50 Best Wine Bars near Chestnut Hill

“Food is always consistently good. Flatbreads crispy and very tasty. The trout and vegetables were excellent. Wyatt was very attentive and dining on the patio is great. Might consider electric candles on the tables or string lights as when sun goes down it gets very dark!!“

“Capital Grille is the gold standard in dining and Chestnut Hill is the gold standard for Capital Grille locations. From the chowder and shrimp cocktail to the filet, sides and scrumptious desserts. Server Sean is a consummate professional and manager Kelly stopped by for a nice chat and to make sure all was well. A perfect dining experience!“

“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!“

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

“We visited haley.henry on a Friday night around 5pm. The staff (starting with Hannah, then met Ann Marie, then Meg) was warm, welcoming, and knowledgeable. We sat at the bar and had the loveliest time. The atmosphere is warm and inviting.

The tinned tuna belly with toasted bread made us so happy and easily enough to come back for. The octopus in garlic and olive oil was insane, however. This is the place I'm coming back to every time I visit Boston. What a special place.“

“Delicious desserts and a phenomenal wine selection set in a candle-lit, cozy bar — what more could you ask for!

The friendly staff, excellent records, and purple touches give the bar the coziest, "you're exactly where you're supposed to be" feeling.

The tiramisu with the nerocapitano can't be missed!“

“My favorite wine bar, specially for after work drinks or girls hangout! Wonderful wine selection, including great orange wine options. Tasty small plates to go with your wine. It’s great for wine and tapas but not really a dinner place in my opinion.“

“The food was excellent and the service was exceptional which is a rarity these days. Our waitress was personable and answered questions about the menu intelligently and had the perfect balance of not rushing us and not making us wait to ask water, the check, etc. A fun place to go...“

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

“Really glad I found this spot. Has a chill, cozy vibe — the kind of place you end up staying longer than planned. The wine selection is thoughtful without being overwhelming, and the staff were super friendly and helpful with recommendations. I had a glass of red they suggested and it was spot on. Brie appetizer? Ridiculously good. definitely get it if it’s on the menu. Whether you’re popping in for a quick glass or settling in for the night, this place just gets it right.“

“It's the Simply Things.... After a stressful day at work or it's mid-week and you're looking for just something to get you through... drop by Flora's Wine Bar. This is my go to place for great drinks and food. James and Corey will surely make you feel at home.“

“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. 😂“

“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.“

“We stopped by on 2 May 2025 for a brief lunch and ordered the charcuterie board and the oysters—both of which were fantastic. Frank was our server, and he was professional, kind, and knowledgeable. He provided us with suggestions on choosing the meats and cheeses for our charcuterie board, and he had very good picks! The vibe was fun, and we sat in the back overlooking their garden as they played nostalgic songs from the early 2000s and 2010s. Highly recommend. We'll be back soon enough with friends!“

“All you can ask for in a wine bar.“

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

“Great experience, our waiter Brian gave us Great service and recommendations. The food was AMAZING! Steak melts in your mouth!“

“Incredible! I dine here all the time.“

“Elegant, thoughtful menu and wine pairings. Highly recommend trying the themed menu offerings. Looking forward to my next visit!“

“Very Energetic! Bartender was fantastic“

“Ambiance and ambiance and beer and beer“

“The food was delicious. We got a blood orange sangria pitcher and about 2 plates per person (note- we shared them all) so 6-7 plates total, and the service was wonderful. It was my birthday and they were sweet to help celebrate. Would absolutely recommend!“

“I love this restaurant! Great food 🇵🇱“

“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.“

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

“Such a cute place and the staff are so knowledgeable. I don’t know much about wine but with a simple conversation about what I like they are always able to help me find something I love that’s also new and exciting.

The food is also delicious. Simple but well balanced and the salads are out of this world. The cod and whatever bean dish they are serving at the time are my other go-tos.“

“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.“

“Amazing food and bookstore!“

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

“Pizza- MUST TRY ….. was the best wood fire pizza I’ve ever had (even in Italy 🇮🇹😳) the eggplant capers garlic was delicious 😋 the chicken cutlet was also delicious very moist (tender) 😉 and well there’s “salad” 😂
Definitely won’t be disappointed!!!“

“This was one of the finest dining experiences we’ve had. We’ve heard about Giulia for months now, reputed as one of, if not the best Italian restaurant in Massachusetts, which meant we had extremely high expectations going in. Combined with the difficulty of getting a reservation due to the popularity (with many nights waiting at 12am sharp hoping that I refreshed fast enough), and finally we had secured a reservation.

