Events Calendar
Chili Fest 2026 Pre-Sales
Pre-purchase your tickets for Chili Fest TODAY! Tickets can also be purchased in person at the Chamber office all week and during the event along Main Street. Online ticket sales ends at 12pm on Friday, March 1st.
Third Thursday Connections
Join us at various locations on the Third Thursday of every month for your favorite morning meeting. Participants each get two sets of 30 seconds to introduce themselves and their business to the group. This is a fast and effective way to meet people. One member commented, ''this meeting was the equivalent of knocking on 40 doors in one hour.'' Meetings are moderated as attendees briefly explain their business. By reservation, 3 members may have a 3-minute spotlight to share their business. Please call the office 860-388-3266 if you'd like to reserve a 3-minute presentation spot. Refreshment Sponsorships available, please call the office for details. Members Only Event Non-Members by invitation, please email info@oldsaybrookchamber.com Free to attend. Coffee provided.
First Thursday Business Connection 04/02/26
Held the 1st Thursday of the month! This networking event provides members the opportunity to introduce themselves and their business/organization. One member commented, ''this meeting was the equivalent of knocking on 40 doors in one hour.'' Meetings are moderated as attendees briefly explain their business. By reservation, 3 members may have a 3-minute spotlight to share their business. Please call the office 860-388-3266 if you'd like to reserve a 3-minute presentation spot. Refreshment Sponsorships available, please call the office for details. Members Only Event Non-Members by invitation, please email info@oldsaybrookchamber.com Free to attend. Coffee provided.
WIB After Hours: Sip, Tip, & Talk - 04/14/26 - Megan Marco
Calling all Women! Join us for a sip, tip, & talk at SIP Wine Bar. SIP-Wine-and-Board.JPG-w194.jpg More details to come!
Third Thursday Connections
Join us at various locations on the Third Thursday of every month for your favorite morning meeting. Participants each get two sets of 30 seconds to introduce themselves and their business to the group. This is a fast and effective way to meet people. One member commented, ''this meeting was the equivalent of knocking on 40 doors in one hour.'' Meetings are moderated as attendees briefly explain their business. By reservation, 3 members may have a 3-minute spotlight to share their business. Please call the office 860-388-3266 if you'd like to reserve a 3-minute presentation spot. Refreshment Sponsorships available, please call the office for details. Members Only Event Non-Members by invitation, please email info@oldsaybrookchamber.com Free to attend. Coffee provided.
Chamber Connections - 04/22/26 - Shoreline Chrysler Dodge Jeep Ram
Join us networking with new and seasoned members alike! Sip, snack and catch up on business!

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