Michael R.
Yelp
This is one of the finest dining experiences you might have, and without doubt one of the best restaurants in Portsmouth. That is saying plenty as this town has some great dining.
We've been dining at Massimo for years now, and it is our goto for special meals, when friends are visiting, or when we just feel like indulging. From the warm ambience, skilled servers and delicious foods, it's really hard to go wrong.
For years, the only option was the main dining room, downstairs, but now you have choices. "Upstairs" is a more casual setting, and bar with a nice menu to choose from. Outdoors in season, is fantastic. Massimo has really outdone himself, and perhaps has the nicest outdoor dining venue in the city. Since the pandemic, they have also rolled out a great takeout program as well. We've tried them all the options, and have never been let down.
You are very likely to get a warm greeting from Massimo himself, and the servers are great, but let's talk about the food that Chef Jethro turns out of his kitchen. Outstanding all around, from the small plates, to the pasta or any of the mains. The pasty chef is also very talented, and we love the "dessert box", for those times when you can't decide. Bar and wine service are also exceptional.
If you have not been, just go! Be sure to have a reservation, and note that reservations are for downstairs inside when made with OpenTable.. If you want to eat outside you need to indicate that when you call.
I hope your experience is as good as ours.