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    Pennypacker’s

    3.5 (12 reviews)
    Closed 11:00 am - 8:00 pm

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    Porchetta sandwich
    Alyanna T.

    My partner and I shared the porchetta sandwich - TASTE: 5/5 - was not expecting the sandwich to be so good lol. The sweet peppers and relish combined w the salty pork, marinated in rosemary, garlic, and fennel, was chef's kiss TEXTURE: 4/5 - fatty pork, crunchy skin, and a tender ciabatta roll - very satisfying PRICE: 4/5 - $14 sandwich wasn't too bad SERVING SIZE: 4/5 - hearty portion and filling for lunch SERVICE: 4/5 - walked up to the counter, w no line, at 12:30pm on a Friday and the order was ready in under 5 minutes ATMOSPHERE: 4/5 - one of many options at the bustling High Street Place Food Hall PARKING: 4/5 - got a metered street parking spot a couple blocks down on Oliver St

    Chicken sandwich
    Danielle D.

    We were in town for Seaport's "Snowport" winter festival and this was our first stop for food. The chicken sandwich was crispy and juicy! It could have used a little bit more buffalo sauce, but then that would probably make the sandwich soggy. For being a 5/5 coming out of a booth on a busy rainy day, I bet their main location would knock people's socks off. Also, their service was super friendly and personable!

    Menu and sign
    Mark T.

    After half a year of working in the area, it was finally time to try Pennypacker's @ HSP. I wish it were a better experience. I wanted to be lenient, but if you ask me if I'd order the Brisket Sandwich again, I'd have to say no. While nothing was glaringly wrong, several more minor issues added to a disappointing experience. Before I throw the book at these poor folks, here are a couple positives: First, the sandwich contained a generous amount of protein! Second, the service was friendly and amply quick. Thirdly, I did immensely enjoy the lime-marinated onions. Now, the 'book': First, the bread did not work for this sandwich. The crust had substantial give, which caused this poor thing to get crushed under a bite. As a result, the fillings would start to get squeezed out after the first chomp, after the fourth, good luck. Then there is the question of veggies & cheese. As much as I enjoyed the onions, I would have liked more of them. These were already applied rather lighthandedly, and the crushing issue above didn't help things either. As for the cheese, while I am a cheese lover, I don't know what the crumbled queso fresco added here. The cheese lover in me wishes the cheese element were more impactful. Then, we come to the crux of the matter: the protein. I learned from the food-based YouTubers that salt brings out the flavor, and fat carries it; this brisket was lacking in both. The pulled meat was 95% lean, with a couple of small pieces containing any noticeable fattiness that makes brisket so heavenly. I wouldn't go as far as to call it dry, but the lack of moisture was evident. As I ate, I felt some sauce was definitely called for. It would free three birds with one key: add moistness, flavor, and salt. Finally, I was surprised that the sandwich was cold, though I don't know if that's by design. While these minor issues compounded on top of one another led to a less-than-stellar review, all are easily fixed. A different bread, an extra scoop of onion, a sprinkle of salt, a squeeze of sauce, and hopefully some fattier bits of brisket, and we are in four-star territory. Make the sandwich hot, and we might be flirting with five!

    the counter area of pennypackers
    Nick Y.

    I recently had the Porchetta sandwich after a recommendation from a friend, and it didn't really live up to the hype. It was okay. The porchetta was good but the sandwich just wasn't worth anywhere near the $15 price. We had one sandwich with the cherry mostarda and the other with the onion agrodolce per the employees recommendation. I'm glad we did that so we could try both. The mostarda was incredibly sticky to the point where each bite my teeth would feel like they were glued together. The bread however was very very good. The fried potatoes were very good and definitely recommend adding a side to your order. Service was super friendly and very quick turnaround time.

