Milton Summer Events 2025

Picture of Robin Dasilva

Robin Dasilva

Meet Robin Dasilva, our vibrant and adaptable REALTOR®! Growing up in a tight-knit community in Georgetown, Ontario and then moving A LOT, Robin learned the art of thriving in various settings through life's twists and turns. Now, a proud Milton resident, she balances her love for family with her passion for real estate. When she's not helping clients find their dream homes, you can find Robin enjoying a smoothie bowl, lounging poolside in the summer, or cozying up by the fireplace in winter. A lover of both early mornings and late nights, she brings energy and dedication to everything she does. Plus, she’s a huge fan of the classic movie Grease!

Milton Summer Events 2025

Summer in Milton is always buzzing with energy, and 2025 is no exception. From vibrant street festivals and outdoor markets to family-friendly fairs and cultural celebrations, there’s something for everyone to enjoy this season. Whether you’re a long-time resident or new to the community, Milton offers a full calendar of events that showcase the heart of the town. Read on for a list of the top summer events happening right here in Milton!

Thursday – Saturday (all Summer long) | 4pm – 7pm

Dine Under the Stars
Milton Banquet & Conference Centre – 3090 Steeles Ave W, Milton

Experience an unforgettable evening of fine dining under the night sky This Dine Under the Stars series offers a unique outdoor culinary experience. Perfect for date nights, celebrations, or a special summer evening with friends.

*More information and make your reservation at https://www.miltonbanquets.com/reservations

Saturday Mornings (all summer long) | 8am – 12pm

Milton Farmers’ Market
Main St, Milton – between Martin St & James St

Every Saturday morning, the Milton Farmers’ Market transforms Main Street into a lively hub of fresh produce, baked goods, local crafts, and delicious treats. Shoppers can explore a wide variety of seasonal offerings while supporting local farmers and artisans, all in a vibrant, family-friendly atmosphere. 

*More information at https://miltonfarmersmarket.ca

June 29, 2025 | 12pm – 7pm

ICNA Milton Fest
Milton Sports Centre – 605 Santa Maria Blvd, Milton

ICNA Milton Fest is a vibrant community celebration featuring cultural performances, kids’ activities, a variety of food vendors, and family-friendly entertainment. This festival brings together people of all backgrounds to celebrate diversity, enjoy live shows, and experience a day of fun and connection in the heart of Milton.

*More information at https://experiencemilton.com/event/icna-milton-fest/

July 1, 2025 | 9am – 12:30pm

Veterans Breakfast
Victoria Park – 43 Brown St, Milton

July 2, 2025 | 10am

The July Hop Shop
Main St, Milton

July 3, 2025 | 7pm

Paint Nite
Lonestar Texas Grill – 1100 Steeles Ave E, Milton

Paint Nite offers a creative night out where participants can enjoy drinks and snacks while being guided step by step to create their own artwork. Hosted at local restaurants and venues, these relaxed, social events are perfect for friends, date nights, or trying something new, with no painting experience required.

*More information at https://www.paintnite.com

July 5, 2025 | 10am – 3pm

Milton Comicon
Milton Lions Club Hall, 77 Thompson Rd S, Milton

Bringing comics, collectibles, cosplay, and pop culture fun to Milton Lions Club Hall. Fans of all ages can meet artists and vendors, browse unique merchandise, and join in costume contests for a day celebrating all things comics and geek culture.

*More information and tickets at https://www.eventbrite.ca/e/milton-comicon-july-5th-2025-comic-con-tickets-1334320942859

July 5, 2025 | 2pm – 4pm

Turtle Talk
7513 Tremaine Rd, Milton

Turtle Talk is an educational and interactive event where families can learn about Ontario’s native turtles, their habitats, and conservation efforts. This free event offers a unique opportunity to discover how to help protect these fascinating creatures in Milton and beyond.

*More information at https://experiencemilton.com/event/turtle-talk/

July 13, 2025 | 10:30am – 4pm

Superstarrs Christmas in July
Milton Sports Centre – 605 Santa Maria Blvd, Milton

Superstarrs Christmas in July brings festive fun to summer with holiday-themed activities. This family friendly event bring the community together to raise funds for SickKids Hospital.

*More information at https://experiencemilton.com/event/superstarrs-christmas-in-july/

July 19, 2025 11am – 8pm

Milton Kids Festival
Milton Community Park – 605 Santa Maria Blvd, Milton

Milton Kids Festival offers a day packed with family-friendly fun. This event creates an exciting environment for kids to play, discover, and celebrate summer with friends and family.

