13 Best Italian Restaurants in Pittsfield

Sibaritas Italian • $$
1264 East St, Pittsfield

Customers` Favorites

Three Cheese Mushroom Ravioli
Spaghetti and Meatballs
Salmon Carpaccio
Marinated Olives
Burrata Caprese
Veal Osso Buco
Burro Blanco
Lasagna

“The food was unbelievable!! From the appetizer to our main courses. It was hot and fresh. The staff was so kind and friendly. The wine was perfect. Just a good all around atmosphere and we will definitely be back and recommend anyone to go here.“

4.8 Superb102 Reviews
Zucchini's Italian • $$
1331 North St, Pittsfield

Customers` Favorites

Red Wine Braised Beef Short Ribs
Prince Edward Island Mussels
Create Your Pizza 10
Chicken Parmigiana
Chicken Marsala
Seafood Risotto
Fried Zucchini
Creme Brûlée
Eggplant Stack
Caesar Salad

“We Love Zucchini's!!! Our Thursday nite place to go!!! Debbie at the Bar is so sweet and has quite a following including us!!! Food is .great and always very fresh!!! Love the Caesar's salad and warm slices of bread!!! Best restaurant around!!!“

4.6 Superb90 Reviews

3
CRUST

CRUST Pizza • $
505 East St, Pittsfield

Customers` Favorites

Buffalo Chicken Pizza
White Mushroom Pizza
Chicken Bacon Ranch
Red Sauce
Grandma
Vegan

“Food is good along with the choices. Unfortunately some of the staff need re training. Tonight the cashier was writing on different tickets while we were trying to order. Last time as we were standing there for almost 10 minutes while we were ignored. But when the phone rang that was picked up right away and that order was placed.“

4.6 Superb78 Reviews
East Side Cafe Pizza • $
378 Newell St, Pittsfield

Customers` Favorites

Manicotti w MO
Large Pizzas
Garlic

“Went to early Wednesday night dinner. Home made manicotti and meatballs and stuffed peppers. Both were delicious with a very tasty sauce. The service was so friendly and welcoming. Cash only, but there was an ATM in the back.Parking: We parked on the side street.“

4.4 Superb27 Reviews
Papa Joe's Italian • $
107 Newell St, Pittsfield

Customers` Favorites

Sausage Calzone with Peppers & Onions
Italian Appetizer Sampler
Spaghetti with Meatballs
Corned Beef and Cabbage
Chicken Parmigiana
Garlic Bread
Antipasto
Lasagna
Gnocchi
Large

“GREAT little Italian restaurant! Friendly family service, huge servings, very reasonable prices, authentic Italian food ( the cannolis!!!) I highly recommend. We were in at 6:30 on a Saturday night, and there was no wait. This place is definitely a hidden gem!“

4.2 Good57 Reviews
Mazzeo's Ristorante Italian • $$
1015 South St, Pittsfield

Customers` Favorites

Chocolate Lava Cake with Vanilla Ice Cream
Chocolate Piano with Raspberry Mousse
Chicken Parmigiana with Cavatelli
Vanilla Bean Creme Brulee
Linguini Zuppa Di Pesce
House Made Tiramisu
Fettuccini Alfredo
Chicken Francese
Calamari Fritti
Marsala

“We had an awesome meal! The food was just delicious, the staff was amazing and we will be coming back the next time we are in town. We have always driven by and never thought to give Mazzeo a try. So glad we did!----FYI - We had another trip to the Berkshires (most notably Jiminy Peak) but made sure we made reservations to Mazzeos again.“

4.2 Good123 Reviews
Gino's Pizza and Grill Pizza • $
1206 North St, Pittsfield

Customers` Favorites

Garlic Knots with Marinara Sauce
Cheese Stuffed Shells
Steak

“Always good food favorite place to order from on the weekends for dinner or lunchWe get delivery all the time always delicious ?Thank you for the yummy food and good portions!We order of the site directly from their website and never normally have issues with delivery, they are within a few miles of my house.“

4.1 Good36 Reviews
Highland American • $
100 Fenn St, Pittsfield

Customers` Favorites

Southern Fried Chicken with Spaghetti and Salad
Eggplant Parmigiana with Spaghetti and Salad
Spaghetti with Meatballs
Prime Rib Queen Cut
Hot Turkey Sandwich
Chicken Tenders
Fried Mushrooms
Side of Salad
Pudding

