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    Osteria del Pastaio

    3.8 (544 reviews)
    Closed 4:00 pm - 10:00 PM
    Updated over 3 months ago

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    Osteria del Pastaio Photos

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    OSTERIA DEL PASTAIO ATMOSPHERE

    What's the vibe?
    Romantic
    Moderate noise
    Happy hour specials
    Outdoor seating

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    Recommended Reviews - Osteria del Pastaio

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    Reviews With Photos

    Celeste B.

    I came here for dinner with a friend and I had never been here before so I deferred the ordering to them. We started out with the house made focaccia and they served it with olive oil, cheese and tapenade. For dinner, we shared the pecorini al tartufo Nero which was served inside the Parmesan wheel. The sauce was incredible with the truffle and the cream, it was so delicious. I'm drooling still thinking about it. I, of course, had to take some of the focaccia and scraped the saucy goodness from the plate and the dinner was so satisfying. I had no room for anything else so maybe next time I'll learn not to load up on the bread (rookie mistake) and save some room for dessert.

    GNOCCHI CON RAGU DI CARNE - Homemade Gnocchi, Braised Beef Short Rib in Own Juice
    Mark T.

    If a restaurant is going to be a little rough around the edges, it really needs to earn it. More on that later. Osteria del Pastaio has the right ingredients for something truly special. However, issues with execution and high prices put a damper on the overall experience. What I Had and My Thoughts: - House-Made Focaccia: The good news is that the bread was cooked through, not the "play-dough" so many places pass off as bread, and it had pleasant olive oil and sun-dried tomato flavors. On the other hand, I felt it lacked the airiness of a great focaccia, becoming simply a solid loaf. The slightly acidic diced tomato on top did earn some points. - Calamari Fritti: The sauce was the calamari's undoing. I loved that these were hot, fresh, and lightly fried with only a thin crust. The squid itself was perfectly cooked and not at all rubbery. The issue is that on their own, they were bland. While there was a tasty tomato sauce, it was so watery that it barely adhered. Getting any on a piece required creating a modern work of art on the plate, which became impractical, especially when sharing with a larger table. - Fresh Maine Lobster Ceviche (special): With this one, I have no notes - it was perfect! I happily devoured this dish like no one's business. The flavors hit all five "receptors" of the tongue, making it the undeniable highlight of the night. - Gnocchi con Ragu di Carne: I fear this dish suffered from the same problem as the calamari: the sauce was too thin to properly adhere. The gnocchi themselves were soft and pillowy, and the braised beef was excellent! It was flavorful, savory, and melted in my mouth--and this is coming from someone who generally doesn't even like braised beef. Being cooked in the sauce, the beef absorbed plenty of flavor. However, because the sauce was watery, the gnocchi barely got any. This necessitated eating it with a spoon (which I did, shamelessly) for maximum enjoyment. As a closing note, the tiny amount of greens, carrot, and Parmesan seemed like afterthoughts. The greens, in particular, left little red stems sticking out of my mouth like a farmer with wheat between their teeth! Non-Food Notes: - Service: I want to give credit to the server for his efficiency. Typical pleasantries were discarded, which led to orders being taken quickly. I'm not saying the service was rude; not at all. I'm saying it was a bit gruff and surly, in the best way possible. When it came to speed, I appreciated that drinks and appetizers came out fast, though mains took longer than I expected. Finally, I liked that the service staff worked as a team. - Vibe: I felt that the vibe was tastefully done. The open ceiling gives the feeling of more space. The brown, gray, and black notes work well and aren't depressing, especially since they bring the focus to the table. This is aided by well-executed lighting, with LEDs illuminating the table and not much else with bright white light. The white tablecloths rounded out the experience. - Value: The jury is still out on this one. Osteria del Pastaio's prices are higher than I would expect. This might have something to do with the Mag Mile location. Still, I judge things based on the amount of sticker shock I feel when the bill comes, and there was definitely some. I think the reason is that the aforementioned execution errors made the dishes less than spectacular, which made the prices less justifiable, in my opinion. Then there was the water... - Water?!: Traffic on LSD meant I was last to my table. There was already a glass bottle of water there, and I saw most tables around me had the same. I thought this was them being "cute" and filling it with tap or filtered water... until I saw a waiter open a sealed one. Then the bill came, at a rate of $5 a bottle. It's better to be smart early: if you're offered still water, ask for tap water instead. Final Verdict: Osteria del Pastaio shines through great proteins and a well-executed atmosphere. However, the aqueous sauces and rough-around-the-edges service meant the overall experience was less than spectacular. All of this, combined with prices that demand a more refined experience, means the only thing truly enticing me to come back is the Lobster Ceviche. While not cheap at $26, the price for that dish is more or less understandable given its quality.

