Bentley's 3rd Annual Tractor Show Including Hit & Miss Engines
2025-10-12 10:00 - 14:00 UTC
Bentley’s 3rd Annual Tractor Show on display at front & side parking lots from 10 am to 2 pm. All tractors and hit & miss engines welcome. Free breakfast for all tractor owners who bring their tractors to display! Free chance for all guests to win a $100 John Deere Gift Card.

Whiskey-6
2025-10-12 13:00 - 17:00 UTC
Whiskey-6 is (fan voted) New England Country Music “Group of the Year”. Won 2023 Best Country GroupWorcester Music Awards.
2024-2023-2022 Nominated best country act New England Music Awards.

Got it Covered Band
2025-10-12 18:00 - 22:00 UTC
Cover band serving Southern Maine with a diverse danceable setlist!

Bonnie Edwards & the Practical Cats
2025-10-13 14:00 - 18:00 UTC
These seasoned musicians lay down a groove! With her gutsy vocal style and dynamic stage presence.

Open Mic Night at Bentley's Rocks
2025-10-15 19:00 - 22:00 UTC
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!!

Karaoke Every Thursday 7 - 10 pm
2025-10-16 19:00 - 22:00 UTC
It’s fun! Listening and watching talented people and not-so-talented people.

Hott Messs
2025-10-17 19:00 - 23:00 UTC
Hott Messs performs today’s country, rock tunes and so much more, because they are so talented!!

Trifecta
2025-10-18 14:00 - 18:00 UTC
“We play a wide variety of great music that will make you say “I love that song!”.

Cali Crush
2025-10-18 19:00 - 22:00 UTC
Energetic classic rock n roll musicians!

The Inflatables
2025-10-18 19:00 - 23:00 UTC
Playing all the hits from yesterday and today! If you like rock, dance, hip hop, classic rock and country- then you’ll love the inflatables!

Halloween Costume Party
2025-10-18 19:00 - 23:00 (America/New_York)
It’s the most epic Halloween Costume Party you’ll ever attend!!!

Ticket sales have been paused until October 13th, when we will have the weather forecast for the event day. If it snows or rains, we’ll lose use of the courtyard.
Some costumes are big, and we want to make sure we won’t be overcrowded in back bar and under tent.
Hopefully the weather will be good, and we’ll be selling more tickets. The front bar will be open for non-ticket holders.

Customer Appreciation Day
2025-10-19 08:00 - 22:00 (America/New_York)
It’s a bittersweet day, closing day for the season!! It’s the last Bentley’s Balls Day of the season! FREE entry forms available all day! Winners’ names drawn at 6:28 pm.

Henry Lowery
2025-10-19 12:00 - 14:00 UTC
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.

Johnny Wad and the Cash
2025-10-19 14:00 - 18:00 UTC
Best Rock, Country, Blues band ever

Tonyoke
2025-10-19 19:00 - 22:00 UTC
Tony from the Bad Habit band and formerly with 13 Black
