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Milton Night Market

Can’t Miss Milton Events for October 2024

7 min read  •  
Chandra Robinson

With Fall festivals, Halloween parties, and cultural celebrations filling up our events calendar this month, October is bustling with concerts, crafts, and a whole lot of candy. Explore all the incredible festivities happening in Milton all month long.  

Milton Experience of the Month

Milton Night Market and Fall Festival: From October 4-5, dress in your best tropical clothing to experience “Fall in California” at this popular market at the Milton Fairgrounds, returning for the third time. Grab a drink at the Fall sangria bar, join the pie eating contest, make friendship bracelets, and more while soaking up the tropical Autumn vibes. With crafts, artisan vendors, food trucks, and a fun lounge for kids, there’s plenty for the whole family to enjoy. Kids 10 and under are free, and admission for everyone else is $10 (cash only at the gate). 

Ongoing Events

  • Merry Milton Scavenger Hunt: Uncover local hidden gems while exploring carefully curated locations throughout town. Tickets are available throughout September and beyond for this family and dog-friendly experience.
  • Walking Group Around the Mill Pond: Enjoy some company and a leisurely stroll around the picturesque Mill Pond on Tuesday mornings, starting at the Grace Anglican Church.
  • Trivia with Quiz Master James: Test your knowledge for a chance to win fun prizes at The Eighth Note’s weekly trivia series happening on Tuesday evenings from September 10 – October 29.
  • Graceway Baptist Church Milton GriefShare: Those who are grieving the loss of a loved one can learn tools and find encouragement at this weekly support group on Tuesday evenings, running until November 26.
  • Coffee Hour Social: All are welcome for a cup of coffee and some time to chat on Friday mornings each week at St. Paul’s United Community of Faith Milton.
  • Games Night and Martini Monday: Visit The Eighth Note on Monday evenings to enjoy a card or board game and a $10 martini deal.
  • Milton Farmers’ Market: Shop from more than 40 vendors selling artisan goods and locally-grown produce, every Saturday morning on Main Street.
  • Reformer Flow: Gain strength working with resistance, improve stability and better engage your core muscles in this class hosted on Saturdays by Pilates Difference. 
  • Peer Support Group: Individuals who identify as transgender, gender diverse, as well as those who are exploring or questioning their identities can meet in a welcoming and supportive environment.
  • Pokémon TCG League: Drop into The Dragon Milton every Wednesday afternoon to learn the game or find new friends to play with.
  • PMP Live Instructor Led Certification Training Bootcamp Milton, ON: Prepare for your PMP exam with live instruction including case studies, quizzes and simulation exams, happening on multiple dates.
  • Alphabet Play @ Main: Children aged 2-5, along with their caregivers, can visit the Milton Library’s Main branch on Mondays to explore letter shapes and sounds, through stories, songs, activities and a craft.

Events By Date

Wednesday, October 2

  • Classic Troubadours Live: The Songs of James, Joni, Jackson & Carole: Experience a dynamic ensemble of incredible musicians paying homage to some of the most influential artists of our time at FirstOntario Arts Centre Milton. 

Thursday, October 3

  • Milton Comedy Show: Enjoy a night of laughs at this 19+ show at Ned Devine’s with comedians seen on Just For Laughs, CBC Comedy, Comedy Central and Sirius XM. 

Friday, October 4

  • Nature Hike: Join fellow parents and the Halton Baby-Friendly Initiative at Kelso Conservation Area for a 2024 HBFI Canadian Breastfeeding Week baby-wearing hike. Strollers are also welcome!
  • Jerk Chicken Pop-up with Grant’s Gourmet: Visit Third Moon Brewing to enjoy some fresh beer and mouth-watering jerk chicken from Grant’s Gourmet.
  • Beginner’s Workshop – Cold Process Soap Making: Dive into the world of soap making with Lala Soap Company as you combine art and science to craft over a dozen bars from scratch.
  • Wicked Truth at Ned Devine’s Milton: Enjoy a fun show while you dine as award-winning band Wicked Truth plays Ned Devine’s for the first time.
  • The DadBodz: For some late-night entertainment, head to The Eighth Note as they welcome back The DadBodz, who will keep you dancing all night long. 

Saturday, October 5

Sunday, October 6

  • Milton October Festival: Embrace Fall at this family-friendly festival, bursting with Autumn excitement including live entertainment, Halloween activities, food trucks, a vendor marketplace and enchanting decorations for the perfect photo-ops, all happening at the Milton Fairgrounds. Admission is free!
  • Fall Dessert Festival: Part of the Milton October Festival at the Fairgrounds, dive into a world of decadent desserts, spiced confections, Fall-inspired cocktails and cozy coffees.
  • Parkside Serenades: A Culture Days at the Park: Bring your family for a fun-filled outing at Milton Sports Centre (Picnic Area A) with live outdoor performances from local bands. 

Wednesday, October 9

Friday, October 11

Saturday, October 12

Saturday, October 12 – Sunday, October 13

  • Pumpkinfest in Milton: Visit Andrew’s Scenic Acres for a special Fall event featuring live music, a corn maze, a pumpkin patch and a vendor market, with free admission for kids aged five and under. 

Wednesday, October 16 – Thursday, October 17

  • Lean 4 Leaders Bootcamp: Empowering Excellence: Participate in a comprehensive and dynamic workshop designed to introduce or refresh leaders to the essential skills, mindset, and methodologies to lead successful Lean / Continuous Improvement transformations within their organizations. 

Thursday, October 17

  • Open House and Annual General Meeting: Learn about Sustainable Milton and join them for a talk, happening at the Italian Cultural Centre of Milton, on how you can actively support local restoration efforts right in your own backyard! Afterward, those interested in joining can attend the Annual General Meeting. 
  • Paint Nite Brand Creative Events: Enjoy some BBQ at Montana’s while exploring your creative side with a guided painting event. 

Friday, October 18

  • Glitter & Glam: Dress your kids for mess, then drop them off at Tinkerlab Company for a workshop full of colour and sparkle, suitable for children ages 5-10.
  • Black Stone Food Truck Pop-Up: Grab some tasty tacos, poutine and beer at Third Moon Brewing.
  • Soul of Motown: Experience look-a-like/sound-a-like tributes performing all your favourite songs of the Motown era at the FirstOntario Arts Centre Milton. 

Saturday, October 19

Sunday, October 20

  • Donuts with Dad: Dads can join their kids to get crafty at TinkerLab Company while building wooden haunted houses and munching on doughnuts. 

Tuesday, October 22

  • The Way We Were: Enjoy a pre-fixe dinner at The Grand Chalet & Tony Spiducci’s Ristorante during an evening with local Historian John McDonald.

Wednesday, October 23

Friday, October 25

Saturday, October 26

Saturday, October 26 – Sunday, October 27

  • The Mom Market x Milton Mall: Bring the kids in costume for some trick-or-treating around the mall, then stop at this pop-up to pick up some goodies for yourself from the artisan vendors. 
  • Spooks & Spells Halloween Vendor Market: Have some spooky fun on the farm at Andrew’s Scenic Acres and shop in the market featuring unique vendors and festive items.  

Sunday, October 27

New events are continually being added to our event calendar, so make sure to stay tuned for all the latest festivals and community connections! For more Milton experiences, check out these activities

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