What I Ate: The Boston Edition

Wondering what to eat in Boston, Massachusetts? I’ve got you covered with this guide to the Boston must-eats you have to add to your itinerary.

I didn’t go to Boston for the food, but somehow I still came back a few pounds heavier (even despite all the walking we did). Boston has a rich history – not only when it comes to its place in charting the course of the history of the United States, but also for the many well-known foods that have origins in New England.

If you’re headed to Boston soon, read on for a guide for what to eat in Boston, personally tasted by yours truly. I tried all the touristy food in Boston (and I didn’t regret it for a second) and found a few hidden gems.

This post was updated in June 2021. I’ve done my best to check that information remains current in light of the pandemic, but please check with individual businesses before booking. If you see any errors, please let me know so that I can keep this article updated.

Boston food map

Here’s a map of all the restaurants and eateries listed in this blog post, to help you plan your Boston itinerary.

This blog post may contain affiliate links, meaning if you book or buy something through one of these links, I may earn a small commission (at no extra cost to you).

What’s in this Boston food guide

I’ve outlined 8 must-eat Boston foods, including where to try them. These are:

  1. Cannoli
  2. Clam chowder
  3. Lobster rolls
  4. Tapas
  5. Pizza
  6. Boston Cream Pie
  7. Pasta
  8. Brunch

I’ve also got plenty of ideas for things to do in Boston when you’re not stuffing your face, see the end of the post.

Boston food tour

I generally like to explore foodie cities by myself, but every now and then when I’m short on time I’ll take a food tour to hit the best spots in town.

In Boston, this Politically Incorrect Food Tour is my favourite food tour. It’s a lighthearted tour (with a smattering of swearing) with plenty of food. I’ve written a whole post about it here.

But there are plenty more Boston food tours to choose from, including tours themed around pizza and donuts, as well as guides that throw in some history as well. Below are some options to explore.

Cannoli

The first food-related article I read about Boston was about the “cannoli war” between Mike’s Pastry and Modern Pastry. Both located on Hanover Street in Boston’s North End – the city’s Little Italy – these two bakeries attract long lines on weekends as patrons clamour to try each establishment’s version of cannoli to decide which is their favourite.

Of course, we also had to try both to see what all the fuss was about.

I quickly discovered that cannoli aren’t easy sweet treats to eat. As the crunchy shell cracks, the creamy ricotta filling oozes out over your hands, creating quite a mess that’s delicious to lick up.

Did I decide on a winner between the two? Well, no. I thought they were both delicious – neither was too sweet and both had a good balance of crunchy and creamy textures. Modern Pastry is more traditional with its four simple fillings. Mike’s Pastry, on the other hand, is attracting the masses with flavours like key lime pie, hazelnut and chocolate chip.

From what I could gather, Mike’s is loved by tourists, while locals prefer Modern.

This is one that you’ll just have to try for yourself and then make up your own mind.

Modern Pastry
257 Hanover St
Open daily 

Mike’s Pastry
300 Hanover St
Open daily

Clam chowder

I wasn’t sure if I’d like clam chowder. Clams aren’t something I’ve ever ordered at a restaurant, as I find them quite fishy tasting. So I was surprised to find myself slurping down every last drop of my bowl of this famous Boston food as I sat at the bar of Union Oyster Company.

Accompanied by a slice of cornbread, the chowder was creamy and generously dotted with chunks of potato and sweet clams.

You can also get a bit of a history lesson here. The Union Oyster Company is the oldest continuously operating restaurant in the entire United States and is believed to have started serving the cream-based clam chowder in the 1830s. JFK loved to dine here, and it’s also known as the place that the toothpick was first used in the United States!

Union Oyster House
41 Union St
Open daily

Lobster rolls

If there’s one thing that always tops the list of what to eat in Boston, it’s lobster rolls. I highly recommend trying a couple of them.

We started at Luke’s Lobster. Overwhelmed by FOMO, I picked the trio of rolls, which came with a half roll each of lobster, crab and shrimp. The shrimp roll here was actually my favourite, but the lobster roll bode well for the rest of our foodie trip: a generously buttered, soft brioche roll was stuffed with chunks of cold lobster.

For our final meal in Boston we went a little more upscale and pulled up stools at the bar of Saltie Girl, a narrow, nautical-themed restaurant inside a Brownstone. The server recommended the warm lobster roll and I watched through the servery window as the kitchen staff stuffed chunks of lobster into the bursting-at-the-seams roll and then ladled over a buttery sauce. Homemade salt and vinegar chips were served on the side. Let’s just say, I was in heaven.

Lobster rolls aren’t cheap, regardless of where you go – you’ll pay a minimum of $16, and anywhere up to $35+ in better establishments.

