Milton Holiday Activities for 2019

Milton Holiday Activities for 2019

We are a few short days away from the magical month of December and the holiday festivities have already begun! Please find a list below of some Milton Holiday Activities for 2019.

Downtown Milton Holiday Fest


The Downtown Milton BIA invites you to celebrate the holidays in Downtown Milton on Saturday, December 7, 2019. We’ve got crafts, games, photo ops plus seasonal specials and decorations, not to mention a pop-up market and the Jolly old man himself! Holiday Fest will take place on Main Street between Martin Street and Brown Street from 12:00 pm to 7:00 pm.



December 21 @ 7:00 pm – December 22 @ 1:00 am

An Annual Holiday Fundraiser organized by Jordan Grenke, Jonathan & Michael Volpe, and Jeremy Kuntz – all from Milton, ON – in support of The Darling Home for Kids.  This music and arts showcase is a great opportunity for everyone in Milton to gather around the holidays – see old friends, make new friends and enjoy some great music while raising funds for a great cause.

Everyone involved volunteers their time for this fantastic event. 100% of our proceeds go to The Darling Home for Kids, who provide high quality respite, residential and palliative care services for children who are medically complex, many of whom suffer from progressive illness.


On the Way to Bethlehem

November 29, 2019

December 1, 2019

$2 to $5

Country Heritage Park, 8560 Tremaine Rd, Milton

“On the Way to Bethlehem” is an outdoor Christmas Nativity Pageant. Arriving anytime from 6:30 until 8:30 pm, visitors will enter the large reception area in Gambrel Barn, where they will enjoy the music of the mass choir. When ready, groups will travel the road to Bethlehem with a “guide.” On their 30–45 minute outdoor journey, visitors will witness King Herod’s court, interact with Roman soldiers, shepherds, magi, innkeepers and fellow travelers to reveal the Christmas story. At the end of their journey, visitors will follow a lamplight walkway to the refreshment area, where their “passports” will be stamped, and they can enjoy a warm drink and a cookie. When ready, they will be given a wagon ride to the exit.


An Old-Fashioned Christmas

December 7 @ 7:00 pm – 9:00 pm $25

It’s Christmas and odds are you’ll go shopping, tobogganing/skating, share a meal, listen to music and sing some songs. These are our traditions. Along the way these become Old Fashioned.  Christmas is the best time of year for Old Fashioned. The Milton Concert Band is proud to present “An Old Fashioned Christmas” you can experience with music, stories and some seasonal surprises. Turn Christmas 2019 into the tradition that will be your children’s “Old Fashion Christmas”. See you there.


Christmas on the Farm

November 23, 2019

December 15, 2019


Springridge Farm, 7256 Bell School Line, Milton


Join us at the farm as we celebrate the season with Christmas on the Farm. Families will enjoy visiting during the holiday season as we deck the halls and trim the tree in anticipation of Santa’s arrival at Springridge Farm.

Visit Santa’s Workshop Weekends
Dates: November 23 – December 15
Time: 10am – 3pm

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