I’d keep this crawl focused rather than ambitious. Start in Wooster Square, where two of the city’s landmark apizza names are a short walk from each other, then head toward State Street if you still have room.
Stop 1: Frank Pepe Pizzeria Napoletana
157 Wooster St, New Haven, CT 06511. In Wooster Square, Frank Pepe Pizzeria Napoletana has been part of New Haven’s food landscape since 1925 and is known for its coal-fired pizzas.
Stop 2: Sally's Apizza
237 Wooster St, New Haven, CT 06511. Also in Wooster Square, Sally's Apizza is known for charred, thin-crust pies and is one of the city’s iconic pizza addresses.
Optional detour: Zeneli Pizzeria
138 Wooster St, New Haven, CT 06511. If you want to stay on Wooster Street a little longer, Zeneli Pizzeria is another verified stop for pizza and Italian food.
Stop 3: Modern Apizza
874 State St, New Haven, CT 06511. Over in East Rock, Modern Apizza is another long-running name in the local apizza conversation, known for thin-crust, coal-fired pizza.
If you want a fourth stop
Da Legna x Nolo, 687 State St, New Haven, CT 06511, takes a different angle with wood-fired sourdough pizza and local beers. Or try BAR at 254 Crown St, New Haven, CT 06511, which combines pizza and bar energy if you want the crawl to turn into a night out.
My advice: don’t treat this like a checklist. Pick two or three places, keep the route sensible, and leave yourself time to walk around Wooster Square and State Street. New Haven does not need your heroics; it needs your pacing.