wine bars wherever you go. Welcome to Ombra in Lenox, MA. Lenox has some really cool spots and Ombra is one of them. Recommended by a local, we stopped here on Valentine's Day after our dinner for a nice glass of wine. The place was crowded but luckily a few people were leaving so we scored some seats at the bar. I ordered a glass of Nebbiolo from Italy which was good. My husband had a beer. The place is so cute and very romantic with dim lights, a great wine selection and their food looked so good. Unfortunately, we were so full that we did not end up ordering anything. Although, the french fries were calling my name. Ombra is a place that I could see us coming to almost every week and not getting tired of it. We met a local who is very nice and told us how Ombra is very popular. I think we will have to come back in the spring/summer to get those french fries :) If you are ever in Lenox definitely make your way to Ombra for a nice glass of wine or try a cocktail. This is the perfect date night spot for sure whether you start or end your evening here, you will be happy! Cheers~

    Nice cozy tavern, not a lot of seating. Pretty good drink selections, as well as food options…read more Service was quick and very friendly, I sat at the bar and was made to feel like a regular despite it being my first visit, definitely won't be the last. Food and drinks were delicious and reasonably priced. I had the Birria tacos and the yogurt/naan platter. I will absolutely be back to try more!

    Photos
    Bar area
    Bar area
    Shishito peppers and green beans with chilli crisp
    Shishito peppers and green beans with chilli crisp
    Oz's Potion Cocktail

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    Oz's Potion Cocktail

    Small Talk - cocktailbars - Updated July 2026

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