Boston’s North End is a classic choice for a perfect date night out in the city. As the oldest neighborhood in Boston, the North End is charmingly quaint and lined with romantic Italian restaurants and narrow cobblestone streets to explore. Hanover Street is especially bustling at night and the neighborhood comes alive with the smell of homemade Italian dishes and red wine filling the air as you walk along. There are so many options for a great night out in this iconic Boston neighborhood. Check out our favorite spots to hit for an easy recipe to create a fun night out in the North End.
1. Wine & Dine
There are so many amazing Italian restaurants to choose from in the North End but one of our favorites for an easy and romantic date night out is Tresca on Hanover Street. This spot is quaint and welcoming with amazing classic Italian comfort food. There is a cozy fireplace in the dining room on the second floor. Chef Rich Ansara often comes out of the kitchen to greet guests and talk about the food. The hospitality here lends to the great dining experience. Tresca is also home to one of the most unique dining experiences for two in the city – their Table 77. Table 77 is an amazing table for two where in seasonal weather you can dine on a small balcony over looking bustling Hanover street below. They have a great wine list so definitely plan to enjoy a bottle of wine together here. This is a spot to sit down, relax, and enjoy eating some fabulous food together. The entrees are amazing but be sure not to skip straight to the main course. The appetizers are incredible as well and Anna Maria’s famous stuffed meatballs and arancini are menu highlights.
233 Hanover Street
2. Coffee & Dessert
After dinner, head a few doors down to Modern Pastry for some after dinner espresso and cannolis. We love this family owned and operated italian bakery for its classic italian desserts. You really cannot go wrong with any of the treats you will find here. It is cash only so be sure to plan your dessert stop here accordingly. If feeling all filled up with good food right after dinner, this is also a great stop after an earlier comedy show on Hanover Street (see below). For an extra treat, head downstairs to Modern Underground Bar and Grill. This sub street level spot in the basement of Modern Pastry serves up pub style eats and cocktails. The espresso martini here is one of our favorites (especially when paired with one of their favorite cannolis!
257 Hanover Street
3. Laugh out Loud
Finish your night out with a show at the Improv Asylum right on Hanover Street. This comedy club specializes in improvisation and sketch comedy which is often involving the audience. They also have a bar in the lobby for drinks before the show. There are shows seven nights a week and multiple show times on weekends. Click here for updated times and ticket information to plan the perfect time to get your laughs in for your next night out in the North End!
216 Hanover Street
This is our perfect recipe for an easy and fun night out in the North End. What are your favorites? Please let us know in the comments below!