TOP 30 Best dining deals in Pittsfield, Massachusetts

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Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel, is a charming lodging option located at One West Street in Pittsfield, Massachusetts, United States. This hotel offers comfortable accommodations and a range of amenities for both business and leisure travelers. Guests can enjoy spacious rooms and suites, a fitness center, on-site dining options, and convenient access to local attractions such as Tanglewood, Norman Rockwell Museum, and the Berkshire Museum. With its prime location and excellent service, Holiday Inn & Suites Pittsfield-Berkshires is the perfect choice for a relaxing stay in the heart of the Berkshires.

The Hilton Garden Inn Lenox Pittsfield is a comfortable and modern lodging establishment located at 1032 South Street in Pittsfield, Massachusetts. This hotel offers a convenient location for guests looking to explore the beautiful Berkshires region. The hotel features spacious and well-appointed rooms, a fitness center, an indoor pool, and a delicious on-site restaurant. Whether you are traveling for business or leisure, the Hilton Garden Inn Lenox Pittsfield provides a relaxing and enjoyable stay for all guests.

Casual Dining Banquets is a charming restaurant located at 1354 North Street in Pittsfield, Massachusetts. Our welcoming atmosphere and delicious menu make us the perfect choice for any dining occasion. Whether you're looking to enjoy a casual meal with friends or host a special event, our banquet services can accommodate your needs. Come dine with us and experience the best of casual dining in Pittsfield!

Hangar Pub and Grill of Pittsfield is a lively establishment located at 1350 East Street in Pittsfield, Massachusetts. This popular bar and restaurant offers a great selection of food and drinks in a casual and welcoming atmosphere. From tasty pub fare to delicious cocktails, Hangar Pub and Grill is the perfect spot to relax and enjoy a meal with friends or family. Whether you're looking for a place to watch the game or just unwind after a long day, this institution has something for everyone. Come visit Hangar Pub and Grill for a fun and enjoyable dining experience in Pittsfield.

Trattoria Rustica is a charming Italian restaurant located at 27 Mc Kay Street in Pittsfield, Massachusetts. Known for its rustic and cozy atmosphere, this trattoria offers a menu full of traditional Italian dishes made with fresh, locally sourced ingredients. From homemade pasta to wood-fired pizzas, each dish is crafted with care and attention to detail. Whether you're looking for a romantic dinner for two or a family gathering, Trattoria Rustica provides a warm and inviting setting for a memorable dining experience. Come and savor the flavors of Italy right here in the heart of Pittsfield.

Koto Hibachi Steakhouse, located at 795 Dalton Avenue in Pittsfield, Massachusetts, is your go-to destination for delicious Japanese cuisine. Whether you're in the mood for hibachi grilled steak, sushi, or traditional Japanese dishes, we have something to satisfy every craving. Now offering pickup and delivery through Beyond Menu, you can enjoy our mouthwatering meals from the comfort of your own home. Our commitment is to provide you with the best Japanese cuisine options, ensuring that you have a memorable and satisfying culinary experience every time you dine with us. Visit Koto Hibachi Steakhouse today and treat yourself to a taste of Japan.

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. With a diverse menu featuring a variety of culinary delights, guests can indulge in freshly prepared dishes made with the finest ingredients. Whether you're in the mood for a hearty breakfast, a light lunch, or a satisfying dinner, Jae's has something for everyone. Come and experience exceptional hospitality and mouthwatering cuisine at Jae's at the Hilton Garden Inn.

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. The warm and friendly staff provide excellent service, making it a popular spot for both locals and visitors alike. With a casual and relaxed atmosphere, South Street Pizza House is the perfect place to enjoy a tasty meal with friends and family. Whether you're in the mood for a classic pepperoni pizza or a gourmet creation, this restaurant is sure to hit the spot. Come and experience the mouth-watering flavors of South Street Pizza House today!

Liberty Pizza is a popular restaurant located at 308 North Street in Pittsfield, Massachusetts, offering delicious pizzas and other mouth-watering dishes for dine-in, takeout, or delivery. With a diverse menu featuring a variety of toppings and flavors, Liberty Pizza is the perfect spot for a casual meal with friends or a convenient dinner option for busy nights. Enjoy the taste of freshly baked pizzas and savory sides at Liberty Pizza, where quality ingredients and friendly service come together to create a memorable dining experience.

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. Whether you're in the mood for a classic pepperoni pizza or a gourmet specialty pie, Pizza House has something for everyone. With a warm and welcoming atmosphere, friendly staff, and affordable prices, Pizza House is the perfect spot for a casual meal with family and friends. Come dine with us and experience the mouthwatering flavors that have made Pizza House a local favorite.