    Cheese wheel pasta
    Ryan B.

    The cheese wheel pasta was the best and most flavorful pasta dish I have ever had in my life. Well worth the money and you get the tableside experience which is a bonus. The carbonara wasn't the greatest but it still was good. I have made better carbonara at home.

    Tortellini di Zucca
    Kelly D.

    The butternut squash ravioli was excellent. As was the bruschetta. Lovely dining room on a quieter street off Mag Mile.

    Tie
    Christina H.

    Loved the fresh homemade pasta and it was perfectly cooked as well. The standout dish for me was the duck pappadelle- the duck was tender and the flavors were well balanced. I would also recommend their espresso martinis- they're more on the strong side but the espresso flavor was delicious. Of course we had to try the viral pasta in a Parmesan wheel and it was creamy and a great show but the truffle flavor got a little overwhelming. I'd recommend skipping the tiramisu since it was mainly cream and the coffee flavor wasn't strong enough. The lobster ceviche was fresh but i felt like the mango overpowered everything. Service was friendly and attentive. The ambience is also super romantic so this would be a great date night spot.

    Cheese wheel pasta
    Anna T.

    Had to come here for the iconic cheese wheel! It is a pretty small place, dimly lit but I like the vibes for an Italian place! All our food and drinks came out very quick! To start I had a dirty martini, this was great! I had a Cosmo later which was also very good. We had the calamari and bread service to start. Bread service was good, I liked that it came with tomatoes to put on. The calamari was ok. We had three of us at dinner and we split the cheese wheel for our main, it was the perfect amount of food between 3 people. It was amazing. Sooo cheesy and the truffle flavor was perfection. Overall a great vibe!

    Lobster Ceviche
    Ra Q.

    How this place does not have 5-stars is BEYOND ME! The service is exquisite, the drinks are superb and the food was some of the best I've ever had. I would recommend any of the fresh pasta or the ceviche if you are looking for something light.

    Audrey R.

    did this restaurant make me like gnocchi?!? - I have always been confused why someone would get gnocchi when you can get pasta.... but the gnocchi con ragu changed everything for me - every aspect of this dish melted in your mouth. the gnocchi just needed to be pressed with your tongue to melt away. the short rib was the same, soft meat that broke apart with a touch of the fork. the deep rich meaty sauced stuck to each bite like a glaze. - we started with a Caesar to offset the heavy dishes coming next. you can tell they make the own dressing, it's more parm than anchovy heavy. a bit grainy and thicker than usual but not a bad thing, just unique. solid salad but because not anchovy or pepper heavy it wasn't very rememberable or special - the duck pappardelle had way more Duck than it seems from the photos. there was a duck leg than ripped up bits beneath the stack of pasta. the cooked tomato's added a refreshing texture change. - the outdoor seating was super cute and our server was so so kind. perfect snout of attention to enjoy our table conversation but also feel cared for. only qualm is the price of the non meat dishes, pretty insane to think that's what it needs to be at to make a profit! the inside of the restaurant did not match that price tag, so sit outside!

    Calamari Fritti
    DeAndra G.

    Twirl your fork into pasta perfection at Osteria del Pastaio! This charming spot has quickly become one of my favorite Italian restaurants in Chicago. The housemade noodles are a game-changer--especially when they're tossed tableside in a giant cheese wheel. Yes, it's as indulgent and dreamy as it sounds! Every dish radiates freshness and elegance, but the truffle pasta was the real star for me, bursting with rich, bold flavors that had me savoring every bite. And let me tell you, the Limoncello Martini is a must-try. It's the perfect balance of tart and sweet, truly a chef's kiss in cocktail form. Whether you're here for date night or a special celebration, the cozy, warm ambiance makes it feel like an elevated yet approachable dining experience. Our waiter was very helpful and knowledgeable about the menu. I was practically scraping my plate by the end and already thinking about my next visit before dessert even arrived. This place is an absolute gem! Can't recommend it enough.

