Winchendon Holiday Events

Holiday events Happening Next in Winchendon, MA

Business Alley Crawl

 5 Summer Dr, Winchendon, MA 22 Nov 2025
HOLIDAY

Festival of Lights – Free Community Event!

 Grout Park Winchendon MA 5 Dec 2025
FESTIVALS

3rd Annual Sensory-Friendly Santa Visit

 50 Pleasant Street, Winchendon, MA, United States, Massachusetts 01475 13 Dec 2025
MEETUPS

Wreath Making Workshop 3

 Ruschioni’s Flowers and Gifts 5 Dec 2025
WORKSHOPS USD 45

Breakfast with Santa

 52 Murdock Ave, Winchendon, MA, United States, Massachusetts 01475 6 Dec 2025
BREAKFAST-WITH-SANTA

Wreath Making Workshop 2

 Ruschioni’s Flowers and Gifts 4 Dec 2025
WORKSHOPS USD 45

A Classic Christmas

 Winchendon Historical Society 14 Dec 2025
ENTERTAINMENT USD 29

Christmas in Toy Town: Holiday Open House, Selfie Spots, & Table Settings

 151 Front St, Winchendon, MA 13 Dec 2025
HOLIDAY

Crafternoon Wood Sign

 52 Murdock Ave, Winchendon, MA, United States, Massachusetts 01475 6 Dec 2025
HOLIDAY

Thanksgiving Centerpiece Workshop

 Ruschioni’s Flowers and Gifts 24 Nov 2025
WORKSHOPS USD 45

Holiday Wreath Workshop. Support North County Land Trust

 52 Murdock Ave, Winchendon, MA 01475-1576, United States 23 Nov 2025
NONPROFIT

Thanksgiving Centerpiece Workshop 2

 Ruschioni’s Flowers and Gifts 25 Nov 2025
WORKSHOPS USD 45

Wreath Making Workshop 1

 Ruschioni’s Flowers and Gifts 2 Dec 2025
WORKSHOPS USD 45

Holiday Centerpiece Workshop 2

 Ruschioni's Flowers& Gifts 18 Dec 2025
WORKSHOPS USD 55

Holiday Centerpiece Workshop 1

 Ruschioni's Flowers& Gifts 16 Dec 2025
WORKSHOPS USD 55

Crafternoon - Winter snow globe making day

 52 Murdock Ave, Winchendon, MA, United States, Massachusetts 01475 24 Jan 2026
WORKSHOPS

Holiday Bazaar and Cookie Sale

 126 Central St, Winchendon, MA, United States, Massachusetts 01475 13 Dec 2025
HOLIDAY

WMF, Worcester Chorus, & Soloists (classical)

 Unitarian Universalist Church of Winchendon 23 Jan 2026
MUSIC FREE