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The Best Quintessential Boston 2 Day Itinerary
Boston, the historic hub of America’s northeast, is a city that seamlessly blends old and new, tradition and innovation. From its iconic Freedom Trail to its trendy neighborhoods and world-class museums, Boston has something for everyone.
Whether you’re a history buff, a foodie, or a family looking for adventure, this charming city is sure to captivate. In this post, we’ll explore the ultimate Boston 2 day itinerary, plus some extra attractions to consider if you have 3 or 4 days to explore. Get ready to discover the best of Beantown!
Where to stay in Boston
The Langham
For a luxurious and unforgettable stay in Boston, look no further than The Langham. This elegant hotel, located in the heart of the city, offers unparalleled service, lavish amenities, and stylish accommodations. Unwind in the award-winning spa, indulge in afternoon tea at the opulent Palm Court, or enjoy a cocktail at the chic Bond Bar.
With its prime location, The Langham is within walking distance to many of Boston’s iconic attractions, including the Freedom Trail, Faneuil Hall, and the Boston Harbor. The Langham’s warm hospitality and world-class amenities make it the perfect choice for a truly exceptional Boston experience.
Book your stay at The Langham Boston here
If The Langham isn’t your cup of tea, don’t worry – Boston has plenty of other amazing places to stay!
For a trendy vibe, check out the Kimpton Onyx Hotel in the West End, with its sleek rooms and rooftop bar.
The historic Omni Parker House is another iconic option, offering elegant accommodations and a prime location on the Freedom Trail.
Families will love the Residence Inn by Marriott Boston Harbor, with its spacious suites and waterfront views.
And for a boutique experience, consider the chic Boxer Boston or the stylish Verb Hotel, both offering unique charm and comfortable stays. Whatever your style or budget, Boston has a hotel to suit your needs!
Can I see Boston in 2 days?
There’s so much to see, do and eat in Boston, you could stay for a long time and not do it all! If you only have 2 days in Boston, however, you can still see many of the main sights and attractions and have a really good time.
Day 1 in Boston-
Explore Boston’s Waterfront, History, and Culture
The New England Aquarium
After your breakfast at The Langham Hotel Boston, walk only 8 minutes to The New England Aquarium. The New England Aquarium is one of the best in the US and should definitely be on your Boston 2 Day itinerary.
The walk to the aquarium is beautiful and incredibly scenic. We got a Boston City PASS for our trip and I thought it was very worthwhile. It includes 4 different attractions within 9 days so you definitely end up saving money!
The first attraction on our Boston City PASS was the aquarium. The aquarium is very family friendly and had many enjoyable exhibits. You can actually see seals right outside of the aquarium too! (So if you are short on time, you can at least see these lovable sea creatures with out having to pay admission).
Another favorite exhibit was the Stingray exhibit where you can actually touch them! The set up of the aquarium is very unique and there is an incredible tank right in the center with a plethora of sea creatures. We also really loved the penguins! This is a great activity for kids in Boston on a 2 day itinerary.
Christopher Columbus Waterfront Park and The Greenway Carousel
After the aquarium, head over to Christopher Columbus Waterfront Park, offering stunning harbor views and a beautiful spot for a morning stroll.
Take a short walk to The Greenway Carousel, a unique and fun attraction for all ages. Our toddler absolutely loved this and it was not very expensive at all either!
The North End and Paul Revere House
Next, head to the North End, Boston’s oldest neighborhood, and visit the Paul Revere House, the former home of the famous American patriot, now a museum showcasing 18th-century furnishings and artifacts.
Explore the charming streets and alleys of the North End- the city’s oldest neighborhood, and be sure to stop by Mike’s Pastry or Modern Pastry for a classic Italian treat. This place is especially famous for cannoli’s!
Old North Church
Step into the historic Old North Church, where the famous “One if by land, two if by sea” signal was sent to Paul Revere in 1775, warning of the British invasion. This iconic church, built in 1723, is the oldest standing church in Boston and offers a glimpse into the city’s rich history.
Take a moment to admire the stunning Georgian architecture, climb to the top of the steeple for breathtaking views, and learn about the church’s significant role in American history.
Don’t forget to look for the famous signal lanterns, still hanging in the steeple, and imagine the brave patriots who risked everything for independence.
Quincy Market
Grab lunch at Quincy Market, a historic food hall offering a variety of local cuisine, including fresh seafood. Try a delicious lobster roll and clam chowder, two Boston staples!
Museum of Science
In the afternoon, visit the Museum of Science, featuring interactive exhibits and a stunning planetarium. This Museum is really incredible and our toddler had the best time.
Honestly, this museum is huge with so many great exhibits, you could probably spend all day here, but if you are only in Boston for 2 days, you will have to pick and choose the top exhibits you want to visit. We really enjoyed the Arctic adventure, Engineering Design, Colossal Fossils and Dinosaurs, Science in the Park and New England habitats.
We were able to visit this museum and the aquarium with our City Pass, you can book one here!
Beacon Hill and Acorn Street
Next, experience the quintessential Boston charm of Beacon Hill, one of the city’s most historic and picturesque neighborhoods. Wander down the gaslit streets, admiring the elegant Federal-style architecture and charming brick row houses.
Be sure to snap a photo on iconic Acorn Street, the most photographed street in the United States, with its picturesque cobblestones and colorful flower boxes. This enchanting neighborhood has been home to many notable Bostonians, including authors, politicians, and celebrities, and its unique blend of history, culture, and beauty makes it a must-visit destination during a Boston 2 day itinerary.
Boston Common
Boston Common, the oldest public park in the country, is a tranquil oasis in the heart of the city. Established in 1634, this 50-acre park has played host to countless historic events, from public speeches to patriotic celebrations.
Today, visitors can stroll through the park’s scenic paths, take a leisurely boat ride on the lagoon, or simply relax on the grass and enjoy the surroundings. Boston Common is also a popular spot for people-watching, picnics, and outdoor events, making it a must-visit destination for anyone exploring for 2 days in Boston.
Boston Public Garden
As the day comes to a close, head to the Boston Public Garden, a beautiful green oasis in the heart of the city. Take a leisurely walk around the lagoon, visit the famous Swan Boats, and stop by the Frog Pond, a popular spot for kids and adults alike.
During the summer, enjoy the pond’s splash pool and fountain, while in the winter, it transforms into a picturesque ice skating rink. The perfect ending to a fantastic Day 1 in Boston!
Day 2 in Boston
Dive deeper into Boston’s rich history and enjoy some fun activities!
Morning in Boston
Brunch at Grana
Indulge in a delicious Italian-inspired brunch at Grana, a modern restaurant in the heart of Boston’s Seaport district. Savor dishes like lemon ricotta pancakes, eggs benedict with prosciutto, or wood-fired pizzas, all made with fresh, seasonal ingredients.
Pair your meal with a craft cocktail or a glass of wine from their extensive list. Grana’s chic atmosphere and outdoor seating area make it the perfect spot to enjoy a leisurely brunch with friends or family. Be sure to reserve a table in advance, as this popular spot fills up quickly on weekends!
Freedom Trail
After eating a delicious brunch, start your day by walking the iconic Freedom Trail, which takes you on a 2.5-mile journey through 16 historic sites, including the Old State House, Old North Church, and USS Constitution.
Check out this guided walking tour of the Freedom trail!
Boston Tea Party Ship and Museum
Next, head to the Boston Tea Party Ship and Museum, where you can relive the famous protest that sparked the American Revolution. Take a guided tour and even toss a tea chest into the harbor!
Check out the tour we did here.
Faneuil Hall
After working up an appetite, head to Faneuil Hall, a historic marketplace and food hall that’s been in operation since 1742. Grab lunch at one of the many eateries, from classic New England clam chowder to modern fusion cuisine.
Duck Tour and/or Whale Watching Tour
In the afternoon, choose your adventure: take a quirky Duck Tour, which explores the city by land and water, or go Whale Watching in Boston Harbor, where you might spot humpback, finback, or minke whales. Both options offer a unique perspective on this amazing city.
Fenway Park Tour
Catch a glimpse of the Green Monster at Fenway Park, the legendary home of the Boston Red Sox. Take a guided tour of the stadium, even if there’s no game scheduled – it’s a must-see for baseball fans and a must for a Boston 2 day itinerary.
End your day with a delicious dinner at one of Boston’s many top-notch restaurants, reflecting on an unforgettable Boston 2 day itinerary in this incredible city!
If you have 3 or 4 days in Boston- More Top things to do in Boston:
With a few extra days to explore, Boston opens up even more of its treasures! Take a leisurely stroll along the Children’s Wharf Harbour Walk, and let the kids burn off energy at Martin’s Park.
Visit the vibrant Seaport district, with its trendy restaurants, shops, and waterfront views. Consider a day trip to Cambridge, home to Harvard University and the fascinating MIT Museum.
History buffs won’t want to miss the USS Constitution, the oldest commissioned warship still afloat since 1797. Stop by the Boston Fire Museum to learn about the city’s firefighting history.
For a comprehensive overview, hop on the Hop on Hop off bus tour, which covers all the major sights. Be sure to admire the stunning architecture of Trinity Church and explore the beautiful Boston Public Library, which offers a free kids’ section with play areas.
Take a scenic walk along the Charles River Esplanade, offering picturesque views and picnic spots. Other attractions to consider include the Museum of Fine Arts and the Samuel Adams Brewery Tour. With so much to see and do, you’ll want to return to Boston again and again!
Things to do in Boston with Kids
If you’re traveling to Boston with kids and are looking for some more kid approved activities for your Boston 2 day itinerary, you are in luck. Boston is a blast for kids! Along with other activities from this post, here are some more fun things to do with kids in Boston.
Unleash their inner LEGO master at the Legoland Discovery Center, where they can build, play, and even ride a dragon coaster! Next, head to the Boston Children’s Museum, where imagination knows no bounds – from a three-story climbing structure to a mini-grocery store, there’s adventure around every corner.
For more hands-on fun, visit the Acton Discovery Museum, featuring a giant indoor playground, makerspace, and even a real airplane to explore! Curious City, an immersive play space, lets kids become mini-Bostonians, navigating a kid-sized city.
When it’s time to get outside, Greenway Park offers a carousel, splash pool, and plenty of room to run. And don’t miss Martin’s Park and Playground, a vibrant spot with a shipwreck-themed play area, perfect for little buccaneers. With so many amazing attractions, Boston is the ultimate playground for kids of all ages!
