September in Boston is a magical time when the city comes alive with vibrant colors, cool breezes, and an array of exciting activities.
Whether you're a local resident or a visitor, there's no shortage of things to do in this historic and dynamic city.
From cultural festivals to outdoor adventures, Boston offers something for everyone during this beautiful transition from summer to fall.
In this comprehensive guide, we’ll explore the top things to do around Boston area in the month of September as a tourist, focusing on events and
acitivities, attractions, and experiences that will make your visit unforgettable.
The Charm of Boston in September
September marks the beginning of fall in Boston, a season that brings crisp air, colorful foliage, and a renewed energy to the city.
The summer crowds have started to thin out, and the city’s parks and streets are adorned with the first hints of autumnal hues.
This is the perfect time to explore Boston’s rich history, indulge in its culinary delights, and enjoy the many outdoor activities that the city has to offer.
Weather in September
Boston's weather in September is generally mild and pleasant, making it an ideal time for outdoor activities.
Daytime temperatures usually range from the mid-60s to low 70s Fahrenheit (18-23°C), with cooler evenings that are perfect for cozy sweaters and light jackets.
The city experiences less humidity than in the summer months, making it comfortable for walking tours, bike rides, and other outdoor pursuits.
Best Things to Do in Boston in September
1. Boston Arts Festival
One of the highlights of September in Boston is the Boston Arts Festival, a vibrant celebration of the city’s artistic community.
Held at Christopher Columbus Waterfront Park, this annual event features local artists showcasing their work, live music performances, and interactive art installations.
The festival is free to attend and offers a fantastic opportunity to experience Boston’s creative spirit while enjoying the scenic views of the harbor.
2. Boston Film Festival
For film enthusiasts, the Boston Film Festival is a must-attend event. This prestigious festival showcases a diverse selection of films, including feature-length movies, documentaries, and shorts.
The festival often includes Q&A sessions with filmmakers, panel discussions, and special screenings.
It’s a great chance to see some of the best new films before they hit theaters and to engage with the filmmaking community.
3. Hub on Wheels
Cycling enthusiasts will love participating in Hub on Wheels, Boston’s annual citywide bike ride. This event allows cyclists of all levels to ride through the city’s streets, including a unique opportunity to bike along a car-free Storrow Drive.
The ride offers stunning views of Boston’s skyline, Charles River, and historic neighborhoods.
Whether you’re a seasoned cyclist or just looking for a fun way to explore the city, Hub on Wheels is an exhilarating experience.
4. Boston Seafood Festival
September is also the perfect time to indulge in Boston’s famous seafood.
The Boston Seafood Festival, held at the historic Boston Fish Pier, celebrates the city’s maritime heritage with a day of delicious seafood, cooking demonstrations, and educational exhibits.
Enjoy fresh lobster rolls, clam chowder, oysters, and more while learning about sustainable fishing practices and the importance of the seafood industry in New England.
5. CollegeFest
For college students and young adults, CollegeFest is a popular event that takes place in September.
This annual festival is held at Fenway Park and offers students the chance to explore various brands, services, and organizations that cater to the college demographic.
With live music, giveaways, and interactive activities, CollegeFest is a fun and engaging way to kick off the school year and connect with fellow students.
Outdoor Activities and Attractions
6. Boston Public Garden and Swan Boats
A visit to the Boston Public Garden is a must in September. As the leaves begin to change color, the garden transforms into a picturesque setting perfect for a leisurely stroll.
One of the highlights of the garden is the Swan Boats, which have been a beloved Boston tradition since 1877.
Taking a ride on these pedal-powered boats is a serene way to enjoy the beauty of the garden’s lagoon and surrounding foliage.
7. Freedom Trail
September’s mild weather is ideal for exploring the Freedom Trail, a 2.5-mile-long path that takes you through 16 of Boston’s most historic sites. Starting at Boston Common and ending at the Bunker Hill Monument in Charlestown, the trail is marked by a red brick or painted line that guides you through the city’s rich history.
Along the way, you’ll encounter landmarks such as the Massachusetts State House, Paul Revere’s House, and the Old North Church.
Guided tours are available, but the trail can also be explored at your own pace.
8. Charles River Esplanade
The Charles River Esplanade is a beautiful park that runs along the banks of the Charles River, offering stunning views of both Boston and Cambridge.
September is a great time to take advantage of the esplanade’s walking and biking paths, as well as its many recreational opportunities.
Rent a kayak or paddleboard to explore the river, or simply relax on one of the many benches and watch the rowers glide by.
The esplanade is also home to the Hatch Shell, an outdoor concert venue that often hosts free performances.
9. Fenway Park Tours
Baseball fans won’t want to miss the chance to tour Fenway Park, the oldest ballpark in Major League Baseball and home to the Boston Red Sox.
September is the tail end of the baseball season, so you might even be able to catch a game.
