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    Benny's

    4.2 (32 reviews)
    Closed 4:00 pm - 9:00 PM

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    BENNY'S ATMOSPHERE

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    Recommended Reviews - Benny's

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    Drink menu - Spring 2026 with an Italian 76
    Bill D.

    I have been wanting to go to Benny's since they opened quite a while back, but hadn't managed to get it. This time, in advance of a concert I made sure to get a reservation. I'm glad I did! The service was great! Out server chatted with us about cocktails and watched over us without being too pushy. The atmosphere is straight out of Philly. The decor is all Philly, all the time. Super cute! We really enjoyed our meals. The chopped salad was a tad heavy on iceberg lettuce and spicier than I like, but my partner was enthralled. The garlic knots were yum and plenty garlicky! My fettuccine bolognese was just how I wanted it. Pasta was perfectly al dente. My partner enjoyed her classic spaghetti and meatballs, but not that they were denser than she really liked and a touch salty. We shared the cannoli, which were fantastic. It's a great spot!

    Philly cheesesteak
    Zaide A.

    Service: incredible service. The male bar tender although at first seemed quiet and maybe could be taken as uninterested quickly opened up. The female bartender was happy and talkative from the start. Attentive, caring, and the owner was even getting into conversation. Beautiful people in a beautiful establishment. Ambiance/atmosphere: idk where to begin. It is perfect. Everything you would want in a casual fine dining experience. Dim, but bright while Being quiet but so full of life. The bar was perfect and the seated tables have perfect space and comfortability. Bar seats aren't known to be all that comfortable, but I could have sat there all night. The type of place you could have a first, second, and even a wedding night date, but also feel comfortable enough to talk sports. Food: This food was so incredible that I attended 3 times. I was in Portland for a week and ate there 3 out of those 7 days. After the first meal I knew I needed more. I even got food to go on my way to the airport, late for my flight but by no means worried. Worst case scenario I miss the flight and eat at Bennys again tomorrow is all I thought it myself. Unfortunately I made it. Let's Talk food Philly cheesesteak: as the owners were Philly Italians, you can imagine that it was perfect. The most amazing chewy, but crispy soft semolina stick with perfectly cooked 8oz shaved ribeye with cooper sharp melted in and all sitting in that perfect loaf of bread. This Philly was purchased all 3 times. Absolutely amazing. Chicken Parmesan: a perfectly crispy, Juicy, savory chicken cutlet underneath a perfect in house made marinara and mozzerela. The choice of a side salad that had the perfect dressing to go along with an amazing crisp fresh crunch.(also can be enjoyed with an amazing spaghetti). This masterpiece could also be served on another fresh baked semolina stick and you can imagine it just brought it to the next level. Truly a perfect chicken parm. I'll Be perfecting my cutlets until I can match these. Desserts: The tiramisu was perfect, the best I've ever had. It was creamy, rich, and had the most perfect coffee flavor. The best part is it was the perfect cool not cold temperature. Just amazing. Cannolis: Two very large cannolis come in an order and they're perfect. From the sweet, rich, but citrusy ricotta filling to the perfect crispy shell they were heaven in each bite. I got a second order my first time and my next two times I got 2 orders straight away. I'll be waiting to enjoy these again. Best cannolis around. Espresso martini is by far the best I've ever had. Highly recommend. My next trip to Portland, I'll definitely be reserving tables for each day that I'm there. Bennys I'll be back and that is a promise.

    Chicken Parm and caesar salad
    Denver C.

