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Milton Fall Fair

Can’t Miss Milton Events for September 2024

5 min read  •  
Chandra Robinson

Explore some of the most exciting events happening in Milton this month, from fairs to festivals, live music to markets, and more.  

Milton Experience of the Month

Visit the Milton Fall Fair on September 27, 28, and 29 at the Fairgrounds for a weekend of family fun, including craft displays, live entertainment, a horse show, a demolition derby, and more. 

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. 
  • Free One Week Fitness Promo: From September 3 – 30, fitness enthusiasts ages 14 and up can try Milton Recreation’s drop-in classes for free for a week at any of the Town’s recreation centres. 
  • 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. 

Events By Date

Wednesday, September 4

  • Seniors Centre Open House: Explore the Milton Seniors Activity Centre, take in program demonstrations and meet the staff. 
  • Pokémon TCG League: Drop into The Dragon Milton to learn the game or find new friends to play with. 

Thursday, September 5

Friday, September 6

Saturday, September 7

  • 5 Peaks Crawford Lake: Runners of all ages and abilities can join this race through the beautiful scenery and heritage buildings of Crawford Lake conservation area. 
  • First Aid Training in Milton: Join Stayin Alive with First Aid CPR & AED Training Inc. for Blended CPR Level C, Blended Emergency First Aid Level C, and Blended Standard First Aid Level C classes at Country Heritage Park. 
  • Deepawali Carnival and Food Festival – Milton: Enjoy a free event packed with exciting activities, delicious food, and unforgettable experiences for the whole family, including live Garba dance, food vendors, rides, inflatables shopping and more. 
  • Merritt Driven: Enjoy a show by this local band at The Eighth Note. 

Sunday, September 8

Wednesday, September 11

  • Sing for Halton Women’s Place: Join Active Results Collaborative for an evening of music, fun, and philanthropy at the Sing for a Cause Karaoke Fundraiser. 
  • Sept. – Guided Meditation: Reconnect with your mind and body at an amazing in-person group meditation in the Zen Room at Nature’s Spirit. 

Friday, September 13

Saturday, September 14

  • HerQuest for Hospice 2024: Participate in this “Amazing Race” style event bringing teams of women together in a fun and competitive environment in support of the Townsend Smith Foundation, starting at Rotary Park. 
  • Fairy & Iron – Renaissance Faire: Immerse yourself in a realm of enchantment with captivating performances, artisan stalls, dance adventures, and delectable treats, happening at Andrews Farm Market & Winery. 
  • Ride for Farley: Join the Farley Foundation for an annual cycling fundraiser that brings veterinary professionals together to cycle 50 or 100 km, with a community BBQ following.
  • Family Paint Party: Unleash your inner artist at Shoeless Joe’s with a guided art lesson to create a step-by-step masterpiece. 
  • See You in September Car Show: Come downtown for Milton’s biggest car night featuring classic and unique cars, live entertainment, food, prizes and family fun. 
  • Floydium: A Tribute to Pink Floyd: Prepare to be immersed in the psychedelic sounds of Pink Floyd with mesmerizing light shows and intricate musical arrangements at the FirstOntario Arts Centre Milton. 
  • Rock Express: Dance along to classic rock hits at The Eighth Note. 

Sunday, September 15

Thursday, September 19

  • Paint Nite: Have fun creating with a guided art lesson resulting in a take-home masterpiece Montana’s.

Friday, September 20

  • Strange Magic: The ELO Experience: Experience the authentic re-creation of legendary ’70s rock band ELO (Electric Light Orchestra) in a multi-media show featuring not only music but background imagery and film at the FirstOntario Arts Centre Milton. 
  • TWITCH Returns to Ned Devine’s in Milton: Kick off your weekend with music and dancing to this returning favourite. 
  • Urban Sky: Dance to the greatest pop hits at The Eighth Note. 

Saturday, September 21

  • Run for Milton: Lace up your running shoes and join the race to support Mercy 4 Mankind, no matter your skill level. 
  • Culture Days 2024: Join Arts Milton at the FirstOntario Arts Centre for the 15th anniversary of Culture Days, a day filled with vibrant celebrations centred around the theme of world dance. 
  • 70th Anniversary Celebration: Join the Halton County Radial Railway as it marks this milestone with unlimited streetcar rides, food trucks, activities for kids, a trolley parade, display barns and more. 
  • Green Care Farms Harvest Dinner 2024: Browse the mini makers market, some harvest soup and celebrate the community and the mission of Green Care Farms at Andrews Farm Market & Winery. 
  • Abba & 70’s Dance Party: Enjoy ABBA’s greatest hits at The Eighth Note. 

Monday, September 23

  • 24th Golf Classic Tournament: Join local community members businesses and VIPs at Rattlesnake Point Golf Club as they come together with a single goal: to help our hospital. 
  • Paquette: Walk Right Back: Experience he story of the most successful musical duo of all time, The Everly Brothers, at the FirstOntario Arts Centre Milton. 

Friday, September 27

  • Karaoke with Joe: Members and non-members are welcome to enjoy a night of karaoke fun at the Milton Legion. 
  • Top Tier Drag: See Ontario’s most successful drag performers in their debut at Country Heritage Park. 
  • Live Band Karaoke: Sing along to a live band at The Eighth Note. 

Saturday, September 28

  • Annual Garage Sale: Score some unique finds at St. Paul’s popular annual sale. 
  • Family Paint Party: Unleash your inner artist at Shoeless Joe’s with a guided art lesson to create a step-by-step masterpiece. 
  • Station 31: 3 Enjoy three solid sets of Top 40 Rock, Pop and Retro from the 70s to the present at Ned Devine’s.
  • Tree Top Poets: Visit The Eighth Note for a genre-spanning musical performance. 
  • Vychodna Slovak Dancers 40th Anniversary: Celebrate 40 years of Slovak folklore and traditions in Canada at the FirstOntario Arts Centre Milton. 

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

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