Massachusetts Business Events to Attend in October 2025

September 24, 2025  | 

Q4 is here! This time of year is the perfect time to dive into networking before the busy holidays arrive.

Check out these events that are happening throughout the state, broken down by region of the state and week. Jump to the section you’re looking for below:

Massachusetts Business Network

Week of September 28, 2025

Fall into New Business Connections

Join us for this free in-person networking event on Wednesday, October 1st at 6 pm to kick off fall and celebrate our 2025 Massachusetts Moguls awardees! This is your opportunity to connect with fellow small business owners, share experiences, and build meaningful relationships within your community. It will be held at Workspace Braintree, in Suite 205. Their address is 150 Grossman Drive, Braintree, MA 02184. We’re grateful for their partnership in this!

Register for the event here.

Week of October 5, 2025

Becoming a Certified Woman-Owned Business

Certification as a women-owned business can open the door to exclusive opportunities, contracts, and resources. This webinar will guide you through the certification process, including eligibility requirements, the benefits of certification, and tips for navigating the application.

In this Lunch & Learn — held on Wednesday, October 8th at 12 pm — consultants will share how to successfully get this certification.

Register for the event here.

Cape Cod + Islands

Week of September 28, 2025

Business After Hours at Dennis Conservation Land Trust

Join your fellow Dennis Chamber members and guests for an outdoor evening of networking at Dennis Conservation Land Trust on Thursday, October 2nd. Networking, door prizes, 50/50 raffle, pizza from Cape Cod Pizza Shark and cider from Sandy Neck Cider Company. Register now!

Register for the event here.

Week of October 5, 2025

Good Evening Networking

This networking event will be held on Wednesday, October 8th.

Register for the event here.

2025 Annual Meeting & Awards Ceremony

The Greater Hyannis Chamber of Commerce is excited to announce our 43rd Annual Meeting & Awards Ceremony — Thursday, October 9th 5pm-8pm-this year with a Hawaiian theme! Get ready to trade in your ties for tropical shirts, slip into your best Hawaiian dress, and join us for an evening of celebration, networking, and island vibes.

We’ll gather at the brand-new Margaritaville Resort in Hyannis to celebrate the accomplishments of our local business community, honor this year’s award recipients, and share updates on the Chamber’s successes, programs, and future initiatives.

Register for the event here.

Week of October 12, 2025

Yarmouth Chamber’s 63rd Annual Meeting & Awards Dinner

The Yarmouth Chamber of Commerce invites you to our 63rd Annual Meeting & Awards Dinner on Wednesday, October 15, 2025 at Red Jacket Beach Resort in the Driftwood Ballroom. We’ll gather from 5:00 – 7:30 PM to reflect on the valuable “pearls of wisdom” that guide our community’s success.

Get ready for an unforgettable occasion as we recognize our shared achievements and chart a course for an even brighter future. Dress to impress and wear your pearls to the party! Join a hundred of your Yarmouth Chamber friends and colleagues for a festive time of ocean-side community and connection.

Register for the event here.

Evening Networking at The Club at New Seabury

Join us on Thursday, October 16 for some Business After Hours networking fun at The Club at New Seabury. Open to all!

Register for the event here.

Business After Hours

Join us for an evening of networking & socializing during Business After Hours on Thursday, October 16. Catch up with friends and colleagues while enjoying food and drink.

Register for the event here.

Week of October 19, 2025

October After Hours

On Wednesday, October 22, CCYP is heading to the Hyannis Yacht Club for our October After Hours. This is one of our most popular monthly networking gatherings, and it’s the perfect way to meet fellow young professionals, build connections, and unwind after the workday.

Come enjoy a relaxed evening by the water with great company, tasty appetizers, a cash bar, and a few local giveaways to keep things fun. Whether you’re new to CCYP or a longtime member, this is a chance to expand your circle, spark collaborations, and strengthen your ties.

A huge thank you goes out to Hyannis Yacht Club for generously hosting us and to our friends at the Greater Hyannis Chamber of Commerce for partnering with us to bring this event to life. Together, we’re creating more opportunities for young professionals to thrive right here on Cape Cod.

Register for the event here.

Week of October 26, 2025

Harwich Chamber of Commerce Annual Awards Celebration

Come join us as we Celebrate and Honor our Members and Community Partners at our Annual Awards Celebration on Thursday, October 30th.

Register for the event here.

Enterprising Women

Celebrate the strength, growth, and perseverance of women in business at this empowering event on Thursday, October 30th. Connect through meaningful networking, explore a curated selection of vendors, enjoy a delicious lunch, and gain inspiration from our dynamic panelists. The day will culminate with our ALL -NEW Enterprising Women awards, honoring women who embody resilience and leadership in our community.