    Aditi D.

    If you're looking for authentic Italian flavors, tableside theatrics, and an unforgettable dining experience, Osteria Del Pastaio is an absolute must-visit. From the moment you walk in, the warm, inviting atmosphere sets the stage for a meal that feels both elevated and comforting. The Showstopper - Cheese Wheel Pasta The tableside cheese wheel pasta is hands-down the highlight! They prepare it right in front of you, melting the pasta into a creamy, velvety dream inside a giant wheel of cheese, while burnt rosemary fills the air with an incredible aroma. To top it off, freshly shaved black truffle adds that rich, earthy depth--pure indulgence. Watching the process alone is mesmerizing, but tasting it? Even better. What Else I Loved: Focaccia - Soft, airy, and packed with flavor. Perfect for soaking up every last bit of sauce. Amazing Wine Selection - A thoughtfully curated list with fantastic Italian wines to pair perfectly with any dish. Panna Cotta - Silky smooth, light yet decadent, and beautifully balanced. Tiramisu - Classic, rich, and just the right amount of espresso-soaked goodness. Final Thoughts: Incredible tableside experience with the cheese wheel pasta Authentic Italian flavors & high-quality ingredients Fantastic service & a cozy, elegant ambiance Perfect for a romantic date night or a special dinner with friends This place delivers on both taste and experience, and I can't wait to come back for another round of that cheese wheel magic!

    Kay P.

    This place is one of the better Italian restaurants in the city - every single pasta dish our group ordered was unique and very flavorful, with the perfect amount of seasonings and sauce. They have the viral cheese wheel and we loved it - they prepare it table side and it tasted amazing - truffle, creamy, and very rich. It was double the price as the other dishes though, which I am not sure is worth it. The only downside was the service - It took 1 hour to get our focaccia appetizer and another 40 minutes to get the food. We weren't checked on for water or anything throughout and they brought the crushed red pepper after we finished eating. If it wasn't for the service, I would go back here often because the pastas were great!

    Gnocchi
    Trina K.

    A solid find and the kitchen is open until 10:30! Located just off Michigan Ave near Fourth Presbyterian Church and The Four Seasons Hotel. FOOD Each item was bursting with flavor and very reasonably priced. Roasted rabbit tenderloin wrapped in crispy prosciutto- 5/5 Penne Arrabbiata with sausage - 3/5 *full of flavor and fresh short pasta though not a fave. I wouldn't be inclined to order it again. Sautéed Calamari with Shrimp - 4/5 Gnocchi short rib - 5/5 (gluten free option available) SERVICE Service was what you'd expect close to closing. AMBIANCE The chairs in the restaurant have seen better days almost every seat in the front of the restaurant have a clear view of who heads to and leaves from the bathroom. MISCELLANEOUS There's a 3% charge for using a credit card. We dined as walk ins at 10:20p on a Friday night and things were pretty quiet. In terms of occupancy, there were a couple of other diners who were wrapping up their meals while we were there.

    Cheese wheel pasta

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    29 days ago

    Amazing. I have to go again and take my sister. I absolutely enjoyed the food. The service was simple amazing.

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    Ask the Community - Osteria del Pastaio

    It this like a super fancy place, what should I wear?

    You can get away with jeans and a button up. If it's hot I'd say to wear shorts with a short sleeve button up.

    Do you need a reservation?

    I highly recommend a reservation, but it's not required. This place gets quite busy especially for dinner.

    Do they allow you to bring a bottle of wine if so how much?

    Yes and the Corkage Fee is $28.

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    Acanto

    Acanto

    4.3
    (690 reviews)
    1.1 mi
    $$

    I had a lovely experience dining solo at Acanto. The lobster capellini was decadent, rich, and…read moreabsolutely delicious... easily the highlight of the meal. Service moved at a slower pace than I'm accustomed to, but it never felt frustrating. In fact, it seemed to fit the atmosphere, and the staff were friendly, welcoming, and accommodating throughout. The location is what truly set this spot apart for me. I chose it simply because it was adjacent to the Chicago Athletic Club, but then the tree-lined views overlooking Millennium Park create a beautiful backdrop that makes lingering over a meal feel relaxed and intentional. A wonderful spot to enjoy a relaxed lunch or dinner while people watching.

