Fall is one of the most beautiful times to visit Boston. Discover the best things to do in October, from Boston Harbor cruises and foliage walks to Salem, ghost tours, historic neighborhoods and classic New England experiences.

There’s another Boston Harborwalk beyond the familiar downtown waterfront. Explore Dorchester’s shoreline, Corita Kent’s iconic Rainbow Swash and the newly connected Neponset River Greenway.

What is it really like to see a concert at MGM Music Hall at Fenway? Go inside the 5,000-person Boston music venue with my photos from Shaboozey’s September 2026 concert — from the packed floor and wraparound balconies to the stage production, lighting and views from different levels.

The Red Sox are back in October, and so is Vamos Boston. I updated last year’s bilingual playoff song for the 2026 roster — with Boston pride, postseason energy, and plenty of fuego.