Startup Boston Week 2026 — Day 5
Day 5 closes Startup Boston Week 2026 with targeted closing events and extensive networking. The day features founder-focused talks, startup demos, and investor and mentor interactions in Boston, offering a final chance to connect with the regional tech community.

Thee Sacred Souls, LA LOM, & The Womack Sisters
Experience a soul-soaked evening at Leader Bank Pavilion in Boston as Thee Sacred Souls headline with LA LOM and The Womack Sisters. This rain-or-shine outdoor concert opens doors at 6:00 PM and features showtime at 7:00 PM, delivering vintage R&B and lush harmonies in an energetic live setting.
Dermot Kennedy: The Weight of the Woods Tour
Dermot Kennedy headlines The Weight of the Woods Tour at MGM Music Hall at Fenway in Boston. This high-energy rock-pop show delivers soaring vocals and dynamic guitar work in a sleek indoor venue, promising a memorable evening for fans.

Chayanne Live at Agganis Arena, Boston
Latin pop icon Chayanne headlines Boston's Agganis Arena on September 18, 2026 at 8:00 PM. Experience a high-energy, dance-heavy set of Latin hits in an indoor arena, with fans singing along to chart favorites.

R&B Sing-Along “Sing Your Soul Out” With Rey Royale
R&B Sing-Along with Rey Royale at City Winery Boston's Haymarket Lounge. An energetic crowd-driven evening of soul and classic R&B, with a playful 'Battle of the Sexes' theme that invites everyone to sing along.
The Pretty Reckless - Dear God Tour
The Pretty Reckless headline the Dear God Tour at Citizens House of Blues Boston, delivering high-energy rock with their signature alternative sound. Expect powerful vocal performances, smoky guitars, and a late-evening rock show in the iconic venue.

Ray LaMontagne - Trouble 20th Anniversary Tour
Ray LaMontagne headlines the Trouble 20th Anniversary Tour at Boston's Leader Bank Pavilion. Expect soulful, intimate folk-rock from the acclaimed singer-songwriter, delivering rich acoustic textures in a vibrant outdoor concert setting.

John Crist Live!
John Crist Live! at the Shubert Theatre in Boston delivers high-energy stand-up with sharp, relatable humor. Expect crowd work and polished observational bits from the acclaimed comedian in a classic venue.
Boston AI Week 2026 — Opening Night Party
Kick off Boston AI Week 2026 with the Opening Night Party at the Boston Seaport. This social networking reception runs 5:00–8:00 PM, inviting AI researchers, engineers, and industry professionals to mingle and kickstart the week in a lively, tech-forward setting.

Mazzika Orchestra Presents: Arab Legends
Experience Arab Legends, a spellbinding concert by Mazzika Orchestra at the Berklee Performance Center. The program showcases iconic melodies and voices from the Arab world performed by a full orchestra in a prestigious Boston venue.
2026 Golf Classic in support of Bioversity
Join MassBio for the 2026 Golf Classic in support of Bioversity, a fundraising tournament at the George Wright Golf Course in Hyde Park. A day of competitive golf, networking, and biodiversity advocacy, gathering bioscience professionals for a meaningful cause.
Jigsaw Puzzle Competition
On Sept 28, 2026 at 5:00 PM UTC, head to the Boston Public Library for a friendly jigsaw puzzle race. Teams of four compete to finish first; solo players are welcome and placed into a welcoming group. Prizes, light refreshments, and a puzzle-exchange table add to the fun.

Southern Culture on the Skids
City Winery Boston presents Southern Culture on the Skids for an evening of high-energy swamp-rock. The veteran trio has toured worldwide since 1983, delivering a lively, crowd-friendly show at the Main Stage.
Shelf Care: Silent Reading Club
Join Shelf Care: Silent Reading Club at the Boston Public Library for a cozy, weekly hour of quiet reading. After a short check-in, participants enjoy a tranquil reading session with staff-recommended books and complimentary hot chocolate, tea, and treats in a welcoming library setting.

Steam Powered Giraffe
Steam Powered Giraffe brings its robot-inspired stage show to City Winery Boston, blending high-energy live music with theatrical sketches and playful banter. The quirky ensemble delivers four-part harmonies and original tunes with a sci-fi flair, celebrating 18 years on tour for a memorable night.
Boston AI Week 2026 — Closing Night Party
Join the closing night party for Boston AI Week 2026, a celebratory capstone event blending tech talk with nightlife. Mingle with AI researchers and industry pros after the sessions in Boston, enjoying a lively, social atmosphere that marks the end of the week's innovations.

Damn The Torpedoes - Tom Petty Concert Experience
City Winery Boston presents Damn The Torpedoes—Tom Petty Concert Experience live on October 4 at 7:30pm. This electrifying tribute band delivers authentic Petty riffs, harmonies, and Heartbreakers vibes, with fresh, in-the-moment twists. Expect sing-along anthems, dancing, and a memorable night of classic rock in an intimate venue.
East Boston Farmers Market
Discover East Boston Farmers Market at Central Square Park for fresh produce, prepared foods, and free arts & crafts. Enjoy live music, community resources, and convenient EBT/SNAP/WIC accessibility in a welcoming outdoor setting.
English for Speakers of Other Languages (ESOL) Conversation Group
An informal, drop-in ESL conversation group for adult learners at the Boston Public Library. Volunteer-led and casual, it offers practical English practice in a friendly setting; no registration required. Beginners can ask Literacy Services for starter options; accessibility is supported at Parker Hill Branch.

Randy Feltface: Gimmick
Randy Feltface headlines a stand-up night at The Wilbur Theatre in Boston with his Gimmick show. Expect sharp, character-driven humor, bold crowd work, and a high-energy set in a classic venue.
Age Strong Memory Cafe - West Roxbury
Join the Age Strong Memory Café at West Roxbury Library for a welcoming, casual gathering for people with memory changes and their caregivers. Meet others, share experiences, and access practical tips and resources in a supportive library setting.

Napoleon Dynamite Live!
Napoleon Dynamite comes back to the big screen in a live screening at the historic Chevalier Theatre in Medford. Enjoy the quirky, quotable comedy on the big stage with fans, and note that previously purchased tickets will be honored for the new date.

Thirsty Thursday Trivia
Join Thirsty Thursday Trivia at Harpoon Brewery’s Beer Hall in Boston every Thursday at 6 PM. Test your knowledge, win prizes, and sip local beers in a casual, social night designed for beer lovers and trivia buffs.
Fort Point Open Studios
Visit Boston's Fort Point Arts District during the Annual Fort Point Open Studios weekend. Artists across multiple studios open their doors to the public, offering a chance to view works in progress, meet makers, and experience contemporary art in intimate, studio-like settings.
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