15 Unique and Fun Restaurants in Boston You Simply Must Try in 2023

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As a Boston resident, I know how lucky I am to have access to the incredible dining scene we have here! You’ve got long-standing institutions serving classic menus, alongside new and hip restaurants bringing creative and worldly cuisine.

Below you’ll find some of Boston’s very best places to dine, with options that span casual to interesting to classy. Boston-area restaurants are versatile, and I believe there’s something for everyone!

Whether you’re looking for kid-friendly restaurants, themed restaurants, rooftop restaurants, or just the coolest restaurants for birthday celebrations, you’ll find something on this list. Keep reading to find the option that best fits your mood and your ideal menu!

These are my picks for the most fun restaurants in Boston!

Best casual spots for quick and satisfying bites in Boston

Seeking something quick and casual? These relaxed joints offer prompt service and inviting surroundings.. Whether you want to grab and go or sit down and stay for a little while, these options will satiate your stomach and provide a satisfying experience.

Saus, Downtown Boston and Bow Market, Somerville

French fries spilling off a plate with 2 dipping sauces next to them

Saus is a solid pick if you’re seeking a unique and quick bite for lunch or dinner. The fries, poutine, sandwiches, burgers, salad bowls, and more – not to mention the delicious sauces! – will answer hunger and intrigue the palette. Saus believes “in the power of the condiment” – its reasoning for having over fifteen unique ones on its menu, so be sure to try a few on the side.

The restaurant’s Boston location has indoor and seasonal outdoor dining, while the Somerville location has indoor dining and reservation-only outdoor dining. 

Parish Cafe, Back Bay

Parish Cafe is the place to go when you want to grab a lunch to go, but it’s even better if you want to linger for a while. The restaurant is handicap accessible both indoors and out. You’ll be treated to superb service and a positive mood right in Boston’s Back Bay. Don’t let Parish Cafe’s casual look fool you though. It’s a four-star restaurant with the menu to prove it. In addition to its delicious eats, Parish has a full bar.

The concept behind Parish is simple, yet unusual; each of its sandwiches is named for its creator, all famous chefs with ties to Boston. You really can’t go wrong when every option on the menu was invented by one of the best! 

Burro Bar, South End and Washington Square, Brookline

People with only hands showing toasting with tequila with lime wedges on top of the glass

This bright and cute Mexican kitchen and tequila bar is a fun place to grab happy hour bites, margaritas, or sit down and have a full and delicious meal. The bottomless brunch is a hit on the weekends; the Mexican spins on classic brunch bites make it a great option when you’re looking for something different.

While the dinner menu is on the small side, the offerings will satisfy many palettes. Sit on the patio or indoors to enjoy the vibe. If you’re in Somerville, try out Painted Burro, the older and bigger sibling of Burro Bar.

Best places with interesting atmospheres and serving up funky eats in Boston

If you’re looking for interesting eats and an atmosphere that offers something extra, try out one (or all!) of these creative places. They’ve got unique fare, settings with pizzazz, and will leave you with a memorable experience. 

Roxy’s Grilled Cheese, Allston, Central Square, Cambridge, Food Truck

Food truck in the city that says \"Roxy\'s We Cater\"
Editorial credit: 2p2play / Shutterstock.com

While Roxy’s ooey-gooey-good grilled cheese sandwiches are what you came for, you should also know that their roots are as a food truck – and the first food truck in Boston no less! Roxy’s now has two permanent locations, one in Allston and the other in Central Square, Cambridge.

The latter is a restaurant up front, arcade in the back, making it the perfect place to celebrate a birthday, impress a date with your skills, or just have your dinner with a side of fun and games. Check out the food truck schedule if you won’t be in one of the neighborhoods with a restaurant, because Roxys’ melty, delicious, and creative sandwiches, burgers, and more are so worth it. From a classic grilled cheese to the hot honey bacon one, you’ll probably need a few minutes to make your pick, even from Roxy’s relatively small menu.

Plus, Roxy’s is one of the best photo spots in Boston and they’re an excellent vegetarian-friendly restaurant in the area!

Dorchester Brewing Company, Dorchester

One of the best breweries in Boston, Dorchester Brewing Company has a great rooftop area that looks out on the gorgeous city skyline. Their Rooftop Hopservatory is quite unique, and the perfect place to go for a brew and a bite in Boston.

The food on offering here is courtesy of M&M Barbecue, so you’ll find items like dumpster fries smothered with meat and smoked cheese sauce and scrumptious sandwiches stuffed with smoked meats.

This is a great Boston restaurant for anyone who loves their BBQ and beer with a view of the city!

Cornish Pasty Co, Back Bay

For pub fare that’s more than just fish and chips, head to Cornish Pasty Co. This Back Bay destination has the feel of an old-school pub, but its menu is downright cosmopolitan. Cornish Pasty Co’s interior has the mood of a quaint, British-inspired pub that maintains a casual feel despite its bustling Back Bay location.

So, what is a pasty? These scrumptious hand pies are made of pastry dough and filled with a meat or vegetable-based filling. Although the treats originally hail from the United Kingdom, this menu is worldly, with southwestern, Cajun, and Indian-inspired treats.

