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    Old School Italian Pizzeria

    3.9 (129 reviews)
    Closed 11:00 am - 9:00 pm

    Order Old School Italian Pizzeria Takeout or Delivery

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    OLD SCHOOL ITALIAN PIZZERIA ATMOSPHERE

    What's the vibe?
    Casual
    Moderate noise
    Good for kids
    Outdoor seating

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    Recommended Reviews - Old School Italian Pizzeria

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    Margherita
    Sarah Y.

    This place is a hidden gem in Wellesley, the most solid pizza I've had in the area. The killer is the mac and cheese bites (not pictured because I ate them so much. Paired with the marinara sauce, it's heaven in your mouth. All the pizzas are very good, I haven't had one where I thought it was bad. My favorite has to be good old pepperoni and margerita (pictured below). Large is honestly not that big - could be easily shared by two people so I would keep that in mind price wise. I've heard a lot about the pastas and sandwiches which I haven't had a chance to try yet but would love to at some point. The interior of the place is very old school and has a fun vibe to it, I enjoy eating there with friends when I want to meet up locally.

    Today's pizza
    Michele P.

    It's a very stormy day here in Wellesley. Looking for some delicious pizza for my staff that made it into work. I was not disappointed. Your standard pepperoni and cheese. It arrived in a timely manner (even with the wether) hot. We added an order of fries just because. Again hot and Krispy. This is the first time for delivery. I usually pick up. I will absolutely order here again. Great customer service over the phone.

    Old School Pizza's menu
    Austin J. A.

    Old School Pizza is a brand new business in Wellesley center. It's been in the works for months, and - being pizza fans looking forward to an alternative to the fraught-with-labor-issues Upper Crust chain - we sat on the edge of our seats waiting for Old School to open. We really shouldn't have. If for some reason, I was able to experience the food without the rest of Old School's atmosphere, it would be an okay-to-adequate choice. Once we finally got our small to-go order, we found our calzone to be a bit greasy, and torn open on one side, but it was also nicely cheesy and came with an extra container of sauce. That was the most positive part of the experience. The Old School Pizza décor is like a cross between Applebee's and TGI Friday's: intense, random, floor-to-ceiling bric-a-brac, blinding lights, and loud oldies music. Way too bright in there, seriously. We had to leave while we waited for our food, it felt like an operating room. They've got one of their speakers focused outdoors, so the passersby can also get a taste of the Old School experience. They've got framed posters, records hanging from the ceiling, the aforementioned oldies radio, plus a giant TV tuned to sports. One of those records was a picture disc of that Beatles' album (Yesterday And Today) with the band sitting in white butcher uniforms, smiling underneath a pile of raw meat and disembodied baby dolls. I don't know about you, but as I'm placing my order for food, I don't want to think about creepy, butchered baby dolls. Ugh. They've got some Wellesley memorabilia. Lots of sports items and autographed photos/posters. Blacklight posters, a hockey stick, a Christmas Story leg lamp, and a four-foot polyresin statue of a stereotypical Italian chef. On the upside, they've got tin signs, '80s toys, two old huge vintage gas pumps, and a jukebox, but it doesn't help the overall feel. Old School just looks like someone with an eBay obsession opened a pizzeria. They've also got a bunch of DVDs on the wall. Am I so old that DVDs are vintage? Come on. Old School's menu includes fries, onion rings, fried ravioli, chicken wings/tenders, mozzarella sticks, jalapeño poppers, macaroni and cheese bites, broccoli bites, sandwiches, pizza, salad, wraps, and a kid's menu including grilled cheese. They currently have some traditional Italian oversized chocolate Easter eggs in metallic cellophane for sale. Their open hours (11am-11pm, every day) are - when viewed separately - a welcome change from the typical Wellesley joint (being open past 7pm is too late for most venues). It took thirty minutes for us to receive one small calzone. I hope that this poor service is merely a side effect of it being a new business, because if they don't get their act together, that kind of service isn't going to fly in this town. I'm sure Old School will be popular with families, Wellesley kids, teens, Tweens, and anyone who doesn't get panic attacks from claustrophobic seating, customers, and décor. Certainly, there were tons of folks in this demographic running around in there when we went. If they had a maximum of one-third the items decorating the place, it would be nearly enjoyable. Particularly if it didn't feel like I was about to get decapitated by falling G. I. Joe dolls and LPs hanging by a (literal) thread. I can safely say that there is nowhere else like this in Wellesley.

    Old School Italian Pizzeria of Wellesley -- 552 Washington Street / Route 135, Wellesley              Storefront
    Brandon K.

    Visited the Old School Italian Pizzeria, today 9/26/15. It's next door to Yogurtology and is Definitely old school. Which I really like. Modern places are nice too, but sometimes old fashioned places are better, and more known throughout a community. The staff here were all very friendly and you can see them making pizzas from the counter, which is really cool and more of an "old school" thing. The pizza I got was delicious and very italian as advertised..... much better than Papa Gino's or other chains. In Wellesley Center, on Route 135, near the Route 16 intersection. 5 stars... Highly suggested.

