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20 Chestnut Hill Restaurants to Try on Boylston Street



Looking for a place to eat? Tired of going to the same place over and over? Well look no further. Check out these twenty different Chestnut Hill restaurants around the area and see which one you'll try out next!


1) Angora Ice

 3-A Boylston Street

Restaurants 1This local ice cream shop has been serving its customers for over 20 years. Their mission is to provide healthy, high quality, delicious frozen yogurts and smoothies in countless flavor options. Even though its still winter outside doesn't mean it's too cold to try a tasty treat!


2) Aquitaine Bis

11 Boylston Street

Restaurants 2Aquitaine Bis brings Paris to Chestnut Hill. Executive Chef Seth Woods updates the menu seasonally so there is always something new to try. Aside from their delicious lunch and dinner services throughout the week, they serve an incredibly popular brunch on Saturdays and Sundays.


3) Bernard's

55 Boylston Street

Restaurants 3Voted "Boston's Best Asian Restaurant" by The Improper Bostonian in 2003, Bernard's is a gourmet Asian restaurant that has recently relocated to The Street in Chestnut Hill. Using fresh ingredients and fine aromatic spices, each dish is flavored to perfection. The restaurant also offers private functions and catering, in addition to its regular dining area.


4) Brio Tuscan Grille

200 Boylston Street

Restaurants 4Brio Tuscan Grille is a polished casual restaurant serving authentic, northern Italian cuisine. This restaurant brings the Tuscan countryside to Chestnut Hill. Brio's philosophy is "to eat well, is to live well" and it stays true to its motto with its delicious dishes. It has indoor seating and a full-service bar, as well as an outdoor terrace to enjoy when the weather gets warmer.


5) Cafe Vanille

199 Boylston Street

Restaurants 5This cafe brings France to Chestnut Hill. This Parisian cafe offers French pastries, classic Parisian sandwiches, coffees, and desserts to its customers. The two bakers, Bruno and Philip were both born and trained in Paris, giving them a keen edge for flavor. Located at the Mall at Chestnut Hill, this is the perfect stop after a long day of shopping.


6) Comella's

1 Boylston Street

Restaurants 6Comella's showcases homemade Italian food at its restaurant. With fresh pastas, sauces, and dinners, Comella's uses only the highest quality ingredients to prepare their family recipes. They take pride in preparing their products daily, mostly by hand. They are located at The Street in Chestnut Hill.


7) Davio's Cucina

55 Boylston Street

Restaurants 7Davio's Cucina pairs a state-of-the-art kitchen and exceptional restaurant design with a warm, inviting atmosphere to dine. Created by Steve DeFillipo, this restaurant has the perfect combination of handmade pastas, authentic pizzas, and Davio's signature Northern Italian steaks.


8) Del Frisco's Grille


33 Boylston Street

Restaurants 21Del Frisco's Grille embodies the fine tradition of the classic American Steak House. Serving hand-cut aged USDA Prime beef and seafood, as well as an array of mouthwatering appetizers and side dishes, Del Frisco's Grill is a lovely place to enjoy lunch during the weekdays, brunch on the weekends, or dinner throughout the week.




9) Forty Carrots

225 Boylston Street

Restaurants 8

If you're shopping at the Mall at Chestnut Hill, this is the perfect stop for a break. Located in the Bloomingdales, Forty Carrots is open for lunch and dinner, but it is best known for its frozen yogurt. A hidden gem, check out this unique restaurant for a mid-day treat.


10) La Rotisserie


17 Boylston Street

Restaurants 9Authentic French-Style roasting, La Rotisserie offers delicious, all natural, no additive meals. With both walk-in service and delivery available, La Rotisserie is perfect for the no-fuss dinner.



11) Legal Sea Foods


43 Boylston Street

Restaurants 10One of the first restaurants opened at The Street in Chestnut Hill, Legal Sea Foods is the perfect place for fresh seafood and a great atmosphere. With a full-service bar, open dining room, take-out counter, and fish market, Legal Sea Foods offers many options for whatever the occasion.


12) Pinkberry


49 Boylston Street

Restaurants 11The Chestnut Hill Pinkberry, one of over 225 locations around the world, opened for a reason. With delicious frozen yogurt flavors and endless possibilities of toppings, this Pinkberry is a wonderful addition to The Street and a great place to stop and enjoy with friends and family.


13) Rosie's Bakery

9 Boylston Street

Restaurants 12One of Chestnut Hill's finest bakeries, Rosie's Bakery offers many favorite childhood treats and yummy desserts. With layer cakes, fresh fruit pies, cookies, and more, Rosie's homemade desserts are sure to please anyone with a sweet tooth.


14) Seasons 52


220 Boylston Street

Restaurants 13Seasons 52 is a fresh grill and wine bar that uses seasonally inspired ingredients to form a delicious menu. With an award-winning international wine list and menu that changes four times a year, Seasons 52 is a great addition to Chestnut Hill Square.


15) Shake Shack


49 Boylston Street

Restaurants 14A delicious addition to The Street, Shake Shack is modern day "roadside" burger stand that serves up delicious burgers, hot dogs, frozen custards, shakes, beer, wine and more. Started in New York, Shake Shack has grown so popular there are 21 restaurants in the United States and 13 locations internationally. Whatever you're craving, you're sure to find it done right here!


16) The Capital Grille

250 Boylston Street

Restaurants 15If you're in the mood for exceptional cuisine in a relaxed elegant restaurant, the Capital Grille is right for you. With its nationally renowned dry aged steaks, fresh seafood, award-winning wine list that includes more than 5,000 bottles, this restaurant offers you the urban fine-dinging experience without the hassle of going into the downtown area.


17) The Cheesecake Factory

199 Boylston Street

Restaurants 16The Cheesecake Factory is a welcome addition to the Mall at Chestnut Hills. With an incredible selection of appetizers, lunches, dinners, and desserts, The Cheesecake Factory is great for those looking for a casual dining option with lots of choices. They also offer low calorie and "SkinnyLicious" menu options, as well as 50 legendary cheesecakes. Even the pickiest eater will enjoy the wide selection and delicious meal options here!


18) The Cottage

47 Boylston Street

Restaurants 17The Cottage Chestnut Hill is the perfect balance of Southern California casualty and familiarity and New England sophistication and warmth. With its delicious menu, comforting decor, and attentive service, The Cottage is a great restaurant for those looking for a casual escape from the everyday.


19) The Metropolitan Club

1210 Boylston Street

Restaurants 18A modern steakhouse, the Metropolitan Club is known for its dry aged beef, chops, and New England farm raised meats. With a variety of other traditional dishes, Chef Todd Winer adds a fresh twist to the traditional American steakhouse. There is an extensive wine list, as well as a specialty cocktail list that adds luxury to the lounge and dining area.


20) Treat Cupcake Bar

49 Boylston Street

Restaurants 19Treat Cupcake Bar offers a unique cupcake concept shop where you can enjoy the cafe with freshly made cupcakes or make your own at the cupcake bar. Located at The Street, Treat offers a delicious getaway for the sweet-tooth craving one might have after a day of shopping.