Top 30 Best Dine in restaurant in Pittsfield, Massachusetts

South Street Pizza House is a cozy and inviting restaurant located at 148 South Street in Pittsfield, Massachusetts. Known for their delicious and authentic pizzas, this eatery offers a wide range of toppings and specialty pies to satisfy any craving.

Teddy's Pizza Inc. is a beloved family-owned restaurant nestled in the heart of Pittsfield, Massachusetts.

Courtyard by Marriott Lenox Berkshires is a charming lodging option located at 70 Pittsfield Road in Lenox, Massachusetts, United States.

District Kitchen & Bar is a vibrant and trendy establishment located in the heart of Pittsfield, Massachusetts. Situated at 40 West Street, this bar and restaurant offers a unique dining experience with its creative menu and inviting atmosphere.

Biggins Diggins is a popular food institution located in Lanesborough, Massachusetts, United States.

Methuselah Bar and Lounge is a vibrant and stylish establishment located at 391 North Street in Pittsfield, Massachusetts. This multifaceted venue offers a unique blend of bar, food, night club, and restaurant experiences all under one roof.

Teo's is a charming restaurant located at 1410 East Street in Pittsfield, Massachusetts. Known for its delicious food and welcoming atmosphere, Teo's offers a diverse menu featuring a variety of dishes to satisfy all tastes.

Pizza House is a cozy and inviting restaurant located at 692 Tyler Street in Pittsfield, Massachusetts. Known for its delicious pizzas and Italian cuisine, Pizza House offers a wide variety of options to satisfy your cravings.

Berkshire Mountain Bakery Pizza Cafe is a charming establishment located at 180 Elm Street in Pittsfield, Massachusetts. This unique institution offers a delightful combination of bakery, cafe, food, restaurant, and store all in one convenient location.

East Side Cafe is a charming restaurant located at 378 Newell Street in Pittsfield, Massachusetts. Known for its cozy atmosphere and delicious food, this cafe offers a diverse menu featuring a variety of dishes to satisfy any palate.

Hotel on North is a charming and sophisticated institution located in the heart of Pittsfield, Massachusetts.

Mazzeo's Ristorante is a charming Italian restaurant located at 1015 South Street in Pittsfield, Massachusetts.

Thistle & Mirth is a cozy and inviting bar and restaurant located at 44 West Street in Pittsfield, Massachusetts. This charming establishment offers a warm and welcoming atmosphere where guests can enjoy delicious food and drinks in a relaxed setting.

On A Roll Cafe And Catering is a cozy restaurant located at 55 Pittsfield Road in Lenox, Massachusetts. We offer a variety of delicious food options for breakfast, lunch, and catering services.

Electra's Cafe is a charming and cozy cafe located at 439 Pittsfield Road in Lenox, Massachusetts. Our cafe offers a welcoming atmosphere where customers can enjoy delicious food and beverages in a relaxed setting.

Samel's Deli and Catering is a charming food institution located at 115 Elm Street in Pittsfield, Massachusetts.

La Fogata is a vibrant and authentic Mexican restaurant located at 770 Tyler Street in Pittsfield, Massachusetts. Serving up delicious and flavorful dishes, La Fogata offers a taste of Mexico right in the heart of the United States.

Five Guys is a popular fast-casual restaurant located at 660 Merrill Road in Pittsfield, Massachusetts. Known for their delicious burgers, hot dogs, fries, and milkshakes, Five Guys offers a wide variety of menu options for customers to enjoy.

BB's Hot Spot, located at 455 North Street in Pittsfield, Massachusetts, brings the vibrant flavors of the Caribbean to the Berkshires. Chef-owner Ronny B.

Highland is a popular restaurant located at 100 Fenn Street in Pittsfield, Massachusetts, United States. Known for its delicious food and welcoming atmosphere, Highland offers a diverse menu featuring a variety of dishes to satisfy any craving.

Kelly's Diner is a charming and cozy restaurant located at 860 Dalton Avenue in Pittsfield, Massachusetts. This beloved establishment offers a classic diner experience with a menu full of delicious comfort food options.

Welcome to Anna's, your go-to destination for a delightful culinary experience nestled in the picturesque surroundings of Pittsfield, Massachusetts.

Vong's Thai Cuisine is a popular restaurant located at 157 Seymour Street in Pittsfield, Massachusetts.

Jae's at the Hilton Garden Inn is a charming restaurant located at 1032 South Street in Pittsfield, Massachusetts. This cozy establishment offers a warm and inviting atmosphere, perfect for enjoying a delicious meal with friends and family.

Papa Joe's is a renowned institution located at 107 Newell Street in Pittsfield, Massachusetts, offering delicious meals and pizzas made from old family recipes.

Zucchini's is a cozy and inviting restaurant located at 1331 North Street in Pittsfield, Massachusetts. Known for its delicious and fresh dishes, Zucchini's offers a wide variety of options to satisfy any palate.

Flo's Diner is a beloved local restaurant located at 1245 West Housatonic Street in Pittsfield, Massachusetts. We are known for our fresh and delicious ingredients, ensuring that every bite is bursting with flavor.

Soda Chef is a charming restaurant located at 161 North Street in Pittsfield, Massachusetts. This unique establishment specializes in creating delicious and innovative soda flavors, perfect for pairing with their tasty menu offerings.

The Proprietor's Lodge is a completely renovated event space and restaurant located on Pontoosuc Lake with stunning views of Mt. Greylock in Pittsfield, Massachusetts.

Misty Moonlight Diner is a charming eatery located on 565 Dalton Avenue in Pittsfield, Massachusetts. This classic American diner offers a cozy and nostalgic atmosphere, perfect for enjoying a delicious meal with friends and family.