Register for the event here.

Central Massachusetts

Week of September 28, 2025

Evening Mixer

Join us for a Fall themed evening mixer at Courtyard Marriott’s Boston/Billerica/Bedford location on Thursday, October 2nd.

Register for the event here.

Week of October 5, 2025

October Metrowest Networking Event w/ Mass Professional Networking

Mass Professional Networking would like to invite you to our October Metrowest Business Networking & Social Event at Puttshack in Natick, MA from 6:00pm – 8:00pm on October 8th. We will be in the restaurant on the second floor. All professionals are welcome whether you are simply working on building your network, looking for business leads, looking for a new job or just like to meet people.

Register for the event here.

Multi-Chamber Networking

Join many area Chambers and their members for an engaging evening of networking, mingling and drinks on Wednesday, October 8th! Meet old friends and make new connections while enjoying complimentary appetizers. There is a $15 fee for Members and a $25 fee for Not Yet Members. Registration is encouraged.

Multi-Chamber Networking events are offered monthly through a partnership among the Stoneham, Arlington, Burlington, Lexington, Medford, Malden, Melrose, Reading-North Reading, Wakefield Area, Winchester, Waltham Chambers of Commerce.

Register for the event here.

Business After Hours

LIVE IN PERSON networking, free appetizers, cash bar in a fun, relaxed environment that is one of Somerville s leading Dining Nightlife destinations! This event by Naveo Credit Union on Wednesday, October 8th.

Register for the event here.

Week of October 12, 2025

Bar Enza Networking Event

We are thrilled to extend to you an exclusive invitation to an evening of networking, delectable Italian cuisine, and refreshing drinks at Bar Enza on Wednesday, October 15th. This event promises an excellent opportunity for businesses and individuals alike to come together, share insights, and foster valuable connections within a relaxed and inviting atmosphere. Come prepared to share your experiences, ideas, and aspirations, all while enjoying the culinary delights that Bar Enza has to offer. Whether you’re seeking new business partnerships, looking to expand your circle, or simply interested in mingling with fellow professionals, this event is the ideal platform to do so.

Register for the event here.

Annual Meeting

Attend this annual meeting on Wednesday, October 15th.

Register for the event here.

Networking PM

Attend this networking event on Thursday, October 16th.

Register for the event here.

Fall Business Kick-Off

Let’s get together on Thursday, October 16th, see how we can help each other’s business grow through qualified referrals and exposure with members you know, like and trust.

Register for the event here.

Week of October 19, 2025

Business After Hours

Join this networking event on Monday, October 20th.

Register for the event here.

Business After Hours

Attend this networking event on Wednesday, October 22nd.

Register for the event here.

Oktoberfest Business After Hours

Brew up some new connections at the hottest venue in Westborough on Wednesday, October 22nd! The Chamber’s Oktoberfest is being held at Cold Harbor Brewing/Restaurant and is the perfect opportunity for business professionals to enjoy a beer or other great spirits and learn more about each other’s business. Don’t miss this chance to raise a glass with other business professionals in a relaxed and festive atmosphere and exchange business cards with potential new business connections.

Register for the event here.

Business After Hours

Join us for a Business After Hours at Dave & Buster’s Natick for an evening of casual networking on Thursday, October 23rd.

Register for the event here.

Greater Boston

Week of September 28, 2025

Autumn After Hours

Quincy College, Atrium at Presidents Place | Wednesday, October 1st | 5:00–7:00 PM

Celebrate homecoming week with an evening of networking and community at Quincy College! Chamber members, alumni, and local professionals are invited to connect, collaborate, and catch up in a welcoming, vibrant setting.

Dotty’s Kitchen and Raw Bar will be providing delicious bites, and a cash bar will be available—perfect for making meaningful connections. 

Whether you’re forging new relationships or reconnecting with colleagues, this After-Hours event is the ideal way to unwind and engage with the local business community.

Register for the event here.

Week of October 5, 2025

Oktoberfest

Get ready to raise a stein and celebrate with the Brookline business community at our 10th Annual Oktoberfest! Join us for an evening of lively music, delicious food, and exceptional networking at the Courtyard by Marriott on Thursday, October 9th, from 5:00 PM to 8:00 PM.