    Upscale, classic, warm old world style Italian restaurant off Michigan avenue. Indoor ambiance…read moreGIVES off a cozy wine lounge appeal with its crimson wood style and soft lighting. The outdoor space is also plentiful with heated seating that makes the snowfall dinner such a romantic experience. The food was also very good. Here's what we tried. 1. Fusilli: Squid ink fusilli pasta with generous amount of seafood assortment including lobster, scallops, and shrimp. Seasoned to perfection with chili, tomatoes, and garlic. 2. Filet mignon: perfect cut filet cooked to a medium rare with sis of parsnip pree, shallots, and bone marrow butter. Superb 3. Roasted pistachio and Amaretto Coppa: roasted pistachio gelato with amaretto cherries, an crushed amaretto. Love it! Paired it with mint tea. Overall perfect winter night out. Can't wait to come back during the warmer months to enjoy the park scenery along with dinner

    Photos
    Bar
    Bar
    Fusilli with squid ink pasta, lobster, scallops, shrimp, san marzano tomatoes, calabrian chili, crispy garlic
    Fusilli with squid ink pasta, lobster, scallops, shrimp, san marzano tomatoes, calabrian chili, crispy garlic
    Arancino**

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    Arancino**
    GoodFunk

    GoodFunk

    3.8
    (40 reviews)
    1.1 mi

    We tried pre opera drinks and bites at Good Funk on Wacker and overall it was a blah experience…read more The wine selection was interesting, the food was average, at best. We didn't especially enjoy the atmosphere (sadly we were seated at the bar next to some douche dude bros) or the service. I doubt we will return.

    My friend rented this out a few weeks ago to celebrate her 45th. It was the perfect spot for about…read more30 women to mingle, drink cocktails and eat delicious food (compliments of Beaknik). I helped her choose the menu using both Yelp and some help from my bestie chatgpt and came up with the following: 7 Passed Apps: * Mini Truffle Beef Wellington (black truffle aioli) * Short Rib & Brie Slider (Aleppo BBQ, arugula, tomato jam) * Chicken Kebab (harissa-marinated chicken, tahini labneh) * Salmon Taco (avocado, mojo rojo, cilantro) * Mushroom Croquette (black truffle aioli) * Halloumi Skewer (tomato & quince jam, za'atar) * Mini Crab Cake (lemon aioli, herb salad) 1 Stationary Grazing Item: * Mezze Trio (tahini hummus, beet tahini w/ goat cheese, tzatziki, grilled pita & crudité) ---- It ended up being the perfect amount of food- heavy enough to fill us for dinner, but also light enough that we didn't get too full and could stay out late and dance (at the request of the bday gal). They passed the appetizers, but once they passed them around a few times they put them on the bar which became one big grazing station. The drinks were great as well and they even did a signature cocktail in honor of my friend, which was quite strong (hello tequila). The bartender and other staff were super friendly and knew many of us by name after a few hours. It was the perfect cozy spot for this amount of people and I'd love to look into using it again for a similar type of party...or just stopping in for a cocktail!

    Photos
    Behind the bar
    Behind the bar
    GoodFunk
    Great selection of wines

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    Great selection of wines
    The Dearborn

    The Dearborn

    4.4
    (2.8k reviews)
    1.0 mi
    $$

    Last night my wife and I stepped into The Dearborn and had an amazing dinning experience. It was an…read moreatmosphere of comfort and charm. The service was outstanding. Our dinner guide, Nicholas, was superb. Very knowledgeable about the menu and suggested two perfect spirits from the bar. My wife had the Irish old fashion which was excellent. I had a vodka Gimlet, which also was superb. Palate pleasing! The meal was absolutely enjoyable. I enjoyed the Curry Chicken. The thigh meat was tender and succulent. The curry was sweet and creamy. It came with pita bread which added to the dinning experience. Just wonderfully enjoyable. My wife enjoyed the Fish and Chips which beat Bobby Flay. True words from the menu. Wife said if was the best fish and chips she has ever had. Then came the dessert. Now I asked Nicolas and he suggested Pavlova and Blood Orange. Which lead me to survey Margaret and she suggested Sticky toffee date cake. After a friendly jostling back and forth of desert knowledge Greg the Maitre-d made also suggested the Sticky toffee. Both came and to be honest both were outstanding. Excellent choices. All and all this was a great dinning experience from beginning to end. We will return next time we are in Chicago.