Arizona Pizza Co is a family-friendly restaurant located at 395 Pittsfield Road in Lenox, Massachusetts. We take pride in using the finest ingredients to create delicious meals for our customers. Our pizzas are cooked in a handmade wood-fired oven with fresh dough made daily. In addition to pizza, our menu includes appetizers, salads, sandwiches, burgers, pastas, and options for kids. We also offer a rotating selection of craft beer, wine, and seasonal cocktails. Our goal is to provide a superior dining experience at an affordable price, served by friendly staff in a comfortable setting. Click the link to purchase a gift card and come dine with us today!

Empire Pizza Restaurant is a popular dining establishment located at 413 North Street in Pittsfield, Massachusetts. Specializing in delicious pizza creations, this restaurant offers a wide variety of toppings and styles to satisfy any craving. In addition to their mouthwatering pizzas, Empire Pizza also serves up a range of other delectable dishes, including salads, pasta, and sandwiches. Whether you dine in, take out, or opt for their convenient meal delivery service, you can always count on Empire Pizza Restaurant for a satisfying and flavorful dining experience.

Pizza Works is a popular food institution located at 804 Tyler Street in Pittsfield, Massachusetts. Known for their delicious pizzas and other Italian dishes, Pizza Works offers both dine-in and delivery options for customers to enjoy their mouth-watering meals. With a cozy and inviting atmosphere, this restaurant is the perfect spot to satisfy your pizza cravings. Whether you're looking for a quick bite to eat or a family dinner, Pizza Works has something for everyone. Come visit us and experience the taste of authentic Italian cuisine right here in Pittsfield.

Teddy's Pizza Inc. is a beloved family-owned restaurant nestled in the heart of Pittsfield, Massachusetts. We take pride in upholding traditional pizza-making techniques, using only the finest ingredients, and providing a warm and inviting atmosphere for our community. Whether you're craving a classic slice or looking to host a special event, Teddy's Pizza has you covered. Our hours of operation are Monday to Saturday from 11 am to 9 pm, with Wednesdays and Sundays being our days of rest. For inquiries about our special event services, please reach out to us at [email protected]. Come join us at 508 East Street for a memorable dining experience at Teddy's Pizza Inc.

Gino's Pizza and Grill is a popular eatery located at 1206 North Street in Pittsfield, Massachusetts. Specializing in delicious pizza and grilled dishes, this restaurant offers a wide variety of options for dine-in, takeout, and delivery. Whether you're craving a classic pepperoni pizza or a juicy grilled burger, Gino's Pizza and Grill has something for everyone. With a cozy atmosphere and friendly staff, this establishment is the perfect spot to enjoy a tasty meal with friends and family.

Domino's Pizza is a popular food institution located at 321 Elm Street in Pittsfield, Massachusetts, United States. Known for their delicious pizzas, they offer meal delivery, meal takeaway, and dine-in options for customers. With a wide variety of toppings and crust options to choose from, Domino's is a go-to spot for pizza lovers looking for a quick and tasty meal. Their convenient location and efficient service make it a top choice for those in the Pittsfield area.

CRUST is a cozy and inviting restaurant located at 505 East Street in Pittsfield, Massachusetts. Known for its delicious and freshly baked crusts, this institution offers a wide variety of mouth-watering dishes that are sure to satisfy any craving. Whether you're in the mood for a classic pizza or a savory calzone, CRUST has something for everyone. The warm and welcoming atmosphere, combined with friendly staff and great service, make this a must-visit establishment for food lovers in the United States. Visit CRUST today and indulge in a culinary experience like no other.

Pizza Hut, located at 660 Merrill Road in Pittsfield, Massachusetts, is a popular food institution offering meal delivery, takeaway, and dine-in options. Known for their iconic pizzas like the Meat Lovers and Original Stuffed Crust, Pizza Hut also serves up delicious wings, pastas, and desserts at many of their locations. Customers can easily order online or through the mobile app for carryout, curbside pickup, or delivery. With a variety of coupons and deals available, Pizza Hut is a go-to spot for satisfying cravings. Whether you prefer traditional or boneless wings in a variety of flavors, or want to create your own pizza with a choice of signature crusts, Pizza Hut has something for everyone. Visit their website to find a participating store near you and enjoy a delicious meal from Pizza Hut today.

Vivaldi's Pizzeria, located at 5 Cheshire Road in Pittsfield, Massachusetts, is a beloved institution known for its delicious food and meal delivery services. With 12 years of experience in the culinary industry, our chef is dedicated to presenting their unique vision to all our guests. Our caring and committed staff strive to ensure that every customer has a fantastic dining experience with us. Whether you choose to dine in or have your meal delivered to your doorstep, we guarantee top-notch service and quality.

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. Established in the late 1940s by the merging of two Italian families, the Colombari's and Cimini's, Papa Joe's has a long-standing tradition of serving authentic Italian cuisine. The institution will be temporarily closed on Mondays but is open throughout the week for delivery and dine-in services. Papa Joe's is known for its delectable pizzas, homemade Italian bread, and traditional Sicilian Cannoli desserts. The Cannoli, a popular Italian treat, is made using a recipe passed down from generation to generation, ensuring a truly authentic and flavorful experience. In addition to classic Cannoli flavors, Papa Joe's also offers modern variations such as Reese Peanut Butter Cup, Hazelnut, and Oreo Cookie.

