Events and Things to Do in Winchester, MA

Saturday, September 12

Featured

Riverfest 2026

SEP

12

11:00 AM

Assembly Row, 355 Artisan Way, Somerville, MA

Riverfest returns to The Row on Saturday, September 12 🎉 Join us as Assembly Row comes alive with live music, local makers,...

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Sunday, September 13

Featured

MusicFest Open House & Auditions

SEP

13

2:00 PM

Winchester Community Music School, 407 Highland Ave, Winchester, MA

Winchester Community Music School’s annual MusicFest is free and fun for all ages! This musical open house features a...

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Saturday, September 19

Sunday, September 20

Featured

Sudbury PMC Kids Ride (all riders welcome!)

SEP

20

10:00 AM

Ephraim Curtis Middle School, 22 Pratts Mill Rd, Sudbury, MA

On Sunday, September 20th, Sudbury will host our third inaugural Sudbury PMC Kids Bike Ride. Our ride is a 1-mile loop that...

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Sunday, September 27

Featured

The Children's Room 30th Anniversary Community Walk

SEP

27

11:00 AM

Robbins Memorial Town Hall, 730 Massachusetts Ave, Arlington, MA

Walk with us for children, teens, and families who are grieving. This September, The Children’s Room is bringing our community...

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Tuesday, October 6

Featured

Commonwealth School Virtual Open House

OCT

6

6:30 PM

Boston, MA

You may not expect a community so deeply academic to be so warm and welcoming, but Commonwealth contains multitudes—just like...

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Saturday, September 12

• Riverfest 2026 11:00 am

  Assembly Row, 355 Artisan Way, Somerville

  
  

Sunday, September 13

• MusicFest Open House & Auditions 2:00 pm

  Winchester Community Music School, 407 Highland Ave, Winchester

  
  
• Rally Day 10:00 am

  The Parish of the Epiphany, Episcopal Church, 70 Church St, Winchester

  
  

Friday, September 18

• Early Release Day - YAY ART! 11:30 am

  Studio on the Common, 22 Church St, Winchester

  
  

Saturday, September 19

• Ranting Parents Comedy Tour 8:00 pm

  Isaac Harris Cary Memorial Building, 1605 Massachusetts Ave, Lexington

  
  
• Jagged Little Pill 8:00 pm

  Arlington Friends of the Drama, 22 Academy St, Arlington

  
  

Sunday, September 20

• Sudbury PMC Kids Ride (all riders welcome!) 10:00 am

  Ephraim Curtis Middle School, 22 Pratts Mill Rd, Sudbury

  
  

Monday, September 21

• Adult Pottery on the Wheel: Beginner-Intermediate 12:00 pm

  Studio on the Common, 22 Church St, Winchester

  
  
• Teen: Pottery on the Wheel 4:00 pm

  Studio on the Common, 22 Church St, Winchester

  
  

Tuesday, September 22

• Kids Pottery on the Wheel - ages 8-12 3:30 pm

  Studio on the Common, 22 Church St, Winchester

  
  
• Adult Pottery on the Wheel: Intermediate 6:30 pm

  Studio on the Common, 22 Church St, Winchester

  
  

Thursday, September 24

• Adult Pottery on the Wheel: Beginner-Intermediate 10:00 am

  Studio on the Common, 22 Church St, Winchester

  
  
• Kids Pottery on the Wheel - ages 8-12 3:30 pm

  Studio on the Common, 22 Church St, Winchester

  
  

Friday, September 25

• Messy Mushy Preschool Art 12:00 pm

  Studio on the Common, 22 Church St, Winchester

  
  
• Kids Pottery on the Wheel - ages 8-12 3:30 pm

  Studio on the Common, 22 Church St, Winchester

  
  

Sunday, September 27

• The Children's Room 30th Anniversary Community Walk 11:00 am

  Robbins Memorial Town Hall, 730 Massachusetts Ave, Arlington

  
  

Wednesday, September 30

• Christmas in September 10:00 am

  Studio on the Common, 22 Church St, Winchester

  
  
• Messy Mushy Preschool Art 12:00 pm

  Studio on the Common, 22 Church St, Winchester

  
  

Friday, October 2

• “Boston: Know Your Number” Enneagram Workshop 6:00 pm

  The Parish of the Epiphany, Episcopal Church, 70 Church St, Winchester

  
  

Saturday, October 3

• Lion Dance & Traditional Martial Classes now enrolling 4:30 pm

  50 Cross St, Winchester