“When we entered, there was about a 10 minute wait. We were seated as soon as possible. The owner was very visible throughout the restaurant and made sure that everybody knew that it wouldn’t be long. He was very involved in making sure everyone was taken care of. When we were seated, Jenny was our server and she got our drink order and returned promptly with them. Jimmy had a captain and coke and he said it was good. I stick with my usual— Diet Coke on the rocks— lol — Jenny brought our bread out and took our order. We got the scallops as an appetizer and we each ordered the same thing, it was the Highland Trio which consisted of a generous piece of chicken Parm, with an amazing/perfect amount of sauce, a humongous sausage link and an equally huge meatball — which anyone could tell was homemade (even my mom would have raved about it and she was picky). It came with a very generous portion of pasta and sauce as well as a salad. Everything was delicious. I ended up having leftovers (Not sure how anyone could possibly finish all of the food we got) but Jenny helped me pack up. We are not big dessert and coffee people but the desserts did look delicious in the dessert case. Perfect timing on everything. The Highland is truly a hidden gem in the city of Pittsfield and I would highly recommend it to anyone that lives here or is visiting. You will not be disappointed.“

4.1 Good37 Reviews
Zucco's Family Restaurant Mediterranean • $
451 Dalton Ave, Pittsfield

Customers` Favorites

Spaghetti Meatballs
Chicken Parmesan
Chicken Alfredo
Garlic Knots
Meat Lasagna
Gyro

“We went tonight together for the first time— we had both enjoyed previously and we can’t wait to go back!! We were greeted and seated immediately. Our server, Sheila, came right over and got our beverage order—-they have raspberry iced tea— my favorite!! Jimmy had a coke. I had seen on the lobby special board that they had Zuppa di Pesce and I was sold just seeing the words. Jimmy knew he wanted pizza and ordered the meat lovers with mushrooms added. My dinner came with a salad also. Perfect size to complement the meal. Everything came in a super timely fashion and was piping hot upon arrival. Totally a hidden gem that needs more recognition in Pittsfield **ample parking and tons of seating inside** We have added this to our local favorites list!! Sheila was awesome as I am sure the entire staff is as well!!“

4.1 Good52 Reviews
RJ'S RESTAURANT SEAFOOD/CHOPS/PASTA Seafood •
109 First St, Pittsfield

Customers` Favorites

Calamari Marinara and Garlic Parmesan Wings
Triple Tier Seafood Tower
Spaghetti and Meatballs
Eggplant Parmigiana
Stuffed Mushrooms
Fried Calamari
Lobster Ravioli
Zuppa De Pesto
Fish and Chips
Surf and Turf

“We went to RJs on Valentine’s Day. It wasn’t planned but while I was waiting for my husband at the drs, I saw the facebook post for their Valentine’s offer of 20% off during their lunch hours. First time there and they made the experience lovely. The food was amazing. I had the sole with crab meat and lobster sauce. The fish was cooked so tender. I don’t think I have ever tasted such a tender fish. What I loved about it in addition to the tenderness, the flavors were each there. In one bite you tasted the Sole, followed by the crabmeat, the lobster sauce that actually had lobster in it. With the next bite came the lobster sauce, crabmeat, then the Sole. The thing was which each bite and different melding of flavors, they were all there. I thoroughly enjoyed it all. Thank you and we will be back.“

4.1 Good115 Reviews
Vivaldi's Pizzeria Pizza • $
5 Cheshire Rd #32, Pittsfield

Customers` Favorites

Corned Beef Reuben
Chicken Parm Sub
House Special

“Excellent sandwiches and subs. Their calzones and Strombolies are really big and filling. But they reheat well. Service is quick. Pizza is a little sub par. But I really enjoy everything else there. Been there many times and will continue to go many “

4 Good37 Reviews
Brooklyn's Best Italian • $$
123 North St, Pittsfield

“The pizza was VERY good. The price was a bit higher than o expected, but worth it after tasting it. We got take out, so I can only comment on the phone ordering and pick up...both were effective and efficiently executed. The restaurant itself, which I could only see from outside, was very small, just a few tables, and included a deli-like counter which gives it a very casual counter service feel. The decor looks like an Italian deli. The pizza is huge. We are a family of 4 adults, and the owner recommended two pizzas, but it way too much food. One would have been enough for four adults. The pizza was very a medium thickness, a good amount of sauce, perfect of amount of cheese, and cooked crispy.“

3.7 Good23 Reviews
Trattoria Rustica Italian • $$
27 Mc Kay St, Pittsfield

Customers` Favorites

Veal Chop with Kale and Butternut Squash Perfectly Done
Wood Fired Salmone Alla Griglia
Roasted Cauliflower Soup
Biscotti Con Vino Santo
Ravioli Alla Rustica
Eggplant Parmigiana
Veal Marsala
Calamari
Tiramisu
Bresaola

“I have been many times and this is truly a remarkable and authentic Italian restaurant. The quality of ingredients never disappoints and the service is second to none. If I am not mistaken, the owner and staff go to Italy to select the wine. Highly recommended for couples, families or solo guests.“

3.8 Good60 Reviews
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