May 2026 Networking in Worcester, MA
- Makin' It Marketing
- May 4
- 4 min read
May’s officially here, and this month is a great chance to get back out and reconnect with the Worcester business community. If you’ve been meaning to meet new people, get fresh ideas, or just stay in the loop, this month gives you plenty of chances to do it.
There’s a mix of events bringing together business owners, creatives, and professionals from all over Central Massachusetts, so don’t be shy - find something that fits your needs!
We always say it, but it’s true: showing up locally goes a long way, especially for service-based businesses. Scroll through what’s happening and start networking as soon as tomorrow!
May 2026 Worcester, MA Networking Calendar – At a Glance
Date | Event Name | Time | Location | Link |
Wed, May 6th | Fun at Five | Deep Roots Distillery | 5:00 PM - 7:00 PM | Deep Roots Distillery, Brimfield | |
Wed, May 7th | Food Beverage & Hospitality Network | 9:00 AM - 10:00 AM | Zoom | |
Thu, May 7th | Nichols College Alumni Social in Westboro | 6:00 PM - 9:00 PM | Cold Harbor Brewing Co., Westborough | |
Mon, May 11th | Mondays are for Marketing UN-Networking Coffee | 8:30 AM - 10:00 AM | The Lost Shoe Brewing & Roasting Company, Marlborough | |
Tue, May 12th | Southborough Business Networking Event | 9:00 AM - 10:30 AM | Baystate Financial, Southborough | |
Wed, May 20th | Worcester In-Person Networking Event by Higher Education Networking Collective | 5:00 PM - 7:00 PM | The Mercantile, Worcester | |
Thu, May 21st | PRNG - First Annual Speed Networking Event | 7:00 AM - 9:00 AM | Pepe’s Italian Restaurant, Worcester | |
Thu, May 28th | Business After Hours Annual Awards Ceremony at Off The Rails | 4:00 PM - 7:00 PM | Off The Rails, Worcester | |
Coming soon: Wed, Jun 10th | ConnectWoo 3-Year Anniversary Summer Blowout Networking Event | 5:30 PM - 8:00 PM | Tavern in the Square, Shrewsbury |
Business Networking Events in Worcester, MA in May 2026
Fun at Five | Deep Roots Distillery
Wednesday, May 6th, 2026 · Deep Roots Distillery, Brimfield
Join the CMS Chamber for Fun at Five at Deep Roots Distillery on Wednesday, May 6th for a laid-back networking event designed to bring together local professionals, business owners, and entrepreneurs for real conversations and new connections. Use this opportunity to grow your network and spark new opportunities within the local business community.
Food Beverage & Hospitality Network
Thursday, May 7th · Zoom
This free virtual networking event is designed for professionals in the Blackstone area food and hospitality sector, discussing current trends in the industry. This session will focus on sharing insights, discussing economic trends, and building connections through collaboration and advocacy.
Nichols College Alumni Social in Westboro
Thursday, May 7th · Cold Harbor Brewing Co., Westborough
Nichols College alumni and friends are invited to connect at the annual MetroWest Alumni Social on Thursday, May 7th, 2026, at Cold Harbor Brewing Company. This event brings local alumni together for a relaxed evening of networking, with light refreshments provided and your first drink on the house, thanks to sponsor Jim Coghlin.
Mondays are for Marketing UN-Networking Coffee
Monday, May 11th, 2026 · The Lost Shoe Brewing & Roasting Company, Marlborough
Start your week with ‘Mondays are for Marketing UN-Networking Coffee’ on Monday, May 11th, for a relaxed networking gathering. This no-pressure meetup is focused on real conversations with fellow business owners and entrepreneurs. Use this opportunity to share ideas, talk about challenges, or just connect over good coffee.
Southbridge Business Networking Event
Tuesday, May 12th, 2026 · Baystate Financial, Southbridge
This in-person event focuses on strategic, meaningful connections through a structured format that includes guided networking, a “give and take” exchange of ideas, and a fast-paced lightning round. You’ll also get insights into new networking trends, tools, and communities for 2026. This is a great opportunity to build relationships and discover new business opportunities in Southbridge (and beyond).
Business After Hours Annual Awards Ceremony at Off The Rails
Thursday, May 28th · Off The Rails, Worcester
Join the Business After Hours Annual Awards Ceremony at Off The Rails for an afternoon of recognition and networking with local professionals. The event kicks off with check-in at 3:30 PM, followed by the awards ceremony at 4:00 PM, and open networking at 5:00 PM. Enjoy light appetizers, a cash bar, and the chance to connect with Chamber members while celebrating standout businesses in the community.
Coming Soon: 3-Year Anniversary Summer Blowout Networking Event
Wednesday, June 10th · Tavern in the Square, Shrewsbury
ConnectWoo is celebrating its 3-year anniversary with a Summer Blowout Networking Event on June 10th, 2026, at Tavern in the Square. This free, high-energy event brings together entrepreneurs, professionals, and business owners from across Central Massachusetts for an evening of open networking. No speakers present, just real conversations and meaningful connections. This will be a great opportunity to build relationships, give back, and kick off the summer with the local business community.
Will we see you in Worcester in May?
May is a great time to get out and around Worcester. Why? People are starting to lock in their networking plans now, before summer schedules kick in… therefore, it’s the perfect time to connect before things quiet down.
Even better, there are plenty of solid options this month. Take your pick between casual meetups and more structured events - there’s something for everyone!
We provide these lists because it’s important to the Worcester community, so don’t wait! Sign up, get them on your calendar, and show up! No overthinking needed.
We hope to see you there!
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