An 18-inch Fenway pizza makes a convincing argument for bringing friends. At Pizzeria Ruby, the pies arrive with enough presence to anchor a table, inviting the familiar pleasant problem of deciding who gets the next slice and what else can possibly fit beside it.
This is a small, busy pizzeria with a warm, communal current running through the room. People come for pizza, certainly, but a meal can easily stretch into salads, oversized meatballs, pasta, chicken Parmesan and a round of Italian-leaning drinks.
The atmosphere has energy without requiring a special occasion. Indoor tables, bar and counter seats, and patio or terrace seating give the visit a few different shapes, while the open pizza activity keeps the room visually busy.
Big pizzas and plenty to explore
The pizza list goes well beyond a plain cheese-and-pepperoni decision. My Italian Boyfriend, My Spicy Italian Boyfriend, Vodka Pie, Margherita, Fenway and Grinder pizzas are among the names that give the menu its playful personality.
The My Spicy Italian Boyfriend is a good choice for diners who want their Italian-style flavors with a clear hit of heat. The Vodka Pie has its own following, while the Grinder is another creative specialty worth considering when the table is in a sampling mood.
A Margherita can be a useful measure of any pizza kitchen, and this one is known for balanced sauce and toppings rather than being treated as an afterthought. Italian sausage and pepperoni also get attention for their fresh flavor, with sauce that works alongside the toppings instead of disappearing beneath them.
Across the pizzas, the consistent appeal is the basic construction: fresh-tasting crust, sauce, toppings and ingredients. The team tossing dough and assembling pizzas adds a little theater to the wait for dinner, without turning the restaurant into a showy production.
Start with the salads and meatballs
A large pie benefits from something crisp at the start. The house salad brings lettuce and tomatoes together with green olives, pickled onions and roasted red peppers, giving it more tang and character than a routine side salad.
The Caesar is another strong companion for pizza, particularly if the table is ordering a rich specialty pie. It is a straightforward choice, but not a negligible one.
Fenway Meatballs arrive as three notably large meatballs, a format that makes sharing easy. Put them in the middle with a salad and let the pizza settle the rest of the dinner plan.
Fried morels have also appeared among the appetizers or seasonal offerings. It is the sort of unexpected Italian-table detour that can make a return visit feel different from the last one.
The pasta order worth making room for
Pizzeria Ruby is not a pizza-only stop. Chicken Parmesan, spaghetti, meatballs, chicken cutlet and Lumencha Alla Vodka pasta broaden the table considerably, especially when one person wants a full Italian entrée while another is committed to pizza.
Chicken Parmesan is a particularly memorable order, built around a homemade approach rather than a generic red-sauce standby. It has the sort of hearty, familiar profile that suits a restaurant where sharing is common but a complete plate of one's own is also tempting.
Pistachio Alfredo takes the menu in a less expected direction. Pistachio, garlic and a hint of lemon keep the creamy pasta from being one-note, and the dish gives pistachio fans a reason to look past the pizza list.
A drink while the table fills up
The drink list has room for a little fun. A cherry Italian soda fits an easygoing lunch or family meal, while an espresso martini can steer the evening in a more grown-up direction.
The pistachio sour is another fitting choice alongside a menu that already gives pistachio a place in the pasta conversation. None of these need to compete with the food; they simply give a crowded table another interesting thing to pass around and discuss.
The rhythm of a busy night
Pizzeria Ruby's popularity is visible in its waitlist. Weekend and peak-period diners commonly join it before heading over, and Saturday evening waits can run to about an hour when demand is high.
When a wait is in effect, a pager may allow diners to walk around the surrounding area rather than stand by the door. Bar seating has also been available on a first-come, first-served basis during indoor dining waits, though availability changes with the night.
The room can get loud when it is full, but it remains a place where conversation can carry. That lively hum suits the communal food: large pizzas being divided, meatballs shared, and different dishes arriving across the table.
Free parking has been reported in a lot, with free street parking also mentioned. Reservations have been recommended by some diners, and the waitlist is worth checking before setting out when a busy dinner is likely.
Good for a table with mixed appetites
The format works especially well for groups and families. A large specialty pizza can be the shared centerpiece while someone adds chicken Parmesan, another person orders pasta, and the table rounds things out with Caesar salad or meatballs.
Vegetarian dishes have been clearly labeled, which makes the menu easier to scan when a group has different preferences. The broad range is useful here: a diner can keep things simple with a Margherita, go bold with a spicy pie, or make dinner a pasta-and-cocktail affair.
Pizzeria Ruby has the friendly bustle of a place people are happy to revisit. Settle into the wait if there is one, watch the dough go airborne, and leave enough room at the table for more than a single pizza.