*More information at https://experiencemilton.com/event/milton-kids-festival-2/

July 19, 2025 | 8am – 12pm

Book & Puzzle Sale
Knox Presbyterian Church – 70 Main St E, Milton

The Book & Puzzle Sale at Knox Milton offers a wide selection of gently used books and puzzles for all ages at affordable prices. This event is a great opportunity to stock up on summer reading, find new puzzles, and support local community programs.

*More information at https://knoxmilton.com/event/book-and-puzzle-sale-june-2025/

July 19, 2025 | 2pm

Paint Nite
Shoeless Joe’s – 800 Main St E, Milton

Paint Nite offers a creative night out where participants can enjoy drinks and snacks while being guided step by step to create their own artwork. Hosted at local restaurants and venues, these relaxed, social events are perfect for friends, date nights, or trying something new, with no painting experience required.

*More information at https://www.paintnite.com

July 19, 2025 | 8pm – 11pm

Pre-Pride Drag Show
The Eighth Note – 720 Main St E, Milton

Kick off Pride Weekend celebrations with a high-energy drag show featuring incredible local and guest performers! Expect jaw-dropping performances, fierce outfits, and a night to remember.

*More info at https://experiencemilton.com/event/pride-halton-weekend-2025-our-biggest-celebration-yet/

July 20, 2025 | 2pm – 3pm

Pride Halton Parade
Main St, Milton (starting at Brown St)

Pride will light up downtown Milton with the biggest and most vibrant parade yet, celebrating diversity and inclusion with colourful floats and lively performances. 

*More info at https://experiencemilton.com/event/pride-halton-weekend-2025-our-biggest-celebration-yet/

July 20, 2025 | 3pm – 8:30pm

Pride in the Park Festival
Milton Fairgrounds – 136 Robert St, Milton

After the parade, Milton Fairgrounds will host a full day of live music, local performers, community vendors, food trucks, and family-friendly activities. The event celebrates love, inclusivity, and community, offering something for everyone to enjoy.

*More info at https://experiencemilton.com/event/pride-halton-weekend-2025-our-biggest-celebration-yet/

July 25, 2025 | 4pm – July 27, 2025 | 7pm

Milton Rib & Beer Fest
Community Sports Park – 805 Santa Maria Blvd, Milton

The Northern Heat Rib Series brings award-winning rib teams, live music, craft beer, and family-friendly entertainment to Milton Fairgrounds. This lively festival offers a mouthwatering BBQ experience alongside fun activities and vendors, making it a must-visit summer event for food lovers and families.

*More information at https://northernheatribseries.ca/milton/

August 7, 2025 | 7pm

Paint Nite
Lonestar Texas Grill – 1100 Steeles Ave E, Milton

Paint Nite offers a creative night out where participants can enjoy drinks and snacks while being guided step by step to create their own artwork. Hosted at local restaurants and venues, these relaxed, social events are perfect for friends, date nights, or trying something new, with no painting experience required.

*More information at https://www.paintnite.com

August 8, 2025 | 10:30am – 12pm

Mom & Tots
Various Milton parks

Mom & Tots is a series of interactive outdoor programs designed for parents and young children. Held at various Milton parks, these sessions provide a fun, engaging way for little ones to learn and socialize in a supportive community setting.

*More information at https://experiencemilton.com/event/mom-tots/2025-07-04/

August 9, 2025 | 11am – 10pm

Milton AfroJazz Fest 2025
Downtown Milton

Milton AfroJazz Fest celebrates African and Caribbean culture with live jazz and Afrobeat performances, traditional food vendors, dance, art, and family-friendly activities. This vibrant festival highlights the richness of Black culture and provides an inclusive space for the entire community to enjoy.

*More information at https://experiencemilton.com/event/milton-afrojazz-fest-2025/2025-08-24/

August 9, 2025 | 7:30pm

Ice Cream Social & Outdoor Movie (The Wild Robot)
Brookville Ball Park – 11277 Guelph Line, Milton

Ice Cream Social & Outdoor Movie Night offers an evening of sweet treats and family-friendly entertainment with an outdoor screening under the stars. Held at Brookville Ball Park, this community event combines ice cream, games, and a popular kids’ movie for a fun summer night out.

*More information at https://experiencemilton.com/event/ice-cream-social-and-outdoor-movie-night-2/

August 10, 2025 | 3pm

Oblivion 80s & 90s Car & Culture Show
Country Heritage Park – 8560 Tremaine Rd, Milton

Celebrate the best of the ’80s and ’90s with vintage cars, retro arcade games, live music, cosplay, and nostalgic memorabilia. This unique event brings together car enthusiasts and pop culture fans for a throwback experience like no other.