    Half of the Porchetta with Onion Agrodolce

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    Sam LaGrassa's

    Sam LaGrassa's

    4.4(1.3k reviews)
    0.3 miDowntown
    $$

    I'd heard of Sam LaGrassa's for years but had never managed to make it there. My first introduction…read moreended up being at a corporate event in Boston's Seaport district, where lunch arrived courtesy of one of the city's best-known sandwich shops. The catering was impressive. Before anyone even took a bite. Every half sandwich was individually wrapped and clearly labeled, with salads and sides neatly organized, making it easy for a large group to grab lunch without the usual catering chaos. The choices were wide and varied. We took our lunches upstairs to a rooftop seating area overlooking the Seaport, which made for a pretty great setting on a beautiful afternoon. I chose the Gobbler, and it lived up to the hype I've since read in other reviews. At first glance it sounds like a Thanksgiving leftover sandwich, but it's much more than that. The turkey was fresh and flavorful, and it was complemented by stuffing, cranberry sauce, spinach, pepper jack cheese, and just enough chipotle mayo to add an unexpected kick, without overwhelming everything else. It's one of those combinations that sounds busy on paper but comes together remarkably well. I spoke with several others over lunch, and they were equally impressed with their choices. That's always a good sign when you're feeding a crowd. It's one thing to make a great sandwich to order; it's another to deliver dozens of them catered while maintaining that level of quality. Since this was catered, I can't really comment on the restaurant itself. The service on the catering side, however, was evident in how thoughtfully everything was prepared and packaged, and the rooftop setting where we enjoyed lunch certainly didn't hurt. Needless to say, this won't be my last Sam LaGrassa's sandwich. I fully intend to visit the restaurant one of these days, and in the meantime I'll spend some time trying to recreate that Gobbler at home (maybe with sliced roasted chicken, but also with turkey when I have it). It was that good.

    Was craving a sandwich so had to try Sam LaGrassa. We were driving in Boston but didnt realize how…read morebad parking is downtown. It was so bad that we couldnt find a spot so my partner had to get out and order, while I drove around the block. But besides the parking. The Pastrami Reuben was expensive but very good. They gave you a generous amount of the pastrami. The bread was a very tasty pumpernickel. Will definitely come back. But I may just take the metro in or order for delivery lol

    Photos
    Sam LaGrassa's - Inside

    Inside

    Sam LaGrassa's - Caesar Salad

    Caesar Salad

    Sam LaGrassa's - The Gobbler on a roll

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    The Gobbler on a roll

    Monica's Mercato

    Monica's Mercato

    4.3(768 reviews)
    0.7 miNorth End
    $$

    I came for the much heralded Italian sandwich and it did not disappoint…read more Small, 2-room shop on Salem Street, right next to Bova's Bakery, good for Italian provisions and artful Italian sandwiches. As the name "Mercato" implies, it's not a restaurant, so no place to eat, no place to "do your business" after, and if you've made it to the north end, you already know there's no place to park. -- Italian Sandwich: Long, soft bread, kinda like the kind you had in your school cafeteria, only a million times softer, a million times more crackly, and a million times better. Setting the base are oil, balsamic vinegar, lettuce, tomato, pickles, hots, and provolone. Italian sandwiches usually come flat-stacked or in a C-shape. Here, it's a fluffy stack, with the VERY-thin-sliced-to-order meats-- prosciutto, mortadella, salami-- piled generously but delicately, like tissue paper. More oil and balsamic on the other side seals the deal. It's a glorious sandwich that'll fill you up with the first half, but you'll want to keep eating the second half, because it's so good. The deep flavors of the meats comes through, and that's soft, crunchy bread is a delight. Pro tip #1: Get it with a small side of pesto. Have some bites with, some bites without. Pro tip #2 (in more ways than one): Plan your restroom visit at the nearby Boston Public Market. Pro tip #3: Plan your eating near the Paul Revere statue on Hanover Street, at the basketball court down Stillman Street, or on the Greenway down Hanover Street.

    Sneaked our way into this place right before close since we didn't make dinner reservations nor…read morewanted to wait longer than an hour. However per my cousin, it was absolutely a gamble getting into Monica's due to its popularity. It's your typical Italian deli and stocked with many of yummy bites. I couldn't pass up the burrata special, holy cow, was this fresh. Every bite I wanted more. The balsamic had a lovely twang to it. Super fresh produce and fresh bread!! Can't beat it!

    Photos
    Monica's Mercato
    Monica's Mercato - Caprese Burrata Special

    Caprese Burrata Special

    Monica's Mercato - Outside. Line building and got much bigger...!

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    Outside. Line building and got much bigger...!

    Archie's New York Deli - Yahooooo Bayycon!!!

