October 2024 ■
Words by Georgie Ashworth
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Boston is a city that truly comes alive during fall. With its blend of historic charm, picturesque landscapes, and crisp, cool air, it’s no wonder autumn in Boston is one of the most anticipated seasons of the year. Whether you’re a lifelong local, a student studying in the city or new to town and looking to experience the magic of New England’s fall foliage, there’s something for everyone to enjoy. From vibrant fall colors in Boston to great events, the city has lots of things that helps you to make the most of the season.
Take a look at the blog for the top things to do in autumn in Boston, including festivals, scenic drives, outdoor adventures, and other quintessential fall activities in Boston.
One of the most iconic aspects of Boston, MA in the fall is the incredible display of fall colors that take over the city. As the leaves change from green to brilliant shades of red, orange, and yellow, Boston’s parks and streets become a photographer’s paradise. Whether you’re strolling through Boston Common or walking along the Charles River, you’re bound to encounter stunning scenes of autumn foliage. A visit to Boston in the fall isn’t complete without taking in the vibrant foliage that defines New England’s autumn.
Some of the best places to see the fall colors in Boston include:
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A serene spot in the heart of the city, this garden transforms into a kaleidoscope of autumn hues. The historic Swan Boats may be closed for the season, but the park is a peaceful place to walk and take in the colors. Just a 5 min cab from The Bon, or a 30 minute walk.
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Located in Jamaica Plain, this vast 281-acre park is home to an impressive variety of trees that show off stunning fall foliage. It’s the perfect place for a quiet, nature-filled escape just outside of downtown Boston, just in a 15 min cab to get there from The Bon.
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For a scenic riverside view, head to the Esplanade. The pathway offers a tranquil setting to admire the fall foliage while overlooking the Charles River, get there in 30 mins drive from The Bon.
Boston is known for its rich history, and fall is the perfect time to explore the city’s iconic landmarks without the sweltering summer heat or freezing winter cold - the best time to get out and about in the city.
Fall is also a lovely time of year in Boston to explore some of the city’s more off-the-beaten-path historical spots.
Check out:
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One of the best fall activities in Boston is doing the Freedom Trail, an easy 2.5-mile walking route that leads you through 16 historic sites, including Boston Common, Paul Revere’s House, and the Old North Church. Why not pack up a picnic and take your time for a nice Saturday activity.
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Climb the 294 steps to the top for a rewarding view of the fall colors stretching across the city.
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As Halloween nears, this historic cemetery takes on an eerie atmosphere, making it a must-visit for anyone interested in Boston’s past.
One of the most classic fall activities near Boston is apple picking. Just a short drive outside the city, you’ll find several farms and orchards offering apple picking, hayrides, and pumpkin patches, giving you a chance to embrace the countryside charm of New England.
Some popular spots for apple picking and fall fun include:
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Located about 30 miles west of Boston (44 mins in the car from The Bon), Honey Pot Hill is one of the most beloved apple orchards in the area. In addition to apple picking, you can also enjoy a hayride or navigate their massive hedge maze, a cute date spot this fall.
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Located in Natick (30 mins drive from The Bon), this farm not only offers apple picking but also features a beer garden where you can sample locally brewed ciders and beers.
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Located in Danvers (30 min drive North from The Bon), this farm is famous for its fall activities, including a giant corn maze, pumpkin picking, and weekend bonfires - dreamy if you ask us!
Fall in Boston means the return of several beloved seasonal events and festivals. If you’re trying to find things to do in Boston this fall, then look no further. The city offers a diverse lineup of activities that celebrate autumn’s arrival.
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Held in October, this free literary festival is a book lover’s dream. You can attend a number of panels, workshops, and readings from renowned authors, all while enjoying the cool fall weather in the city’s intellectual heart.
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The world’s largest two-day rowing event, held on the Charles River, is a major highlight of the fall season in Boston. Whether you’re watching from the banks of the river or attending one of the many parties and gatherings surrounding the event, it’s a quintessential Boston fall activity.
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Vegans rejoice! This is the perfect event for plant-based food lovers, this free festival showcases a variety of vegan vendors from across the city, offering everything from innovative meals to cruelty-free products.
While Boston itself offers plenty of opportunities to see autumn colors, venturing outside the city can provide even more spectacular views of New England’s famous fall foliage.
These scenic drives offer the perfect opportunity to escape the city and immerse yourself in the full splendor of New England’s autumn.
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About two hours west of Boston, this 63-mile scenic drive through the Berkshire Mountains offers some of the best leaf-peeping in Massachusetts. The road winds through picturesque small towns and offers breathtaking views of the vibrant autumn landscape. We recommend booking a cute cabin or hotel to extend this into a fun weekend getaway.
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If you’re willing to drive a bit further, about two and a half hours north of Boston, the Kancamagus Highway in New Hampshire is a must-visit for fall foliage enthusiasts. The winding road through the White Mountains offers unparalleled views of the changing leaves. A stunning long weekend trip that you will want to do again and again and again.
Fall in Boston also means it’s time to indulge in all things pumpkin spice and apple cider. The city’s cafes and bakeries roll out a variety of seasonal treats, from pumpkin-flavored pastries to warm, spiced drinks.
Some great places to grab seasonal treats include:
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A Boston favorite, Tatte offers delicious fall-inspired pastries like pumpkin bread and apple pies, along with seasonal coffees.
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This beloved bakery has a rotating menu of seasonal sweets, including maple pecan sticky buns and spiced pumpkin cupcakes.
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Along the Esplanade is a great spot to sip a fall brew while taking in the river views and changing leaves.
As October draws to a close, Boston becomes the perfect place to celebrate Halloween. With its historic buildings and centuries-old graveyards, the city’s spooky atmosphere makes it ideal for ghost tours, haunted houses, and Halloween parties.
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This trolley tour takes you through some of Boston’s most haunted sites, including burial grounds and haunted taverns.
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Located just a short drive or train ride from Boston, Salem is famous for its witch trials and is one of the best places in the country to experience Halloween festivities.
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Why not stay home and celebrate with your neighbors and candy at The Bon!
Most people say that Autumn in Boston is when the city is at it's best. It is a magical season filled with vibrant colors, cooler crisp air, and loads of things to do.
If you are looking for something else to do in Boston this fall, then take a look at our other blogs that will give you some inspiration for things to do in the city
We hope you enjoy the best season in Boston!
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