October is jam-packed full of fun events, from paint nights to workshops, date scavenger hunts, evenings of trivia, plays, hockey training, and don’t forget the celebration of autumn and Halloween. Soak up every ounce of October with the following local events that are not to be missed.
Milton Experience of the Month
Gala for Gold: On Sunday, October 12, come see the Team Canada Dance team perform before they go to Europe to represent our nation at the World Dance Championships.
Ongoing Events
- Wednesday Night Trivia at St. Louis Bar & Grill in Milton: Join Host Neal Macfarlane for a fun-filled weekly trivia night, complete with a half-time game of Heads & Tails for a chance to win an additional prize. Call St. Louis to reserve your table!
- Public Speaking & Leadership Skills- Supporting Women Entrepreneurs: Come check out this new Toastmaster Club to help empower and support women to learn how to build their confidence, leadership presence, and overcome their fear of public speaking. This event takes place every Wednesday; the first one is FREE.
- Men’s Sexual Health Group: A biweekly small group Zoom session offered to men who engage in consensual sexual behaviour that they feel is out of control. You’ll learn how to identify your feelings and develop skills to increase self-awareness.
- Date Night at The Note: Don’t miss out on this specially curated date night menu at the Eighth Note every Thursday evening.
- Pilates Reformer Flow: Gain muscle strength working with resistance and improve stability every Tuesday and Thursday.
- City LOVE Scavenger Hunt Date Night for Couples: Fall in love with Milton and each other on this self-guided city love scavenger hunt. All you need is your partner and a mobile device with an internet connection to activate your Digital Date Nite Box. Multiple days available.
- Milton Farmers’ Market: The favourite annual market takes over Main Street every Saturday from 8:00 am to 12:00 pm, featuring over 40 farmers, vendors, florists, and artisans. Alongside the main market, explore Milton’s downtown businesses and attractions. Summer market ends October 11.
- Tuesday Night Trivia at Shoeless Joe’s in Milton: Enjoy a fun-filled evening of brain-teasing questions and great company during this unique visual trivia game shown on all the TVs in the venue, featuring digital scoring.
- Trivia Tuesday at Ned Devine’s: Bring your buds and put your brains together to make your best guesses for a chance at prizes at this fun weekly event.
- Islamic Heritage Art Exhibit “Canvas of Muslim Artists”: Honour the heritage of Muslim artists on canvas and explore themes of identity, spirituality, and resilience. Runs from October 7 to 26.
- Oh Look, Fabric! 4-Part Learn to Quilt Workshop: A 4-part workshop that helps teach you how to quilt. You’ll learn how to make a 54” x 64” throw-sized quilt, cut your blocks, read a pattern, and more.
Events By Date
Wednesday, October 1
- Sing for a Cause – United Way of Halton & Hamilton: Show off your vocal prowess for a great cause! This live karaoke fundraiser helps raise funds for the United Way. No cover charge, but it’s $5 per song, and extra donations are encouraged and appreciated.
- Mike the Mortgage Guy: Want to know more about mortgages and how you could get one? Come listen to Mike from Dominion Lending Centres discuss what 1st-time homebuyers and those new to Canada need at the Milton Community Resources Centre.
Thursday, October 2
- Family Paint Party: Let local artist Disha Sharma guide you for a night of creativity in a step-by-step painting. *Other dates with Disha include October 5, 11, 16, 19, 25, 26, and 30.
- Milton Speed Dating (Age 35-45): Looking for the possibility of love? Come check out Milton’s speed dating social event and find your mutual match.
Saturday, October 4
- 3D Archery Shoot: Shoot at your target, eat some lunch, and (maybe) win a medal. If you love archery, this event is for you.
- Thanksgiving English Afternoon Tea: Enjoy an afternoon of traditional English tea time and celebrate the coming Thanksgiving harvest with seasonal treats.
- Harvest Treats + Treasures: Milton Dessert + Vendor Festival: Come indulge in a day of autumn-inspired sweet treats, shop 100+ vendors, and enjoy live music.
- Reiki Level 1 & Reiki Level 2: Gain certification in Reiki Level 1 and 2 in this 2-day weekend course and learn the principles and applications of Reiki.
- Family Paint Party: No talent required, come out and have fun with an afternoon of painting with artist and instructor Aswini. Other dates include October 18.
- Milton’s NaijaFest – Celebrating Nigeria @65: Celebrate Nigeria’s 65 Independence Day. Enjoy traditional music, scrumptious Nigerian eats, and cultural performances and displays.
- Scott Faulconbridge-A Night of Stand-Up Comedy: Need a good laugh? Head to FirstOntario Arts Centre to watch Scott in action. Tickets need to be purchased in advance.