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. Whether you're in the mood for a hearty breakfast, a light lunch, or a satisfying dinner, East Side Cafe has something for everyone. Stop by and enjoy a meal in this welcoming establishment that is sure to become a favorite dining spot in the community.

Courtyard by Marriott Lenox Berkshires is a charming lodging option located at 70 Pittsfield Road in Lenox, Massachusetts, United States. Situated in the beautiful Berkshires region, this hotel offers modern amenities and comfortable accommodations for guests looking to explore the area's cultural attractions, outdoor activities, and scenic landscapes. With spacious rooms, a fitness center, indoor pool, and on-site dining options, Courtyard by Marriott Lenox Berkshires is the perfect choice for travelers seeking a relaxing and convenient stay in this picturesque New England town.

Hotel on North is a charming and sophisticated institution located in the heart of Pittsfield, Massachusetts. Situated at 297 North Street, this unique establishment offers a combination of luxurious lodging, a vibrant bar, and a lively night club all under one roof. Guests can enjoy stylish accommodations, delicious cocktails, and exciting entertainment all in one convenient location. Whether you're looking for a relaxing retreat or a fun night out, Hotel on North has something for everyone. Experience the best of Pittsfield at this one-of-a-kind destination.

Located in Lenox, Massachusetts, the Hampton Inn & Suites Berkshires-Lenox offers comfortable and modern lodging for travelers looking to explore the beautiful Berkshires region. The hotel is conveniently situated at 445 Pittsfield Road, providing easy access to local attractions, shopping, and dining options. Guests can enjoy spacious rooms and suites, complimentary breakfast, a fitness center, and an indoor pool. Whether visiting for business or leisure, the Hampton Inn & Suites Berkshires-Lenox is a great choice for a relaxing stay in the heart of the Berkshires.

Berkshire Mountain Lodge is a charming lodging institution located at 8 Dan Fox Drive in Pittsfield, Massachusetts. Situated in the beautiful Berkshires region, the lodge offers a perfect blend of cultural attractions, historical sites, and natural beauty. Guests can explore nearby attractions such as The Mount, the former estate of American author Edith Wharton, and Tanglewood, the summer home of the Boston Symphony Orchestra. Berkshire Mountain Lodge is a family-friendly vacation destination that offers a variety of amenities and activities for guests of all ages. The resort has received numerous awards, including the RCI Gold Crown Status, Tripadvisor's Travelers' Choice Award, and the Hotels.com Loved by Guests Award, all of which recognize the exceptional service and hospitality provided by the lodge.

FairBridge Inn Express is a cozy and convenient lodging option located at 16 Cheshire Road in Pittsfield, Massachusetts. Whether you are visiting for business or pleasure, our inn offers comfortable accommodations at an affordable price. With easy access to nearby attractions and amenities, including shopping, dining, and outdoor activities, FairBridge Inn Express is the perfect home base for your stay in the beautiful Berkshires. Our friendly staff is dedicated to ensuring that your visit is enjoyable and stress-free. Book your stay with us today and experience the comfort and convenience of FairBridge Inn Express.

Mazzeo's Ristorante is a charming Italian restaurant located at 1015 South Street in Pittsfield, Massachusetts. Known for its warm and inviting atmosphere, Mazzeo's offers a wide range of traditional Italian dishes made with fresh, locally sourced ingredients. From homemade pastas to wood-fired pizzas, every dish at Mazzeo's is crafted with care and passion. Guests can enjoy their meal in the cozy dining room or on the outdoor patio, surrounded by the beautiful scenery of the Berkshires. Whether you're looking for a romantic dinner for two or a family celebration, Mazzeo's Ristorante is the perfect spot for a delicious and memorable dining experience.

Dollar Tree is a popular retail store located at 690 Merrill Road in Pittsfield, Massachusetts. It is a one-stop shop for all your household needs, offering a wide range of products including food items, furniture, groceries, home goods, and more. With affordable prices and a convenient location, Dollar Tree is the perfect place to find great deals on everyday essentials. Visit us today and discover why we are a favorite shopping destination for many in the Pittsfield area.

Walmart is a renowned retail institution located at 555 Hubbard Avenue in Pittsfield, Massachusetts, United States. It is a one-stop shop for all your shopping needs, offering a wide range of products including clothing, electronics, food, furniture, groceries, hardware, home goods, and more. With its affordable prices and convenient location, Walmart is a popular choice for shoppers looking for quality products at great value.

Kohl's is a department store located at 491 Pittsfield Road in Lenox, Massachusetts, United States. With a wide range of products including clothing, accessories, home goods, and more, Kohl's offers high-quality items at affordable prices. Customers can enjoy a convenient shopping experience in a clean and organized store with helpful staff ready to assist. Whether you're looking for the latest fashion trends or household essentials, Kohl's has something for everyone.