Luke’s Lobster
Various locations throughout the city, we went to the one at 75 Exeter St
Open daily 

Saltie Girl
281 Dartmouth St
Open daily
Come early to nab a table or seat at the bar

Tapas at Toro

Looking for something a little different, we headed to the South End neighbourhood. Toro is a tapas restaurant that “brings Barcelona to Boston”. It’s one of the hottest places to eat in Boston and doesn’t take reservations, so plan to get there early otherwise you’ll be looking at a wait of 30 minutes to more than an hour.

I love tapas because you get to try little bits of everything, and we ended up with a table full of delicious bites: jamón bellota (recalling our days road tripping through Spain and eating tapas in Seville), grilled octopus, and a clay bowl of the most delicious gambas al ajillo (garlic shrimp) I’ve ever eaten. Definitely some of the best food in Boston.

The tapas at Toro in Boston are delicious

Top tip: don’t book a restaurant called Toro in NYC thinking that it’s this place in Boston. Slightly embarrassing, but apparently we weren’t the first to do it that evening.

Toro
1704 Washington St
Open daily, hours vary

Pizza

When you’re in Boston’s North End, there’s going to be pasta and of course there’s always going to be pizza. Arriving on a Saturday afternoon, we found ourselves amidst the crowds of the Saint Anthony’s Feast festival. There was no chance of getting a table at Regina Pizzeria, what’s probably considered Boston’s most famous pizza place, but luckily all the restaurants in the area had small stalls lining the street, so we bought a slice to share.

Regina Pizzeria is one of the best pizza restaurants in Boston

The pizzas here are wood-fired and they have a crunchy, chewy crust and just the right amount of tomato sauce and cheese.

We also ended up devouring a few more slices at Mama Maria’s dining room table on our Boston food tour.

Regina Pizzeria
Various locations around the city, original is at 11 ½ Thatcher St
Open daily

Boston cream pie

Despite the fact that I hadn’t had a proper lunch, we made a beeline for the Omni Parker House Hotel, famed for inventing the Boston cream pie in 1855.

The Boston cream “pie” is in fact a soft sponge-cake filled with cream and topped with chocolate. I was expecting something sickly sweet, but it was actually not too sweet and not overly filling.

Omni Parker House Hotel
60 School St

Pasta

I’m not actually a huge pasta fan, but I couldn’t pass up a bowl of Mama Maria’s pasta on our Politically Incorrect Food Tour. Sitting at Mama Maria’s dining table in her narrow house in Boston’s North End, we enjoyed a plate full of rigatoni smothered in a rich Bolognese sauce. It was the highlight of the tour (you can book the Politically Incorrect Food tour here).

The only way to try Mama Maria's pasta is on a unique food tour of the Boston North End

Only available on the Boston Politically Incorrect Food Tour

Brunch at Stephanie’s

On our trip to Boston we had lovely weather, so we sat at one of the small tables outside at Stephanie’s, a restaurant located on the famous Newbury Street. Stephanie’s is well known for being a celebrity favourite, but alas there were no celebrity sightings during our brunch.

The brunch menu is huge and after much indecision I ordered the crab cakes Benedict. Two thick crab cakes were covered in a delightful béarnaise sauce and topped off with poached eggs.

The crab cake Benedict from Stephanie's is a great brunch choice

Stephanie’s on Newbury
190 Newbury St
Open daily

There were so many Boston restaurants on my list, but not enough time to visit them all (nor enough room in my stomach). I still have a long list just waiting to be ticked off.

What to do in Boston (besides eating)

We struggled to fit everything into a weekend in Boston. Here are a few ideas for things to do in Boston (beyond just eating):

There are plenty more things to do in Boston besides eating!
  • Take a food tour of the North End, Boston’s Little Italy – which will give you plenty of other ideas for what to eat in Boston while you’re visiting
  • Walk the famous Freedom Trail
  • Go shopping at the Boston Public Market
  • Wander through the Beacon Hill neighbourhood for beautiful architecture, making sure to stop by the Scarlett O’Hara house
  • Visit the Isabella Stewart Museum
  • Learn about the world at the Mapparium
  • Discover a secret sneaker store
  • Take a sobering walk through the outdoor Holocaust Memorial
  • Hang out in Copley Square
  • See inside the stunning Boston Public Library
  • Take a stroll along the Rose Kennedy Greenway, stopping in for a drink at Trillium
  • Catch a baseball game at Fenway Park
  • Follow the Black Heritage Trail, an alternative to the Freedom Trail

What to pack for Boston

Don’t forget a few simple items when you’re packing for your trip to Boston.

What are your recommendations for what to eat in Boston? Leave your tips in the comments below so I can eat well when I return to Boston!

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2 thoughts on “What I Ate: The Boston Edition”

  1. I learned about Boston’s food scene from those TV programs that I’d watched, and despite not being among the top 5 places in the U.S. I would love to visit on a first trip, every time there’s a show about Boston’s dishes I always think to myself that I should go there. Sounds like you (and your stomach) had a great time in Boston!

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