Things to do in Boston this Month

Things to do in Boston this Month!

Welcome to Boston, a city steeped in history, brimming with culture, and bursting with culinary delights. Here’s your go-to list of things to do in Boston this month! As fall approaches, let’s uncover some of the top experiences awaiting you in this vibrant city to wrap up summer and welcome in crisper weather. And topping that list is a journey through Boston’s culinary landscape with Bites of Boston Food Tours!

Take A Food Tour with Bites of Boston Food Tours

One of the best ways to immerse yourself in Boston’s culinary scene is through a guided tour with us at Bites of Boston Food Tours. Whether you’re a foodie looking for the latest gastronomic trends or a traveler eager to taste the local flavors, these tours offer a delightful and flavorful exploration through Boston’s diverse neighborhoods. From our Classic Downtown Boston Tour showcasing Boston’s most iconic foods such as Clam Chowder, Lobster Rolls and Boston Cream Pie to the charming architecture and eateries in the South End, and the rich history and flavors of Chinatown you’re sure in for a treat.

Attend the Oktoberfest and HONK! Parade in Harvard Square

Photo Credit: Harvard Square

The Harvard Square Oktoberfest and HONK! Parade is a vibrant celebration held annually in Cambridge, blending Bavarian traditions with the rebellious energy of street bands. The event features live music, international food, crafts, and a lively parade of activist brass bands. It’s a family-friendly festival that brings together diverse communities in a spirited display of culture and fun.

Head to Shore Leave Scare Leave for Spooky Drinks

Photo Credit: Shore Leave

If you’re ready to dive headfirst into spooky season look no further than Shore Leave, which transitions into ‘Scare Leave’ for the month of October. Enjoy spooky vibes, haunted cocktails and fun events such as a Halloween costume party, drag shows and live music. During this month-long spooky celebration they fill feature special cocktails such as their beloved Selkie’s Scream, pictured above.

Watch the Head of the Charles

Photo Credit: Joyraft

The Head of the Charles Regatta is the world’s largest two-day rowing event, attracting thousands of athletes and spectators to the Charles River in Boston. This prestigious race features top-tier rowers from around the globe, competing in various categories. Along the riverbanks, spectators can enjoy food, entertainment, and a vibrant festival atmosphere. The 2024 Head of the Charles Regatta will take place from October 18th – 20th.

Take a ‘Fall Semester’ Cooking Class at PAGU

Photo Credit: Pagu

In the spirit of heading back to school, join one of PAGU’s cooking classes! These are definitely not just ANY cooking classes. You will get to learn from James Beard nominated Chef Tracy Chang and the other acclaimed chefs of PAGU! Your dinner party game will definitely go up several notches after this and you’ll be able to impress your friends with restaurant recipes that are also achievable at home. The classes run about 2.5 hours long and they will provide you with the tools, ingredients, and a goodie bag to take home.

Check Out the Boston Public Market Harvest Party

Photo Credit: Boston Public Market

Head to Boston Public Market on October 17th for their seventh annual Harvest Party fundraiser in support of the Boston Public Market’s mission to cultivate a diverse community around food. In the spirit of celebrating local farms and authentic food, the Market will become the ultimate carnival for one-night only! Proceeds from your ticket contribution will directly benefit their Community Engagement Fund, which helps them fulfill their mission and offer free, public educational experiences at the Market for the local community, and further support the entrepreneurs and small business owners that make the Market a special place.

Check Out the Halloween Party at Ned Devine’s

Photo Credit: Ned Devine’s

Head to Boston’s bustling Downtown for a night of sips and spookies at a favorite watering hole of ours, Ned Devine’s. Their annual Halloween party will take place on October 26th at 9pm. This is a 21+ event sponsored by High Noon, featuring live music from The Hey Nows and a costume contest with $300 cash prize for winner & $200 for runner-up. Get creative, witches!

Shop at an Outdoor Artisan Market

Photo Credit: New England Open Markets

Boston showcases so many local creatives through its many outdoor markets that begin popping up in the spring/summer and last through the beautiful fall season, making it an ideal thing to do in Boston this month. To name just a few, you can check out the SoWa Open Market, New England Open Markets, and the Greenway Artisan Market. Support local small businesses by visiting them at one of these outdoor markets – who knows, you may just discover your new favorite brand!

Hit Up a Patio for Drinks and Food

Photo Credit: Porto

Patio time takes on a whole new meaning when the summer heat subsides and you can sit outside with a cozy sweater and just the slightest chill in the air! Look no further for something to do this month as we’ve hooked you up with a great list (and trust us there are many more) of patios for you to enjoy the fresh air while you dine and drink. Here are some of our favorites to give you a head start: Porto, Oleana, SRV, Mare Burro Bar, and Woods Hill Pier 4.

Eat LOBSTER!

Photo Credit: James Hook & Co.

Boston is truly a seafood haven and it’s always the season to enjoy the crown jewel – lobster! We’ve made a list from traditional to unexpected ways to enjoy lobster all year round. Check it out here!

Take a Tour of Historic Fenway Park

Photo Credit: mlb.com

Sports enthusiasts shouldn’t miss a visit to Fenway Park, home of the Boston Red Sox. Take a tour of this legendary ballpark, soak in its rich history, and feel the excitement of standing inside one of baseball’s most iconic venues. If you’re lucky, catch a game and experience the fervor of Boston’s passionate sports fans.

Grab Dollar Oysters

Photo Credit: State Street Provisions

Boston is known for its fresh seafood, and it’s not rare to see trays of oysters on most tables once it gets warm outside. Many local spots offer dollar oyster deals during specific hours, especially on weeknights. Check out places like Rochambeau, State Street Provisions, and Loco Taqueria for their dollar oyster specials, where you can enjoy freshly shucked oysters at a great price.

Visit the Cisco Brewers Seaport Pop-Up

Photo Credit: Cisco Brewers

Visit the Cisco Brewers Seaport Pop-Up which is still open for the season, a delightful gathering featuring craft beers, live music, and a vibrant atmosphere. Sample a variety of locally brewed beers, mingle with fellow beer enthusiasts, and soak in the lively spirit of this pop-up event.

Catch a Jazz Show at Wally’s Cafe

Photo Credit: Wally’s Cafe

Immerse yourself in Boston’s jazz scene with live music at Wally’s Cafe, a historic jazz club known for its intimate ambiance and talented musicians. Enjoy soulful tunes, cozy surroundings, and a unique experience steeped in musical heritage.

Attend a Weekly (Free) Wine Tasting at Bar Volpe

Bar Volpe is a new Southie staple headed up by the beloved Boston chef, Karen Akunowicz. As if their incredible Southern-Italian cuisine was not enough of a draw they also offer a FREE wine tasing on Wednesdays from 4-6pm at the bar. This is a great thing to do in Boston this month if you are out and about for a casual evening. You can tune into their Instagram for updates weekly.