    Archie's New York Deli

    4.5(265 reviews)
    0.2 miDowntown
    $

    Such a solid little deli spot in downtown Boston. The guys working there were really friendly and…read morepleasantly chipper. I ordered a chicken salad on a croissant with pickles, onions, and lettuce and it was really good. The best part is you can pretty much build whatever sandwich you want- breakfast or lunch. They've also got plenty of drinks, chips, and treats to choose from. Service is crazy fast too. They had my order ready in no time. There's a small bar setup with a few stools and a couple of tiny tables, so you can sit and eat quickly, but I wouldn't rely on getting a seat if it's busy or if you're with a group. My custom sandwich was $10, which felt reasonable. They've been around for 32 years, which says a lot. Definitely one of those local spots worth supporting. I'll 100% be back. Highly recommend.

    Very solid, no frills spot for an affordable breakfast. I was just recently put onto this place…read morewhen someone on TikTok left me a comment recommending it, and I've already been a few times. I still can't believe that I only just found out about the place despite frequenting the downtown area and working close by for nearly a decade. They're quick counter service and serve a few simple items for breakfast and lunch, mostly sandwiches. So far I've had the pastrami egg sub and the yahoo sandwich. They're both good, but I'd have to say the yahoo is the winner so far as far as the sandwiches go. You can order online, which is a big plus for me and it's very easy to customize items through the online ordering portal. I also happen to really like their iced coffee, too. It's nice to see that there are still simple, no frills spots that execute good tasing food at a reasonable price, and Archie's is definitely one of those spots.

    Photos
    Archie's New York Deli - Quick service counter

    Quick service counter

    Archie's New York Deli - 2 Egg Scrambled eggs and cheddar cheese w/Home Fries.  Add Bacon, Bagel w/cream cheese.

    2 Egg Scrambled eggs and cheddar cheese w/Home Fries. Add Bacon, Bagel w/cream cheese.

    Archie's New York Deli

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    Paisani - Caprese Melanzana

    Paisani

    4.6(17 reviews)
    0.0 miFinancial District

    Ok so let's just say FIVEFKNSTARS. ok? ok. I don't give the 5 stars often, but when I do, I mean…read moreevery red square and white star of it. kickin' it off with the queer-o-meter. yeah, uh.. ten! The staff is so nice and it's Boston, low key all around. I'd like to officially put my bid in for the seasonal Korean "Good for the Seoul" BBQ sandwich to find a home on the permanent menu. It just ended in July and I am heartbroken. My taste buds are piiiiiiiiiiiiiiiiissed to say the least. It was the sandwich that dreams are made of: soft (yet firm) seeded roll, thin fresh cooked chicken cutlets, cabbage slaw, pickled carrots, gochujang BBQ sauce and sriracha mayo. I stood in 85 humid sunny Boston heat for 20-25 min for it. Yes, it's that good. It's heaven on a bun! I've gotten the Drunken Parm, the Hogan, and the Caprese as well. All solid and delicious. I've never gotten one I didn't like. They are pleasant and open to customizing them as well. i.e. no lettuce, extra onion, BBQ on the side. I'm also not sure how, but Thomas the cashier remembers my name every time. That's SO impressive. I mean, I know I don't blend like most, but still, my name among all those people all week long at all the locations? I feel honoured to say the least. Seriously. I didn't get a picture of the BBQ sandwich because honestly, I had devoured it before realizing I should have. whoops. I did get a pic of the Hogan and will post that soon. The good: All of it. and I mean ALL OF IT. You can opt to get chicken, eggplant or one cutlet of each if you're feeling swanky. The location - this is good and bad. Good right by my building and bad that it moves down to Dewey Sq other days. BOO! The bad: The line. They open at 11:30am at Rowes Wharf and there is a line that starts to form at 11:15. I got there today at 11:20 and there were 8 people ahead of me. I might bring a lounge chair with me one of these days. The cost. I personally don't feel it's outrageous. It's a food truck in Boston on the Wharf and it's phenomenal. However, that said I think it's at the cap of what I would spend. I feel it's worth it for what you get. it's $15 for 1/2 and $20 for full sandwich. Pro Tip: psssst, get the full and take 1/2 home. Or eat it if you can't control yourself. I won't berate you for that. I don't consider it bad, but some do.. they cap you at 4 sandwiches per order. If you want more, get catering. And invite me over. Cheers!

