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Best Group Dining Gatherings Italian Restaurants in Midtown-Times Square

5 hand-picked restaurants, critic-reviewed and ranked

Last Updated: February 2026

Our Top Pick
La Masseria NYC
Authentic Puglian farmhouse atmosphere with owner-operators present daily

Notable Picks

$$$ Midtown-Times Square Italian
Puglian farmhouse-inspired dining from Chef Pino Coladonato featuring authentic Southern Italian cuisine with house-made mozzarella and grandmother's recipes. The rustic stone walls and antique farm tools create a warm escape from Times Square with over 7,000 reviews validating consistent excellence.
Must-Try Dishes: Scialatielli with Wild Mushrooms, Orecchiette with Broccoli Rabe, Ricotta Cheesecake
What makes it special: Authentic Puglian farmhouse atmosphere with owner-operators present daily
$$ Midtown-Times Square Italian
Legendary family-style Southern Italian since 1990, serving wedding feast-sized portions under candelabra chandeliers. With over 32,000 OpenTable reviews and consistent 4.6 stars, this 500-seat institution has proven staying power for groups seeking shareable classics.
Must-Try Dishes: Chicken Parmigiana, Spaghetti and Meatballs, Rigatoni alla Vodka
What makes it special: Massive family-style portions that make every meal feel like an Italian wedding
$$$ Midtown-Times Square Italian, Steakhouse
A Midtown pre-theater standby that blends steakhouse heft with Italian-American comfort. Regulars praise reliably well-executed chops alongside pastas and seafood, with a polished but unpretentious dining room. Strong choice for classic, crowd-pleasing dinners near Carnegie Hall.
Must-Try Dishes: Bone-in ribeye, Jumbo shrimp scampi, Fresh mozzarella & tomato salad
What makes it special: Italian-leaning steakhouse menu that stays dependable for years.
$$ Midtown-Times Square Italian
Southern Neapolitan family-style dining with old-school Italian American ambiance featuring chandeliers and checkered tablecloths. Over 20 years of serving gargantuan portions of chicken parm and spaghetti with meatballs has earned a loyal following.
Must-Try Dishes: Chicken Parmigiana, Spaghetti and Meatballs, Veal Francese
What makes it special: Theatrical family-style service with enormous portions meant for sharing

Worthy Picks

$$ Midtown-Times Square Italian
The country's largest pizzeria occupies a stunning 19th-century church with original stained glass windows, serving thin-crust brick oven pizza since 1997. Seating 400 in the soaring nave makes it ideal for groups before Broadway shows.
Must-Try Dishes: Classic Cheese Pizza, Sausage and Peppers Pizza, Garlic Knots
What makes it special: Pizzeria in a converted church with stunning stained glass architecture