Summer is officially knocking on our doors, and Milton is bustling with incredible community events this June!
Downtown Milton SummerFest
If there is one event that truly kicks off the summer season in Milton, it is the Downtown Milton SummerFest.
Happening on Saturday, June 6th, from 12:00 pm to 8:00 pm, this massive street party completely takes over Main Street, transforming the core of the town into a bustling hub of community activity.
Hosted by the Downtown Milton Business Improvement Area, the festival is completely free to attend. You can expect multiple stages featuring live local bands, a massive vendor marketplace selling handmade crafts, and a huge selection of international street food.
Milton Transit is completely free all day during the Downtown Milton SummerFest. Sponsored by MTB Transit Solutions, the free fare applies to all conventional fixed-route, OnDemand, and Access+ services.
For all the details, check out their website here.
CHAS Annual Agricultural Fair
Get ready for a weekend of classic country fun at the CHAS Annual Agricultural Fair. Starting on Friday, June 12th, this beloved community staple takes over Country Heritage Park.
It is a fantastic opportunity to celebrate Milton’s rich agricultural roots while enjoying fairgrounds, local exhibits, and family-friendly entertainment. Pack up the family and spend the day exploring the park and supporting our local farming community.
Visit their website for more details.
The Beatles Tribute Concert
Kick off the month with a nostalgic trip down memory lane at The Beatles Tribute Concert. Taking place on Wednesday, June 3rd, at 2:00 pm this afternoon performance is the perfect excuse to sing along to classic hits.
Whether you are a lifelong fan of the Fab Four or just looking for some fantastic live entertainment to break up your midweek routine, this concert promises great music and an electric atmosphere.
You can see more information and RSVP here
44th Annual Strawberry Fair
Nothing says summer quite like fresh berries, and the 44th Annual Strawberry Fair is entirely dedicated to this seasonal favorite.
Happening on Saturday, June 20th, from 8:00 am to 4:00 pm, this long-standing Milton tradition is a treat for the senses.
You can expect a vibrant atmosphere filled with delicious strawberry-themed treats, local vendors, and plenty of activities to keep everyone entertained from morning until late afternoon.
Admission and parking are free, making it an accessible community event for all.
You can click here for more information.
Father’s Day at the Halton County Radial Railway
Take Dad on a nostalgic trip through transportation history at the Halton County Radial Railway. Running from 10:00 am to 5:00 pm on Sunday, June 21st, this event allows families to explore Ontario’s first and largest electric railway museum.
The best part? Dad’s admission is completely free with the purchase of a youth or child ticket!
You can hop aboard historic, fully operational streetcars, ride the scenic two-kilometer track through the beautiful Halton woods, and browse the impressive collection of vintage transit vehicles.
Click here for more information.
Milton Comicon
Calling all pop culture enthusiasts, gamers, and comic lovers!
The month wraps up with the highly anticipated Milton Comicon on Sunday, June 28th. Running from 10:00 am to 3:00 pm, this event transforms the venue into a hub of fandom.
Attendees can browse extensive vendor tables featuring rare comics, collectibles, and artwork, or simply enjoy the creativity of local cosplayers. It is a thrilling, fast-paced event perfect for fans of all ages.
EnAdmission is $5 online or $10 at the door.
Monday Night Trivia at Keenan’s Irish Pub
You don’t need to wait for a weekend festival to have a great time in Milton! If you are looking for a fun weeknight outing, gather your smartest friends for Monday Night Trivia at Keenan’s Irish Pub.
Happening every Monday this month (June 1st, 8th, 15th, 22nd, and 29th) from 7:30 pm to 9:00 pm, this recurring event is a staple for locals looking to break up the mundane work week.
It offers the perfect traditional pub atmosphere to grab a pint, order some classic pub grub, and put your random pop-culture and historical knowledge to the test.
Visit Experience Milton page for more information.
