Best Date Night Restaurants in Southboro

UNBELIEVABLE value! The price point for the exquisite food/presentation and the down-to-earth-welcome-home staff is simply off the charts! I never thought possible that this level of fine dining in our neck of the woods was possible. Sure, our Hudson Speak Easy has some sophistication attached to it, with a small and well curated menu. But fine dining that rivals a Boston restaurant, without the Boston prices and cost of parking? WHAT?! No, I didn't think it possible. Yet Wemmy's pulls it off with magnificent charm. From walking in through the door, until you leave. Classy but not stuffy, comfortable, clean. BEAUTIFUL bar! MUST haves? Seafood Parpadelle, chimichurri steak (ANY OF THE STEAKS), banana/chocolate croissant bread pudding. Espresso Martini flight... yea. It's a place where you want to come back and go through the entire menu!

We had a booth which was lovely for our book club discussion. Our server was excellent and we each had the grain salads, which were excellent! We had a lovely evening!

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!

Great spot! They have great beer, and wine and cocktails. My favorite beers are the whirlpool (a juicy IPA) and the night lite (crisp lager). We got the elote guacamole which was great. Service is very good.