50 Best Wine Bars near Chestnut Hill

“Went to Season’s 52 for the very first time on Friday. The atmosphere was great and the food was out of this world. The flatbread with garlic sauce, corn and bacon was phenomenal, my caramelized scallops were tender and delicious. Not a single person in our party was disappointed - the lobster bisque was delicious, very rich and flavorful! Can’t say enough Matt the chef is so talented and William the server was amazing. A++++“

“Had a great bday and anniversary experience last night. Waiter was top notch and super nice. After the waiter found out it was the special day for us ,he did something super nice. He felt bad that we didn't tell him till the end but we was just chilling and didn't want happy birthdays and stuff. Would eat here again. Also lobster Mac and cheese and that bone in ribeye is to die for“

“Quality ingredients. A sublime attention to detail. Balance in salty, umami and heat. The broccoli Caesar is a must have along with the homemade ricotta. I sat at Chefs counter and got wonderful attention from everyone. Amazing!“

“Very appealing menu; a rare one where I wanted almost everything on it. And the food did not disappoint — wonderful combinations, like the chicken liver on toasts topped with green tomato jam, and pillowy ricotta-stuffed agnolotti with corn and mushrooms. Everything was exceptional.“

“I attended an event yesterday at this amazing Restaurant. The atmosphere is so inviting, the drinks were delicious. Food was absolutely scrumptious. And the staff all so kind and friendly. I highly recommend stopping in for a cocktail or dinner, you won’t be disappointed!!!“

“Cannot recommend enough. I have been coming here for years, whether for Weiner Wednesdays, charcuterie and catching up with a friend on a given day, or a solo date - this place is the best. I don't even need to see the wine menu, I just tell them what flavor profile I am looking for, and BOOM! A perfect selection is made. The staff are all friendly, knowledgable and truly want to make your experience at haley.henry the best. Come for long enough, and you will feel like family!“

“We had our engagement party at Zuzu's in mid May and it was wonderful! We already knew the snacks, desserts, and wine would be fantastic from our previous visits. What really stood out was how attentive Alexandra was throughout the process. She did an amazing job of setting up our food and bev choices and was very flexible when our guest count changed last minute. We had exactly what we needed and ended up with only a few leftovers. Everyone was so helpful on the day of the event as well! The space was arranged perfectly and already so charming that we barely needed to decorate. We received many compliments from our guests and of course we had a great time as well!“

“Never disappoints. Small plates and a few entrees. Extensive wine offerings. Superb service.“

“What an amazing place. In these times when we are still not comfortable dining indoors this place rocks. The chef behind these dishes knows a thing or two about bringing beer garden food to a totally new level. Thank you chef and staff in front of the house.“

“Very Energetic! Bartender was fantastic“

“We stopped by Laylas American Tavern for brunch and it absolutely lived up to the hype. Everything we ordered was outstanding. The pancakes were some of the best Ive had in a long time and the brunch bowl was packed with flavor and cooked perfectly. We also tried the Buffalo Chicken Caesar Wrap and the Turkey BLT and both were incredible. You can tell they care about the quality of the food because every bite was fresh and well made. The portions were generous and everything came out hot. The atmosphere was relaxed and welcoming and the staff was friendly and attentive without being overbearing. This is the kind of place you leave already thinking about what you want to order next time. Easily one of the best brunch spots in South Boston and we will definitely be back.“

“We had an incredible experience at Grill 23 & Bar — easily the best steakhouse we’ve been to in Boston. From start to finish, everything was exceptional. The food was phenomenal. We ordered both the filet mignon and the ribeye, and each steak was perfectly cooked, flavorful, and truly outstanding. The sides were just as memorable — the macaroni and cheese was rich and comforting, the Brussels sprouts were perfectly prepared, and the mashed potatoes were smooth and delicious. Adding the Béarnaise sauce on the side was absolutely worth it and paired beautifully with the steaks. Dessert was the perfect ending: warm chocolate chip cookies served with vanilla ice cream — simple, classic, and done flawlessly. A huge highlight of the evening was our waiter, Bernardo. We will absolutely be requesting him on future visits. He offered thoughtful suggestions, anticipated our needs effortlessly, and somehow managed to be there exactly when we needed him — and never when we didn’t, if that makes sense. Just genuinely attentive, professional, and welcoming service that elevated the entire experience. An unforgettable dinner all around. We can’t wait to come back.“

