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Fall Events In The Boston Area You Have To Check Out

Fall Events In The Boston Area You Have To Check Out

The Greater Boston Area is a well-known hub of fun. Foodies, art fanatics, and those who fancy themselves sports fans all congregate for a fantastic time.

BU Global Music Festival 2019

Where: Boston University, Boston, MA 02215

Location & Time: 4 October 2019, 7:00 PM–11:00 PM at Tsai Performance Center


Location & Time: 5 October 2019, 10:00 PM at the George Sherman Union

About: Enjoy extraordinary music, educational events, and a global bazaar — all free and open to the public for all ages with registration.

Fall Events In The Boston Area You Have To Check Out


Harpoon Octoberfest

When: 4–6 October 2019

Where: Boston



4 & 5 October 2019

Come hoist a pint with us at our Boston Brewery at our biggest festival of the year! You’ll join thousands of beer loving fans during our 2-day festival that takes place outside and underneath tents alongside the brewery!

6 October 2019

Want to celebrate Octoberfest…with your dog!? Come join us for a fun-run/walk, costume contests, samples from some of our favorite dog-friendly brands, Harpoon beers for the humans, and a special Harpoon Bow Wow Brew for your four legged friends! Dog owners and dog lovers are both welcome, and you don’t need a dog to attend! But with a brand new on-site MSPCA meet and greet, dog lovers may even end up as dog owners!


Boston Food Truck Festival

When: 5 October 2019, from 11:00 AM–5:00 PM

Where: Rose Kennedy Greenway Conservancy, Christopher Columbus Park, Boston, MA

Price: Free


Foliage Walk

When: 6 October 2019, from 3:00 PM5:00 PM

Where: Tremont St & Park Street &, Winter St, Boston, MA 02108; Outside of the Park Street Train station

About: Hello Fall! let’s take a walk through the public garden and look at all the pretty colors. We will be meeting outside of Park Street Station in front of the fountain picture in the post, this walk starts at 3:15 sharp and is about 45min to an hour long, so wear comfy shoes! Then, after our walk, we will grab a bite to eat at Mooyah burgers and fries (140 Tremont Street). This is a multi-group event.


Fall Events In The Boston Area You Have To Check Out

Day Sail in Fall Along Boston Harbor on the Adirondack III

When: 6 October 2019


Where: 60 Rowes Wharf, Boston, MA 02110

Price: $28–$30

About: Climb aboard the Adirondack III, a smooth and gentle vessel for an invigorating and comfortable sailing experience. You’ll also have the opportunity to discover some of Boston’s biggest sights on most days through October 14. Each sailing event is either 1.5 or 2 hours depending on which day and time you choose. Also, the knowledgeable captain and crew members will answer any questions you have along the way about the harbor’s history.


Hand Holding Walk in Boston LGBTQ+ Couples

When: 6 October 2019, from 12:00 PM – 1:00 PM

Where: 321 Boylston St, Boston, MA; at the entrance across the street from Arlington T stop (at the corner of Boylston Street & Arlington Street). 

About: Join us for a relaxing walk in Boston Public Garden holding hands with our partners followed by lunch. Bring someone to hold hands with or come by yourself!


After meeting up, we’ll walk for a half-hour through Boston Public Garden. Then we’ll walk over to by CHLOE. in Back Bay (vegan-friendly) at 399 Boylston Street for some amazing food and great conversation. Lunch is optional but we’d love to have you!

Our goal by holding hands in public is to create safety in numbers for ourselves and every LGBTQ+ couple who sees us. Join us and we’ll be on our way to normalizing PDA for LGBTQ+ couples in Boston and beyond. LGBTQ+, allies, couples, singles, all ages — all are welcome (per meetup rules, anyone under the age of 18 must be accompanied by an adult).


Oh, the Horror! LGBTQ Stories of the Supernatural

Where: The History Project, 29 Stanhope Street, 4th Floor, Boston, MA 02116

When: 10 October 2019, from 6:00 PM–8:00 PM; Doors and reception at 6:00 PM. Reading begins at 6:30 PM.

Price: Free and open to the public, but tickets are required.


About: As Halloween draws near, join The History Project as we share spooky and sensual stories and readings about LGBTQ people and the occult. Spooky snacks will be provided. Featured speakers TBA.

Halloween Bar Crawl

When: 19 October 2019, from 3:00 PM–11:00 PM

Where: Fanueil Hall, Boston, MA 02110


Price: $15–$40

Boston Book Festival

When: 19–20 October 2019


Where: 19 October: Copley Square

Where: 20 October: Roxbury

Price: Free 


About: Celebrating the power of words to stimulate, agitate, unite, delight, and inspire, Boston Book Festival presents year-round events culminating in an annual festival that promotes a culture of reading and ideas and enhances the vibrancy of our city.

7th Annual Salem Holiday Market

When: 21 December 2019, from 12 PM – 6 PM

Where: Old Town Hall in Salem, 32 Derby Sq, Salem, Massachusetts 01970


About: The one and only Salem Holiday Market is back for its 7th year! Your one-stop, last-minute holiday shopping bazaar featuring over 60 unique vendors from around the region. Specializing in one-of-kind art, oddities, and curiosities, handmade wares, mystical gifts, antiques and vintage and specialty food. Held at the beautifully historic Old Town Hall in downtown Salem Massachusetts. Mark your calendars and save the date for the area’s most unusual holiday gift show.