    Absolutely delicious! I went with friends to celebrate my birthday and had a wonderful time. We had…read morean assortment of appetizers, drinks, meals and desserts and everything exceed our expectations. Everyone was beyond friendly and the food...sooo good. I shall dream about their chocolate cake. Definitely recommend you give this restaurant a try- you won't regret it!

    Photos
    $12 Martinis for Martini Mondays
    $12 Martinis for Martini Mondays
    New Spring Menu
    New Spring Menu
    Spring desserts

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    Spring desserts
    Vol. 39

    Vol. 39

    4.4
    (148 reviews)
    1.2 mi
    $$$

    Came in today with a group of eight friends over an hour after cocktail lounge opened (slower…read morehours). I'll begin by mentioning the drinks tasted great & the ambiance/overall esthetic and setup of this space is really wonderful. Unfortunately, my low review is because of the obvious distastefulness of some staff who are serving & bartending here. My guests visiting from out of state wanted a stiff drink in the afternoon & from the website photos + reviews, Vol 39 seemed like an awesome place that could accommodate our party with the large sofa seating. I even called ahead to ask about walk-ins of our size to be extra considerate. We received shocking dagger glares from a few staff members which made all eight of us immediately uncomfortable before even being sat. Like we were committing a major crime for thinking we could step foot in here. Empty stack of glasses slammed on the table with a water pitcher placed beside them; "I'll be right back." In a sharp tone. Ok. But not if we're paying $20 per person per cocktail. We were rushed and this attitude persisted, it is lazy.. especially given it was extremely slow.. super surprising for such an elevated establishment. Then, after a long while, we were all asked what we wanted to drink, like a fast casual burger joint. No, "any questions about our selections" or, "may I give some suggestions?" Never came by to check on us once despite the three other two tops inside. We wrapped it up fast since we definitely could choose another location with more attentiveness & basic kindness. We paid, a hefty gratuity in small print on the check which.. you guessed it.. was automatically included but no mention of this tidbit by the server. Maybe this is why we revived all this mean girl energy from the jump? Because they'll still get paid really well regardless? All eight of us have been a part of the service industry and this one stuck out extra frustrating & annoying. Never leave a low review, I'm writing today to management because they will ruin your repeat clientele, seriously. People can find another fabulous cocktail with way better service & vibes in the city. Overall, it was a shame my friends experienced this gross behavior today in the fabulous city of Chicago. Hope the staff does better in the future and works on improving their outlook.

    Yelp steered me here while I was looking for a place to grab a quick cocktail, and they did not…read moresteer me wrong. The bartender, Rachel was knowledgeable and friendly, the cocktails were tasty, the oysters were OK. I was only there for about an hour, I had a cocktail or two and a glass of wine and the aforementioned monsters but I would highly recommend this spot if you're down by the Chicago board of trade area. Lovely ambience, wasn't too busy (it was early) and the staff were attentive without being overbearing.

    Photos
    Vol. 39
    Vol. 39
    Sgroppino

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    Sgroppino
    The Purple Pig

    The Purple Pig

    4.3
    (9k reviews)
    0.5 mi
    $$$

    The Purple Pig has risen to be my absolute favorite restaurant I've had the joy of eating at in…read moreChicago. After coming back to the city almost a decade later, I knew I wanted to have a meal here. The best way to eat a meal here is to share all the dishes with friends. Sage Gimlet (5/5) - I started my meal with a refreshing sage gimlet that was a strong but well balanced cocktail. Roasted Bone Marrow (5/5) - I 100% would recommend getting this appetizer to start off the meal. The marrow was perfectly roasted and paired so well with the jam and salad. Roasted Beets (5/5) - If you love beets, get this salad. The flavors were so well balanced and I really liked the fried balls of goat cheese. Agnolotti (5/5) - This pasta was amazing!! The short rib and bone marrow with the fresh pasta still makes my mouth water. Scallops (5/5) - These scallops were perfectly cooked. The crispy prosciutto was a tad on the salty side. I honestly love the energy and the flavor bomb this restaurant packs. I can't wait until I'm back in the city and can dine here again.