    I have been waiting patiently for my time to finally try out Bennys, as it seemed the perfect backdrop for a cold autumn night. Who wouldn't want a classic red sauce joint to hunker down in? Well the atmosphere exceeded all expectations. We went there on a Sunday night as a walk in and were seated in about 10 minutes. It is rather small so i could see this wait being very long on a busier weekend night. The food was incredible cozy italian. We started with the garlic bread which i think is much better steal than the garlic knots for the price. Then we got the meatballs and spaghetti, the mussels and linguine, while i went for the chicken parm with the caesar salad (it says house salad on the menu but you can sub for the caesar which is i think the superior choice is. Every last bite was consumed! my chicken cutlet was huge i could even share is amongst the table. The meatballs were huge! and the clams were wonderfully fresh. We were so full we left with a tiramisu and cannolis to go for later and these were also spectacular. Wait staff was so kind and great at checking in on you as well. Bennys is definitely worth a visit. My only reason this does not get 5 stars was because the food takes FOREVER to come out. The garlic bread came out right away and we waited at least 30 minutes for the entrees after that. I'm not sure if that is normal, but definitely not the place for a quick bite, make sure to have some time. We will be back again!

    Spaghet and a dirty martini
    Conor D.

    Oh Benny's everything begins and ends with the quality of the service and here it was wonderful. Every single person on the staff made my wife and I feel welcome and attended to while we waited. It's the kind of spot you can't wait to come back to. The food has been stellar every time and according to my wife the dirty martini is to die for. The steak and cheese hit it out of the park and even as a die hard Boston sports fan the Philly centric vibe is something special. I can't say enough great things about this place, and as an add on- the girl who worked the front of house deserves a raise because she was outstanding

    Rigatoni

    Perfect vibe, extremely clean, friendly, great music, phenomenal drinks and melt in your mouth food makes this a definite go to! We will be back.

    Company Logo
    Caleb M.

    This has been one of the spots to recently open that has been hyped up as a must try. Due to an event in the area my wife and I had no excuse but to check it out! Opened by the people behind Ramona's that I have not tried. They want to be a Philly inspired sandwich spot while also being a red-sauce joint. Their space is small with bar seating available while also offering tables too. Showing up right around open both options were available which we decided on a table. One side getting chair and the other booth style. It reminded my wife of a New York spot. Due to our event drink wise we stuck to just water that our waiter was attentive to refill the bottle when needed. Food-wise we started by splitting their mozzarella sticks and while tasty and seasoned well had almost no cheese pull to them and if you look at my reviews a different spot has amazing best I have had mozzarella sticks! Next time I would change and try their garlic knots. Entree wise I got the spaghetti and meatballs while my wife got the Fettuccine Bolognese. We both enjoyed our meals but they did not quite reach to being our favorite versions of that meal or pasta in general that results in the four stars. For the price point and only getting three meatballs it was a touch disappointing. I will say despite this they nailed their tiramisu that was the perfect ending to the meal! I hope they succeed and are successful in business! I think we need to return to try their sandwiches for a different take on it. Also I would come back for their pasta dishes but it will not become by go-to spot. Good addition to Portland just needs to improve in some ways to push me to thinking it's outstanding!

    Inside
    Danielle V.

    What a cool, unique spot in Portland. We sat at the bar and the service was fantastic. We got the mozzarella sticks, the cheesesteak and the clam pasta. The mozzarella sticks were amazing and the cheesesteak was also fantastic. The pasta was okay. It was pretty busy in there so I suggest making a reservation. I will be back to try more of their food!

    Chicken parm sandwich
    Katie M.

    Loved this new spot in downtown Portland! Benny's offers an intimate ambiance filled to the brim with Philadelphia nostalgia. Our waitress was friendly and attentive. The menu is a bit small but everything we had was really good. I ordered the chicken parm sandwich, overall it was fantastic. If I was being nitpicky, the chicken was a little dry at parts. My husband ordered the Philly cheesesteak and it could have used a little more cheese. However we were both very happy with our meals and left empty plates.

    Vegan sandwich, chicken parm with Caesar salad on the side
    Megan J.

    I love that they have a vegan sandwich option. It was delicious. The Caesar salad is really good as well. My dad enjoyed his chicken parm. The service is prompt and always friendly. It is a really cool old school vibes in thers. Def recommend making a reservation if you can because they are consistently busy.

    Cannolis, two large ones!
    George M.

