19 Things to Do in Boston in the Fall

If you haven’t been to New England in the Fall, you haven’t truly experienced it! With richly colored foliage, crisp breezes, and the scent of apples and pumpkins everywhere, Fall is most definitely our favorite time of year. We’ve compiled a list of the best things to do in Boston this Fall so you can make the most out of your trip.

Special Events Happening This Fall

Boston Calling

September 25-27, 2015
City Hall Plaza 

Image credit: Boston Calling Facebook page.

Image credit: Boston Calling Facebook page.

This three-day music festival is a Boston classic by this point. Featuring a diversity of musical voices and stylings, this year is headlined by The Averett Brothers, Alabama Shakes, and Of Monsters and Men.

Enjoy performances on two stages, delicious brews at an adjacent beer garden, plus tons of food trucks. Kids under ten get in free!

Berklee Beantown Jazz Festival

September 26, 2015
Columbus Avenue, between Mass Ave & Burke 

Also known as “Boston’s biggest block party,” the Beantown Jazz Festival is a free outdoor concert that welcomes music lovers of all ages. Expect fun activities for adults and kids of all ages, like the quirky “instrument petting zoo.”

There are also a number of ticketed performances by famous jazz legends available in theatres around town.

Boston Fashion Week

September 27 – October 3, 2015
Variable locations downtown 

Image credit: Boston Fashion Week Facebook page.

Image credit: Boston Fashion Week Facebook page.

This is a fun one for fashion lovers who don’t get the chance to make it to marquee events in New York City or Los Angeles.

Enjoy talks, panel sessions, fashion shows, and art exhibits that encapsulate the present state of the fashion world in Boston.

Head of the Charles Regatta

October 17-18, 2015
Charles River 

The biggest rowing event in New England, the Head of the Charles Regatta brings people from all over the region to watch the most talented rowers compete for the big prize.

Spend some time at Reunion Village, located at the halfway point on the Boston side of the river, where many of the spectators gather to enjoy food and refreshment plus live commentary.

Fall Attractions & Activities to Check Out

New England Fall Foliage Tours

charles-river-fall-foliageIn the fall, tourists flock from all over to see the magnificent foliage as green leaves turn to a kaleidoscope of yellows, oranges, reds, and browns practically before your eyes.

It’s such a spectacular and beautiful phenomenon that taking a drive in New England in the fall is entertainment in itself.

Leaf peepers come from all over to see the vibrant bursts of color that make up nature’s fireworks. Of course, all of the New England states offer fantastic views of the foliage, but check out these top places to see prime New England foliage in the Boston area.

Visit Salem & The Historic Salem Witch Museum

Salem-Witch-Museum-3As the oldest and most historic area of the United States, it’s no surprise that you can feel history breathing down your neck in New England.

And with Halloween dominating October, New Englanders (and tourists who love a good scare) fully appreciate any and all haunted happenings in the fall.

The Salem Witch Museum is the prime Halloween destination and it’s a must-see attraction for families. Expect gently spooky fun, informative historical context, and an all-around good time.

The town comes to life in Fall with dozens of haunted amusements that range from entertaining to historical. For a bit of both, try the Salem Witch Museum, the town’s most visited attraction.

Another great Salem attraction to check out in the Fall is the House of  Seven Gables.

Freedom Trail Walking Tour

freedom-trail-walking-tourHistory is all around you in Boston, so why not celebrate this back to school season with a little bit of educational fun?

Take the convenient Freedom Trail Tour for an engaging and entertaining look at the rich colonial history of the area. It’s a longish walk, but at an easy pace, so be sure to bring a scarf!

Brewery Tours… Yum

If you’re a beer lover, fall is a great time to indulge in that most popular of seasonal brews – the pumpkin beer!

Take a tour of a local brewery like Sam Adams or Harpoon for a taste of their traditional favorites and seasonal standouts. Better yet, check out the Sam Adams OctoberFest events, running all October long!

Rent a Bike and Take it for a Spin

Boston BikesFall in New England is equated with crisp, cool air that is perfect for many outdoor activities like biking.

Consider taking a beautiful bike ride with the Urban AdvenTours Fall Foliage Bike Tour of Boston.

Relish the crisp fall air with a leisurely Boston bike ride around the Boston Common or along the breezy waterfront of the Charles.

The kids will love the chance to get out and enjoy the weather, and you’ll love that everyone is being active and healthy.

Cruise the Charles River

Charles-Riverboat-Cruise-1Enjoy an informative hour-long tour of the Charles River that glides past Boston’s historic skyline and charming waterfront scenery.

Although this cruise only runs through mid-October, it’s a great opportunity to enjoy the brisk fall air and the beautiful foliage along the Charles River.

A Few Other Activities for Fall Fun

Boston Fall 1

  • Be sure to soak up the beautiful fall ambiance of the bustling Boston Common and the changing flora of the Boston Public Garden.
  • Get out there and do some apple picking at one of the local farms just outside the city – a fun and inexpensive way to enjoy the bountiful harvests of fall.
  • Be sure to visit a pumpkin patch before Halloween this year to pick out the perfect pumpkin or squash.
  • Special exhibits at local museums (like the MFA or the ICA). Many of the major institutions feature special seasonal exhibits that open during the fall.
  • Immerse yourself in history with a visit to one of the many iconic sites of the American Revolution, including the Paul Revere House, the Lexington & Concord historical sites, the Old South Meeting House, and many more.
  • New England is full of beautiful trails, and hiking or biking are great daytime activities for travelers with kids.
  • Sporting events at TD Garden (home of the Celtics and Bruins)
  • Take a visit to Plimoth Plantation to get a taste of how life was for the Pilgrims.  1700s.

Save on Admission

Whatever things you decide to do with your friends and family to celebrate the onset of this most wonderful season, remember to save money on admission to your favorite fall attractions with the Go Boston® Card. Happy exploring!
Go Boston Card


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