Entertainment events in Winchendon

Check out happening entertainment events all around Winchendon, MA

Adam Ezra Group at Winchendon Community Park

 Fri, 12 Jun at 07:00 pm Winchendon Community Park

Haunted Happeninging

 Sat, 17 Oct at 04:00 pm Winchendon Community Park

Into The Floyd — In Concert

 Sat, 18 Jul at 07:00 pm Winchendon Community Park

The Reminisants Concert

 Sat, 25 Jul at 03:00 pm Winchendon Community Park

Founder's Day

 Sat, 06 Jun at 02:00 pm 86 Ingleside Road, Winchendon, MA, United States, Massachusetts 01475

Montapalooza!

 Sat, 30 May at 12:00 pm 86 Ingleside Road, Winchendon, MA, United States, Massachusetts 01475

Blues, Brew & BBQ

 Sat, 29 Aug at 03:00 pm Winchendon Community Park

The 2026 Central Mass Irish Festival

 Sat, 26 Sep at 12:00 pm Winchendon Community Park

Sunset Socials - Mega Monster Mash

 Sat, 24 Oct at 06:00 pm 86 Ingleside Dr, Winchendon, MA 01475-4506, United States

Summer Spirit Gallery & Mini-Tour at the Murdock-Whitney Mansion with Brandie Wells on July 9th

 Thu, 09 Jul at 06:15 pm Winchendon Historical Society

Food Truck Festival and Battle of the Bands 2026

 Sat, 27 Jun at 12:00 pm 52 Murdock Ave, Winchendon, MA, United States, Massachusetts 01475

Winchendon Honky Tonk

 Sat, 03 Oct at 04:00 pm 86 Ingleside Road, Winchendon, MA, United States, Massachusetts 01475

4EverFab Concert

 Sat, 08 Aug at 07:00 pm Winchendon Community Park

Winchendon Blues Brew & BBQ Festival

Sat, 29 Aug at 03:00 pm Winchendon Parks & Recreation Commission

Italian Street Fest

 Sat, 15 Aug at 12:00 pm 86 Ingleside Road, Winchendon, MA

Winchendon, MA - It's An Irish Thing Tour

 Sat, 23 May at 07:00 pm Winchendon History and Cultural Center

Free Concert - The Ed Sullivans

 Sat, 23 May at 02:00 pm Winchendon Community Park

Adam Ezra Group

 Fri, 12 Jun at 11:00 pm Winchendon Community Park

Cowboys & Hippies

 Sat, 19 Sep at 02:00 pm 86 Ingleside Dr, Winchendon, MA 01475-4506, United States

Blues, Brews and BBQ in the Winch

 Sat, 29 Aug at 05:00 pm Winchendon Community Park

Free Community Open Mic & Picnic in the Park

Fri, 24 Jul at 02:00 pm Winchendon Community Park

Free Community Open Mic & Picnic in the Park

Fri, 26 Jun at 02:00 pm Winchendon Community Park

🎭 Stratton Players Present: The Cliffnotes of Insanity

 Thu, 14 May at 06:30 pm The Hub Winchendon

Salsa & Sangria

 Sat, 13 Jun at 06:00 pm Winchendon Community Park