Sunday, October 5
- In-person Free Robotics Workshop for Kids at Milton, ON (7-14yrs): Introduce your child(ren) to the world of Robotics in this FREE in-person workshop.
- In-Person Free Coding Workshop for Kids at Milton, ON (7-14 yrs): Have a child interested in learning more about coding? Have them join this FREE in-person workshop.
Monday, October 6
- She Can Create!: An ACT Initiative (Artists and Children Together) alongside She Can! Hosts this FREE art-based program for girls (transgender, cisgender, and non-binary included) who fall in grades 6-8. This is an 8-week program.
- 👩🎨 Paint Night at East Side Mario’s, Milton 🎨: Explore your creative painting side along with some cocktails and food.
Wednesday, October 8
- MPL- An Evening with Heather O’Neill: Listen to Heather O’Neill discuss her latest novel, Capital of Dreams followed by a book signing.
Friday, October 10
- Breaking Barriers: A Conversation with HHOF and OLY Danielle Goyette: Get inspired by Hockey Hall of Famer Danielle Goyette as she describes her journey to Olympic gold.
- Hockey Skills with HHOF and OLY Danielle Goyette – Presented by ESSO: Join Danielle Goyette on ice and learn from her experience as a multi-Olympic medalist in the hockey world.
- Power & Presence: On-Ice with Angela James Presented by ESSO: Learn from Hockey Hall of Famer Angela James and gain insight with some real on-ice time.
- Hockey for Life: Stay in the Game Forever: Know a young woman interested in having a professional career in hockey? Join Marian Agyei-Gyamera as she shares her journey into the world of hockey.
- Unlock Your Skating Potential: Technical Insights for U11-U13 Athletes: Gain some insightful off-ice hockey tips for athletes U11-U14.
- Fuel the Game – Performance & Power for U15 Athletes: Fuel = energy. This session explores nutrition as a big part of performance for female U15 athletes of all ice sports.
- Next Shift Strong – with Malik Carby-Corbett for U15 Athletes: Designed for U15 female athletes, gain insight into high-energy sessions from Assistant Strength & Conditioning Coach for the Toronto Marlies, Malik Carby-Corbett.
- Pick Your Project Crafty Workshop: Love DIY projects? Take your hand at a pick-your-project workshop and create your own home décor piece at The Barn Door Studio.
- Long Live: A Taylor Swift Tribute Band: Missed seeing Taylor in concert? Check out the Taylor Swift Tribute Band and get ready to sing your heart out along with all the best of Taylor’s hits (for way less than seeing Taylor live in concert).
Saturday, October 11
- Power Skating with Pro Style – On Ice with Michele Moore Davison: If you need to work on your edge, agility, and speed, check out this skating session with skating coach Michele Moore Davison.
- Power and Purpose: In Session with HHOF Angela James: Listen to Hockey Hall of Famer Angela James tell her story about perseverance, purpose, and paving the way for other women in hockey.
- Unbreakable: A Conversation with Hayley Wickenheiser: Listen to Dr. Hayley Wickenheiser as she motivates with stories of resilience and leadership relating to her journey as an Olympic gold medalist in hockey.
- Unlock Your Skating Potential: Technical Insights for U15 Athletes: Coach Michele Moore Davison teaches technical skating to U15 athletes off-ice.
- Floydium: If you love Pink Floyd, you’ll love Floydium. They are an 8-piece Toronto-based band performing all the greatest hits.
- Pulse X Live @ Champs Milton: Combine great tunes alongside some bowling, billiards, axe throwing, and even some arcade games.
Wednesday, October 15
- Mindful Meetup @ Sherwood: Join this month’s Mindful Meetup to practice the technique of mindfulness to help build inner peace and self-discovery within.
- Oh Look, Fabric! Level 2: Learn to Sew Workshop (Adult): If you want to learn how to sew with a sewing machine. Please register for this in-store workshop.
Thursday, October 16
- Monthly Meeting: Celebrating our Heritage: Join speakers Nancy Cuttle and Patrick Gallagher as they discuss the Positive Impacts of Heritage Designation and Restoration and Preservation of Heritage Buildings relating to heritage home restorations.
Friday, October 17
- The Comic Strippers: Improvisational comedians playing the role of fictitious male strippers for a night of laughs and good fun.
- Salsa at Champs: Salsa dancing with DG Gio brings a night of high-energy and passionate salsa dancing. Join in the fun or come out for the great music and vibes.
Saturday, October 18
- Paws N Pints: Global Pet Foods Miton teams up with Third Moon Brewery for some great bevies and fun with your pup.