    This ain't you father's cheesesteak joint! And it's quite the opposite atmosphere of the dark Broken Arrow we sadly lost on that spot. Bright, airy, friendly and it could never be called pretentious. The feel was part diner, part bar, and the 2 TVs have MLB for Phillies games! The menu looked good and I was gonna try their cheesesteak (and ask to swap traditional provolone--whiz aside--for the stated cheddar) when I copied a neighbor's order of mussels, the daily special. It was a pesto sauce with fococcia, and both were outstanding! Some of the best I've had. Drinks? Well all I could say is the excellent Goldies martini cost $10, and it wasn't happy hour! And then dessert: tiramisu or cannoli. We got the latter and, again, seriously best cannoli in Maine. Apparently they have a pastry chef. And, uh, only $9...for TWO! Damn! Sure, the cheesesteak is like $19, but a pathetic Pat's steak in south philly is now $18!!

    Spaghetti and Meatballs

    Yes, this is the place! I knew the progeny from Ramona's and the South Philly Italian food scene, if done right, would be a hit. Might be a bit biased as a former East Falls resident but this is good, no nonsense, Sunday gravy type of spot. Meatballs - impeccable and smooth; chopped salad - great use of sharp provolone and tossed just right; the chicken parm is proper; and the drink menu highlights the beauty of Campari. Don't miss the Tiramisu either. Despite not being cash only, it feels like it should be and wouldn't be surprising to see a Sarcone's truck pull up to the back to drop off some bread. The decor is Philly to a T and is unpretentious like a longshoreman on the Delaware river. You won't be disappointed. It is a small spot so be sure to get a reservation if you can!

    Brittany P.

    sat at the bar towards the end of the evening on Bennys opening night - the establishment is so clean cut, it's a very soft, comfortable environment. the decor is awesome with vintage philadelphia photos and athletes. i tried the mozzarella sticks, they're huge ! the breading on them is a great texture. oregano is very present in the seasoning. the pretzel garlic knots were 10/10. two of my favorite things combined! the texture of the pretzel is spot on. a bit crusty exterior with a soft, sour doughy inside. the tiramisu was out of this world. very flavorful. great light, fluffy whipped topping and dense cake.

    Chicken parm, spaghetti and meatballs, and fettuccine bolognese
    Eva M.

    Love love love this place. As a Philadelphian, it was a super cool vibe. Diner meets cool, hip restaurant.

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    8 months ago

    The food! We had four pastas, an eggplant parm, and garlic bread. Only the bread was good.

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    10 months ago

    I wish this place was open in the day. Really dope Cheesesteak and excellent Negronis. Nice vibe. Service cool as well.

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    10 months ago

    We had a lovely time at Bennys! Eggplant delicious! Bartender super nice! Cesar yummy! Great ambiance!

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    Leeward - Cabbage salad

    Leeward

    4.5(158 reviews)
    0.1 miArts District, Old Port

    Finally made it back to Leeward after a couple of years, and it's just as delicious and incredible…read moreas I remember it. This time my husband and I brought a friend with us, which meant more sharing and trying a lot more of the menu. We started with the kale salad and the gnudi pasta, with the latter being the star of the night. The kale salad was delicious, incredibly light and refreshing. We accompanied these with some aperitifs from the never-ending and impressive cocktail menu. The gnudi pasta was listed as a main, but it made for an incredible app. For dinner, I ordered the tagliatelle, which was divine. My friend's rigatoni may have been the best out of all of the entrees, though. It was phenomenal. We finished our meal with dessert. It was this almond and fruit cake that was delish, although the dessert menu was a bit limited for what I expected. As always, the ambiance is just lovely. The dimly lit vibes make for a romantic and cozy time, especially during the winter. Our server was thoughtful and attentive and had great wine recs!

