Summer is on its way, and it’s bringing dozens of festivals, shows, and cultural celebrations to town. Discover free family fun, outdoor activities, markets, and lots more exciting things to do with our guide to all of the upcoming community events in Milton.
Experience of the Month
- Downtown Milton SummerFest: Head to Main Street for one of Milton’s most anticipated annual events – a day full of entertainment, vendors, local businesses, family fun, and more! Fuel up at the food trucks or kick back in the beer garden while listening to live music from an incredible line-up of local bands. Kids will love the activities designed just for them, including bouncy castles, rock climbing and games. Make sure to snap a selfie at the summer fun photo ops!
Ongoing Events
- 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.
- 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.
- 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.
- Mom & Tots: Bring your little ones along to play with each other as moms hang out, build friendships, and share life at Milton Bible Church’s weekly Friday morning drop-in at The Connect Centre.
- Milton Farmers’ Market: The beloved annual market takes over Main Street every Saturday from 8:00 am – 12:00 pm with over 40 farmers, vendors, florists, and artisans. Alongside the main market, explore Milton’s downtown businesses and attractions, including blacksmith demos at Milton Historical Society’s Waldie Blacksmith Museum.
- After Hours Specials @ The Eighth Note: Every Saturday, starting at 10 p.m., enjoy a new late-night menu and $5 bar rail mixed drinks until close.
Events by Date
Sunday, June 1
- Grand Eid Bazaar – Milton: Join a historic celebration that will bring the entire community together like never before, including over 70 vendors, delicious authentic cuisine, unbeatable EID deals and more at this free bazaar at Thompson Memorial Arena.
- Family Paint Party: Bring your family to Lone Star Texas Grill for a meal while painting, suitable for teenagers and adults.
- Youth Band Sundays – The Artful Dodgers @ The Eighth Note: Support Milton’s incredible local youth talent every Sunday in this new showcase, kicking off with a show by The Artful Dodgers.
- Cocktails & Karaoke: Visit Khutar Restaurant for a fun night of karaoke and two-for-one cocktails.
Wednesday, June 4
- Oh Look, Fabric! Level 1 – Learn to Sew Workshop (Adult): Let one of the experienced instructors at Oh Look, Fabric! walk you through the basics of sewing while you make a pillowcase with a French seam.
Thursday, June 5
- 18th Annual Lung Transplant Open Golf Tournament: Register for a fun charity golf tournament at Granite Ridge to support the Toronto Lung Transplant Civitan Club patient programs and research.
- All Together Now: An Intergenerational Games Night for Teens and Seniors: Connect with local seniors and collect high school volunteer hours while playing cards or board games at Milton Public Library’s Main Street branch.
- Paint Nite Brand Creative Events: Enjoy some Tex-Mex at Lone Star Texas Grill while learning to paint, no matter your skill or experience level.
Friday, June 6
- The Loonie Tunes at Ned Devine’s: See half of The 2 Dollar Bills band playing the very best of the 70s, 80, 90s and early 2000s acoustically on the covered rooftop patio.
- Bourbon & Co @ The Eighth Note: See this local favourite band perform a fantastic late-night set to help kick off The Note’s anniversary weekend.
Saturday, June 7
- Turtle Island Storytelling & Dreamcatcher Making Event: Families are invited to learn about the creation of Mother Earth and Turtle Island through an Indigenous oral method of storytelling, and will participate in a dreamcatcher-making art activity during this free National Indigenous History Month event at MCRC.
- Kelso Pride in Nature Weekend: Visit Kelso Conservation Area and add on extra activities, including boating, climbing, and the Slay Your Way guided hike, at a reduced rate, with all proceeds going towards the Conservation Halton Foundation’s inclusivity, equity, and diversity initiatives.
- Halton Walk for Down Syndrome: Join the Halton Down Syndrome Association (HDSA) for a joyful walk and festive celebration to help provide essential programs, advocacy, and community support.
- The Eighth Note Second Anniversary Bash & SummerFest: Celebrate the Note’s anniversary with a full day of fun and anniversary specials in conjunction with Summerfest 2025, including live music by The Dad Bodz starting at 8:30 p.m.
Sunday, June 8
- Family Paint Party: Teens and adults – unleash your inner artist at Shoeless Joe’s with an afternoon of creativity in a guided painting tutorial.
- Cocktails & Karaoke: Visit Khutar Restaurant for a fun night of karaoke and two-for-one cocktails.
Tuesday, June 10
- Oh Look, Fabric! Level 2 – Learn to Sew Workshop (Adult): Learn how to make a quick and easy French seam tote bag with the help of experienced instructors.
Thursday, June 12
- 50 Something Duo @ The Eighth Note: 50 Something Duo will perform its unique mix of piano, guitar and vocals at The Note for the first time.