If not, the guided tours offer a behind-the-scenes look at this historic stadium, including access to the press box, dugout, and the famous Green Monster.
Fenway Park is a must-visit for sports enthusiasts and history buffs alike.
10. Harbor Cruises
September’s pleasant weather makes it an ideal time for a harbor cruise. Boston Harbor Cruises offers a variety of options, from sightseeing tours to sunset cruises.
These cruises provide a unique perspective of the city’s skyline and landmarks, including the Boston Tea Party Ships and Museum, the USS Constitution, and the Boston Harbor Islands.
Whether you’re looking for a romantic evening on the water or a family-friendly outing, a harbor cruise is a great way to see Boston from a different angle.
Cultural and Historical Experiences
11. Museum of Fine Arts
The Museum of Fine Arts (MFA) in Boston is one of the most comprehensive art museums in the world, with a collection that spans thousands of years and includes works from every corner of the globe.
September is a great time to visit the MFA, as the museum often features special exhibitions and events during this month.
Explore the museum’s extensive collection of paintings, sculptures, and decorative arts, or take part in one of the many educational programs offered.
12. Isabella Stewart Gardner Museum
Just a short walk from the MFA, the Isabella Stewart Gardner Museum is a unique cultural institution housed in a stunning Venetian-style palace.
The museum’s collection includes European, Asian, and American art, as well as rare books, manuscripts, and decorative arts.
The museum’s central courtyard, filled with lush plants and flowers, is particularly beautiful in September. The Gardner Museum also hosts concerts, lectures, and other events, making it a vibrant cultural destination.
13. Boston Tea Party Ships and Museum
Step back in time and experience one of the most pivotal events in American history at the Boston Tea Party Ships and Museum.
This interactive museum features live reenactments, multimedia exhibits, and the opportunity to board replica ships to learn about the events leading up to the American Revolution.
September is a great time to visit, as the cooler weather makes it more comfortable to explore the outdoor exhibits.
14. New England Aquarium
Located on Boston’s Central Wharf, the New England Aquarium is a favorite attraction for visitors of all ages.
The aquarium is home to thousands of marine animals, including sea turtles, sharks, penguins, and a giant ocean tank filled with coral reef inhabitants.
In September, the aquarium is less crowded than in the summer months, making it a great time to visit. Don’t miss the chance to catch an IMAX film at the aquarium’s Simons Theatre or take part in a whale-watching tour.
15. Harvard University and Harvard Square
A trip to Boston wouldn’t be complete without a visit to Harvard University, located just across the Charles River in Cambridge.
September is an ideal time to explore the historic campus, as students return for the fall semester, and the campus is bustling with activity.
Take a guided tour of the university, visit the Harvard Museum of Natural History, or simply wander through Harvard Yard and soak in the atmosphere.
Harvard Square, the area surrounding the university, is filled with shops, restaurants, and cafes, making it a lively destination for visitors.
Dining and Nightlife
16. Dine on the Waterfront
Boston’s waterfront is home to some of the city’s best dining establishments, offering everything from fresh seafood to international cuisine.
In September, the weather is perfect for dining al fresco, so take advantage of the outdoor seating at restaurants along the harbor. Enjoy a lobster roll at a classic New England seafood shack, or savor fine dining with a view at one of the city’s upscale waterfront restaurants.
17. North End Food Tour
Boston’s North End, also known as Little Italy, is a culinary delight, especially for those who love Italian food.
September is a great time to take a food tour of the North End, as the cooler weather makes walking more enjoyable.
Sample cannoli from the famous Mike’s Pastry, indulge in a slice of pizza, and explore the many Italian markets and bakeries that line the streets. A food tour is a delicious way to experience one of Boston’s most historic and charming neighborhoods.
18. Boston Brewery Tours
For beer enthusiasts, Boston offers several brewery tours that provide a behind-the-scenes look at the city’s craft beer scene.
September is a great time to take a tour, as many breweries release their seasonal fall beers during this month.
Visit the iconic Samuel Adams Brewery, or explore some of the city’s smaller, independent breweries. Many tours include tastings, so you can sample a variety of brews and learn about the brewing process.
19. Nightlife in the Theater District
Boston’s Theater District is the place to be for nightlife, with a wide range of bars, clubs, and live entertainment venues.
September is a lively time in the district, with new theater productions opening and plenty of live music to enjoy.
Whether you’re in the mood for a Broadway show, a comedy club, or a dance party, the Theater District has something for everyone.
Bottom Line
Boston in September is a city brimming with opportunities for exploration and enjoyment. From cultural festivals and historical landmarks to outdoor adventures and culinary delights, there’s no shortage of things to do.
Whether you’re strolling through the Boston Public Garden, attending a film festival, or dining on the waterfront, you’ll find that September is one of the best times to experience all that Boston has to offer.
So, pack your bags, put on your walking shoes, and get ready to discover the charm and excitement of Boston in September!
Good luck!
