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Restaurants near Chester Center Historic District

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20 restaurants available nearby

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A photo of Pillow Cafe restaurant
3.5
Very Good(225)
Price: Very Expensive
• American • Becket
Booked 10 times today
The Pillow Café is the go-to dining destination at Jacob’s Pillow, prominently located on the Great Lawn of our historic grounds—the ancestral homelands of the Muh-he-con-ne-ok, or Mohican people.Whether you choose a seat at the bar or a table, both under our open-air tent, you’ll find a welcoming setting to enjoy a thoughtfully prepared meal. Try one of our seasonal specials, share a generous cheese and charcuterie board, or explore a cocktail or mocktail—whether classic or a little unexpected.Our new chef, Kenny Cheung, brings a fresh perspective to New England cuisine, featuring the best of the Berkshires with an infusion of global flavor, and incorporating sourced ingredients from local purveyors including Jacob Pillow’s own Garden.The Café is open Wednesday through Sunday — specific services and times available on the dining schedule. Reservations for tables are strongly encouraged. When booking, please let us know your showtime so we can time your visit with care.
A photo of The Red Lion Inn restaurant
4.6
Exceptional(3131)
Price: Expensive
• Contemporary American • Stockbridge
Booked 50 times today
Since welcoming its first guests in 1773, The Red Lion Inn has earned a reputation for outstanding food and genuine country hospitality. Those traditions are continued today, with our outstanding menu featuring contemporary cuisine that is rooted in the region's history and harvests. Emphasizing the use of fresh, local ingredients and a huge proponent of buying locally and sustaining the region, we regularly update the Inn's menus to reflect the bounty of each season. Guests choose from the elegant Main Dining Room and the cozy Widow Bingham's Tavern. The wine list offers 500 plus selections, and has received the Wine Spectator best of Award of Excellence for ten consecutive years; Sommelier Tim Eustis helps pair wines with meals. If you would like to dine in the Tavern, please choose Bar when making your reservation.
A photo of Cello restaurant
4.7
Exceptional(31)
Price: Very Expensive
• Contemporary American • Lenox
Booked 32 times today
An intimate 29-seat restaurant nestled in the Berkshires offering seasonally inspired cuisine with a menu that evolves daily. It's an honor to welcome guests from all walks of life and create a space where people can connect over food. We're deeply fulfilled by the thought that the meals we serve become lasting memories. At the core of everything we do is a simple mission: to turn our passion for food and hospitality into a meaningful, unforgettable experience for every guest who walks through our doors.
A photo of Osaka Northampton restaurant
4.3
Awesome(196)
Price: Moderate
• Sushi • Northampton
Booked 8 times today
OpenTable diners, if you would like to sit at our Hibachi table, please select a counter table and add a note to the restaurant when making your reservation. If you would like to reserve a regular table, please book a standard table. Osaka Japanese Sushi Restaurant and Steakhouse offers the best Asian Fusion and Hibachi Dining in Western Mass. If you would like to sit at our Hibachi tables, please select
A photo of B Napoli restaurant
4.8
Exceptional(2011)
Price: Moderate
• Contemporary Italian • West Springfield
Booked 15 times today
bNapoli Italian is a contemporary Italian restaurant serving authentic cuisine from the Naples region of Italy using only top quality ingredients. Reservations are highly recommended as they are booking for indoor as well as outdoor dining on their 28 seat enclosed patio. BNapoli is known for their professional yet approachable service, beautifully created from scratch menu and inventive balanced cocktails. They offer an eclectic 100 label variety of new and old world wine focused mainly on North America and Italy from a glass enclosed temperature controlled wine room. Their cocktail menu is culinary based and guest focused offering creative seasonal takes on timeless classics and they also offer six draft lines featuring local breweries as well as a small curated selection of bottles.
A photo of The Student Prince Cafe restaurant
4.8
Exceptional(792)
Price: Moderate
• Steakhouse • Springfield
Booked 4 times today
Since 1935, Student Prince has offered largest selection of Bavarian and German beers paired with American, Seafood, Steakhouse, and European-inspired cuisine.
A photo of The Old Inn On The Green restaurant
4.9
Exceptional(997)
Price: Very Expensive
• Contemporary American • New Marlborough
Booked 7 times today
Dining at The Old Inn on the Green is an extraordinary experience: fine wine, great food, attentive, knowledgeable service and the dining rooms illuminated only by candle light. Chef and Owner Peter Platt, along with his team, work to create innovative and memorable meals that are an event unto themselves. Currently, we are offering a $85 prix fixe menu with 5-6 choices per course every night we are open. The hours for dinner are Wednesday through Sunday 5:30 pm to 9:00 pm for both indoors and in an all new screened outdoor room. The wine list is graced with an array of thoughtfully selected estate bottled wines from France, California, Italy and around the world. In addition to candlelight, in the colder months there are wood burning fireplaces in each room. A copy of our current menu can be found on the home page of our website www.oldinn.com.
A photo of Gateways Dine & Drink restaurant
4.6
Exceptional(418)
Price: Expensive
• Farm-to-table • Lenox
Booked 11 times today
Gateways Dine & Drink at the historic Gateways Inn in downtown Lenox, MA. Under the direction of Chef Ryan McIntyre, the restaurant offers dinner service Thursday through Monday.The newly updated menu highlights New American cuisine, with seasonal entrées inspired by the bounty of the Berkshires—crafted with care for a dining experience that’s both elegant and inviting.Be sure to check gatewaysinn.com in June for our full summer events lineup, including weekly live music and special performances.Gateways Dine & Drink also hosts private events, from rehearsal dinners and receptions to birthdays and corporate gatherings. For more information, visit our website or email us at celebrate@gatewaysinn.com.
A photo of Johnny's Tavern restaurant
4.7
Exceptional(1079)
Price: Moderate
• American • Amherst
Booked 3 times today
Johnny’s Tavern in Amherst manages to provide a mixed ambiance of classy, laidback charm and décor. The dining room provides a nice atmosphere for a date night or a group of friends. Even a rather large group can sit comfortably in the expansive dining area. The bar features televisions where you can catch your favorite sporting events while dining on your food.The food at Johnny’s Tavern is delicious and always well-prepared. Meals are cooked to order to ensure that diners with various dining preferences can all come in and enjoy a meal. If you are looking for some recommendations, you should try the truffle fries, brussels sprouts, burgers or the house made gnocchi. Stop in at Johnny’s Tavern to see what other amazing food options are available on the menu.
A photo of Lattitude (West Springfield, Massachusetts) restaurant
4.7
Exceptional(1803)
Price: Moderate
• Global, International • West Springfield
Booked 7 times today
Chef/Owner Jeffrey Daigneau “wanted to share his craft with the community he grew up in, treating them to a new level of dining experience – the "Lattitude experience.” He wanted to highlight freshness and the use of local seasonal products create some unique fresh cuisine for guests. With a farm to table concept flowing from the pages of his menus by way of grilled beef tenderloin with white sweet potato puree, pan seared Diver scallops and his famous fried brussels and much, much more, Chef Daigneau has brought back the excitement of dining out. He strives to cover all of his guests’ favorite tastes to invite emotion and inspiration during their dining experience! Thank you for stopping by. The Lattitude team and Chef Daigneau always look forward to having you as their guests. Cheers!

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