Events and Things to Do in Chelmsford, MA

Saturday, September 19

Featured

Rainbow Bazaar Doll, Bear, and Toy Show

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9:30 AM

Brookline Event Center, 32 Proctor Hill Rd, Brookline, NH

Featuring Antique, Vintage, Modern Fashion Dolls, Bears, Miniatures & Toys (Barbie, Tonner, and 50s, 60s, 70s dolls plus much...

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Sunday, September 20

Featured

Purrfect Thrift’s Harvest & Holiday Market – Where Holiday Shopping Begins

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12:00 AM

15 Bockes Rd, Hudson, NH

Join us for Purrfect Thrift’s Harvest & Holiday Market – Where Holiday Shopping Begins on Sunday, September 20 from 12:00...

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Featured

Sudbury PMC Kids Ride (all riders welcome!)

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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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Tuesday, September 22

Featured

Sing with the Gentlemen Songsters Barbershop Chorus

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8:00 PM

Chelmsford Center for the Arts, 1A North Rd, Chelmsford, MA

Experience the joy of four-part harmony with this all-male chorus during an evening of a cappella music. This free event...

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Sunday, September 27

Featured

Run/Walk for Nature and Kids Fun Run - 5K and 10K

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9:00 AM

Shedd Park, 453 Rogers St, Lowell, MA

Event Date: Sunday, September 27, 2026 (registration deadline 9/23) Start Time: 9 AM Location: Shedd Park, 453 Rogers Street,...

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Monday, September 28

Featured

Andover Choral Society Open Rehearsals - 9/28 & 10/5

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7:20 PM

Christ Church, 33 Central St, Andover, MA

Andover Choral Society Invites Singers to "Come Sing with Us" ANDOVER, MA – Andover Choral Society - Do you love to sing? Have...

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Saturday, October 3

Featured

Coins, Stamps & Collectibles: Free Appraisal Day at the Spellman Museum

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10:00 AM

Spellman Museum of Stamps & Postal History, 241 Wellesley St, Weston, MA

Join NobleSpirit at the Spellman Museum for a special Appraisal Roadshow and discover the stories — and potential value —...

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Saturday, September 19

• Rainbow Bazaar Doll, Bear, and Toy Show 9:30 am

  Brookline Event Center, 32 Proctor Hill Rd, Brookline

  
  
• Lowell Sportsmen's Club Flea Market And BBQ 8:00 am

  50 Swain Rd, Chelmsford

  
  
• Chelmsford Historical Society’s Annual Farm Fair 12:00 pm

  Barrett–Byam Homestead, 40 Byam Rd, Chelmsford, MA, 01824

  
  

Sunday, September 20

• Purrfect Thrift’s Harvest & Holiday Market – Where Holiday Shopping Begins 12:00 am

  15 Bockes Rd, Hudson

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

  Ephraim Curtis Middle School, 22 Pratts Mill Rd, Sudbury

  
  

Tuesday, September 22

• Sing with the Gentlemen Songsters Barbershop Chorus 8:00 pm

  Chelmsford Center for the Arts, 1A North Rd, Chelmsford

  
  

Saturday, September 26

• CHELMPEX 2026 Stamp Show 9:00 am

  Trinity Lutheran Church, 170 Old Westford Rd, Chelmsford

  
  

Sunday, September 27

• Run/Walk for Nature and Kids Fun Run - 5K and 10K 9:00 am

  Shedd Park, 453 Rogers St, Lowell

  
  

Monday, September 28

• Andover Choral Society Open Rehearsals - 9/28 & 10/5 7:20 pm

  Christ Church, 33 Central St, Andover

  
  

Wednesday, September 30

• Adult Irish Step and Ceili 8-Week Mini Session 7:00 pm

  11 Progress Ave, Chelmsford

  
  

Saturday, October 3

• Coins, Stamps & Collectibles: Free Appraisal Day at the Spellman Museum 10:00 am

  Spellman Museum of Stamps & Postal History, 241 Wellesley St, Weston

  
  

Sunday, October 4

• Annual Pepperell Open Farm Day 11:00 am

  Participating Farms in Pepperell, Pepperell

  
  

Monday, October 5

• Andover Choral Society Open Rehearsal 7:20 pm

  Christ Church, 33 Central St, Andover

  
  

Saturday, October 10

• Traditional New England Bean Supper 5:00 pm

  Congregational Church In North Chelmsford, 15 Princeton St, Chelmsford

  
  

Saturday, October 17

• Annual Fall Craft Fair and Bake Sale 9:00 am

  Congregational Church In North Chelmsford, 15 Princeton St, Chelmsford

  
  

Saturday, October 24

• Tewksbury Electronics Recycling Event ♻️ 9:00 am

  St William's Catholic Church Parish Office, 1351 Main St, Tewksbury

  
  

Sunday, November 8

• Fall Festival Annual Craft & Vendor Fair 10:00 am

  American Legion Post 313, 90 Groton Rd, Chelmsford