    This was one of the best food experiences I have had in my life. I'm so glad I was able to reserve…read moretwo seats at the bar. Walking to the location, my friend and I discussed the various dishes we would like to try. In hindsight, I'm grateful for the walk because it helped make room for the dishes we would try. When we entered, we immediately were seated and greeted by Omar. His knowledge of the menu helped us focus on our dishes. We ended up ordering: squid ink chitarra, agnolotti, salt- roasted beets, pork belly, and gelato. Each dish was better than the next. The brown butter and red wine jus used for the agnolotti was addictive and the squid ink was delectable. Who knew salt- roasted beets could taste out of this world? Not me. We ended with a glass of limoncello and champagne to accompany our vanilla gelato. I'm already looking forward to my next visit.

    Photos
    Inside
    Inside
    Chicago style hot dog
    Chicago style hot dog
    Squid Ink Chitarra

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    Squid Ink Chitarra
    The Gage

    The Gage

    4.2
    (3.7k reviews)
    1.1 mi
    $$

    Had lunch here and were seated right away. Our server greeted us promptly and took our drink order…read moreimmediately. We ordered the venison burger and, honestly, I was hesitant at first because I was worried it might be too gamey. However, our server did a great job explaining what to expect, and she was absolutely right. The venison patty was juicy, flavorful, and exceeded my expectations. The food was delicious and beautifully presented. Service was attentive and efficient throughout our meal. They also have an impressive selection of signature cocktails. I didn't end up trying one because the drink I was interested in sounded a bit too strong for lunch, but it's definitely given me a reason to come back later for drinks. Overall, I left as a very happy customer and would gladly return.

    Came here for lunch with my coworkers and had a really enjoyable meal. Our waiter was super…read morefriendly and attentive so it was a good experience from start to finish. We started with the poutine to share, and it was a solid appetizer. I especially loved the pickled onions on top, which added a nice tangy contrast to the rich gravy. For my entrée, I ordered the fish and chips and was pleasantly surprised by how large the pieces of fish were. The fish was flaky, fresh, and cooked really well, while the fries were nice and crispy. We ended lunch with the vanilla crème brûlée, which was a great way to finish the meal. It had a nicely caramelized sugar topping and was a solid dessert overall. I'd happily come back to try more of the menu.

    Photos
    The Gage Bar
    The Gage Bar
    Blueberry French toast
    Blueberry French toast
    The Gage Bar Area

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    The Gage Bar Area
    Chicago Winery

    Chicago Winery

    4.3
    (65 reviews)
    0.3 mi

    I stopped by Chicago Winery on a Wednesday early evening solo and was able to sit at the bar…read morewithout reservation. I was blown away by the ambiance and decor. Chicago Winery prioritizes upscale and intimacy but their service is personable and friendly allowing you to feel right at home. On Wednesday they offer a Happy Hour special, $5 off a tasting and $10 wine by the glass. The server as extremely kind, and was able to offer me some suggestions based on my personal palate and wine interests. I landed on the Winemaker's Tasting, which included 4, one ounce pours, including Blancs de Blancs, Albarino, Barbera and Merlot. I paired the tasting with the a BYOB board. From their menu I picked the olives, Afterglow, and the Tempesta Guanciale. The server was educated on the wines was able to walk me through the tasting and pairings but gave me independence and autonomy to enjoy at my own leisure and pace. I highly enjoyed my visit and absolutely will be returning to dine in, as well as to get a winery tour!

    Was gifted the wine tasting and tour for my birthday which was a very fun experience. Great deal to…read morebuy wine after. I preferred the whites and was disappointed by the reds. We had the date package and ate at the restaurant after. I recommend the pork schnitzel and pierogis. We ordered four shareables but weren't blown away by the butternut squash fondue and gougeres. Loved our hostess for the wine tasting, but wish there was more guidance on tasting notes and wine terminology. I'd recommend though to any wine lovers, I still learned a lot!

    Photos
    LIVA Private Dining Room
    LIVA Private Dining Room
    Dinner Reception
    Dinner Reception
    Enjoy a seasonal American menu in our restaurant

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    Enjoy a seasonal American menu in our restaurant

    Osteria del Pastaio - italian - Updated July 2026

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