Small Business Month
Small Business Month is an annual opportunity to highlight how local businesses shape our neighborhoods and recognize the ecosystem and support network throughout the city.
In May 2026, Mayor Michelle Wu and the Office of Small Business will launch Small Business Month, an annual opportunity to highlight how local businesses shape our neighborhoods and recognize the ecosystem and support network throughout the city. The month will feature a slate of events, resources, and curated social media content grounded in the theme “Creating Opportunities. Exploring Possibilities.” The City of Boston is home to 18,000 small businesses that employ 127,000 people and generate close to $28 billion each year.
Office of Small Business Events
City of Boston EventsSmall Business Month Partner Events
View all events, workshops, and programs led by the Office of Small Business and City of Boston partners in celebration of Small Business Month this May 2026 via the Small Business Month Events Calendar.
Are you or your organization hosting an event this May that supports Boston's small businesses and entrepreneurs? If so, complete this form to request your event to be added to this calendar.
SMALL BUSINESS MONTH BINGO
During Small Business Month, use this BINGO CARD to get into the shops, cafes, and service businesses that keep our city's heart beating.
Overview- For a BINGO, complete five squares in a row either horizontally, vertically, or diagonally.
- Once you have achieved a BINGO, contact smallbiz@boston.gov with your full name, email address, and phone number to enter the drawing. Only one entry per person!
- All participants will be entered into a drawing to win a $50 gift card and a local gift basket.
- The final drawing will take place on May 31, 2026 at 3:00 p.m.. There will only be one winner, and they will be notified within 24 hours of the drawing.
You are welcome to take a photo of your completed BINGO sheet, post it to Instagram, and tag @bostonoeoi! Contact the Office of Small Business at 617-631-0355 or smallbiz@boston.gov with any questions.
STANDING ON BUSINESS: 2025 YEAR IN REVIEW
Small Business Month Activation Grant
In celebration of Small Business Month in May 2026, the Office of Small Business launched the Small Business Month Activation Grant in February 2026. This is a grant opportunity for business supporting nonprofit organizations to create activations that provide the small business community with the resources, tools, opportunities, or engagement they need to grow, thrive, and celebrate success.
This community-led activation program provides an exciting opportunity to amplify small business support throughout the month, and bring vitality to our neighborhoods. Proposals considered included, but were not limited to: business district events, small business workshops, training sessions, panels/forums, networking, pop-ups, and markets.
Stay tuned for the announcement of Activation Grant recipients and events this spring!
Small Business Month News
NewsNo related posts are available at this time.