We’re pulling out all the stops for our milestone 10th anniversary. Enjoy a fantastic spread of Bavarian-inspired food, play fun games, and connect with fellow business professionals in a festive and relaxed atmosphere. This is our biggest networking event of the year, and it’s the perfect opportunity to build new relationships and strengthen existing ones. Don’t miss out on the chance to win great prizes from our raffle, featuring generous giveaways from local Brookline businesses.

Whether you’re coming with colleagues or on your own, you’re guaranteed to have a great time. Grab your ticket, get ready to celebrate, and let’s make this the best Oktoberfest yet!

Register for the event here.

Speed Networking Night

Join us for our October Networking Night on Thursday, October 9th where we are going to spice things up and introduce **SPEED NETWORKING**. Enjoy an evening of delicious food, cocktails, raffles, and most importantly… Build your book of business and Network with other local professionals!!

Register for the event here.

Week of October 19, 2025

October Boston Networking & Social Event w/ Mass Professional Networking

Mass Professional Networking would like to invite you to our October Boston Business Networking & Social Event at Warehouse Kitchen & Sports Bar in Boston, MA from 6:00pm – 8:00pm on Wednesday, October 22nd, 2025. All professionals are welcome whether you are simply working on building your network, looking for business leads, looking for a new job or just like to meet people.

The event has a limited number of free tickets so we ask that if you register, please plan to attend. We will also have a limited number of vendor tables for business services with the intent to invite your connections to our event and showcase your business.

Register for the event here.

North Shore

Week of September 28, 2025

After Hours

Think networking has to be all buttoned-up and serious? Think again. Sandmagination is flipping the script with an evening of connections, creativity, and a little sand between your toes on Wednesday, October 1st.

Sandmagination, which opened earlier this year, is New England’s leading indoor sandbox play center featuring interactive exhibits, STEAM activities, and open-ended play areas that inspire imagination, problem-solving, and hands-on learning.

Though the fun is typically reserved for children under 10, owners Katerina and Jason are opening their doors *After Hours* to welcome their fellow chamber members to check it out! You can expect interactive activities, tasty refreshments and a giveaway! We’re excited to offer this as a family friendly event, so please feel free to bring kiddos under 10 to join in on the fun!

So come and kick off your shoes and play in the sandbox, or simply observe from the sidelines. Either way, this After Hours is the perfect chance to meet new people, enjoy good vibes and connect with fellow members in a playful, memorable environment.

Bring your business cards. Leave your awkward elevator pitch at home.

Register for the event here.

Week of October 5, 2025

Back to Business

Mix, mingle, and network with fellow business leaders on Tuesday, October 7th! Drop in when you can, stay as long as you like, and come as you are!

Register for the event here.

Week of October 12, 2025

Business After Hours

Ready to mix, mingle, and make connections? Join the Greater Cape Ann Chamber of Commerce on Wednesday, October 15th for a fun evening of networking at Mariposa & Friends, a charming boutique featuring curated luxury gifting brands in scenic Manchester by the Sea!

Come unwind after work while browsing beautiful gifts and meeting fellow business owners, entrepreneurs, and professionals from across greater Cape Ann. Enjoy great conversations, light refreshments and beverages, and the perfect opportunity to grow your network in a relaxed, elegant setting.

Whether you’re looking to spark new partnerships, share ideas, or simply connect with your local business community, this is your chance to expand your circle while discovering unique finds at one of Cape Ann’s favorite boutiques!

All Chamber members and future members are welcome. See you there!

Register for the event here.

MVCC Business Networking Mixer and Paranormal Discussion at Smolak Farms

Join in on this fun, spooky event on Thursday, October 16th.

Register for the event here.

Annual Dinner

Don’t miss the highlight of the Chamber event season on Thursday, October 16th!

Register for the event here.

Week of October 19, 2025

Coffee Connection

Join us at The Salem Pantry’s marketplace for a morning of coffee, pastries, and networking with fellow Chamber members on Tuesday, October 21st. It’s the perfect way to start your day, meet new people, and learn about the Salem Pantry’s mission in the community.

Register for the event here.

Networking Mixer

Attend this networking event on Wednesday, October 22nd.

Register for the event here.

Fall Fest After Hours

Join us for our annual Fall Fest After Hours at Brotherhood Credit Union on Wednesday, October 22nd! Enjoy an evening of networking, music, beer/wine & food. Plus, 5 chances to win a gift card during the event!

Register for the event here.

Week of October 26, 2025

Brewing Business

Join this networking event on Tuesday, October 28th.

Register for the event here.

South Coast

Week of October 5, 2025

Business After Hours

Enjoy this fun outdoor facility (if weather does not permit, sides will be down), but let’s hope for nice weather! Come and SHOW UP for your business…it’s about showing up and letting others know what you do that will bring in business and referrals! This event will be held on Tuesday, October 7th.