    Hot and highly rated, creative dining, EXCELLENT and attentive wait staff; this was just not the…read moreplace for me, but MAY be for you. Reservations booked almost solid for days if not weeks, they do "allow" walk ins for high end bar seating. I was lucky to get a preferred bar seat that overlooked the theater of the cocktail creations at the center of the bar. Very entertaining indeed. Prior to that, we had to wait in line at the door before opening and then be assigned a specific seat. As one who hates standing in line for food and specifically avoids food trucks or food festivals for this reason, I was already slightly disagreeable. Obviously I would have had better humor with a long time reservation. Add to that, in order to park not too far away we street parked earlier and had to send one of us out to electronically feed the meter on this early evening experience. I do admit that the creative flavors of the dishes were appealing, if not a little too rich in dressings. I should have asked to have the dressing on the side of my lovely kale salad, but I WANT to trust the chef of a truly reputable high end establishment to not drown it. Still it was lemony delicious. The pea pesto was also creative , but again, slightly less sauce is MORE, it would keep me yearning for another bite. My partners steak was a bit chewy in the cut, we very much respected the bartenders suggestion that he have it rarer than he normally prefers. The potato "hash browns" (my quote) with horse radish sauce had a distinctive flavor and texture which was also crispy and delicious and allowed for a few bites each, again, super heavy on the sauce/ oil? Trendy techno play list was the background music and several tables were set for larger parties, so this does have a celebratory feel to it and you could easily spend your weekly pay check on an adult gathering here. Terrific wine list and stunning cocktails.

    Photos
    Leeward - Main dinning room

    Main dinning room

    Leeward - Gnocchi Fritto - delicious!!

    Gnocchi Fritto - delicious!!

    Leeward - Counter seating -- some with views of the open kitchen

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    Counter seating -- some with views of the open kitchen

    Roma Cafe

    Roma Cafe

    4.0(185 reviews)
    0.5 miParkside
    $$$

    We chose Roma Cafe for our wedding anniversary dinner since Italian is our tradition each year, and…read morethe setting really did feel special. The cozy, romantic atmosphere made it easy to settle in for a long meal. Sitting by the window overlooking the street, it honestly felt like a scene out of an old romance set in a brownstone in NYC. There was so much to love about the food, too. The pasta tasted fresh and perfectly cooked, my pesto had a great balance of flavor, and both of our drinks were beautifully made. You can tell the kitchen puts care into the ingredients and preparation. Unfortunately, my husband's chicken parmesan came out undercooked. The chicken was clearly raw in the center. It was disappointing, especially on a special occasion, and food safety issues like that are hard to overlook. I do want to highlight that our waitress was outstanding. She noticed something was wrong from across the room and stepped in right away. She handled the situation with professionalism and kindness, and we truly appreciated her attentiveness. What left us surprised was that no one else came by to acknowledge what happened. With something as serious and easily preventable as raw chicken, we expected at least a brief apology or check-in from a manager. It was less about getting something for free and more about feeling taken care of after a pretty significant mistake. Overall, there were some really lovely parts of the experience, but the food issue and lack of follow-up made the night feel more mixed than we had hoped for a celebration dinner.

    I have to say that, overall, I enjoyed my experience at Roma Cafe. My wife and I booked a…read morereservation for a date night to celebrate some milestones in our life and were very excited - we've heard nothing but good things about Roma! Our experience unfortunately fell as bit short of our high expectations. The environment of the restaurant was hard to describe - a bit "dead" when the music wasn't playing. Weirdly the music continuously was cutting in and out (like someone was taking phone calls while playing music on their iPhone?). The service was fine - nothing to speak highly of or complain about. We ordered a "grilled" chicken Caesar salad. I don't know what kind of chicken we got, but it wasn't grilled (and was very dry). The Caesar salad, overall, was bland and unimpressive. The wine we chose and the table bread were run-of-the mill. The reason why I'm giving a four star review is that the carbonara was delicious, rich and something that I'll think about for some time.