Friday, June 13 – Sunday, June 15
- CHAS Annual Fair 2025 – Featuring Tractors in Technicolour: All Colours Tractor Show: Visit Country Heritage Park for a weekend packed with family fun, heritage, and horsepower. Explore 15 heritage buildings, see a vibrant technicolour showcase of vintage and modern tractors, enjoy live entertainment and much more!
Saturday, June 14
- Pete McMullen & Glenn Turner Diamond Dedication Day: Join the Milton Sports Hall of Fame and the Rotary Club of Milton for a community barbecue, ceremony, and many more celebratory activities as the Town of Milton re-names its two premier baseball diamonds.
- Family Paint Party: Head to Boston Pizza Milton for some family fun for teens and adults with a guided painting session.
- Fight Night in Milton III: Enjoy a night of Olympic boxing at Milton Memorial Arena presented by Cardoso Boxing Club.
Saturday, June 14 – Sunday, June 15
- Stoked Camp – Kelso: Get hands-on mountain bike coaching in a supportive, fun environment designed to help you refine your skills, build confidence, and have a blast on the trails.
Sunday, June 15
- Father’s Day Fishing Derby: Kids 8 years old and under can come out and fish off the docks or rocks at Area 8. Medals will be awarded to all participants, while trophies will be awarded for the biggest fish caught in each age category.
Monday, June 16
- 1st Annual Birdies for Bellies: Support Food4Kids and make a difference in the lives of local children facing food insecurity at this 18-hole Swing for a Cause tournament at Piper’s Heath Golf Club.
Tuesday, June 17
- 12th Annual BCU Foundation Golf Tournament: Support humanitarian aid and rehabilitation programs in Ukraine and participate in a fun day filled with community spirit at the Piper’s Heath Golf Club.
Wednesday, June 18
- Oh Look, Fabric! Level 3 Learn to Sew Workshop (Adult): Work on our zipper skills with the support of expert instructors as you make a pouch.
Thursday, June 19
- Connection Club at HMC Milton: Join the Halton Multicultural Council at their Milton office for a chance to meet new people, solve fun challenges, build confidence and develop interpersonal skills.
- Family Paint Party: Bring your family to Lone Star Texas Grill for a meal while learning the art of painting, suitable for teenagers and adults.
Friday, June 20
- Pride in Nature: I’m Coming Out to a BBQ & Bonfire: Bring your friends, families and allies for a private evening BBQ picnic at Area 8. Hike the lakeside trail, enjoy some food, music, fun games, and connection, followed by bonfires on the beach.
- Salsa at Champs: Experience an electrifying evening of high-energy vibes and passionate rhythms at Milton’s ultimate Salsa destination, featuring DJ Gio – Toronto’s legendary DJ, spinning the hottest Salsa beats.
Saturday, June 21
- 43rd Annual Strawberry Fair: Visit the Milton Fairgrounds to indulge in delicious strawberry treats, including a strawberry pancake breakfast, have fun at the kids’ area and shop the vendor marketplace.
- Solstice Sling Charity Disc Golf Tournament: Get the family outdoors and try the fantastic Disc Golf course at Kelso Conservation Area during this fundraiser supporting the 7th Milton Scouts adventures, and the Conservation Halton Foundation.
- Milton Autism Charity Golf Tournament: Help raise funds that make free programs and initiatives possible for Milton Autism at this annual tournament, including a round of golf, lunch, dinner, and surprises on the course.
- Family Paint Party: Teens and adults – unleash your inner artist at Shoeless Joe’s with an afternoon of creativity in a guided painting tutorial.
- Caribbean Night: Head to Champs Family Entertainment Centre for a night of Caribbean music and dancing, with food and drink specials.
Sunday, June 22
- Wheels 2025: Bike, Hike or Walk: Support The Darling Home for Kids with a choose-your-adventure day at Kelso Conservation Area, where you can opt for an accessible family walk, cycling routes, or a 5km hike or mountain bike trail.
Tuesday, June 24
- The Writer’s Circle @ Sherwood: Join this self-directed group at Sherwood Library to work on and share your writing.
- Family Paint Party: Visit Keenan’s Irish Pub for some family fun with a guided painting session.
Wednesday, June 25
- Mindful Meetup @ Sherwood: Learn and discuss techniques to cultivate present moment awareness, reduce stress, and enhance overall well-being with Milton Public Library.
Thursday, June 26
- Milton Comedy Show: Head to Ned Devine’s for a night of laughs featuring four hilarious comedians.
Saturday, June 28
- Festival of India – ISKCON Milton Rathayatra 2025: Bring your family and friends to participate in the festivities, including a chariot parade, cultural performances and a free vegetarian feast at Milton Sports Centre – Area C.
- Family Paint Party: Head to Boston Pizza Milton for some family fun for teens and adults with a guided painting session.
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:
