Contessa Boston

Perched atop a bustling corner of Newbury Street, Contessa Boston invites you into a space where the city’s energy softens into something unexpectedly serene and celebratory. The rooftop setting frames sweeping views that blend the historic charm of Boston with a fresh, open sky—an immediate signal that this is more than just a meal, but a moment to linger and savor.

Stepping inside, you're embraced by a lively yet unhurried atmosphere where conversation flows comfortably alongside genuine attentiveness. The rhythm here strikes a thoughtful balance between urban buzz and relaxed elegance, guided by a staff who clearly know the menu and delight in sharing the story behind each dish.

The food at Contessa feels deeply rooted in Italian tradition while spiritedly adventurous—each plate thoughtfully composed to highlight seasonality and texture. Imagine the spice of a lobster capellini that dances on the palate, or the subtle sweetness of butternut squash carpaccio balancing the heartier, homey charm of a veal Milanese. The experience is rounded out by house-made pastries and desserts that evoke a nostalgic yet refined sweetness, perfect companions to a well-crafted espresso martini or a glass from their carefully chosen wine selection.

This rooftop oasis manages to keep spirits high without ever feeling rushed or overwrought. Whether you’re settling in for a midday brunch, a leisurely evening with friends, or a special occasion, Contessa’s combination of spirited flavors and warm, knowledgeable service creates a sense of thoughtful celebration—an embrace of local life through the joy of shared flavors and skyline views.