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    Small Talk

    4.5 (19 reviews)
    Closed • 12:00 pm - 11:30 PM

    Small Talk Photos

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    SMALL TALK ATMOSPHERE

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    Recommended Reviews - Small Talk

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    Negroni, the perfect cocktail.
    Anthony I.

    This place is everything you want in a neighborhood bar. The craft cocktails are on top notch--thoughtfully mixed, beautifully presented, and with a wonderful selection of major and local spirits. The bartenders clearly know their stuff and are super friendly. The small bites are just as impressive--flavorful, and perfect for sharing. Whether you're stopping in for a quick drink or settling in for the night, the vibe here is effortlessly cool, cozy lighting, and as an added bonus, it's dog friendly! This spot is a must. Already planning my next visit.

    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.”

    Mentioned in 3 reviews

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    Matilda - Sourdough and butter

    Matilda

    4.3(23 reviews)
    18.0 mi

    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.

    Amazing and such a beautiful gem in upstate New York. We came here for a birthday dinner and would…read morelove to come again. A beautiful warm welcoming. Restaurant is located in a hotel. Ambiance and aesthetic is candlelit romantic. Food was so delicious. It is a small menu and I believe it might change depending on the season. For appetizers we ordered ends meat city ham & herb mustard and dauphhine potatoes. Those potatoes are a must order for sure ! But let's talk about the amish golden chicken, wow it was incredible so please order this dish if on the menu! It was cooked and it sauces to its perfection. The lentils with gouda were also delicious. Cocktails are a little strong and my favorite was the Tijuana turtleneck . For dessert we ordered the Matilda sundae and chocolate mousse- they were delightful.

    Photos
    Matilda - The restaurant

    The restaurant

    Matilda
    Matilda - Not a Negroni

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    Not a Negroni

    Ombra - Tea and homemade cookies

    Ombra

    4.4(27 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~

    9:00 pm on a Thursday. Service and food were excellent. We shared fish tacos, string beans and…read moreshishito peppers. All were delicious. Beer and cider selection is enormous. We will return.

    Photos
    Ombra - Bar area

    Bar area

    Ombra - Shishito peppers and green beans with chilli crisp

    Shishito peppers and green beans with chilli crisp

    Ombra - Oz's Potion Cocktail

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    Oz's Potion Cocktail

    Rough Draft Bar & Books - No books were harmed.
    -W.Shakespeare 
 "The need for mystery is greater than the need for an answer"
    -Ken Kesey

    Rough Draft Bar & Books

    4.6(191 reviews)
    8.9 mi
    •$$

    My wife has found her new absolute favorite bookstore! I think it is an incredibly thought out and…read moreperfectly executed bookstore meets bar meets cafe. We were about an hour away where this is typically around 5 hours away so knew we needed to check it out being so close. Snagged street parking easily and even just the vibes of the outside started off our experience so nicely. Located at what is dubbed Four Corners that is I believe the only remaining intersection in the US that has pre-revolutionary stone houses on all 4 corners. Such an amazing sight to see the old architecture. Rough Draft has utilized the space so perfectly. Worth visiting even if you are looking to just browse. I highly recommend trying a coffee or tea drink to start your day though and a baked good. If those aren't your cup of tea grab a beer or wine then. My wife got an Iced Mocha and loved it. I went with one of their current specials, "I Know What You Did Last S'more". It was so good but was unique compared to a typical s'more coffee drink since it had espresso and smoked black tea. I also had a chocolate croissant while my wife had a maple palmier and we enjoyed both. We snagged some window seats and it was the perfect way to enjoy the drinks and baked goods. My wife loved browsing the books and thought it had so many unique books she hadn't seen at other bookstores. Which it really is more than just a bookstore with the cafe and bar vibes! Highly recommend everyone check it out, if you can. We look forward to coming back!

    I have so many good things to say, where do I even start?!…read more First of all, this book and bar spot is absolutely beautiful. It's located on such a charming street, and stepping inside felt like walking into an elevated Barnes & Noble straight out of a Harry Potter movie. There are endless shelves of books across every genre, cozy seating throughout, and the perfect atmosphere to spend hours browsing or reading. The coffee was just as wonderful as the space. I wasn't sure what to order, so the barista recommended a drink and was incredibly accommodating with my many requests. I can't have too much milk or syrup, so I basically gave them a complicated custom order, and they made it exactly to my liking without hesitation. I also ended up buying one of the chocolate bars they had at the counter and turns out it was $20!!!! As a tourist, I had no idea it was a well known local chocolate brand with a factory nearby, so that was a fun surprise. This is the kind of place that makes you want to slow down. I'd love to come back, grab a coffee, spend the entire afternoon reading, and just soak in the comforting smell of books and fresh coffee. Such a cozy, magical spot that's well worth visiting!

    Photos
    Rough Draft Bar & Books
    Rough Draft Bar & Books - Clever display

    Clever display

    Rough Draft Bar & Books - The bar

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    The bar

    Small Talk - cocktailbars - Updated October 2026

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