Events and Things to Do in Winchester, MA

Friday, May 15

Featured

Around the World in Song with Lexington Pops Chorus

MAY

15

7:30 PM

Pilgrim Congregational Church UCC, 55 Coolidge Ave, Lexington, MA

Understanding that music is the universal language that connects people and cultures around the world, Lexington Pops Chorus...

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Saturday, May 16

Featured

The Best Flippin' Card Show Monthly Mixer (5th Aniv. Event!)

MAY

16

8:30 AM

15 Middlesex Canal Park Dr, Woburn, MA

The best Saturday card show in the Boston area has fully expanded to 12,000 sq. ft. to become the largest in the area. We are...

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Featured

Purple Puppy Promenade

MAY

16

10:00 AM

Lexington, MA

Join us for the Purple Puppy Promenade, part of Lexington Goes Purple, a joyful community dog parade supporting the fight...

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Sunday, May 17

Featured

We Rise

MAY

17

5:00 PM

The First Baptist Church of Medford, Mass, Oakland St, Medford, MA

Improbable Beasts Bass Clarinet Ensemble, with special guests Solon Gordon (piano) and Meryl Summers (bassoon) The Improbable...

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Wednesday, May 27

Featured

Commonwealth School Virtual Information Session for Fall 2027 Admission

MAY

27

6:30 PM

Boston, MA

Academically adventurous students flourish at Commonwealth School, challenged by rigorous classes and supported by faculty at...

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Friday, May 15

• En Ka Fair 4:00 pm

  109 Skillings Rd, Winchester

  
  
• Around the World in Song with Lexington Pops Chorus 7:30 pm

  Pilgrim Congregational Church UCC, 55 Coolidge Ave, Lexington

  
  

Saturday, May 16

• The Best Flippin' Card Show Monthly Mixer (5th Aniv. Event!) 8:30 am

  15 Middlesex Canal Park Dr, Woburn

  
  
• Purple Puppy Promenade 10:00 am

  Hastings Park, Lexington

  
  

Sunday, May 17

• We Rise 5:00 pm

  The First Baptist Church of Medford, Mass, Oakland St, Medford

  
  
• Haircuts For Men, Women and Children~OPEN Evenings, Saturday & Sunday 9:00 am
  
  

Tuesday, May 19

• AANHPI Night! 5:30 pm

  Winchester High School, 80 Skillings Rd, Winchester

  
  

Wednesday, May 27

• Commonwealth School Virtual Information Session for Fall 2027 Admission 6:30 pm

  Virtual

  
  

Sunday, May 31

• Open House: Temple Shir Tikvah 2:00 pm

  34 Vine St, Winchester

  
  

Friday, June 5

• Adult Sip & Spin - Mocktail Edition! 6:30 pm

  Studio on the Common, 22 Church St, Winchester

  
  

Saturday, June 6

• National Learn To Row Day with Gentle Giant Rowing Club 10:00 am

  32 Shore Dr, Somerville

  
  

Thursday, June 11

• PRIDEfest 2026! 4:30 pm

  Town Common, Church St, Winchester

  
  

Wednesday, July 1

• Winchester Treasure Hunt Game 9:00 am

  Winchester

  
  

Monday, July 6

• Summer 2026 at Studio on the Common! 9:00 am

  Studio on the Common, 22 Church St, Winchester

  
  
• Summer 2026: Space Explorers (ages 5-7) 9:00 am

  Studio on the Common, 22 Church St, Winchester

  
  
• Summer 2026: Creations in Sculpture (ages 8-12) 1:30 pm

  Studio on the Common, 22 Church St, Winchester

  
  

Monday, July 13

• Summer 2026: Fairy Tale Fantasy Week (ages 5-7) 9:00 am

  Studio on the Common, 22 Church St, Winchester

  
  
• Summer 2026: Mosaic Makers Workshop (ages 8-12) 1:30 pm

  Studio on the Common, 22 Church St, Winchester

  
  

Monday, July 20

• Summer 2026: Puppet Town Adventures (ages 5-7) 9:00 am

  Studio on the Common, 22 Church St, Winchester

  
  
• Summer 2026: Yarn Painting & Weaving: Color, Texture & YOU! (ages 8-12) 1:30 pm

  Studio on the Common, 22 Church St, Winchester