The Downtown Milton Business Improvement Area is bringing the car show back to Main Street! Join us Friday, September 15 from 5:00 to 9:00 p.m. for the See You in September Car Show. Come downtown and enjoy a night of cars, a sidewalk sale, restaurants, live music and more! Main St. E will be closed from Brown St. to Fulton St. for the event.

car show
car show
car show

The See You in September Car Show is a night full of amazing activities for the whole family! Attractions include:

  • Over 120 classic and unique cars lined along Main St. E and Charles St.
  • Sidewalk sale featuring sidewalk displays, extended shopping hours, and special sales & promotions.
  • Face painting, free for kids in front of Knox Church.
  • Patios at local restaurants, serving great food and refreshing drinks.
  • Music played by Rockin’ Rob Hewlett at Main and Martin St.
  • Live music played by the Starlite Dreamers from 7:00 p.m. – 8:30 p.m. at Main and Martin St.
  • Prize baskets with prizes donated by local businesses. Prize presentation will be at 6:30 p.m. at Main and Martin St.
  • Scavenger Hunt for the kids. Details available at the back of the event handout, available at the Welcome Centre beside 251 Main St. E.
  • See You at the Waldie hosted by the Milton Historical Society. It features blacksmith demonstrations, a fundraiser and items for sale including history books and unique gifts.
  • Raffle Draw for one of two gift baskets full of Downtown Milton goodies! Make a purchase from a Downtown Milton business during the event to have the chance to win one of two gift baskets full of goodies from Downtown Milton businesses! You must bring your receipt or proof of purchase to the BIA Welcome Centre booth beside 251 Main St. E to have your name entered in the prize draw. One entry per person, the winner will be announced and contacted on September 18, 2023.

Check out these businesses that are extending their hours or setting up displays for the sidewalk sale!

Scavenger Hunt

Look for the car images in the windows of downtown businesses! Find one of each image and fill out the name of the business you found it at for a chance to win a $100 giftcard to the downtown business of your choice! Completed ballots must be dropped off at the Welcome Center (location on map) or you can email a clear image to by 9 pm on September 15th.

Downtown Milton Prize Basket Giveaway

Win a prize basket full of gift cards and more from our downtown businesses! How to enter:

1. Make any purchase at a Downtown Milton business and save your receipt.

2. Show your receipt to the staff at the Welcome Centre (see map for location) and fill out a ballot.

3. Wait for the winners to be announced on the @dtmilton Instagram live on Monday, September 18 at 12 pm

Thank you sponsors!

Silver Sponsors

Bronze Sponsors

Prize Sponsors

Allegra Spa

Charity Partner

The See You in September Car Show is in support of The Darling Home for Kids. The Darling Home for Kids provides professional, holistic, high-quality, and personalized hospice, respite and residential care for children with medical complexities and their families in a peaceful and natural setting.

Find out more about what they do and sign up for their upcoming Rally for DHK on September 30 by stopping by their booth in front of Knox Church.


Support from the Rotary Club of Milton and Optimist Club of Milton