40 Christmas Events & Activities Happening In Wilmington (2019 Edition)

WILMINGTON, MA — It’s the most wonderful time of year, Wilmington! Below is a roundup of Christmas and holiday events and activities happening in town over the next month.

Christmas Events In Wilmington:

(Listed chronologically. Click on each listing for details.)

Castleberry Faire Holiday Craft Festival — Friday, November 29, 9am-5pm; Saturday, November 30, 10am-5pm; Sunday, December 1, 10am-4pm — Shriners Auditorium

Breakfast with Santa — Sunday, December 1, 8:30am-10am AND 10:30am-noon — Wilmington Knights of Columbus Hall

New England Brass Band’s Christmas Concert — Sunday, December 1, 3pm — Wilmington Congregational Church

Holiday Gift Basket Raffle Event To Benefit Wilmington Senior Center’s Memory Cafe — Wednesday, December 4, 4pm-7pm — Advinia Care of Wilmington (90 West Street)

Library Event: Frozen Holiday Show with Elsa — Wednesday, December 4, 6:30pm — Wilmington Memorial Library

Senior Center Event: Ugly Sweater Day — Thursday, December 5, 1pm-3pm — Wilmington Senior Center

Santa’s Workshop — Thursday, December 5, 6pm-7:30pm — Wilmington Town Hall

Library Event: Holiday Mosaic Workshop & Social — Thursday, December 5, 6:30pm — Wilmington Memorial Library

Breakfast with Mrs. Claus — Saturday, December 7, 9am — Wilmington United Methodist Church

Christmas Craft Fair at Deming Way — Saturday, December 7, 9am-2pm — Deming Way

We’re One Wilmington’s Festival of Trees — Saturday, December 7, 9am-9pm AND Sunday, December 8, 9am-3pm — Villanova Hall

Boston Metro Hi-Railers Holiday Open House — Saturday, December 7, 10am-4pm — 5 Waltham Street

Library Event: Krampus Party For Teens (Grades 6-12) — Saturday, December 7, 2pm-4pm — Wilmington Memorial Library

Friends of the Wilmington Library’s Book Store Next Door’s Holiday Open House — Saturday, December 7, 4pm-6:30pm — Book Store Next Door (183 Middlesex Avenue)

Wilmington Town Tree Lighting Ceremony — Saturday, December 7, 5:30pm

Alternative Gift Fair — Sunday, December 8, 9am-12:30pm; Sunday, December 15, 9am-12:30pm; Sunday, December 22, 9am-12:30pm — Wilmington United Methodist Church

Santa Parade — Sunday, December 8, 8am-4pm — Includes Stops At Public Safety Building, Shawsheen Elementary School, Town Hall, Woburn Street School, & North Intermediate School 

Toys For Toys Meet & Greet with Lucky Pro Wrestling — Sunday, December 8, 11:30am-1:30pm — West Real Estate (386 Main Street)

Town Museum’s Annual Holiday Social — Sunday, December 8, 1pm-4pm — Harnden Tavern (430 Salem Street)

Wilmington Farmers Market: Holiday Market — Sunday, December 8, 2pm-4pm — Wilmington United Methodist Church

Library Event: How To Make A Felt Flower Yarn Wreath — Tuesday, December 10, 7pm — Wilmington Memorial Library

Senior Center Event: Senior Center’s Annual Holiday Party — Wednesday, December 11, 6:30pm-10pm — Tewksbury Country Club

Senior Center Event: Gingerbread House Making For Seniors with High School Students — Thursday, December 12, 1pm-2:30pm — Wilmington Senior Center

Library Event: Jazz First Holiday Concert — Thursday, December 12, 7pm — Wilmington Memorial Library

Breakfast with Santa — Saturday, December 14, 8am-noon — Rocco’s Restaurant (193 Main Street)

Sole Sisters’ Winter SOLEstice 5K — Saturday, December 14, 10am — Wilmington Town Common

Library Event: Kids Craft — Holiday Ornaments (Grades 1-5) — Saturday, December 14, 2pm — Wilmington Memorial Library

Create Holiday Greetings At Wilmington Community Television — Saturday, December 14 (By Appointment — WCTV Headquarters (10 Waltham Street)

Library Event: Family Gingerbread Houses — Monday, December 16, 3:45pm-4:45pm AND 6:30pm-7:30pm — Wilmington Memorial Library

Senior Center Event: Holiday Cookie Swap — Wednesday, December 18, 1pm — Wilmington Senior Center

Library Event: Steve Blunt Holiday Sing-Along — Wednesday, December 18, 6:30pm — Wilmington Memorial Library

Wilmington Sons Of Italy Christmas Dinner with “Street Magic Acapella” — Saturday, December 28, 6pm — Tewksbury/Wilmington Elks

Other Christmas Activities In Wilmington:

Donate To Wilmington Senior Center’s Giving Tree

Donate To Wilmington Fire Department’s Toys For Wilmington Children Drive

Donate To Wilmington Community Fund’s Adopt A Family Holiday Program

Donate To We’re One Wilmington’s Holiday Gift Program For Families In Need

Donate To Coats For KIDS At Various Wilmington Locations

Buy A Christmas Tree From Wilmington United Methodist Church Or Wilmington’s Boy Scouts Troop 56

Buy This Year’s Ornament From Wilmington Community Fund

See The Christmas Lights Display On Freeport Drive — Sundays to Thursdays, 4:30pm to 9:30pm, Fridays & Saturdays, 4:30pm to 10:30pm

Uh oh. What did I miss? Email wilmingtonapple@gmail.com. List will be updated throughout December.

(NOTE: Cover photo from Paul Oliver Photography.)

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