Events and Things to Do in Gloucester, MA

Wednesday, August 26

Featured

The Meditations

AUG

26

8:00 PM

The Cut - Stage • Studio • Restaurant • Bar, 177 Main St, Gloucester, MA

The Meditations - Ansel Cridland, Danny Clarke and Winston Watson collectively known asThe Meditations, recorded their first...

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Thursday, August 27

Featured

Thurston Howell – A Premier Yacht Rock Spectacular! 2026

AUG

27

8:00 PM

The Cut - Stage • Studio • Restaurant • Bar, 177 Main St, Gloucester, MA

Ahoy mates! Prepare to set sail on a groovy voyage with Thurston Howell, Your Premiere Yacht Rock Spectacular!  Picture this:...

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Friday, August 28

Featured

Jeff Pitchell and Texas Flood

AUG

28

8:00 PM

The Cut - Stage • Studio • Restaurant • Bar, 177 Main St, Gloucester, MA

An internationally acclaimed dynamic singer, songwriter and guitarist, Jeff achieved national recognition when his album Heavy...

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Friday, August 21

• Haus of Monsters - America's #1 Tribute to Lady Gaga 8:00 pm

  The Cut - Stage • Studio • Restaurant • Bar, 177 Main St, Gloucester

  
  

Sunday, August 23

• Story Songs of the 70's - Summer Show 7:00 pm

  The Cut - Stage • Studio • Restaurant • Bar, 177 Main St, Gloucester

  
  
• SCR at Shalin Liu Performance Center - Rockport, MA

  5:00 pm

  Rockport Music-Shalin Liu Performance Center, 37 Main St, Rockport

  
  
• Antonio Gentile Bandstand Summer Concert Series

  6:30 pm

  Gloucester, MA Calendar, Stage Fort Park Bandstand 24 Hough Ave., Gloucester

  
  

Tuesday, August 25

• 6:00 PM Historic District Commission

  6:00 pm

  Gloucester, MA Calendar, 6 Manuel F. Lewis Street, Gloucester

  
  
• 6:30 PM City Council Meeting

  6:30 pm

  Gloucester, MA Calendar, 6 Manuel F. Lewis Street, Gloucester

  
  

Wednesday, August 26

• The Meditations 8:00 pm

  The Cut - Stage • Studio • Restaurant • Bar, 177 Main St, Gloucester

  
  
• The Backyard Growcery

  2:30 pm

  Gloucester, MA Calendar, Burnham's Field 75 Pleasant St., Gloucester

  
  

Thursday, August 27

• Thurston Howell – A Premier Yacht Rock Spectacular! 2026 8:00 pm

  The Cut - Stage • Studio • Restaurant • Bar, 177 Main St, Gloucester

  
  
• 5:30 PM City Council Tax Classification Workshop

  5:30 pm

  Gloucester, MA Calendar, 9 Dale Ave 2nd Floor, Gloucester

  
  
• Harbor Loop Summer Concert Series

  6:00 pm

  Gloucester, MA Calendar, 8 Harbor Loop, Gloucester

  
  

Friday, August 28

• Jeff Pitchell and Texas Flood 8:00 pm

  The Cut - Stage • Studio • Restaurant • Bar, 177 Main St, Gloucester

  
  
• Level Up Gloucester - Youth Tabletop Gaming Program Day 9:00 am

  Lanesville Community Center, Gloucester, MA

  
  
• MUSIC ON MEETINGHOUSE GREEN 2026

  6:00 pm

  Gloucester, MA Calendar, Meetinghouse Green 50 Middle St., Gloucester

  
  

Saturday, August 29

• Duke Robillard 8:00 pm

  The Cut - Stage • Studio • Restaurant • Bar, 177 Main St, Gloucester

  
  

Sunday, August 30

• Deric Dyer - Music & Stories from a Life of Touring with Tina Turner and Joe Cocker 7:00 pm

  The Cut - Stage • Studio • Restaurant • Bar, 177 Main St, Gloucester

  
  

Thursday, September 3

• ABRAXAS: New England’s Premier Santana Tribute 8:00 pm

  The Cut - Stage • Studio • Restaurant • Bar, 177 Main St, Gloucester

  
  

Saturday, September 5

• Barry Goudreau's Engine Room 8:00 pm

  The Cut - Stage • Studio • Restaurant • Bar, 177 Main St, Gloucester

  
  

Sunday, September 6

• Jimmy Tingle: The "Radical" Middle- Why Would a Comedian Run for Office? Film Screening + Q&A 8:30 pm

  The Cut - Stage • Studio • Restaurant • Bar, 177 Main St, Gloucester

  
  

Friday, September 11

• A Band of Brothers - Not Just an Allman Brothers Tribute 8:00 pm

  The Cut - Stage • Studio • Restaurant • Bar, 177 Main St, Gloucester

  
  

Saturday, September 12

• Paul D'Angelo's 3rd Annual So-Long-To-Summer Comedy Show 8:00 pm

  The Cut - Stage • Studio • Restaurant • Bar, 177 Main St, Gloucester

  
  

Thursday, September 17

• Tanya Donelly 8:00 pm

  The Cut - Stage • Studio • Restaurant • Bar, 177 Main St, Gloucester

  
  

Saturday, September 19

• Fortune - Vinyl Era Class Rock Tribute Band 8:00 pm

  The Cut - Stage • Studio • Restaurant • Bar, 177 Main St, Gloucester

  
  
• Anthony Gomes – Praise Out Loud 2026 Tour 8:00 pm

  Larcom Theatre, 13 Wallis St, Beverly

  
  

Sunday, September 20

• Third World 7:30 pm

  The Cut - Stage • Studio • Restaurant • Bar, 177 Main St, Gloucester

  
  

Thursday, September 24

• Building Dreams Gala 6:00 pm

  Danvers

  
  

Saturday, September 26

• Ana Popovic with Danielle Miraglia 8:00 pm

  The Cut - Stage • Studio • Restaurant • Bar, 177 Main St, Gloucester

  
  

Saturday, October 3

• Dueling Pianos 8:00 pm

  The Cut - Stage • Studio • Restaurant • Bar, 177 Main St, Gloucester