“Ambiance and ambiance and beer and beer“

“Everything was really great. Jorge was our waiter and was lovely and now we’re gonna have to go to freaking Groton to try the Tavern because he talked it up so much. Mocktails were great; carrots were so good. Everything was so good. Yum.“

“By far the best, authentic Italian food in the North End. We have dined at several restaurants but the service, ambience and food is the best! They make their own pasta and sauces daily. I cannot recommend Casarecce enough. Delicioso.“

“I keep coming back here to celebrate my birthday! It's a lovely restaurant with exceptionally good staff. Andres (apologies if I misspelled your name!) was especially accommodating and made the entire evening so pleasant and memorable. Thank you!“

“Delicious food and great ambiance! We will come back!“

“From start to finish it was awesome!!! Food, drinks and service were amazing! Rodi was an amazing hostess, thank you for the awesome experience. Patrick, Annelice and Breana. Ps. Romania 🇷🇴 here we come. 😂“

“Incredible! I dine here all the time.“

“First time there the food was great would recommend to anyone who is in Boston.“

“10/10 experience! Great coffee and breakfast. Love the vibe of the atmosphere!“

“All you can ask for in a wine bar.“

“A treasure of a restaurant on busy Cambridge St - walk through the door and you’re in a different world. Servers quickly become friends. Great spot for a romantic dinner for two but still a place where a solo diner feels welcome. Wonderful menu with choices for the adventurous and not so adventurous eater. My new favorite spot for lunch or dinner in Boston.“

“Our group of 6 had a fun time celebrating a special occasion at Capital Grille while also enjoying The Generous Pour! The restaurant was very nice. Spacious, sophisticated, and an upscale atmosphere.

A special thank you goes to our server, Bruno, who was absolutely amazing. He made us feel so welcome right from the start and attended to our table frequently throughout the evening to make sure we were having a great time. He was also very funny and conversational which added to the positive experience. Please send our best regards to Bruno for his exceptional hospitality!

The food was sooo good. We started with a variety of appetizers, including the calamari and oysters, which were delicious. For my main course, I had the steak au poivre medium-rare, and it was cooked perfectly and tasted delicious.

For sides, we shared the asparagus, truffle fries, and the lobster mac and cheese which was the best mac and cheese any of us have ever had! And I don’t even like lobster!

Overall, we had a great evening and cannot wait to return. Thank you!“

“We had a party of 7 and were seated in a semi-private area, near the entrance, behind the host table, which was very convenient for conversation. The food was very good, we tried many different plated from the tapas (crispy potatoes and the sliders were the highlight). We made sure to order the 2 paellas early, because they did take some time to cook. The seafood and the rib paellas were fantastic. We were very lucky to have a great server, she checked in on us often and kept our drinks refilled. The overall experience was excellent for our first time and we would recommend Boqueria to our friends“

“I love this restaurant! Great food 🇵🇱“

“Amazing restaurant, I love it. ♥️♥️♥️“

“My husband and I stopped by here for after dinner drinks and had a wonderful experience sitting at the bar. The bartender Juan was knowledgeable and let us try a variety of port and Maideria wines. It was a great experience and we felt like we were in a wine tasting in Portugal. He was very attentive and made the experience phenomenal. The ambiance was also very nice. Would definitely recommend this spot for anyone in the area and don’t sleep on the Port wine!“

“This is one of my favourite sit down pizza places around Boston. I love the vibe of the place, especially sitting on their outside seating during good weather. The 2 times I’ve been here, both times I was amazed by the things I ordered. To add, I’m a vegetarian too, and the pizza I tried this time was the eggplant pizza, it was so good!! Must try for sure!!“

