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Things To Do

Things to Do in Boston We’re so excited to welcome you to the city we love! Whether it’s your first time in Boston or you’re a frequent visitor, there’s so much to explore. From historic landmarks and charming neighborhoods to delicious eats and scenic strolls, we’ve gathered a list of our favorite spots to help you make the most of your trip. These are the places that mean something to us, where we’ve made memories, shared meals, and soaked up all the charm this city has to offer. We hope you enjoy them as much as we do!
Boston Common

Boston Common

139 Tremont Street, Boston, MA 02111

If you’re looking to explore a bit during your visit, we highly recommend taking a stroll through Boston Common, America’s oldest public park! It’s right in the heart of the city and a perfect spot to unwind, people-watch, or even hop on the Freedom Trail for a historic walk. Whether you’re sipping coffee by the Frog Pond or relaxing on the grass, it’s a lovely way to soak in the charm of Boston.

Boston Public Library - Central Library

Boston Public Library - Central Library

700 Boylston Street, Boston, MA 02116

Don’t Miss This Hidden Gem. If you have a little extra time, we highly recommend visiting the Boston Public Library in Copley Square. It’s not just a library, it’s a stunning architectural landmark! Wander through the grand marble staircase, peek into the beautiful Bates Hall reading room, or grab a coffee in the peaceful courtyard. It’s the perfect mix of culture, history, and a quiet escape right in the middle of the city.

Sam Adams Downtown Boston Taproom

Sam Adams Downtown Boston Taproom

60 State Street, Boston, MA 02109

Cheers to Boston! Looking to raise a glass while you're in town? Head over to the Samuel Adams Downtown Taproom, just a short walk from the Common! With a rooftop patio, exclusive small-batch brews, and a great local vibe, it’s a perfect spot to relax with friends or toast to the weekend. Whether you're a craft beer fan or just in it for the atmosphere, it’s a classic Boston stop worth checking out!

Faneuil Hall Marketplace

Faneuil Hall Marketplace

Boston, MA 02109

A Classic Boston Experience For a taste of Boston’s energy, head to Faneuil Hall Marketplace, a historic and bustling spot filled with street performers, shops, and local eats. Stroll through Quincy Market for everything from lobster rolls to cupcakes, or just soak in the lively atmosphere. It’s a great place to pick up a souvenir, grab a bite, and experience a little bit of everything Boston has to offer!

Cheers

Cheers

84 Beacon Street, Boston, MA 02108

Where Everybody Knows Your Name Right downstairs from our wedding venue is the iconic Cheers Bar, yes, the one from the TV show! Pop in for a drink, snap a photo by the famous sign, or just enjoy the cozy, pub-style vibes. It’s a fun and easy stop before or after the festivities, and a little slice of Boston nostalgia right at your doorstep!

Beantown Pub

Beantown Pub

100 Tremont Street, Boston, MA 02108

A True Boston Classic For a laid-back, no-frills Boston experience, stop by Beantown Pub, a favorite local hangout just steps from Boston Common. It’s the only pub in Boston where you can drink a Sam Adams while looking at Sam Adams (his grave is across the street!). With great comfort food, local beers, and a lively atmosphere, it’s a great spot to kick back and soak in the city’s spirit.

Prudential Center

Prudential Center

800 Boylston Street, Boston, MA 02199

A Special Spot in the City The Prudential Center isn’t just a great place to shop, dine, or take in the city views—it’s also where Joe proposed to Megan! 💍 Whether you’re exploring the shops, grabbing a bite at Eataly, or heading up to the Skywalk Observatory (now View Boston) for sweeping skyline views, it’s a spot that holds a very special place in our hearts, and we’d love for you to experience it too.

Christopher Columbus Waterfront Park

Christopher Columbus Waterfront Park

100 Atlantic Avenue, Boston, MA 02110

A Peaceful Waterfront Escape If you're in the mood for some fresh air and harbor views, take a walk through Christopher Columbus Waterfront Park. Just a short stroll from Faneuil Hall and the North End, this beautiful green space has shady benches, gardens, and a romantic trellis walkway, perfect for a quiet moment or a scenic photo. It’s one of our favorite hidden gems by the water!

North End

North End

Boston, MA

A Taste of Little Italy No trip to Boston is complete without wandering through the North End—the city's historic Italian neighborhood filled with charm, character, and mouthwatering food. If you're hungry, grab a plate of pasta at Giacomo's or The Daily Catch (tiny spots with big flavor!). For something sweet, stop by the legendary Mike's Pastry, you’ll spot it by the white pastry boxes, or head to Bova’s Bakery, open 24/7 and home to Dad’s favorite calzone in the city. Whether you’re there for dinner, dessert, or just a stroll, the North End is always a delicious idea.

Charles River Esplanade

Charles River Esplanade

Storrow Drive, Boston, MA 02116

A Breathe of Fresh Air Looking for a beautiful place to unwind outdoors? Head to the Charles River Esplanade, a peaceful path that stretches along the river with gorgeous skyline views, walking and biking trails, and plenty of spots to sit and relax. It’s perfect for a morning jog, an afternoon stroll, or catching the sunset over the water. Just steps from Back Bay, it’s one of the city’s most picturesque places to take it all in.

Coolidge Corner

Coolidge Corner

Brookline, MA 02446

If you’re venturing just outside the city, Coolidge Corner in Brookline is a wonderful little neighborhood full of charm and a cozy, family-friendly feel. Browse the shelves at Brookline Booksmith, one of the best independent bookstores around, or swing by Trader Joe’s if you’re stocking up on snacks for your stay. With local cafes, leafy streets, and a relaxed pace, Coolidge Corner is a perfect spot to slow down and enjoy a quieter side of Boston.

Isabella Stewart Gardner Museum

Isabella Stewart Gardner Museum

25 Evans Way, Boston, MA 02115

A Hidden Treasure of Art & Architecture For a truly magical experience, visit the Isabella Stewart Gardner Museum, a stunning Venetian-style palace filled with art, history, and lush indoor gardens. Every room tells a story, with masterpieces from around the world and a courtyard that feels like a secret oasis in the middle of the city. It’s one of our favorite quiet escapes in Boston, and a must-see for art lovers, romantics, and anyone looking for a little beauty and inspiration.

Public Garden

Public Garden

Boston, MA 02116

Picture-Perfect Boston Right next to Boston Common, the Boston Public Garden is a must-see—especially in spring! Stroll among beautiful flower beds, weeping willows, and winding paths, or take a ride on the iconic Swan Boats if they’re in season. It’s a peaceful, postcard-worthy spot that’s perfect for a morning walk, a photo op, or just soaking in the beauty of the city. One of our favorite places to slow down and enjoy the moment!

Beacon Hill

Beacon Hill

Boston, MA

Quintessential Boston Charm If you want to feel like you’ve stepped into a storybook, take a stroll through Beacon Hill. With its cobblestone streets, gas lamps, and historic brick row houses, it’s one of Boston’s most picturesque neighborhoods. Don’t miss Acorn Street, one of the most photographed streets in the country! Whether you're window shopping on Charles Street or just wandering the lanes, Beacon Hill is Boston at its most timeless and beautiful.

Newbury Street

Newbury Street

Newbury Street, Boston, MA

Shopping, Strolling, and City Vibes If you’re in the mood to shop, sip, or just soak in the city, head to Newbury Street, Boston’s most fashionable mile! This tree-lined street is packed with boutiques, cafes, art galleries, and everything from high-end designers to quirky local shops. It’s perfect for a leisurely afternoon of exploring, people-watching, or grabbing coffee at a sidewalk café. A classic Boston experience with a little something for everyone!

Tatte Bakery & Cafe | Copley Square

Tatte Bakery & Cafe | Copley Square

200 Clarendon Street, Boston, MA 02116

Our Go-To Spot for Coffee & Treats If you’re looking for a cozy café to start your day or take a break while exploring, we love Tatte Bakery & Café. With several locations around the city, it’s known for its beautiful pastries, flavorful breakfasts, and warm, welcoming vibe. Grab a cappuccino, a tartine, or one of their famous pistachio croissants, you really can’t go wrong. It’s one of our favorite places to slow down and enjoy a little something sweet.

Legal Sea Foods - Copley Place

Legal Sea Foods - Copley Place

100 Huntington Avenue, Boston, MA 02116

A New England Seafood Staple If you're craving a true taste of Boston, Legal Sea Foods is the place to go. A local institution, it’s famous for its fresh seafood, cozy atmosphere, and legendary clam chowder. Whether you're in the mood for a lobster roll, oysters on the half shell, or a hearty bowl of chowdah, this spot serves up New England favorites done right. A great choice for a delicious dinner after a day of exploring!