Best Date Night Restaurants in Tanglewood

We really dug the vibe. The interior is really stylish. The only thing we thought that was lacking was our particular server’s service. When I requested a second cocktail and asked him to surprise me with something vodka based, he brought a “French 76”, made with vodka instead of gin. Notwithstanding whether or not such a drink exists vis a vis the known “French 75” drink, he should have known that I had JUST finished a French 75, in part because I had the same gin style glass on my table. This is not service I would expect from a Michelin level restaurant (I know this one did not get one, but maybe you are gunning for it), many of which me and my wife have been too, including multiple Three Star restaurants! The waiter should be more aware as being delivered such a drink might be thought of as being lazy or dismissive towards the diner. My wife and I are well prepared to pay large amounts for a top notch dinner as well, and we are more likely to do so when a restaurant succeeds in ALL categories.

AMORE Italian Restaurant offers a truly exceptional dining experience that captures the heart of Italian cuisine. The staff is incredibly attentive and knowledgeable, ensuring every detail of your visit is perfect. The menu showcases authentic Italian dishes crafted with fresh, high-quality ingredients. Their homemade pasta is a standout—perfectly cooked and paired with sauces bursting with flavor.

I'm so happy to have found Ruggles Black. I am gluten and dairy free and there are so many delicious options. Regular eaters who have eaten there with me love the food as well. The atmosphere is very fun. Wait staff are fabulous. The owner came out to greet us and to make sure we were happy. I will go back often.

Our dinner at Drake’s was just what we needed for a date night and a special time together for my boyfriends birthday. I appreciate the grace as we were running late and the team was accommodating and kind, even though we were behind schedule and closing was at 10p. Thank you for the hospitality. A little bit of kindness goes very long way.

We had a great time! The place is nice and has good vibes and the food was good! Service was Ok.