Young very talented local country singer, song writer and guitar player performs last Sunday of every month from noon til 2 pm, except Memorial weekend, performs Monday Memorial Day and in October, closing day October 19.

Northeast Country music, from the drinking buddies you haven't met yet!

 Bentley's Cruisin' Night Tuesday Car Shows from 5 pm til dusk (May 20 through Sept 23, 2025, based on weather, no Tues show on June 17 during Biker Rally).  All special interest cars are welcome and it's one of our favorite nights of the week to get together to enjoy the show and camaraderie. Often…

Enjoy Traditional Nights & All Original Nights! PA / Stage Gear - Full Band Backup Provided. Hosted by: Ali & Nat Bailey & the OMN Band. A Great Night of Music & Friends! This is season 19 with the Open Mic Night Hosts Ali & Nat!!

It's fun and entertaining! Listening and watching talented people and not-so-talented people after a few drinks! It's a favorite night at Bentley's!

Classic rock, pop & blues band based in Southern Maine and the New Hampshire Seacoast.

Cornhole Tourney's at Bentley's are fun! The players are friendly and like to compete. Some of them enjoy adult beverages while competing! No partner, no worries, we'll hook you up! Each month you enter, $5 fee for a progressive jackpot given away at last tourney! Free swag from Lone Pine Brewery!  Registration opens at 10…

Classic rock band from central MA playing music from the 60's to 80's.

"The Best 80's Hair Band Tribute on the Planet!"