Changing of the seasons: a fall Boston to-do guide

By Leanne Signoriello and Brian CohenFeatures Editor and 1851 Staff 

Coolidge Corner Theatre is located at 290 Harvard Street in Brookline. Photo by Leanne Signoriello

As the seasons change from summer to fall, so do the activities in the Boston area. Beach trips turn into haunted house visits and pumpkins start growing. There is always something to do in Boston, while also enjoying New England’s most picturesque season.

Ghosts and Gravestones tour (Now until mid-November) 

With Halloween right around the corner, Ghosts and Gravestones tours travel around Boston. The 90 minute tour is filled with scary experiences throughout from live walking characters in graveyards to visiting some of the city’s haunted sites. Reservations are required to take a tour. For more information on the tour schedule and to make a reservation, visit

Berklee Beantown Jazz Festival (September 30) 

Taking place between Columbus Avenue and Burke Street in Boston, this free six-block block party and outdoor concert is guaranteed to draw in music lovers. Hosting a variety of performances featuring numerous music genres, food vendors, and other entertainment will be available for those who attend the annual event.

39th Annual Harvard Square Oktoberfest (October 8) 

As if Harvard Square didn’t already have a great reputation of hosting events and attracting those from all over, the 39th Annual Oktoberfest is returning to the bustling area. The event, which is free and open to the public, will include music, crafts, a parade, and five beer gardens for those who are over the age of 21 to explore.

Pumpkin Float 2017 (October 20)

Frog Pond may be a popular site for Bostonians in the winter, but for the past three years, the pond has become a more innovative attraction in the fall months. The Pumpkin Float is an annual event that invites those in the area to bring a carved pumpkin to put on display on the still water of Frog Pond. The illuminated pumpkins are free to attend but is BYOP (bring your own pumpkin).

53rd Annual Head of the Charles Regatta (October 21-22)

The two-day rowing competition draws thousands of spectators every year along Massachusetts’s most notable river. The annual event is the perfect excuse to enjoy the classic New England fall weather while cheering on rowers from all over.

Coolidge Corner Theatre’s: Halloween Horror Marathon (October 28)

The name says it all. Horror movie lovers are invited to attend the 12-hour long event, watching up to six classic horror movies on one of the theatre’s screens. The movie titles will not be released until the day of the event and is packed with intense scares and thrills. Coolidge Corner Theatre is located at 290 Harvard Street in Brookline. Ticket information can be found on their website at

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