Best Date Night Restaurants in Brookline

Excellent food and drink. Small but very well curated list of wines by the glass. Great cocktails. Food is consistently prepared with high-quality ingredients and cooked with expertise and care. Atmosphere is lively/energetic but still quiet enough that two middle-age people can easily hear one another talk without shouting. :-) A great evening out.

Terra is an absolute masterpiece of a restaurant! The Italian food here is nothing short of spectacular—every dish is crafted to perfection, and the flavors are unforgettable. The wine selection is equally impressive, with thoughtful pairings that elevate the dining experience to a whole new level. A special shoutout to our server, Vinicius, who made the evening truly extraordinary. His knowledge of the menu, attention to detail, and warm, professional demeanor added so much to our experience. He went above and beyond to ensure everything was perfect, and we left feeling absolutely spoiled. If you’re looking for exceptional Italian cuisine, an incredible wine list, and top-tier service, Terra is the place to be. Highly recommend!

We had an amazing experience at Bar Vlaha last night. The place is charming, the food absolutely fabulous, waitstaff knowledgeable and helpful. We had the bread with three different spreads, each better than the next. The mushroom appetiser was spectacular. Entrees of lamb, and wild boar were amazing. An assortment of desserts was delightful. Could not have had a better night. We cannot wait to return.

What a hidden gem! My evening was nothing short of magical. I started with their mozzarella, turkey bacon, and mushroom flatbread, which honestly had me wondering how a flatbread could taste this luxurious – the house-made mozzarella was perfectly melted over crispy turkey bacon, and the blend of roasted mushrooms added such rich, earthy flavors. For my main course, I was torn between the rack of lamb and the lobster ravioli, so my partner and I decided to share both (best decision ever!). The lamb was cooked to perfection, medium-rare with a beautifully seasoned crust, while the lobster ravioli in saffron cream sauce was pure indulgence – you could taste the freshness of the seafood in every bite, and that saffron cream sauce was liquid gold. What really stood out besides the incredible food was how warm yet unobtrusive the service was; our server seemed to appear exactly when we needed something, then fade away to let us enjoy our evening. Absolutely worth every penny. ★★★★★

Pizza and salad were excellent. Restaurant was out of first two wines I tried to order. 🫤