Check out this link for more info:

Fall Events In The Boston Area You Have To Check Out


Bruins v Penguins

When: 4 November 2019, 7:00 PM

Where: TD Garden, 100 Legends Way, Boston, MA 02114

Fall Events In The Boston Area You Have To Check Out


LGBTQI Support Group

When: 7 November 2019, from 5:00 PM–6:00 PM

Where: 65 Boston Post Rd West, Marlborough, MA

Price: $15


About: Do you wonder if you’re the only one who feels the way you do? Do you wish there was a place for you and your friends that feel the same way you do? Thrive’s LGBTQI Support Group is for all people with special needs that identify as lesbian, gay, bi-sexual, pan-sexual, transgender, transitioning, questioning, and inquisitive, to meet in a safe, friendly, and supportive environment.

Boston Comedy Festival

When: 12–16 November 2019

About: The Boston Comedy Festival aspires to be the best multi-day comedy event in New England. This four-day event is committed to bringing the New England community together through both live and filmed comedy. The festival promotes smiles, laughter, and an all-around good time through its display of comedic performance.​


Fall Events In The Boston Area You Have To Check Out

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Super Megafest Comic Con Fall Fanfest 2019

Where: Sheraton Framingham, 1657 Worcester Rd, Framingham, 1701, MA, USA


When: 16 November 2019 from 10:30 AM–6:00 PM

When: 17 November 2019 from 10:30 AM–5:00 PM

About: The stars will be signing autographs and doing Q&A sessions with fans throughout the day. Professional photos with most celebrities will be available on site!

[C]omics, toys, videos, non-sports cards and memorabilia from TV, Movies, and Rock & Roll that you will ever find. Other attractions include an amazing Costume Contest (including a children’s category), stunning Movie Cars, movie prop reproductions and much more! After hours, enjoy a multitude of shadow-cast movie performances and parties, including the CosCLUB Dance Party, ensuring the event has something for all ages!

MFA First Fridays

When: 6 December 2019, from 6:00 pm–9:30 pm


Price: $25

About:  Enjoy a festive cocktail and music with friends! MFA First Fridays are on the first Friday of each month. Join us for fine art, music, bars featuring signature cocktails, and delicious tapas available for purchase. Advance tickets are strongly suggested as the event can sell out.

Moscow Ballet’s Great Russian Nutcracker

When: 6 December 2019, 7:00 PM


Where: Boch Center Wang Theatre, 270 Tremont St, Boston, MA 02116

Price: $65

About: Averaging 100 performances during November and December, this phenomenon combines the highest caliber ballet with historic Russian theatrical traditions 10-foot tall playful puppets; 9 colorful and hand-painted backdrops created with a 3-D effect, and hundreds of exquisite costumes! Click to find a performance near you.


Fall Events In The Boston Area You Have To Check Out

Boston Ugly Sweater Crawl

When: 7 December 2019, from 1:00 PM – 10:00 PM EST

Where: Wild Rover, 61-63 Chatham St, Boston, MA 02109


About: Your ticket includes

  • Complimentary shot at registration
  • Beer, mixed drinks and holiday shot specials at all bars
  • Best dressed (ugliest sweater) contest for prizes
  • Registration party to get the party started
  • Professional photographer & videographer at the event
  • Ugly Sweater Crawl Map to help guide you bar to bar
  • Hundreds of crawlers dressed in the ugliest holiday gear

This offer is final sale and nonrefundable. The event will go on rain or shine. Redemption of this offer is subject to normal availability. Pass is not shareable or transferable. Pass is valid on event date from 1pm-10pm only. Pass must be picked up between the hours of 1:00pm-3:00pm, otherwise forfeited. Types of beer are subject to change without notice depending on availability. Must be 21 or older to participate. Venues reserve the right to deny entry to any individual without recourse. Must sign a full liability waiver to participate. Price does not include food, beverages, tax or gratuity.

CraftBoston Holiday Show

When: 13–15 Dec 2019, from 9:00 AM–6:00 PM


About: “International trade exhibition for art and craft industry.” CraftBoston Holiday Show is a selective display of 90 artists presented in the Cyclorama at the Boston Center for the Arts. A charming 19th-century brick building, the Cyclorama provides an intimate showing and shopping experience. Featuring one-of-a-kind art, CraftBoston Spring ensures craft of the highest caliber. Spend the day looking at and learning about contemporary craft, meet the artists, and take home something fabulous.

The Boston Tea Party Reenactment – December 16th

When: 16 December 2019


About:  Friends! Brethren! Countrymen! Join us…to celebrate and re-enact the single most important event leading up to the American Revolution—the Boston Tea Party! Presented by Old South Meeting House and the Boston Tea Party Ships & Museum, the Annual Boston Tea Party Reenactment is a chance for the public to join in on one of Boston’s most iconic protests. Re-enactors from across New England come together to tell the story of the Boston Tea Party and dramatize the evening of December 16, 1773.

Blue Man Group in Boston

When: December 21, 2019, 8:00 PM

Where: Charles Playhouse, 74 Warrenton Street, Boston, Massachusetts 02116


Price: $55

New England Patriots Vs. Miami Dolphins

When: December 29, 2019, 1:00 PM

Where: Gillette Stadium, One Patriot Place, Foxborough, MA


Fall Events In The Boston Area You Have To Check Out

What are some Boston events that you are attending? Do you know of cool events not listed? Leave a comment below!

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