HolidayFest Logo

Saturday, November 27, 12:00 – 6:00 p.m.
Main Street, Downtown Milton


The Winterhawks for Hospice Hockey Tournament
is happening at HolidayFest!

Find out more

Enjoy the diverse sights, tastes and sounds of the season at Downtown Milton HolidayFest! Hosted by the Downtown Milton Business Improvement Area with participation from local businesses, the event features vendors, live music, food and more. It is helping to raise funds and awareness for the Townsend Smith Foundation.

The event is happening on Main St. between Brown St. and Commercial St. Visitors are encouraged to socially distance and wear masks at the event. Public health, safety and sanitation protocols will be in effect.

HolidayFest attractions include:

  • Live music – Enjoy holiday classics and other popular songs from six bands
  • Vendor Marketplace sponsored by Shop Local Milton – 35 vendors selling gifts, stocking stuffers, clothing, accessories, food and more
  • Visits with Santa Claus – Chat with Santa and take photos to capture this special visit
  • Winterhawks for Hospice – 3-on-3 charity ball hockey tournament for players 6-adult organized by the 2021-2022 Winterhawks U10 AA team, in support of the Townsend Smith Foundation. Lots of raffle prizes to be won!
  • Letters to Santa booth sponsored by docbraces Orthodontics – Write and mail letters to Santa and colour festive pictures
  • Cozy fire pits – Warm up by the fire while enjoying the sights and sounds of HolidayFest
  • Festive Photo Contest sponsored by SG Hair Design – Visit SG Hair Design at 140 Main St. for their grand opening, photo ops, prizes and more.
  • Milton Historical Society’s ChristmasFest – Ornaments, mugs, books, gifts, blacksmith demonstrations and more
  • Outdoor Christmas Tree and Christmas Village Display by Forest Hill Real Estate Keystone
  • Toy Drop-off for Miracle on Main at the Troy’s trailer
  • Live demos and DIY activities at Muse Studio & Market
  • Paw Patrol’s Chase and Marshall courtesy of Julie Rock Photography
  • Say Cheese! Take photos alongside the many light-up displays and festive arrangements
  • Kids’ Games Great games and activities for the whole family
  • Pasqualino Outdoor Patio

Thank you to our sponsors, partners and supporters!

Gold Sponsor:

Sliver Sponsors:

Bronze Sponsors:



Sponsorship opportunities are still available! Click here for details.