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Experience the Excitement: Unveiling the Must-Attend October 2023 Events in Greater Boston Area!

Ilya Jacob Rasner

Meet Ilya, a real estate agent who has been serving clients in the Greater Boston area for over 17 years...

Meet Ilya, a real estate agent who has been serving clients in the Greater Boston area for over 17 years...

Sep 25 8 minutes read

As the crisp autumn breeze sweeps through the streets of Greater Boston, the city comes alive with a whirlwind of activities and festivities that cater to all interests and ages. October is a month that ushers in a vibrant array of events, from family-friendly fall festivals to spine-tingling Halloween celebrations, electrifying concerts, and captivating cultural experiences. In this article, we'll take you on a journey through the must-attend events in the Greater Boston Area this October. Get ready to mark your calendars, because this lineup is nothing short of spectacular!

Fall Festivals and Celebrations to Delight All Ages

As leaves turn golden and the air becomes infused with the aroma of pumpkin spice, Boston transforms into a hub of fall fervor. From traditional Oktoberfest celebrations to family-friendly activities, here are some events that will make your October unforgettable:

Harvard Square Oktoberfest 2023

Date: Sunday, October 8th

Location: Harvard Square

The heart of Harvard Square comes alive during Oktoberfest with live music, international food vendors, and festive beer gardens. Expect chicken dancing, a wide selection of Harpoon beers, bratwurst, and other German delicacies. It's a legendary tradition you won't want to miss!

Fall Harvest Celebration at Patriot Place

Date: October 15 

Location: Patriot Place

Join in the celebration of the fall cranberry harvest season with Ocean Spray's Fall Harvest Celebration at Patriot Place. Enjoy cranberry bog walks, live music, pony rides, arts and crafts, and more. It's a fun-filled day for the whole family.

Spooktacular Halloween Events for Thriller Seekers

As the shadows lengthen and the moon rises, Greater Boston becomes a playground for those seeking thrills and chills during the Halloween season. Here are some spine-tingling events to get your heart racing:

Salem Halloween: Haunted Happenings Grand Parade

Date: Thursday, October 7, 6:30 pm - 8 pm 

Location: Downtown Salem, MA

The Haunted Happenings Grand Parade officially kicks off Salem's Halloween festivities with lavish costumes, music, floats, and entertainment. But that's just the beginning! Salem's Halloween celebrations offer an array of spooky experiences that will leave you bewitched.

Beacon Hill with a BOO!

Date: Halloween (and sometimes other late October dates)

Location: Beacon Hill, Boston

Explore the darker side of Boston's charming Beacon Hill neighborhood with ghoulish tales of murders, mysteries, and the occasional ghost. This popular walking tour is a must for Halloween enthusiasts and history buffs alike.

Halloween Spooktacular at Boston Children's Museum - Boston, MA

Date: October 29, 2022 

Celebrate Halloween with family-friendly spooky activities, including trick-or-treating and "Pumpkin Putt-Putt" for all ages, at Boston Children's Museum.

Myths, Magic and Monsters at New England Botanic Garden - Boylston, MA

Dates: September 1–October 31, 2023

Experience dazzling light displays and lighted fairy houses during "Fairies Aglow" at the New England Botanic Garden. Enjoy enchanted activities, ethereal music, and real-life fairy friends in a magical setting.

Frightful Fridays: Scary Tales in the Mansion - Waltham

Dates: Friday evenings, October 13–27, 2023

Join "Frightful Fridays" at the 1806 Mansion in Waltham for spooky stories suitable for kids ages 6 and up. Enjoy a 45-minute program featuring four spooky tales with advance registration required.

Halloween On the Hill 2023 - Beverly, MA

Dates: Fridays, September 29–October 29, 2023

Explore Long Hill in Beverly as it transforms into a Halloween wonderland. Follow a seasonal-themed trail with over 1,000 jack-o’-lanterns, mums, pumpkins, light displays, music, and more for a family-friendly Halloween event.

