Best Pizza in Pittsfield MA (Updated Jan 2023)

In the course of my travels I’ve sampled pies from all over the world, and I’m here to tell you which of the 11 pizza places in Pittsfield rank among the best.

My quest has been extensive – and delicious! – as I critiqued each offering in this small city with a big appetite for good pizza.

I was looking for classic toppings, a perfect crust, and a taste that makes me come back for more. My lighthearted yet serious approach will make you smile while helping you find your favorite slice. So dig in – let’s find out who takes the top crust when it comes to pizza in Pittsfield MA!

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

#1 best pizza place in Pittsfield - CRUST

#1 CRUST

Open Hours
Monday: Closed
Tuesday: 11AM-8PM
Wednesday: 11AM-8PM
Thursday: 11AM-8PM
Friday: 11AM-8:30PM
Saturday: 11:30AM-8:30PM
Sunday: 11:30AM-8PM

Benefits
  • Serves alcohol
  • Has some vegetarian options
  • Nice tourist spot

Downsides
  • No delivery


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!

#1 best pizza place in Pittsfield - Teddy's Pizza & Family Restaurant

#2 Teddy’s Pizza & Family Restaurant

Open Hours
Monday: 11AM-9PM
Tuesday: 11AM-9PM
Wednesday: 11AM-9PM
Thursday: 11AM-9PM
Friday: 11AM-9PM
Saturday: 11AM-9PM
Sunday: Closed

Benefits
  • Offers dessert
  • Serves alcohol (and hard liquor!)
  • Nice tourist spot


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!

#1 best pizza place in Pittsfield - Pizza House

#3 Pizza House

Open Hours
Monday: 10AM-9PM
Tuesday: Closed
Wednesday: 10AM-9PM
Thursday: 10AM-9PM
Friday: 10AM-9PM
Saturday: 10AM-9PM
Sunday: 10AM-9PM

Benefits
  • Offers dessert
  • Nice tourist spot
  • Serves alcohol


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!

#1 best pizza place in Pittsfield - South Street Pizza House

#4 South Street Pizza House

Open Hours
Monday: Closed
Tuesday: 11AM-8:30PM
Wednesday: 11AM-8:30PM
Thursday: 11AM-8:30PM
Friday: 11AM-8:30PM
Saturday: 11AM-8:30PM
Sunday: 12-8:30PM

Benefits
  • Nice tourist spot

Downsides
  • No delivery


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.

#1 best pizza place in Pittsfield - East Side Cafe

#5 East Side Cafe

Open Hours
Monday: Closed
Tuesday: Closed
Wednesday: Closed
Thursday: Closed
Friday: 4-8PM
Saturday: 4-8PM
Sunday: 4-8PM

Benefits
  • Nice tourist spot
  • Serves alcohol (and hard liquor!)
  • Great place to watch sports

Downsides
  • No delivery


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!

#1 best pizza place in Pittsfield - Berkshire Mountain Bakery Pizza Cafe

#6 Berkshire Mountain Bakery Pizza Cafe

Open Hours
Monday: Closed
Tuesday: 10AM-7PM
Wednesday: 10AM-7PM
Thursday: 10AM-7PM
Friday: 10AM-7PM
Saturday: 10AM-7PM
Sunday: Closed

Benefits
  • Nice tourist spot
  • Has insanely good dessert
  • Has some vegetarian options

Downsides
  • No delivery


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!

#1 best pizza place in Pittsfield - Papa Joe's

#7 Papa Joe’s

Open Hours
Monday: Closed
Tuesday: 3-9PM
Wednesday: 11AM-9PM
Thursday: 11AM-9PM
Friday: 11AM-10PM
Saturday: 11AM-10PM
Sunday: 11AM-9PM

Benefits
  • Has some vegetarian options
  • Serves alcohol
  • Offers dessert
  • Has a kid’s menu
  • Nice tourist spot


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!

#1 best pizza place in Pittsfield - Anna's

#8 Anna’s

Open Hours
Monday: 3-7PM
Tuesday: 3-7PM
Wednesday: 3-7PM
Thursday: 3-7PM
Friday: 3-8PM
Saturday: 3-8PM
Sunday: 3-7PM

Benefits
  • Offers dessert
  • Serves alcohol
  • Has a kid’s menu
  • Nice tourist spot


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!

#1 best pizza place in Pittsfield - Ramunto's Pizza Express

#9 Ramunto’s Pizza Express

Open Hours
Monday: 10AM-10PM
Tuesday: 10AM-10PM
Wednesday: 10AM-10PM
Thursday: 10AM-10PM
Friday: 10AM-10PM
Saturday: 10AM-10PM
Sunday: 10AM-10PM

Benefits
  • Nice tourist spot


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!

#1 best pizza place in Lanesborough - Lanesboro Pizza

#10 Lanesboro Pizza

Open Hours
Monday: Closed
Tuesday: 11AM-9PM
Wednesday: 11AM-9PM
Thursday: 11AM-9PM
Friday: 11AM-9PM
Saturday: 11AM-9PM
Sunday: 12-9PM

Benefits
  • Serves alcohol
  • Offers dessert
  • Has a kid’s menu
  • Nice tourist spot


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!

#1 best pizza place in Pittsfield - Vivaldi's Pizzeria

#11 Vivaldi’s Pizzeria

Open Hours
Monday: 11AM-10PM
Tuesday: 11AM-10PM
Wednesday: 11AM-10PM
Thursday: 11AM-10PM
Friday: 11AM-11PM
Saturday: 11AM-11PM
Sunday: 12-10PM

Benefits
  • Has some vegetarian options
  • Offers dessert


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!

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