“This restaurant was awesome. We went here for a fundraiser and had a great time, it was for Team Wolf Pack and for the PMC challenge. The food was awesome, the oysters the caviar, the bread, the charcuterie plates, and the beet salad l... everything was fantastic. The staff was knowledgeable and well versed in their trade and made excellent drinks. Highly recommend this restaurant and we will be back.“

“Today is the next day my wife is still raving about our dinners which were both delicious ( sorry to find the center of the lasagna was cool) our server was professional and friendly with great suggestions including a wonderful Bordeaux . Portions were generous will go back when in Boston again to try other wine, cheese, and dessert.
Thank you“

“Absolutely charming bar specializing in vermouth, sherries, and other fortified wines. Huge and reasonably priced wine list too. The staff is so knowledgeable and is really happy to guide you through the menu. We always just ask what they recommend whenever we want to try something new. One of our favorite spots.“

“I had an amazing experience and can’t wait to go back🥰“

“Do yourself a favor - skip over the Boston restaurants and head straight here. I’ve been coming for years and the food never disappoints. The service is great. And there’s gluten free on Monday - what more could you want!? Fabulous.“

“Great food and great service! I even got gluten free chicken parm and spaghetti which was excellent! They have a wonderful food and drink menu. Our server Jess was was excellent as well. The manager Nick greeted us when we came in and found us a great table by the window. So the bottom line is, this is a great restaurant and I'm so happy we found this little gem! We will be back!“

“Amazing food and bookstore!“

“I had an amazing experience and can’t wait to go back🥰“

“10/10 experience! Great coffee and breakfast. Love the vibe of the atmosphere!“

“I love when a place is so good I want to spend my uber ride writing about it. My friend and I popped in for dessert and drinks and I’m so happy we did. The apple cake was probably my best bite of the year so far. The girls working are the nicest most accommodating people ever. Everything about this place is intentional yet cozy. I simply can’t wait to go back!“

“Great romantic spot for a casual date. Fun staff great wines, good music, killer ambiance“

“Try one of everything, it's all homemade and so very delicious! Gabriel is a phenomenal waiter!“

“Amazing experience. Our waiter George is simply amazing and went above and beyond to make sure we were happy and satisfied the whole night. We truly appreciate the hard work that was put in. The food was great and we can't wait to be back again soon!“

“Gabriel took care of us tonight- guy is amazing. Knew his stuff; recommended a great Bourbon for me.

The food; never had such a great meal. Started off with the dumplings. Savory with just the right about of sour.

She had the filet I had the porterhouse. Cut like butter…. Like an out of body experience. Simply can’t say enough. 12/10.“

“10/10 experience! Great coffee and breakfast. Love the vibe of the atmosphere!“

“It is always dependable and delicious“

“My favorite North End restaurant. The food is Fabulous and the menu offerings are plentiful- I can never decide what to try. The staff is tremendous. They make sure you are satisfied. Great restaurant!“

“Everything about Limoncello’s is terrific. I started back in the early 2000’s having lunch when visiting family that lives in Chelsea. Then we came this past summer for my son’s 10th birthday. We dined there Friday and Saturday night this past weekend because my son loves it so much. If you haven’t tried it, then get there! It’s the best I’ve had in the North End! Maurizio is a gentleman and his family treated us wonderfully. Chico is a great server and LuLu is quick witted, kind, and BEAUTIFUL! Every staff member was great…especially one person that really made my boy feel special.“

“An excellent dinner. Purple carrots! Lemon potatoes! Tahini mushroom with an egg! Blue fish! Good service. Guy ran down The block to return my bracelet which had fallen off! They give you the check in a Copy of the Constitution! Recommend but why are you not accessible! Such a contradiction of your stated philosophy. Should at least put it on your website with your apology“

“The food was beyond amazing! The vibe of the restaurant was magnificent and the service exceeded our expectations. We were pleasantly and respectfully attended to throughout our dining experience. This restaurant has now made it to our top 10 local restaurants as this was our 3rd consecutive visit. I definitely recommend Boston Restaurant Bar & Grill.“

“Wonderful food and great service in an amazing setting!“