Sports Spectacles: Catching the Action Live

Sports fans, get ready for some heart-pounding action in October. Boston's sporting scene is buzzing with exciting matchups:

Celtics on their Home Court at TD Garden 

Where: TD Garden

Catch the NBA preseason with the Celtics facing off against the Philadelphia 76ers, NY Knicks and Miami Heat. The electric atmosphere of TD Garden during a game is an experience every sports enthusiast should have.

Head of the Charles Regatta

When: October 20-22

Where: Charles River between Boston and Cambridge, MA

Join over 300,000 spectators along the Charles River to watch elite athletes from around the world compete in rowing events. The regatta also offers stunning views of peak fall foliage along the river, making it a perfect October outing.

Musical Melodies: Concerts and Live Performances to Satisfy Your Soul

For music lovers, October in Boston brings a symphony of sounds from diverse genres. Here are some of the concerts you won't want to miss:

Boston Concerts & Shows

Featuring: John Mayer, Depeche Mode, Little Feat, Queen and Adam Lambert, and more.

From John Mayer's soulful tunes to Depeche Mode's iconic sounds, this lineup of concerts promises to be a musical extravaganza. Grab your tickets and get ready to groove to the beats.

Here are the Boston Concerts & Shows in October 2023:

Location Event Date
TD Garden Carin Leon October 5
TD Garden John Mayer October 6
Wang Theatre Nick Cave (Australian singer/songwriter) October 10
Wang Theatre Little Feat October 10
Orpheum Theatre The Concert: Tribute to ABBA October 14
TD Garden Queen & Adam Lambert October 15, 16
TD Garden Luis Miguel October 18
MGM Music Hall Lady A October 20
Jordan Hall New England Philharmonic: Epic Journeys October 22
MGM Music Hall Jethro Tull October 28
TD Garden Depeche Mode October 31

Cultural Experiences: Art Exhibitions and Theater Productions Not to be Missed

Art and culture enthusiasts will find October in Boston brimming with enriching experiences. Here are some cultural events to mark on your calendar:

Top October Shows in Boston's Theatre District

Featuring: "Prayer for the French Republic," "Frozen: The Musical," "Rocky Horror Picture Show," and more.

Boston's Theatre District presents a lineup of captivating performances, from thought-provoking plays to beloved classics. Whether you're a theater aficionado or a casual attendee, there's something for everyone.

Prayer for the French Republic - Huntington Theatre Through Oct 8
Boston Ballet: Fall Experience - Boston Opera House Oct 5-15
Jerry Seinfeld - Wang Theatre Oct 7 (2 shows - 7pm & 9:30pm)
Twist & Shout Gala: OrigiNation Cultural Arts' Professional Dance Division - Huntington Theatre Oct 15
Dave Chappelle - TD Garden Oct 19
Rocky Horror Picture Show - Emerson Colonial Theatre October 20
Frozen: The Musical - Boston Opera House October 25-Nov 12
Blue Man Group - Charles Playhouse Multiple shows all month

Boston International Antiquarian Book Fair 2023

When: October 27-29 

Where: Hynes Convention Center

For bookworms and collectors, the Boston International Antiquarian Book Fair is a treasure trove of rare books, manuscripts, and more. Explore the world of literature at one of New England's largest book fairs.

Plan Your October Adventure in Greater Boston

October in Greater Boston is a time of celebration, culture, and excitement. Whether you're savoring a bratwurst in Harvard Square, exploring the mysteries of Beacon Hill, or rocking out at a concert, this city offers an array of experiences to suit every taste. Make the most of this vibrant season and create lasting memories with your friends and family. Boston's October events are calling, and you don't want to miss them!


Please Note: While we've provided you with an exciting lineup of October events in the Greater Boston Area, it's essential to keep in mind that event dates and times may be subject to change. To stay updated and ensure you have the most accurate information, we recommend visiting the official event websites or contacting the organizers directly.

We hope you have a fantastic time experiencing the vibrant event scene in Greater Boston this October. Enjoy the festivities, shows, and cultural experiences this beautiful region has to offer!

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