Auction Logo

Saturday, October 24, 6pm

Doubletree Hotel

11 Beaver Street  | Milford, MA

A showcase of the area 's favorite restaurants wine beer liquor tasting and music

An Evening of Comedy, Connection & Community

A group of six people smiling at a table, seated at an event. They are surrounded by decorations and food.


Auction & Laughter



A Night of Laughs, Bids, & Big Wins!

This year’s Annual Auction is bringing a whole new energy—and trust us, you’re going to want to be there.


We’re turning up the fun with a night full of laughter, great company, and an auction packed with incredible finds. From unique experiences to must-have items perfect for holiday gifting (or treating yourself), there’s something for everyone to get excited about.


Whether you come to win big, connect with fellow local professionals, or just enjoy a well-deserved night of fun, this event delivers.


Don’t miss your chance to be part of one of the Chamber’s most anticipated nights of the year—all while supporting the Tri-County Regional Chamber and the local business community.


MC and Comedian TBD


Feel like having a few drinks? No need to drive home! We have a block of rooms available at the Doubletree Hotel
Make your reservation by Monday, October 5th, King room only $120!
Click this
link to reserve your room(s)

Ways to Participate

Bringing the Laughs All Night Long

This year, we’re turning up the fun with live comedy that will keep the room buzzing with laughter from start to finish. It’s not just an auction—it’s a full night of entertainment.


"Cruise for 2 or CASH for you" Raffle!

A banner that says dinner for 2 anywhere in the world

Win the Ultimate Getaway – A Cruise for Two or $5,000 Cash!


Ready to set sail on the vacation of your dreams? Here’s your chance! For just $30 a ticket, you could win a luxury cruise for two to the destination of your choice (up to $5,000 value) – or take the cash instead and plan your own adventure!


Only 500 tickets will be sold, making your odds better than most raffles out there. The winning ticket will be drawn at our "A Night of Laughs, Bids, and Big Wins" Fundraiser on Saturday, October 24th – but you don’t need to be present to win.


Don’t miss your shot at the getaway of a lifetime. Tickets are limited – grab yours today before they’re gone! Raffle tickets are on sale beginning June 1st, and winner will be drawn at A Night of Laughs, Bids, and Big Wins on Saturday, October 24th. Cash or checks can be accepted for payment, and you can pick up your tickets at:


  • Tri-County Regional Chamber Office, 258 Main Street, Suite 306 | Milford, MA 01757
  • Bright Insurance Agency, 6 Congress Street, Milford, MA 01757


Click here for rules and regulations.

Congratulations to Cindy Katz, the lucky winner of our "Dinner for 2 Anywhere in the World" raffle at last year's event! Cindy was present at the auction and couldn't contain her excitement when her name was announced. Her winning ticket was #5—what a moment to remember!

Cindy Katz
Cindy & Jeff Katz