Boston Magazine has named Cutty’s the best sandwich shop in Boston for the past two years and one taste of any sandwich on this menu will be enough to make you a believer. They call themselves the “home of the skillfully crafted sandwich” and it’s easy to see when when you look at the care that goes into the construction of each of their creations. Owners Rachel and Charles Kelsey were both trained at the Culinary Institute of America and worked for America’s Test Kitchen before opening Cutty’s, ensuring that each menu item has been prepared to the highest standards.
One of their best specialty sandwiches is the “Roast Beef 1000,” their take on the traditional roast beef sandwich popular throughout the greater Boston area. Their version features mouth-watering slow-roasted beef, crispy shallots, Thousand Island dressing, and sharp cheddar on a brioche bun. This perfectly balanced sandwich is miles apart from the sloppy (though often delicious) creations found up and down the North Shore. And most of the restaurants ingredients are locally sourced, which should appeal to foodies making the pilgrimage to this destination.
All of their sandwiches are excellent (trust us: we’ve tried them all), but if you need further recommendations, we heartily endorse the Saturday-only special “pork fennel,” featuring slow-roasted pork, pickled fennel, and roasted garlic on a sesame seed roll. If this has you jonesing for a sandwich fix, Cutty’s is located at 284 Washington Street in Brookline, just a little over a mile from either of our Brookline hotels making it easily accessible via train, car, or foot.