*More information at https://oblivioncarshow.ca

August 21, 2025 | 7pm

Paint Nite
Lonestar Texas Grill – 1100 Steeles Ave E, Milton

Paint Nite offers a creative night out where participants can enjoy drinks and snacks while being guided step by step to create their own artwork. Hosted at local restaurants and venues, these relaxed, social events are perfect for friends, date nights, or trying something new, with no painting experience required.

*More information at https://www.paintnite.com

August 29, 2025 | 7:30pm

Ice Cream Social & Outdoor Movie (Minecraft)
Brookville Ball Park – 11277 Guelph Line, Milton

Ice Cream Social & Outdoor Movie Night offers an evening of sweet treats and family-friendly entertainment with an outdoor screening under the stars. Held at Brookville Ball Park, this community event combines ice cream, games, and a popular kids’ movie for a fun summer night out.

*More information at https://experiencemilton.com/event/ice-cream-social-and-outdoor-movie-night-2/

September 4, 2025 | 7pm

Paint Nite
Lonestar Texas Grill – 1100 Steeles Ave E, Milton

Paint Nite offers a creative night out where participants can enjoy drinks and snacks while being guided step by step to create their own artwork. Hosted at local restaurants and venues, these relaxed, social events are perfect for friends, date nights, or trying something new, with no painting experience required.

*More information at https://www.paintnite.com

September 13, 2025 | 10am – 5pm

Pooch & Hearts Dog Festival
Milton Fairgrounds – 136 Robert St, Milton

Pooch & Hearts Dog Festival is a canine-focused event featuring agility demonstrations, pet-friendly vendors, contests, and activities for dogs and their owners. This festival creates a fun and welcoming environment to celebrate pets while supporting local rescues and animal organizations.

*More information at https://poochandhearts.com

September 14, 2025 | 7pm – 9pm

Summer Classics Movie Night
Waldie Blacksmith Shop – 16 James St, Milton

Summer Classics Movie Night features outdoor screenings of beloved classic films in the historic setting of the Waldie Blacksmith Shop. Hosted by the Milton Historical Society, the event offers a nostalgic movie experience under the stars, complete with popcorn and a cozy community atmosphere.

*More information at https://www.miltonhistoricalsociety.ca/summer-movie-night/

September 20, 2025 | 9am – 11am

Run for Milton 2025 (5 K Run / 1 K Fun Walk)
Mattamy National Cycling Centre – 2015 Pan Am Blvd, Milton

Run for Milton 2025 is a charity 5K run and 1K fun walk raising funds for Milton District Hospital. Starting at Mattamy National Cycling Centre, the event brings together families, athletes, and community members for a morning of fitness, community spirit, and support for local healthcare.

*More information at https://raceroster.com/events/2025/103190/run-for-milton-2025

September 26 – 28, 2025

Milton Fall Fair
Milton Fairgrounds – 136 Robert St, Milton

Milton Fall Fair is a classic country fair featuring agricultural displays, livestock shows, a demolition derby, midway rides, live music, and a variety of family-friendly attractions. Hosted at Milton Fairgrounds, the fair celebrates local heritage and provides entertainment for visitors of all ages.

*More information at https://www.miltonfair.com

Milton’s summer calendar is packed with events that bring neighbours together and make the most of the sunshine. Whether you’re heading out with family, catching up with friends, or just looking for something new to explore, there’s always something happening around town. From live music to outdoor markets and cultural festivals, there’s no better time to discover the local energy that makes Milton such a vibrant place to call home.

Picture of Robin Dasilva

Robin Dasilva

Meet Robin Dasilva, our vibrant and adaptable REALTOR®! Growing up in a tight-knit community in Georgetown, Ontario and then moving A LOT, Robin learned the art of thriving in various settings through life's twists and turns. Now, a proud Milton resident, she balances her love for family with her passion for real estate. When she's not helping clients find their dream homes, you can find Robin enjoying a smoothie bowl, lounging poolside in the summer, or cozying up by the fireplace in winter. A lover of both early mornings and late nights, she brings energy and dedication to everything she does. Plus, she’s a huge fan of the classic movie Grease!

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Milton Summer Events 2025

Summer in Milton is always buzzing with energy, and 2025 is no exception. From vibrant street festivals and outdoor markets to family-friendly fairs and cultural

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KT Realty
229 – 336 Bronte Street South
Milton ON L9T 7W6
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