
The weather is still warm, the leaves will soon be changing colors, and the possibilities for indoor and outdoor activities are endless! Check out our list for the best things to do and see all throughout the month:
1. Marvel at the magic of an authentic Flamenco performance

One of the world’s most renowned art institutions, The Royal Opera of Madrid, is bringing a taste of Spain to Boston! Part of Authentic Flamenco’s world tour, they will make a stop in Boston from September 15-24! The incredible performance cannot be missed!
Learn more and reserve your ticket here!
2. Do back to school right with our ultimate student guide

There’s no better city on earth to be a student. With 64 colleges in the Boston area, the city floods with students from all over the world in September. If you’re one of them, check out our handy student guide to make the most of your years studying in Boston.
3. See fields of sunflowers in full bloom
In New England, the best time to see sunflowers in full bloom is late August until early September. That’s why you don’t want to wait to catch these natural beauties in action! Before autumn rolls around, enjoy the last moments of the summer by stopping by a sunflower field in full bloom, snapping some pics, and maybe even taking some home with you. It’s the perfect seasonal activity to drive outside the city and have some fun in the sunflowers!
4. Catch a candlelight performance of classical music
Calm your mind and experience classical music in a new light with these sensational concerts in some of Boston’s most magical locations. Coming in September 2021, this concert series known simply as “Candlelight“ invites everyone to relive the greatest works of classical music, from Vivaldi to Mozart to Bach. The two venues for the series include Arlington Street Church and Temple Ohabei Shalom, two historic and architecturally beautiful venues that elevate the music to even higher levels. Read more about each event here:
5. Visit a secret comedy club at this Eastie restaurant
Next Door Speakeasy & Raw Bar will transform into a secret comedy club on two nights this month. September 13 and 27 the speakeasy will host 2 comedy shows each night, at 6:30 PM and again at 9 PM.
Food and beverage is also available for a night of dining and laughs! You also don’t want to miss their limited-edition sushi making class hosted on September 6! Join Sara Wingard of The Sushi Class and maki memories! Reservations for comedy nights and the sushi class are available online.
6. Celebrate an ‘Allston Christmas’ with $1 hotdogs

Silhouette Lounge celebrates Christmas early. The ritual, made famous for college students ditching their apartment lease and furniture on the curb, has millennial dumpster divers scoring big for their new digs.
After a successful move-in, head over to the Silhouette Lounge for a “Christmas in September” celebration on September 1. The Sil will be decked in Yuletide décor complete with an inflatable Santa dancing in the wind atop the roof.
P.S. Ugly sweaters recommended but not required.
Find it at Silhouette Lounge, 200 Brighton Avenue, Allston, MA 02134
September 1 from 4-6 PM
7. Catch a WaterFire lighting event
WaterFire, Providence’s very own arts, music, and bonfire event, returns for the 2021 season starting in September. The first lighting ceremony will be on September 4th, and the additional lightings will take place on the 9th, 18th, and 24th. This year will be the 25th anniversary of Providence’s iconic tourist attraction, and there will be plenty of music, food, and arts vendors in the area to check out as well!
8. Catch a flick the old-fashioned way at a drive-in theatre
Drive-in theaters have been seeing a renaissance over the last year. When actual theaters closed, the 50s tradition of “driving in” to the movies became a perfectly COVID-safe and vintage alternative to seeing the latest flicks as well as old classics. There are many options around New England for catching a drive-in showing—some with more of a drive than others—but all will provide an unforgettable movie experience!
9. Attend the Boston Local Food Festival
On September 17, the 13th annual Boston Local Food Festival will be held at the Rose F. Kennedy Greenway in Boston. With food and produce vendors spanning four city blocks, you’ll be delighted to find bounties of local food and restaurants downtown. This free event will run from 11 AM to 5 PM, so get ready to eat, shop and discover local food from across New England!
10. Celebrate the 2nd annual Oyster Fest in Falmouth