The food is heavenly. We ordered the erbazzone and grilled rosemary flatbread for appetizers, and both were so delicious— especially the erbazzone, which was probably the tastiest appetizer I have tasted. I still crave it as I am writing this, and my girlfriend feels the same way. The flatbread was also amazing, though the erbazzone trumps almost anything from the night.

My girlfriend ordered the vegetarian bucatini, and I ordered their famous wild boar pappardelle. Both pastas were excellent, though not as standout as the appetizers. It was really nice to note that they deducted the price for the vegetarian pasta from 28 (which would include meat) to 18, which we really appreciated.

Finally, we ordered the yogurt panna cotta with beach rose, toasted coconut and winter citrus for dessert. Oh my god, this is the greatest food I have tasted in eons. My girlfriend thinks it’s the best thing she has eaten (and we’re both very judgy with food!). Neither of us had thought we would enjoy anything rose-flavored so much, with the taste recurring with each bit of saliva, slowly dissipating with time. It is as if rose bloomed in our mouth, slowly melted to our tongues, and withered away as we bit away and let it wither. The sweetness gave way for the rose, and the rose enhanced the coconut and yogurt tastes. We should have ordered another one.

Overall, this was probably one of the top three meals in my life, and certainly best in the New England area. I HIGHLY recommend everyone to go, and honestly it might even be better to just order their appetizers and desserts without pasta. Their pastas are good, but the appetizers and desserts are on a whole different level. 11/10 experience. Also cute seatings outside on a beautiful afternoon. A shame we forgot to take pictures of the appetizers and desserts because they were SO GOOD. Keep in mind the portion size might be a bit smaller than you would like, but in my opinion it adds to the experience. I hope they get a Michelin recommendation at least, if not a star this year.

Hope this helps to anyone contemplating on securing a reservation!“

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

“Wine pairing menu is great“

“Went to Capital Grille Boston tonight to celebrate our 2 year wedding anniversary. Couldn't have asked for a better experience. The restaurant is beautiful, the food is amazing (hello Kona crusted filet mignon and espresso martini), and the staff is all super friendly. The service is exceptional and our amazing server, Malik, made our night feel very special. If you want to celebrate something special or have good steak on Tuesday, this is where you come. Ask for Malik!!“

“Great service. Delicious food.“

“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!!!“

“This is a great Cuban restaurant. They have taken Cuban food and refined it and added unexpected delicious ways of preparation. I love Cuban food and this restaurant is preparing deliciously. It is also on a pedestrian only street it has a sophisticated casual European feel. Go. You will be pleased.“

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

“I have walked by this place for 3 weeks while here on business and they were not opened 😩!! Finally I asked people at the Encore and they had no idea when they were open which was very disappointing! That being said I SCORED!! Friday and Saturday they are open and let me tell you they should be open way more often as this place was beyond phenomenal!! The two stand outs that seriously make this place amazing are Rich and Ayoub!! Honestly the presentation on my board was phenomenal and I forgot to take a photo before devouring it! The wine choice was far better than my original choice. I honestly would have eaten here every day I was here if it would have been open!! Whomever makes these decisions really doesn’t understand what a solid gem this place is and its potential! I honestly am so thankful I decided to check on last time to see if they were open! Thank you so much Rich and Ayoub!! Cheers to a fantastic experience!!“

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

“I have to say it, this restaurant is amazing.

1. The service is great, well trained and polite.
2. The food is out of this world, I’ve had the duck highly recommend it).
3. Great drinks ?

10/10“

“Vertigo Trio would like to thank Prep Neighborhood Kitchen for an incredible meal at our gig in their restaurant last night. Just absolutely fabulous! These guys are like "Bear" but with less swearing and death threats!“

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

“I come here regularly, and my husband and I always choose this place to celebrate our birthdays and anniversaries — it never disappoints! The food is always amazing, and the service is top-notch. John is the best waiter — friendly, attentive, and always makes us feel special. Highly recommend!“

“We had an amazing night at mooo Beacon Hill. Jeffrey, our server, was so funny and helpful. He made the night even more memorable The food was outstanding.  three of us had the beef Wellington, which was made superbly. We had a lovely evening, and felt well taken care of by the staff. Including helping us get back to our hotel safely that night. highly recommended.“

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

“Food delicious!! I told them they stole my sauce and meatball recipe! Best meatballs ever“

“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.“

“If you’re looking for well-known dishes without unnecessary fuss, but prepared to absolute perfection, this is the place to go. Unfortunately, the service felt a bit unmotivated. However, the food was so outstanding that it still fully deserves five stars.“

“fabulous time Sunday at the Beehive. Sonny was an excellent server and the food was great, his recommendations were right on. Highly suggested.“