Register for the event here.

Oktoberfest

Join us for a lively Oktoberfest celebration on Wednesday, October 8th! Our festivities will be held at Berkley Beer Company where we will have the entire restaurant to ourselves! Come by between 5 and 8 p.m. and enjoy their beautiful outdoor patio area complete with cornhole and other games! Fantastic entertainment once again provided by Matt Silva Music. All attendees will be entered into a raffle to win a door prize! Compete in the Stein Holding, Pretzel Toss and Stein Relay Contests!

The proceeds from the raffle at the event will benefit the Cassie Pearson Memorial Scholarship Fund.

Register for the event here.

Business After Hours

Join us for our September Business After Hours sponsored by Rockland Trust on Thursday, October 9th.  Come for an informal social where businesspeople get together, exchange ideas and develop new relationships. There will be food and drink and plenty of relationship building.  This networking event is being held at Six Strings at Patriot Place.

Register for the event here.

Week of October 19, 2025

Business After Hours

Join us at the Fall River Country Club with our sponsor, Fall River Municipal Credit Union, for an evening of food, fun and networking on Thursday, October 23rd! Bring your business cards to be entered into the drawing for some great prizes!

Register for the event here.

Fireside at the Farm

Join us for a magical autumn evening under the stars at Langwater Farm in Easton on Thursday, October 23rd. Each year the Easton Chamber of Commerce engages the community by hosting a fundraising event that supports our local chamber, its members and more.

The purchase of each ticket allows you to enjoy live music, wood fired pizza, salad & cider donuts for dessert.  

Enjoy craft cocktails and more from the Fire & Flicker Cash Bars, the Firelight Photo station, Letters by the Fire & Fire Kissed Marshmallows to sweeten the evening.

Register for the event here.

South Shore

Week of October 5, 2025

Business After Hours

Join the South Shore Chamber for an evening of networking at Hollywood Agency on Wednesday, October 8th! This Business After Hours event is the perfect way to connect with fellow Chamber members, spark new relationships, and enjoy a casual setting after the workday.

Mingle with members, enjoy a variety of appetizers, and keep the conversations flowing. A cash bar will be available.

Register for the event here.

Pizza Party After Hours Networking

Wrap up the day with a slice and some great conversation on Wednesday, October 8th!

Join us for a relaxed and fun networking event featuring hot pizza, cool drinks, and amazing women.

Note: This registration is specifically for those who were unable to attend the daytime retreat but would still love to connect with fellow members.

Whether you’re coming straight from work or just want to join the fun — we’d love to see you there!

RSVP to save your spot! Bring those business cards.

Parking is limited and an email will be sent out on additional parking.

Register for the event here.

Week of October 12, 2025

Business After Hours

Come join the SSYP’s for our October Afterhours hosted by Dave & Busters in Braintree on Tuesday, October 14th.   This will be a great opportunity to network with other young professionals and check out this great place!

Register for the event here.

Business After Hours

Please join us for our monthly Business After Hours event! Unlock new opportunities and connect with fellow professionals at our upcoming Business After Hours gathering. This event is the perfect chance to build relationships, share ideas, and expand your network in a relaxed and engaging atmosphere. Don’t miss out—bring your business cards and get ready to mix, mingle, and make lasting connections. We look forward to seeing you there!

The Plymouth Public Library and Plymouth Public Library Foundation are delighted to be hosting the October 15th, Business After Hours! We invite folks to join us for some fun (a scavenger hunt!) and refreshments from 4 to 6 pm. Refreshments will be served in the Dr. Richard M Shiff Garden (weather permitting) and all attendees who complete the scavenger hunt will be entered in a drawing for two complimentary tickets to Taste of the Town ($200 value) on Wednesday, Nov. 5th!

Register for the event here.

Western Massachusetts

Week of September 28, 2025

After Hours

Join us for After hours at the Holyoke branch of Westfield Bank on Tuesday, October 7th! Join us for networking, community updates and, as always, great connections and door prizes!

Catered by Greater Holyoke Chamber member Peppermill Catering!

Enter your raffle gift!

Register for the event here.

Week of October 5, 2025

1B Social

Join us for an evening at BFAIR on Wednesday, October 8th.  Complimentary hors d’oeuvres and a cash bar will be provided.  Bring your business card to enter to win a door prize.

Register for the event here.