This is a great destination if your dinner party includes omnivores, vegetarians, or vegans, since its selection features numerous options to satisfy each of those dietary options. Its drinks menu features beer both European and domestic, wine from around the world, and an extensive cocktail menu. 

Sweet Cheeks Q, Fenway

\"Spare ribs cooking on a grill\"

From the bucket of hot biscuits to the rustic furniture, Sweet Cheeks Q is a step into the South in New England. Its family-style tables mean you may be sitting beside strangers, but spirits tend to be high and you may even strike up conversation with your neighbors.

With tray-style meals, divine Southern side dishes, and an impressive cocktail menu, you’ll feel welcomed at Sweet Cheeks. What makes it even better are the sustainably-sourced meats and local produce that make it into the meals. Chef and owner Tiffani Faison was a finalist in the first season of Top Chef, so you know your eats will be top-notch here!

Crazy Good Kitchen, Back Bay

Crazy Good Kitchen (C.G.K) on Newbury is a family burger restaurant, but waaaaaay better than what you’re thinking when I said that. Seriously, the handcrafted burgers here are like a culinary experience, but also accessible for most tastes.

They even have a handcrafted vegetarian burger!

It’s got burgers, loaded fries, and super hooked up milkshakes. Their boozy milkshakes are *Chef’s Kiss* level delish and the perfect accompaniment to those incredible burgers. It’s just one of those fun places to eat in Boston!

The Beehive, South End

The Beehive Restaurant and Bar in South End Boston has a bohemian feel, offering tasty cuisine with Eastern European and Middle European influences. Sunday Music Brunch is especially popular, with live music to accompany the brunch menu from 10am-2pm.

Nightly live music and local foods are the perfect combo any night of the week, even if you can’t make it to Sunday brunch! This is one of those funky, eclectic restaurants in Boston that should be on everyone’s bucket list.

Eataly, Back Bay

impressive exterior to entrance of a Boston restaurant called EATALY set among the sky scrapers of the city

While Boston isn’t Eataly’s only location, at its Back Bay digs, you’ll find unique regionally-inspired dishes. An emporium, Eataly boasts 45,000 square feet that contain three restaurants, five bars, takeaway counters, plus a massive market and a cooking school class space.  Choose from restaurants featuring breakfast fare, pizza, seafood, pasta, and more!

Also extra special to the Boston Eataly are a Cannoli Cart and a wine bar, where serving staff can offer recommendations based on your likes. If you’re a fan of locally-sourced fare, visit Terra, the restaurant that features a grill-based menu with seasonal options.

Visitors also won’t want to miss a walk through the marketplace, which is wonderfully stocked with everything from wine to international snacks to grab-and-go meals. 

Saltie Girl, Back Bay

Saltie Girl is one of the top places to go in Boston for delicious lobster rolls, and its got seafood staples galore like fish and chips, fried lobster and waffles, and seafood towers.

Yum!

Best Boston restaurants for a nice night out

Looking for a classy meal and a nice atmosphere in which to dine? Whether you’re flying solo or dining en masse, these nice Boston restaurants bring charm and refinement, without requiring that you don your finest attire.

Henrietta’s Table, Harvard Square, Cambridge

Henrietta’s Table is a farm-to-table institution in Harvard Square’s Charles Hotel has featured locally-sourced, seasonally scrumptious menus since 1995. The produce, meat, and seafood may be simple on their own, but they shine in creative dishes prepared fresh for breakfast, brunch, and supper every day of the week.

With the feel of a New England country kitchen, the only thing missing is a hearth to gather around! This casual place is a perfect place to go when you’re looking for a respite from the active and buzzing energy of Harvard Square. 

Maliss Thai, Brookline Village

Wooden table covered with a variety of plates of food

A short ride on the train from downtown Boston, Maliss Thai (formerly Pon Thai Bistro) offers an ambient and contemporary atmosphere in charming Brookline Village. Its full menu of Thai favorites and Thai fusion is matched in goodness by the excellent service you’ll receive. A small but compatible drinks menu is available to complement your meal.

Inside is small and cozy, making it a great pick for a refined night out and intimate conversations. This is a great casual date night spot in Boston, too!

Giacomo’s Ristorante, North End

Closeup of plate of lobster ravioli

For a neighborhood that’s Boston’s de facto Little Italy, it’s difficult to make a bad choice for Italian food in the North End. But if you’re looking for something that’s extra special, make a reservation at Giacomo’s Ristorante. You’ll be greeted by incredible service that complements the intoxicatingly savory scents of tomato, garlic, and bread that waft and wind through the neighborhood.

In addition to its large portions of pasta, Giacomo’s speciality is seafood. Get yourself a side of scallops, a meal of lobster ravioli, or one of its many other ocean-inspired options. If seafood isn’t your thing, there’s no need to pass by Giacomo’s; you’ll find a menu featuring dishes with and without meat as well. This cozy Hanover Street destination is a popular spot, so be sure to make a reservation!

Lolita Cocina & Tequila Bar, Back Bay

One of the sexiest Boston restaurants around, Lolita Cocina is a little upcale and a whole lot of gothic gorgeousness.

This is one of the best Boston restaurants for brunch, lunch, and dinner, so any time of day, this is a hit.

It’s the perfect kind of dimly lit, heavy ambiance that makes it an excellent spot for a romantic night out. Especially the kind you want to end on a steamy note!


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