Events Calendar

Bentley’s Balls Day – Win Cash $100 or $500!!
The last Saturday of every month we give away $1000 cash for playing Bentley's Balls Day!! Six people are guaranteed to win $100, and one person is going to win…

Stolen Mojo
"Stolen Mojo" is Maine's ultimate party/dance band for all occasions!

Henry Lowery
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…

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

Cruisin’ Night Tuesday Car Shows
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…

Open Mic Night at Bentley’s Rocks
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…

Karaoke Every Thursday 7 – 10 pm
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!

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

Monthly Cornhole Tourneys – 1st Saturday
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!…

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