    Caught Thomas right at closing -- and the chicken was already gone. So I pivoted to eggplant parm…read morewith vodka sauce and whipped honey burrata... and wow, no regrets. Believe the hype on @paisanifoodtruck. Absolute

    Photos
    Paisani - Paisani 5/2024

    Paisani 5/2024

    Paisani - The Purple Line

    The Purple Line

    Paisani - Drunken Parm

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    Drunken Parm

    Chacarero - Cross section of Large Combo sandwich

    Chacarero

    4.1(459 reviews)
    0.2 miDowntown
    $$

    Stopped into Chacarero for lunch and was immediately overwhelmed when I got to the counter, in the…read moreabsolute best way possible. This place is basically a no-nonsense manufacturing line of sandwiches. Orders flying, ingredients moving, sandwiches being built one after another. It looks like controlled chaos, but these guys have it down to a science. I'll be honest, I realized pretty quickly that this particular style of sandwich just isn't really my thing. But that's entirely personal preference and has nothing to do with how well they make it. Everything was fresh, generous, well put together, and clearly made by people who know exactly what they're doing. If this is your kind of sandwich, I can absolutely see why people love this place. Great service, good vibes, and a really cool, authentic lunch-counter experience. They know what they do and they do it damn well. It might not be my go-to style of lunch, but I'd still recommend Chacarero without hesitation to anyone who looks at that sandwich and thinks, "That's exactly what I want."

    Returning to this fave spot after 25 years and it is just as delicious as it was back then. So…read moreglad this place has turned into a restaurant, I remember it as a window/counter on the side of the wall. This time I got the vegetarian and boy it was just perfect. The now medium size was just right and I love the beans -- just like how I remember it. On Fridays they have a vegan sandwich which my friend got and she loved it.

    Photos
    Chacarero - Sweet Oven Fried Potatoes & empanadas

    Sweet Oven Fried Potatoes & empanadas

    Chacarero - So cute!

    So cute!

    Chacarero - March 2026 New chips!

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    March 2026 New chips!

    Figaro's - Mexican Street Corn Chicken Salad

    Figaro's

    4.4(222 reviews)
    0.3 miLeather District, Waterfront, South Boston
    $$

    I wish there were more stars to give. I love this place - it's like going home, every time I walk…read morein there! The staff is so friendly & kind. I usually ask for Maro to make my sandwich, because that girl is good! She knows me! I walk into the restaurant & make eye contact with her & she's like "I got you ..." no words needed. Now, that is customer service! I wish more places were like this! And the sandwiches!?!? You have to try it to understand. There's a reason they were voted #1 in Boston! Heaven above! I love everything about this place!

    This is the most expensive Sub place in the area that I know of. 20 bucks a pop…read more I had never been here before but always seen it next to the pork bun place I frequent. I got the Steak Pizzaiola It was a bit dry tasting but had everything In it I ordered and was wider than other sandwiches I usually get, nice portion imo. Worth about 20? perhaps It was alright but not great. Maybe I should have chose something different. Upon Entering there was already a line two people before me. 1 waiting for food and the other waiting to order. The workers were busy making subs. and it took about 5 min before the 1st guy got his food, the 2nd guy ended up leaving ordering nothing. After he got his food I waited another 11 minutes just standing there, every so often an employee would look at me and one finally said they would be right with me. over 10 minutes is too long. I thought maybe they have a lot of online orders? Another person came in after me and during my wait period to order he ended up leaving as well after 7 minutes. I used to actually own a sub shop in Plymouth a few decades ago that got very busy. If there is a long line of people coming in, take the order right away so they can just wait for the food. people dont tend to wait so long as I did and you lose money. This will keep them there. One issue I had was one of the workers a female was sweating profusely while making the food. dripping from her forehead down her nose and hitting the table. Her shirt had sweat all on it. I got a different employee that made my food thankfully , but I keep thinking about this and dont want to go back, this is a food safety issue. Its disgusting to be honest. This was my first time going there and I am a local. I think the sub variety looks good on the board but it took way to long to get the food. after ordering it was another 10 minutes. so altogether around 27 or so minutes. Becketts right around the corner very fresh subs and only takes less than 5 to order and get the food out, they are also busy all the time but much more efficient and friendly. I wanted to like this place and am sure many do but its just not for me and I also dont want sweat in my food.

    Photos
    Figaro's
    Figaro's - The Italian

    The Italian

    Figaro's - Outside

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    Outside

    Pennypacker’s - sandwiches - Updated September 2026

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