Events
Calendar of Events
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2 events,
Steeped in history, born on the back streets, full of brotherly love, hard work and dedication. We are thrilled to have Dave Berry band on our stage! 
Join Judy with country line dance lessons the 2nd Monday of every month. It's fun!! The fourth Monday of every month, Judy spices it up with other dance moves! |
1 event,
We have weekly Cruisin' Night Tuesday Car Shows that start May 19, 2026 through September 22, 2026, weather permitting, from 5 pm til dusk (no Tues show on June 16 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… |
1 event,
It's 20 years this year since Open Mic Night started at Bentley's with Ali and Nat Bailey! Special reunion celebration of bands on July 18th from 2 to 6 pm. Every Wednesday Nat and Ali and their band provide PA -Stage Gear - Full Band Backup. It's also a band audition night! Every Wednesday Wing… |
1 event,
It's fun! Listening and watching talented people and not-so-talented people. It's also fun watching them play Stupid Bar Games. Free Swag from Orono! |
1 event,
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Alter Ego Party Band is known as a high energy band covering the best of 70's, 80's, 90's and various eras of rock and dance music! Incredible Female (voted 2nd best female vocalist in the 2022 tri-state poll) and two very high energy Male vocalists front an amazingly talented line up of accomplished musicians. |
3 events,
This will be the 12th year that we give away $1000 the last Saturday of every month for playing with Bentley's Balls!! All day free to enter, and 6 people are guaranteed to win $100 and one person is going to win $500. All you have to do is enter your name, and it's free… 
Brazen Cane is a rock n' roll band based out of Southern Maine playing classic to current rock |
3 events,
Every full moon, FREE Blue Moon swag for Blue Moon drinkers and a chance to win a Levitating Blue Moon (winner's name drawn May 31) & Blue Moon Leather Back Pack (winner's name drawn Sept 25)!! 
Very talented country musician! Full Band: Local legends join Henry! may 10, aug 16, sept 13 Henry Solo- So much Talent! may 31, june 28, july 26, aug 30, sept 27, oct 18 |
1 event,
We have weekly Cruisin' Night Tuesday Car Shows that start May 19, 2026 through September 22, 2026, weather permitting, from 5 pm til dusk (no Tues show on June 16… |
2 events,
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Bentley's race car driver friends join us for our 13th Annual All Eras Race Car Show that brings together the drivers and cars of today with the drivers and cars…
It's 20 years this year since Open Mic Night started at Bentley's with Ali and Nat Bailey! Special reunion celebration of bands on July 18th from 2 to 6 pm. Every Wednesday Nat and Ali and their band provide PA -Stage Gear - Full Band Backup. It's also a band audition night! Every Wednesday Wing… |
1 event,
It's fun! Listening and watching talented people and not-so-talented people. At DJ Adam's July 2 show, Lip Sync Contest too!! $500 for winner plus prizes for 2nd & 3rd place! |
1 event,
High-energy rock cover band playing out of southern Maine. Playing a great range of crowd-pleasers. |
3 events,
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… |
