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The Ten Fall Activities You Can’t Miss in Boston

By Noel McCann


Fall is here, and along with it come the fall activities you’ve been looking forward to all summer. Boston is a fantastic place to experience fall and find fun things to do with those cool-weather weekends. Whether you’re interested in outdoor events, foliage, or food, you’ll always be able to find something to do. Without further ado, here are our top 10 fall activities you got to try while you're in Boston.

  1. Freedom Trail Walk into History Tour



The Freedom Trail is a brick-lined, 2.5-mile route that lets you discover the city’s rich history. Explore meetinghouses, museums, burying grounds, churches, and other landmarks that defined the birthplace of the American Revolution. One of the best ways to explore the trail is with The Freedom Trail Foundation’s year-round, daily public tours. These tours last 90 minutes and depart from either the Boston Common Visitor Information Center or Faneuil Hall.

  1. Quincy Farmers Market


Image credit: Pierdelune / Shutterstock.com


The Quincy Farmers Market is open on Fridays from June through November, and as the weather cools off, it’s the perfect time to check it out. This market is one of Massachusetts’s oldest farmers’ markets, and many of the farms featured are over 100 years old. You’ll also find that the market offers many varieties of locally-grown produce that you can’t find in supermarkets. All of the market’s produce is picked within 24-hours of sale, so help yourself to some fresh heritage apples!

  1. Emerald Necklace and Fall Foliage Tour


Image credit: urbanadventures.com


See Boston’s famous green spaces in a “green” way. The Emerald Necklace Tour is a bicycle tour shows you the famous park system via the historic Emerald Necklace. From the Arnold Arboretums winding paths to Commonwealth Avenue’s shaded boulevard, this route offers a phenomenal way to see the city’s parks. The parks are beautiful year-round, but to see the fall foliage, visit between mid-October and early November. Keep in mind that the tour lasts up to four hours and spans at least 15 miles with several hills along the way.

  1. Harpoon Brewery


image credit: harpoonbrewery.com


The Harpoon Brewery and Beer Hall in Boston’s Seaport District offer guided tours for $5 that include a beer tasting. Get a close-up look at the brewing process and learn all about Harpoon and their full selection of beers. You can also visit the retail store for Harpoon merchandise or beer to take home with you. Don’t forget to visit the Beer Hall. There, you can hang out at the bar and drink Harpoon on draft while you enjoy excellent views of Boston, the brewery, and the canning line. It’s the perfect way for beer lovers to enjoy a fall afternoon!

  1. Boston Symphony Orchestra


image credit: T photography / Shutterstock.com


The Boston Symphony Orchestra is one of the greatest orchestras in the world. Performing in Symphony Hall and celebrated worldwide for its historic location and magnificent acoustics, the Boston Symphony Orchestra delights and amazes with master musicians playing the sounds of composers such as Brahms and Strauss. It’s a wonderful culture-filled way to spend a chilly fall evening indoors. Complete your evening with dinner at nearby Oak Long Bar & Kitchen, where you can enjoy a hand-crafted cocktail or choose from a farm-to-table American menu of local ingredients. This restaurant is just one of many dining options in the area.

  1. Newbury Street


Image credit: Ritu Manoj Jethani / Shutterstock.com


Love shopping? Check out the one street in Boston where you can get everything from comic books to imported Italian dresses. Newbury Street, a mile long and lined with 19th-century brownstones, has tempting wares for everyone from sports lovers to fashionistas, and everyone in between. When you’ve shopped until you’re ready to drop, recover at one of the numerous restaurants and cafes. Even if you just window shop, there’s enough to see here to entertain you for hours. Sidewalk sales, stairs going up or down to galleries and shops, plenty of greenery, and more make Newbury Street a genuinely pleasant way to spend a relaxing fall day.

  1. SoWa Open Market



Sundays May through November, those in Boston’s South End can visit the SoWa Open Market. Thousands of visitors from across New England come here each year to sample the area’s largest collection of local farmers, food trucks, artisans, and specialty vendors. The market features a different mix of designers and creators each week thanks to a rotating lineup of the suppliers, so there are always new treasures to discover and take home.

  1. Salem Witch Museum


New Englanders love haunted places, and there’s no better place to visit around this time of year than the Salem Witch Museum. It only takes a half-hour drive to get there, and the museum’s a must-see attraction for any and all travelers. The “spook” factor is mild, and the historical context is educational. While you’re in Salem, check out one of dozens of haunted amusements, from the historical to the entertaining.

  1. Skywalk Observatory


Image credit: flickr.com


Boston’s Skywalk Observatory offers visitors crystal clear 360-degree views of the city. Take a self-guided audio tour and learn about Boston’s most treasured landmarks. The views are stunning, and you can see up to 100 miles on a clear day! Fenway Park, the Boston Common, Hancock Tower, the Charles River, Harvard, and many other landmarks can be seen 700 feet above the ground. If you’re a newcomer to the city, be sure to pay a visit and take plenty of pictures of your new home.

  1. Enjoy the fall foliage!


Tourists flock to Massachusetts every fall to take in the breathtaking autumn colors. Watch the green leaves turn to red, orange, yellow, and brown as you drive through New England. If you want to have your hands free to take photos, you can join an organized tour. By opting for a guided tour, your eyes will be free to take in all the sights around you. You can also take photos of and even visit landmarks such as colonial churches, age-old taverns, farms, prairies, and more. If your budget is tight, however, then fear not. Exploring the area in the comfort of your own car is just as fun! Pack a picnic lunch and take your family for a long, lazy drive through Boston and the state of Massachusetts. Whichever option you choose; the beautiful scenery is worth spending an enjoyable afternoon.

These are just a few of the many fall activities you can do in and around Boston this fall. However, by taking advantage of the cooler weather and the gorgeous fall scenery, you'll be sure to have an unforgettable fall in Boston.  

If you’re planning to move to Boston, feel free to check out these fifteen things you need to know about the city. Planning to move to New York instead? Visit our local guide to settling in a furnished apartment in New York. Just looking for a weekend getaway? Check out our extensive guide to the best weekend getaways.

by Noel McCann

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