- 9th Inclusive Arts Festival: the theme for this year’s arts festival is Henna Arts. Come and see the many art displays, live performances, and participate in some hands-on creative activities.
- Classic Troubadours: The Songs of Sheryl Crow & Stevie Nicks: Get all the best hits of rock icons Sheryl Crow and Stevie Nicks in this evening with Classic Troubadours.
Monday, October 20
- 👩🎨 Paint Night at East Side Mario’s, Milton 🎨: A special spooky-themed paint night just in time to showcase for Halloween.
Tuesday, October 21
- October Fundraising Dinner: Join local Historian John McDonald for an evening learning about the struggles of the Milton railway with a full menu and time for socializing. Limited spaces and cash bar.
- Family Paint Party: Paint the enchanting Moonlit Tree of Life with step-by-step guidance from an artist instructor at Keenan’s Irish Pub. Food and drinks not included.
Wednesday, October 22
- 100 Women Who Care Milton – 4th Meeting of 2025: Join a group of women who want to make a difference for a local charity. Come see what they are all about at their 4th meeting for the year.
- RE:SOUL’s Annual Celebration and Fundraising Banquet: Make a difference and come to the annual fundraising banquet that includes a 3-course dinner and a night of stories and celebration with the theme “The Courage to Shine!”
Thursday, October 23
- Mommy & Me Halloween Costume Parade: Calling all mommies and little ones. Visit the Milton mall dressed up in your Halloween costume for a FREE parade and trick-or-treat at participating stores.
- Oh Look, Fabric! Level 3: Learn to Sew Workshop (Adult): The next level for those who have taken Level 1 and 2 Learn to Sew Workshop from Oh Look, Fabric! Perfect for those who want to learn more about zipper projects.
- Milton Comedy Show: If you need a good laugh, then come out for the Milton Comedy Show featuring DK Phan, Jeff Paul, Leny Corrado, and Patrick Haye.
- Mudmen: Join the excitement and fun of Mudmen as they showcase their musical talents with bagpipes, drums, and more.
Friday, October 24
- Pediatric Advanced Life Support (PALS) Blended Provider – MDH – OCT 24: Geared to Healthcare professionals or students who are training to enter the health profession, as you learn about Pediatric Advanced Life Support (PALS).
- DRAG ME to the Rocky Horror Picture Show: It’s the 50th Anniversary of The Rocky Horror Picture Show, and you’re invited to come watch an interactive screening. Be sure to wear your costume and
dragbring along your friends.
Saturday, October 25
- Milton Mall X The Mom Market Halton: Halloween enthusiasts come to the Halloween market, where local vendors showcase spooky décor and have unique handmade items. Trick-or-treating is included for the littles who come.
- Spooks @ Spells Vendor Market: Come out for this 2-day spooktacular at Andrews Farm & Winery. Shop the market, visit the corn maze and petting zoo, wear your costume for the contest, and more!
- MPA’s Halloween Pickleball Smash – Kings & Queens Court: Pickleball, costumes, and prizes. Come to the Velodrome for a day of smashing Halloween fun.
- Nathaniel Dett Chorale: Enjoy an evening of Afrocentric music with the celebrated Nathaniel Dett Chorale as he conducts the harmonies of vocalists.
- James Barker Band: Join the James Barker Band for a night of great hits and musical anthems.
- The Dollar Bills at The Ivy Arms: Combining NHL, Halloween, and decades of music from the 70s to the early 2000s with The 2 Dollar Bills.
Sunday, October 26
- Spooks @ Spells Vendor Market: Experience the outdoor market celebrating Canadian creators at the Spooks & Spells Market at Andrews Farm & Winery. Enjoy the haunted forest, wagon rides, pumpkin picking, and more!
- Treat Accessibly – Accessible Trick-or-Treating: Dress your children for an afternoon of trick-or-treating, a pumpkin patch, petting zoo, goodie bags, and more. Activities for children of all abilities.
Tuesday, October 28
- The Writer’s Circle @ Sherwood: Have a piece of writing you want to work on? Looking for inspiration or motivation from other writers? Come to the Writer’s Circle, a safe space for writers to gather, listen to one another, and most importantly, write.
Friday, October 31
- Sandy Toes & Salty Kisses: Come for the production by The Milton Players Theatre Group of Sandy Toes & Salty Kisses, a love story by Michael and Susan Parker.
Halloweekend Party: It’s Halloween, and adults deserve to celebrate, too! Enjoy a night of Live Band Karaoke and sing along. Night carries over to November 1.
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 activity inspiration, check out our blog and explore our guides:
