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Best Pizza in Pittsfield MA (Updated Fall 2023)

Edward Brock

02/08/2024

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Over the past few months, I’ve had the pleasure of trying out twelve different pizza places in Pittsfield. I must say, there is some seriously delicious pizza to be found here!

My mission? To find what I consider to be the absolute best pizza in Pittsfield. I’m about to put each slice under my microscope and judge them based on their taste, texture, ingredients, toppings, crust… you name it. So get ready for a wild ride as we taste our way through some excellent pies!

If you don’t find the best pizza here, check out the best pizza in the whole state of Massachusetts

#1 CRUST

I was impressed with the pizza selection on offer. They had several vegetarian options, and for the carnivore in me, there were plenty of meat-based pizzas too! All the ingredients looked very fresh, and it was clear that CRUST takes great care in preparing the pizzas.

The atmosphere at CRUST is pleasant too, with a relaxed vibe that makes it a nice spot to take out-of-town guests. And they serve beer and wine, so you can rehydrate as you sink your teeth into slices of heaven!

The only downside I noticed is that they do not deliver their pizza. But don’t let that stop you from visiting them – it’s definitely worth the trip!

Overall I’d have to say that CRUST has some of the best pizza in Pittsfield MA. If you’re looking for a great night out or just want to treat your taste buds to something truly special, then head on over to CRUST and prepare yourself to be blown away!

If you’re willing to go an extra 30 miles, you can get to 30 more pizza places in Schenectady!

#2 Teddy’s Pizza & Family Restaurant

I knew I was in the right place when I walked into Teddy’s. The restaurant had a cozy, inviting atmosphere and the staff were incredibly friendly.

I started off with some of their classic toppings: pepperoni and mushrooms. The crust was thin and crispy, just as it should be, and the sauce was sweet with a hint of garlic. This combination made for an amazingly delicious pizza.

But what really stole the show was their specialty pizza – “The Supremo”. This pizza had all my favorite toppings – pepperoni, sausage, ham, onions, peppers, black olives and extra cheese! Every bite was bursting with flavor – I definitely recommend giving this one a try!

Overall, I had an amazing experience at Teddy’s Pizza & Family Restaurant. From their welcoming atmosphere to their delicious food, they really know how to make some of the best pizza in Pittsfield MA!

#3 Pizza House

I went in expecting an average pizza, but the quality of pizza coming out of this place was incredible. The cheese was gooey and melted perfectly. The crust was perfect; it had a light crunch that was complemented by the garlic and herbs on top.

The toppings were also amazing. From the fresh veggies to the seared meats, every topping added something special to each bite. The Italian sausage and pepperoni were especially delicious!

Also, they have some of the most interesting specialty pizzas around. I tried their Hawaiian-style pizza and was blown away by how juicy the pineapple and ham were! It really made for a unique flavor combination!

To top it all off, Pizza House has great prices too! Their individual slices are only $2 – you really can’t beat that anywhere else.

Overall, if you’re looking for amazing pizza in Pittsfield MA, then Pizza House is definitely your spot!

#4 South Street Pizza House

The atmosphere is perfect for a family night out – they have one of those classic ’50s restaurants with white-and-red checkerboard tiles, cozy booths and a bit of nostalgia. It’s a great spot to bring the kids.

The pizza itself is out of this world! From the classic margherita to the pepperoni and mushroom (my favorite combo!), everything tastes like you’re eating from an Italian grandmother’s kitchen. All the ingredients are high quality and cooked to perfection.

Unfortunately, South Street Pizza House doesn’t offer delivery and that could be a major downside for some people who don’t want to make the trek over there. But, if you’re willing to take the time, trust me when I say it’ll be worth it!

Overall, South Street Pizza House is definitely worth visiting if you get the chance – aside from having great pizza, it’s also a nice tourist spot with plenty of local charm.

#5 East Side Cafe

The restaurant is a great tourist spot and the perfect place to watch sports while you savor some of the tastiest pizza around. I was especially impressed that they serve alcohol, including hard liquor! It added an extra special touch to my experience there.

My only real complaint about East Side Cafe is that they don’t offer delivery. But with the great atmosphere and delicious pizza, it’s definitely worth coming in for a sit-down meal!

Overall, I highly recommend East Side Cafe for anyone looking for the best pizza in Pittsfield MA – it certainly lives up to its reputation!

#6 Berkshire Mountain Bakery Pizza Cafe

I had the pleasure of visiting this great restaurant, and I was more than pleased! The menu has some good vegetarian options, as well as a wide variety of pizzas for everyone to enjoy.
The crust was thick but still fluffy, and the cheese was melted perfectly! To top it off, Berkshire Mountain Bakery Pizza Cafe has insanely good desserts that make it hard to leave without trying one.

Not only is Berkshire Mountain Bakery Pizza Cafe a great place to grab a bite to eat, but it is also a great tourist spot too! The atmosphere is warm and inviting and the staff were friendly and welcoming.

Though it would be nice if they offered delivery services, I’m willing to overlook this minor flaw because their pizza is simply that delicious. All in all, if you’re looking for amazing pizza in Pittsfield MA then Berkshire Mountain Bakery Pizza Cafe is definitely worth checking out – trust me on this one folks!

#7 Papa Joe’s

The crust was perfectly sliced and cooked, with a nice crunchy texture but still enjoyable. The flavor of the sauce was delightfully savory, while the cheese was gooey and delicious. To top it all off, their selection of fresh toppings really made this pizza stand out. Every bite melted in my mouth!

The atmosphere at Papa Joe’s is also really inviting – they make you feel right at home as soon as you walk in the door. Plus, the staff was friendly and helpful – always willing to answer any questions I had. It’s obvious they care about their customers!

In conclusion, if you’re ever in Pittsfield MA and looking for the best pizza around – Papa Joe’s is definitely worth a try!

If you’re willing to go an extra 30 miles, you can get to 31 more pizza places in Albany!

#8 Anna’s

I can’t get enough of their crispy crust and flavorful sauce. It’s the perfect combination of sweet and savory. And who can forget those amazing toppings? From classic pepperoni to exotic ingredients like truffle oil, they have it all!

But let’s not forget the atmosphere. The interior is cozy and inviting, with red-checked tablecloths that add a sense of Italian authenticity. Plus, once you walk in, you’re loaded with appetizing aromas that make it almost impossible not to order a large pizza to share.

All in all, Anna’s is a must-visit for anyone craving great pizza in Pittsfield MA. Whether you’re looking for a quick slice or an entire pie party, this place has got you covered!

#9 Ramunto’s Pizza Express

I’m not normally one to rave about pizza, but this place really blew me away. The thin-crust was cooked to perfection – just the right amount of crispiness on the bottom and a slightly chewy center. The toppings were abundant and flavorful, with the signature pepperoni adding an extra kick of flavor.

The service was outstanding too; our server quickly recommended their house specialty and suggested we get extra cheese. It definitely paid off – the cheesy topping was full of flavor!

My favorite part about Ramunto’s Pizza Express is that it has something for everyone. Whether you’re looking for classic New York-style pizza, a gluten-free option, or something more exotic like Italian sausage and wild mushrooms, they’ve got it all!

Above all else though, I’m writing this review to say that if you’re ever in Pittsfield MA looking for some delicious pizza, don’t hesitate to check out Ramunto’s Pizza Express. You won’t regret it; it’s some of the best pizza I’ve ever had!

#10 Lanesboro Pizza

I’ve had pizza from Italy, China, and even New York City, but Lanesboro Pizza is truly something special. From the moment I stepped into the restaurant and smelled the freshly-baked pies, I knew I was in for a treat.

The crust was thin and perfectly crispy – not too thick or too thin. The sauce was made with just the right amount of herbs to give it a nice kick. The cheese was bubbly and gooey, absolutely heavenly. And finally, the toppings were fresh – from vegetables to meats and everything in between, nothing could have been better!

My favorite part about Lanesboro Pizza is that they value quality over quantity – every slice was delicious! This is definitely one of those places where you won’t find yourself finishing an entire large pie in one sitting (trust me!). Keep in mind that it takes time to make their pizzas because of the high-quality ingredients used – plan accordingly!

I can confidently say that Lanesboro Pizza has some of the best pizza in Pittsfield MA. Whether you’re looking for a great spot to grab dinner or just want to try something new, this pizza place has something for everyone. Trust me: you won’t regret it!

#11 Vivaldi’s Pizzeria

I must admit, I was a bit skeptical when I first walked in the door. The venue was small and unassuming – not exactly what I had in mind as far as atmosphere goes. But boy, was I wrong!

The moment I took my first bite of Vivaldi’s pizza, I realized why this small-town restaurant is receiving rave reviews from locals and food critics alike: their pizzas are delicious! Topped with fresh ingredients like olives, mushrooms, and pepperoni; each slice has a perfect blend of flavor and texture.

The crust is thin yet crunchy, just the way it should be… crisp on the outside and chewy in the center. Even better, the staff is friendly and accommodating. They make sure that every order is just right before they serve it to you at your table.

So end your search for the best pizza in Pittsfield MA – head to Vivaldi’s Pizzeria! You won’t regret it!

#12 Gino’s Pizza and Grill

This restaurant is more than just a place to get a great slice. It’s an experience! The atmosphere feels like an old-school pizzeria, with red checkered tablecloths and brick walls. You know you’re in for a treat already.

The menu features all sorts of mouth-watering options, including classic styles, house specialties, and even vegetarian alternatives. I usually go for the pepperoni pizza and it always hits the spot! The crust is thin and crispy, the sauce has just the right amount of sweetness, and the mozzarella cheese gives it that extra cheesy flavor you crave.

No review of Gino’s would be complete without mentioning their friendly staff. Everyone from the kitchen crew to the servers have always gone out of their way to make sure my dining experience is top notch. And don’t even get me started on how generous they are with toppings!

If you’re looking for some of the best pizza in Pittsfield MA then look no further than Gino’s Pizza and Grill!