Business After 5

Join us for our October Business After 5 at the Yarde Tavern on Wednesday, October 8th! There will be beer tasting by Amherst Brewing, live music by the Sour Krauts, stein hoisting and more!

Register for the event here.

Arrive@5

Join us for our monthly ARRIVE@5 networking event on Wednesday, October 8th, 2025, when we partner with Greenfield Savings Bank for an evening of networking at their King Street offices, catered by HighBrow Wood Fired Kitchen + Bar. Connect with your community, enjoy a fun night out, celebrate Northampton Community Music Center, and grow your circle of professional connections! Bring a friend and introduce someone to our Chamber community!

Register for the event here.

Western Mass Small Business Expo

Join us on Wednesday, October 8th as we see all of the businesses that Western Mass. has to offer!

Register for the event here.

October Luncheon

Join us for Fall Networking at Deep Roots Distillery on Wednesday, October 8th! Meet and mingle with other amazing women while enjoying the thrill of axe throwing at Into the Grain next door. Don’t miss this exciting opportunity to connect, have fun, and build your network. Let’s make this fall unforgettable together!

Register for the event here.

Business After Hours

Chamber members are invited to join us for the October Business After Hours at NBT Bank in Great Barrington from 5-7pm on Thursday, October 9th. The branch is located at 700 Main St., in the Big Y Plaza.

Register for the event here.

TEDxBerkshires

The Berkshire Innovation Center was honored to organize and host the 2023 and 2024 editions of TEDx Berkshires and to do it again in 2025 on Thursday, October 9th.  We converted our main event space into an originally designed and outfitted TEDx studio set. We produced a fun and intimate event of people coming together to hear terrific speakers, and promising stories that we can all feel good about.

Register for the event here.

Business After Hours

Come out to network at the Residence Inn in Chicopee, with the Chicopee Chamber of Commerce, and the East of the River Chamber of Commerce (Five Town Chamber of Commerce: East Longmeadow, Hampden, Longmeadow, Ludlow & Wilbraham). Socialize with members & future members of the Chicopee & ERC5 communities on Thursday, October 9th. There will be food, drinks, and more!

Register for the event here.

Week of October 12, 2025

After 5 Connections

Please join us for a great evening event of networking. This month’s After 5 Connections will be held on October 14th from 5 pm – 7 pm at East Mountain Country Club. This is a great opportunity to meet new business contacts. Chamber members attend for free. The non-member price is $10 to attend. We hope you can join us.

Register for the event here.

Fun at 5

Join the CMS Chamber for a Fun @ 5 networking event on Tuesday, October 14th. These events are designed to bring together professionals, business leaders, and entrepreneurs from various industries to exchange ideas, collaborate on opportunities, and foster valuable relationships. Whether you’re looking to expand your network, explore new business prospects, or gain insights from like-minded individuals, this event offers a platform to engage with the local business community and beyond.

Register for the event here.

Business After Hours

Business After Hours is an opportunity for you to network with other Chamber members and guests. Meet new contacts, develop new leads, and exchange ideas.

Join us and hundreds of area professionals as we continue to celebrate our 150th Anniversary on Thursday, October 16th!

Register for the event here.

Business After Hours

Attend this networking event on Thursday, October 16th!

Register for the event here.

Week of October 19, 2025

After 5

Join us for a delightful evening of networking at The Drake in downtown Amherst! The Amherst Area Chamber of Commerce’s October “After 5” networking event is taking place on Monday, October 20th from 5 to 7 PM.

Thank you to our Presenting Sponsor, The Davis Financial Group, and our Supporting Sponsor, the Amherst Business Improvement District, for making this After 5 possible! 

The Drake is a performing arts venue in the heart of downtown Amherst and a gathering place that brings unique performances to the community, including dance, comedy, spoken word, local story-telling, and more.

Our monthly After 5 events are designed to bring local business professionals together in a welcoming atmosphere, where you can meet with Chamber members and expand your network.

Bring your business card to enter in our door prize raffle, featuring gift certificates and more! Enjoy a cash bar at the Drake and try delicious light fare prepared by Masuda’s Cafe, a new culinary destination in downtown Amherst. Featuring live music!

Register for the event here.

Business After Hours

Join us for a ghoulishly good time at our Halloween-themed Business After Hours on Thursday, October 23rd!

We’re adding a festive spin to your favorite networking night—with themed cocktails, eerie entertainment, and frightfully fun games. Come in costume, bring your business cards, and be ready for a hauntingly memorable night of networking and fun.

Register for the event here.

Want to Include Your Future Event?

If you would like to submit future events for our upcoming monthly event blogs, please fill out our contact form.

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