    Photos
    Roma Cafe - Vibe

    Vibe

    Roma Cafe - Mussels

    Mussels

    Roma Cafe

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    DiMillo's On the Water - The root of it

    DiMillo's On the Water

    3.8(1.3k reviews)
    0.6 miOld Port
    $$$

    Went for a late lunch on a Wednesday, before tourist season. We had reservations but didn't need…read moreone since there were plenty of open seats. That will change come summer time. The menu leans heavily on seafood but my non-fish eating spouse was able to find plenty of other options. The steak, filet mignon, was delicious as were the accompanying mashed potatoes. I had a planked salmon with a cranberry coating. That too was delicious, the cranberry nicely complementing the salmon. Our server, Caila, was absolutely delightful. She was helpful with the menu, friendly and upbeat. She made the day for us. We were able to get window seats on the harbor which was a real treat, watching the boats and ferries in the Bay. The restaurant is spacious and not noisy at all. It was easy to converse without having to talk over a conversational tone. We came here in December a couple years ago and it was packed but still easy to talk without yelling. DiMillo's is definitely one of our favorites in Portland. Ample parking is a real plus in Portland.

    I've always tagged along with my own wife to DiMillo's one of her favorite haunts but I never felt…read morewas worthy of a 4 or 5* until today. There were 6 of us each ordering different meals. A new menu I've not seen before. Most everything was very good except the side cheddar polenta was a bust. Our server Janet was spectacular one of the reasons for a high mark. She alone was worthy of 10 stars!!! Go to DiMillo's you will be pleasantly surprised. Enjoy all the pictures attached.

    Photos
    DiMillo's On the Water - Loved the views! Could see boats coming in from the day

    Loved the views! Could see boats coming in from the day

    DiMillo's On the Water - Steamed Lobster

    Steamed Lobster

    DiMillo's On the Water - Harbor view from the side of the restaurant

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    Harbor view from the side of the restaurant

    Il Leone

    Il Leone

    4.5(31 reviews)
    3.2 mi

    I have to caveat my three star review with the fact that I have had Il Leone multiple times before…read morethis review and the pizza is always tasty. It's unique and it's simple -- but the flavors created are something to keep coming back for. In my most recent visit, we had a pretty bad experience leading up to the pizzas actually being served. We had some friends visiting and decided to go to grab pizza after sending a small group back to the mainland on the 6 o'clock boat. Our order must have been placed maybe 5 or 10 minutes after 6... we weren't served our first pizza until after 8 PM. And our second pizza lagged behind that one by nearly 10 minutes. I can understand how, taken out of context, this can be seen as a petty complaint. However, it really was a discouraging experience because we had multiple (at least half a dozen) other groups order well after us and enjoy their entire dining experience all around us. The group ordering behind us enjoyed their pizzas, bottles of wine and chit chatted for nearly a half hour after their indulgences... and still rode off in their golf cart before our pizzas even made it into the oven. The part that really baffled me was that we took the opportunity to speak with the staff about what was causing the delay -- simply asking if our pizza order had been started or not yet and the explanation was "our team has made several mistakes this evening and we don't have a good estimate on how long it'll take for your pizzas to be ready". We got the same explanation after waiting for 45 minutes and again after nearly an hour and a half. It seemed like a pretty inadequate answer when their wood-fired oven was often not full of cooking pizzas and their entire staff was dancing to the music playing on their speakers. In the end... the pizza was good (same quality as expected). But my experience left something to be seriously desired.

    This was the best lunch on a gorgeous trip out to Peaks! They are literally a couple trailers and…read moresome picnic tables so if you need a bathroom look elsewhere. My friend and I decided to split a pizza and it was a good sharing size. We got the burrata and it was delicious! The cashier told us it would be about 45 and I think it was a bit less than that but expect a bit of a wait on a busy weekend. The crust is super thin and floppy but good texture and taste! The sauce was flavorful and the burrata was perfect.

    Photos
    Il Leone - The counter

    The counter

    Il Leone
    Il Leone - Pizza Bianca

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    Pizza Bianca

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