07 November 2015

Welcome to your virtual 24 hour fall guide around Boston!
I wanted to give you a little glimpse into what Fall looks like here in the city and let you in on some fun fall activities! If you happen to visiting Boston this time of the year, there are always a handful of local business's, events, and hidden gems that keep the season alive and cater to the fall attractions. If you live in a different city that offers a lot of fun fall activities as well, make your own fall list using this event planning management page to help support local event creation!

  1. This may sound like the most common Boston activity ever, however I highly recommend you take some time to WALK THE FREEDOM TRAIL, or at least some of it! You would be surprised how many of the following activities listed below you might run into en route. Whether you opt to go with a tour guide, or by yourself, the trail starts in Boston Common, takes you past many historic sites, through the North End, and ends at the Bunker Hill Monument. It's 2.5 miles long and varies in time depending on your pace and how much time you spend at each Freedom Trail site.

  2. If you are visiting on a Friday or Saturday, you might happen to come across the FRESH PRODUCE AT HAYMARKET located by Faneuil Hall and on the Freedom Trail route. Open all year round (except for Christmas day and New Years day) from dawn to dusk, this is the oldest open air market in the country! Vendors set up stands filled with fresh produce, flowers and pumpkins (in the fall) and offer second to none prices!

  3. Right next door to Haymarket, is the very new permanent, year round market featuring locally sourced food all under one roof. Open Wednesday through Sunday from 8am to 8pm, pick up some HOT APPLE CIDER AND CIDER DONUTS AT THE BOSTON PUBLIC MARKET to start (or continue on with) your day!

  4. It's important to take advantage of all of the SHOPPING ON NEWBURY STREET right before the holidays. Packed solid with almost every store imaginable, start down by the Public Garden and work your way up towards Fenway Park! Downtown Crossing and Faneuil Hall have some shops as well!

  5. Although it isn't winter yet, and probably hasn't started to snow either, ICE SKATING AT THE BOSTON COMMON FROG POND is sometimes most enjoyable when the temperatures are still manageable and you are surrounded by the beautiful fall foliage. Scheduled to open mid to late November, don't miss this perfect skating weather!

  6. If you're a basketball or hockey junkie, STOP BY TD GARDEN TO CATCH A GAME where they are constantly hosting the Celtics and Bruins! Don't have a ticket? Don't worry! There are always scalpers nearby!

  7. Known for their beer in and around the city, TOUR A HANDFUL OF MICROBREWS WITH BOSTON BREW TOURS. You drink, they drive... hop in their beer van as they tote you around to four local microbrews where you get a tour and samples at each beer house!

  8. While you're out and about feasting on Italian food in the North End, stop by THE IMPROV ASYLUM ON HANOVER STREET to get a good laugh in! On Friday and Saturday nights at 12am they have a Raunch show where they perform some adults only improv!

  9. If you're around during the HEAD OF THE CHARLES REGATTA in October, I highly recommend making an effort to swing by and watch the worlds largest two day rowing event!



  1. It's important to participate in the most fall-esque activity out there, so why not do some APPLE PICKING AT THE OLDEST WORKING FARM IN THE COUNTRY, LOOKOUT FARM! Located in South Natick, the farm lets you pick your own fruit, visit with the farm animals and visit the recently launched cidery and taproom! L and I made it out to Russel Orchards last year and enjoyed the wine tasting that they had to offer!

  2. If you're a lover of Cape Cod Kettle Cooked chips, make sure you pencil the CAPE COD FACTORY TOUR into you itinerary. Located in Hyannis you will learn the ins and outs as to how their legendary chips are made!

  3. Whether you're taking a car or train, take some time to ENJOY THE NEW ENGLAND FALL FOLIAGE outside of the city. There are several driving routes, however I prefer the scenes I get from riding the Downeaster Train up North.

  4. Despite the rocky land, we do have some fun New England corn maizes and farms that draw a lot of fun! CONNORS FARM IN DANVERS offers not only a fun maize, but also a cute market and other attractions.

  5. I also encourage you to TAKE THE COMMUTER RAIL UP TO SALEM in October for your yearly dose of Halloween! October is their month and they don't miss a beat when it comes to costumes, food, parades, haunted houses, and anything else Halloween related! (Last years trip to Salem)

What fun fall things are there to do in your city!?
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