Usher in fall with the city’s hottest events, from fashion week to Grammy Award-winning performances and more.
See Boston Ballet’s Jeffrey Cirio perform at the Fall Experience.
9/30-10/7
Boston Fashion Week
Get ready to ooh and ahh as the latest trends take the Boston Fashion Week runway with a technological twist. This year, the event is partnering with Cambridge Science Festival’s fashion day— where science meets wearable tech and smart clothing. Attendees can also hear local fashion professionals share career-defining moments at GlamSlam on October 6, hosted by comedian Bethany Van Delft. Bostonfashionweek.com
10/5, 10/19
Walden Local Meat Butcher Classes
Learn the art of butchery at Walden Local Meat Butcher Classes—think tools and techniques, like seam breaking, types of knives and grip styles, table breaking and handsaw use. Students will discover more about each animal’s origin, sustainable production and consumption in New England, as well as how to prepare some of their favorite meals at home. Plus, guests can please their palettes with wine, beer and a generous selection of cuts during each class. 316 Shawmut Ave., members.waldenlocalmeat.com
10/5-10/15
Boston Ballet’s Fall Experience
Watch dancers glide across the stage at Boston Ballet’s Fall Experience. Of the four ballets, choreographer Akram Khan’s Vertical Road closes the show—inspired by the Sufi tradition and Persian poet/ philosopher Rumi. The dancer’s breathtaking display is heightened by billowing garments designed by costume designer Kimie Nakano. Citizens Bank Opera House, 539 Washington St., bostonballet.org
10/6
John Mayer at TD Garden Before you take the “Last Train
Home,” fulfill your early 2000s dreams of seeing John Mayer perform his greatest hits. The seventime Grammy Award winner is set to revisit his musical origins at TD Garden, where he once walked the halls of Berklee College of Music. Canadian singer JP Saxe, renowned for his Grammy Nomination, “If The World Was Ending,” will also join the ranks of the esteemed singer-songwriter on stage. 100 Legends Way, tdgarden.com
10/8/2023-1/15/2024
Fashioned by Sargent at MFA
Witness American expatriate artist John Singer Sargent’s muses brought to life at the MFA this month. Sargent is considered the leading portrait painter of his generation, and visitors can explore about 50 paintings of his must-see masteries. Discover the intimate connection between fashion and his creative process as you check out garments and accessories alongside paintings like “Madame X” and “Lady Agnew of Lochnaw.” 465 Huntington Ave., mfa.org
10/12-10/15
Boston Symphony Orchestra and Yo-Yo Ma
Tune in: Yo-Yo Ma is back in Boston this month, performing with the Boston Symphony Orchestra. Attendees can settle into plush seats at Symphony Hall as the former child prodigy fills the space with performances of works by Haydn, Shostakovich and Habibi, conducted by Andris Nelsons. 301 Massachusetts Ave., bso.org
10/14
Boston Book Festival
Bookworms—this one’s for you. Boston Book Festival is back this month with a lineup of not-to-be-missed keynote speakers, including Rick Riordan of Percy Jackson and the Olympians: The Chalice of the Gods and Chloe Gong, bestselling author of Foul Heart Huntsman. The festival’s events continue outdoors with the street fair in Copley Square, where attendees can check out exhibitors like the Boston Public Library and The Boston Globe, food trucks and more. Copley Square, bostonbookfest.org
10/19-10/22
Martha’s Vineyard Food & Wine Festival
Celebrate The Vineyard’s exquisite culinary scene with the island’s top executive chefs, including The Dunes’ Richard Doucette and Bettini’s Juan Martinez. Festival goers can enjoy delectable bites and sips from their favorite eateries. One grand tasting event, Fruit of the Island Sea, welcomes chefs far and wide as they work together to curate their own seafood dishes. Multiple locations, mvfoodandwine.com
Don’t miss the annual Head of the Charles Regatta—Boston’s most beloved fall tradition
10/20-10/22
Head of the Charles Regatta
Nothing quite says October in Boston like the Head of the Charles Regatta. Top rowers migrate to the city’s chilly waters from all over the world, including Canada, France, Mexico, Turkey, Austria, Germany and more. Since its humble beginnings in 1965, the world’s largest rowing competition annually attracts over 400,000 spectators, 11,000 competitors and 2,400 volunteers. Watch the rowers fly by at the Eliot Bridge Enclosure, where spectators can enjoy bites and the best views. Starts at 619 Memorial Drive, Cambridge, hocr.org
10/21
Amplify Berklee
In case you didn’t know, Berklee College of Music has some pretty talented alumni—think John Mayer, Quincy Jones, St. Vincent and Charlie Puth. Celebrate all this institution has to offer at the Westin Copley Place. Proceeds from the gala will support Berklee City Music—the college’s initiative to engage underserved public school students in yearlong, tuition-free music education programs. The event will conclude with a celebrity DJ dance party. 10 Huntington Ave., college.berklee.edu
10/26
NECEC 14th Annual Green Future Gala
Step into the future of sustainability at the 2023 Green Future Gala, themed “Building the Climate Economy.” NECEC has fostered relationships and empowered startups to make clean energy a driving force in the economy. Attendees can help pave the way for a greener future as the night showcases transformative individuals and technologies. 10 Huntington Ave., necec.org
10/28
Murder Mystery Dinner at Ocean Edge Resort & Golf Club
There’s been a murder at Ocean Edge—are you a suspect? Immerse yourself in the allure of Old Hollywood this spooky season with the four-course murder mystery dinner by executive chef Philip Flath. Once the case is closed, guests can unwind with post-dinner cocktails and live music at Bayzo’s Pub. If you aren’t quite ready to go home after the festivities conclude, the hotel’s mystery dinner package comes with a one-night stay and breakfast. 2907 Main St., Brewster, oceanedge.com
Photography by: ERIN BAIANO; KYLE KLEIN