    Very tasty toasted subs/grinders/sandwiches.... Had a veal parm with grilled onions... next time add grilled peppers...excellent roll toasted made sandwich. Pizza very good as well. I"ll be back for a meatball parm next winter h grilled onions, peppers ... easy to park, nice clean restaurant. People working there real hospitable.

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    6 months ago

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    7 months ago

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    9 months ago

    Very solid slices. Sauce is excellent. Could have a crispier undercarriage. Friendly staff

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    2 years ago

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    2 years ago

    Love the thin crust, and flavor of the pizza here! Looking forward to trying other items on heir menu!

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    4 years ago

    Great wings. Do not change anything. Only recommendation would be to make your own blue cheese.

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    6 years ago

    Great takeout service- fast, friendly, on time. Delicious margherita pizza and Caesar salad. We'll be back!

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    5 years ago

    Old School is the best pizza in Wellesley. The woman who answers the phone and runs the show does an excellent job.

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    7 years ago

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    5 years ago

    Good local pizza. Fast service. Really like the Giuseppe pizza. My kids really like Old School. I like the greek salad as well.

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    Review Highlights - Old School Italian Pizzeria

    This is the closest thing to true NY Style pizza that one can find in Metrowest.

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    The Dudley Chateau

    The Dudley Chateau

    4.1(316 reviews)
    4.5 mi
    $$

    The Chat is a go to local place that the locals need to stop chatting about because they have the…read morebest burgers and it's always crowded. So good. Dive bar family feel in the best possible way!

    Some restaurants impress you the first time you walk through the door. The Dudley Chateau isn't one…read moreof them. Known locally as "The Chat," it's tucked away in a neighborhood overlooking Dudley Pond, in what began life as a private fishing lodge nearly a century ago before becoming a speakeasy and eventually the local institution it is today. It definitely shows its age--and I mean that affectionately. (The Dudley Chateau) The building is well worn, it gets packed, it can be loud, and yes, the restrooms have seen better days. None of that has stopped us from coming back several times a year. Why? Because the food is consistently excellent, and so is the service. The menu goes well beyond what you'd expect from a neighborhood pub, and we've yet to leave disappointed. The staff somehow manages to stay friendly, attentive, and efficient even when the place is buzzing. The Dudley Chateau isn't trying to be trendy or upscale, and that's part of its charm. It's comfortable in its own skin, and so are the people who keep coming back. If you're looking for spotless, quiet, and polished, this probably isn't your place. But if you're looking for great food, friendly service, and a genuine local institution with plenty of character, it's absolutely worth the visit.

    Photos
    The Dudley Chateau - The view from the bar.

    The view from the bar.

    The Dudley Chateau
    The Dudley Chateau

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    Wellesley North End Pizza - Buffalo chicken pizza

    Wellesley North End Pizza

    3.9(118 reviews)
    2.6 mi
    $

    I cannot believe how much food came on this delivery. Typical for me I forget to take pictures, but…read moreluckily I waned to show a friend. Check out the fish. Flounder two HUGE pieces and a ton of fries. I requested tartar sauce, it would have been nice to have a small coleslaw, but did come w/ a small salad. chicken cutlet sub came with four pieces of (real) chicken and a huge amount of penne, pasta salad with olives, tomatoes, and fresh broccoli. We also got a tuna sub, which didn't actually get eaten until the next day. I was so full with a lot of food just want to let people know when they're ordering the portions generous! I did also have some requirements and they listen to my notes which is always appreciated. If I had to offer one critique, I would change the tomato sauce on the chicken cutlet to be less chunky and more sauce like it maybe add some olive oil or garlic or something. It wasn't lackluster, but It could've been a smidge better. ( that would have changed you from a 4 star to a 5 star.

    I see most Wellesley people have their food delivered ...good , you won't see the conditions where…read moreit was cooked . Went in to pick up pizza and place hadn't been cleaned who knows how long...dust , webs hanging everywhere... I can't believe owner can't see this or board of health... Totally grossed out then see owner or pizza cook mixing dough and pills up shirt to scratch his ate out...at this point I had visions of pit hair in my pizza... I'll never be back ... pizza I did get, eat was nothing special . Needs a cleaning crew scheduled daily, weekly Board of health in Wellesley must be working remotely or remotely working and should be embarrassed with their job performance inspecting restaurants... retired or just quit the Wellesley town job.

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    Wellesley North End Pizza - Grill gross cooking your food being delivered

    Grill gross cooking your food being delivered

    Wellesley North End Pizza - Fried Fish and Fries

    Fried Fish and Fries

    Wellesley North End Pizza - Windows that need to be cleaned.

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    Windows that need to be cleaned.

    Old School Italian Pizzeria - pizza - Updated September 2026

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