Boston — Where We Ate & Drank
We ate our way through 13 restaurants and 3 bars in Boston, from Regina Pizzeria's North End slices to Krasi's Greek wine list. Here's where we'd go back.
A September swing through Boston sorted the icons from the actual eating: Regina's North End pizza yes, the Freedom Trail yes, but Krasi's Greek wine list and Picco's square slices are what we'd fly back for. Cheers is for the photo; the Seaport can wait. Fall is the city's whole personality and the right time to come.
This guide covers 13 restaurants, 3 bars, 2 hotels, and a handful of other stops we made—nothing we didn't personally visit, nothing we wouldn't recommend to a friend passing through.
- We were there in September 2024
- Best months to visit: May–September
- 1 Top-500 bar
- Also covers Brookline, Somerville, Cambridge
Plan your Boston days with these picks →