AutoCamp’s Oyster Festival returns on September 23! Spend the weekend getting salty and having a shucking good time! Learn about and taste different oyster species from all over the Cape. Sea State and Catamut Fish will host a pop-up raw bar.
There will also be shucking classes, oyster roasting, a pop-up dinner and more! AutoCamp will also offer an Inner Glow yoga flow at 8:30 AM, an acoustic serenade with Allie Jason at 6 PM, and stargazing with Tim Little at 8:30 PM!
Oyster fest will run from 12-8:30 PM. Learn more and reserve your visit here.
11. Take a ride on a beautiful city bike path
A bike ride around Boston is a simple and peaceful activity for locals and visitors alike to enjoy while the weather is still nice. There’s a bike path for everyone – whether you’re looking for a beginner-friendly path, Instagrammable views of the city, or historical landmarks. You can bring your own bike or rent a Blue Bike from one of the many docking stations around the Hub.
12. Soak up the last of the summer sun on a hiking trail
What better way to appreciate September’s changing leaves and temperate weather than to take a walk on a gorgeous hiking trail? It’s safe to say Boston’s one of the best and most beautiful cities in the country, but our beloved Beantown is also surrounded by some absolutely stunning wilderness. From the more urban Emerald Necklace to the hilly paths of World’s End, explore the great outdoors at these ten gorgeous spots, perfect for hikers of all levels. Don’t forget to bring your camera with you because these gorgeous trails serve some equally gorgeous views!
13…Or challenge yourself to this advanced hike at an acclaimed national park

Acadia National Park is home to one of the “13 most iconic attractions” in the country according to Fodor’s Travel. The Beehive Loop as it is called, is a one-way trail that involves rungs and ladders.
The trail is advanced and strenuous. Because it is one-way there is no turning back once you commit. But the views at the top are unmatched!
14. Witness this historic 12-foot-tall puppet in Boston

Little Amal, a 12-foot-tall puppet depicting a 12-year-old Syrian refugee will begin her 6,000-mile American trek in Boston on September 7. Amal will visit 10 different spots around Boston over 2 days. Learn where to find Amal here!
15. Take a $157 flight to London

Norse Airways, a new affordable Norwegian-airline offering direct flights between Boston and London launches its inaugural flight this month. The connection travels straight from Logan to London Gatwick Airport. Average prices start from $157 and some even drop below depending on the season.
16. Buff up your culinary skills at a cooking class

If you’re looking for a delicious food experience that you can recreate again and again, why not try a cooking class? Whether you attend in-person or online, a variety of cooking classes offered in Boston right now are sure to elevate your kitchen skills to a whole new level. Looking fro an easy place to start? Try rolling out some fresh pasta in Little Italy or create and enjoy an Italian dinner with a tiramisu finale!
17. Learn all about sailing at The Whaling Museum
This September, The Whaling Museum hosts “Sailor’s Series.” Meet and witness the raw power of local sailors. On September 7 at 6 PM, the “Crew of Three,” a young couple and their then 10-year-old daughter who sailed for 2 years. They abandoned life on land and now live to tell the story of their time on Grenada.
On October 19 at 6 PM, special guest Alice Dickinson, Curator of Collections at the New York Yacht Club will be lecturing at the museum. She’ll discuss the club’s collection of 1,300 different yachts and the evolution of yacht design. Rserve your visit and learn more online.
18. Go pumpkin picking at a local patch

Bring out the gourds! Hoards and hoards of pumpkins and squash will decorate local patches all around the city. Grab some pumpkins for decorating, painting or carving!
19. And grab some apples while you’re there

Apple picking is the quintessential fall activity in Massachusetts. After all, America’s first apple orchard was planted on Beacon Hill in 1625!
Most pumpkin patches also offer apple picking. Check out this guide for a specific list of apple-picking farms near Boston. Tougas Family Farm, about 1 hour from Boston, was recently picked as the best apple picking farm in America.
20. Warm up with hot apple cider donuts

And for the cherry on top, kick off September with apple cider donuts. Whether stopping by a donut shop in the city or fresh from the farm, taste September in this sweet confection.
21. Celebrate the last days of summer on a Seaport Boat Cruise
Embrace the last days of summer by sailing on a 3-hour Seaport boat cruise. Witha fully stocked bar and two DJs playing the best hits from the 90s and 00s, you’ll have a blast partying on this cruise and taking in the sights of Boston’s harbor. This cruise set sail again on September 9th and 10th, so make sure you snag those tickets soon!