10 things to do in September in Port Perry and area


While the crisp, fall air is taking over and the weather is cooling off, there are many things to do in the Durham Region to beat the post-summer blues. The region in the fall is absolutely stunning, with the leaves changing color and many things to do and see. We are lucky to live in such a vibrant, outdoorsy community full of things to do.

With the summer heat subsiding, fall is the perfect time to get outside and enjoy some great events before the winter hits. There is lots going on in the region, and here are a few of our top picks.


  1.   The Annual Port Perry Fair – Sept 2-4 at the Fairgrounds


The Annual Port Perry Fair runs every year over Labour Day weekend and is jam packed with fun things to do. From the tractor pull to the demolition derby, the whole family will have fun seeing the animals and putting their cowboy boots to use. Check out the sheep skinning, cattle auction, and try your hand at the Tough Udder Obstacle Race.

Lots of live music and food will be available, so definitely plan to make a weekend of it!


  1.   Music in the Park – Final Day –  Sept 3 at Palmer Park

(Photo: Puckrin and Latreille)

Bring a lawn chair or blanket for the finale of Music in the Park. You will get to hear the sounds of the Blue Sky Flyers on Sunday, free of charge. The event takes place in the Gazebo at Palmer Park at 6:30pm and is weather permitting. Grab a picnic or a pizza, bring the whole family, and enjoy the beautiful evening in the park with incredible music.



    10th Annual United Way Tour de Perry  BBQ & Tricycle Race – Sept 7 at Port Perry

Join the United Way in Port Perry for a free BBQ and tricycle race as teams raise money to support the United Way. From noon till 2pm, you will get to see tricycles fly down Perry Street in a fun and entertaining race. If you have a team of 3 or 4 people who want to ride (with helmets!), then you can contact Cheryl Henderson (the CEO of the United Way Trike Grand Prix)  905-985-9399.


  1.    9th Annual Port Perry House Tour – Sept 16th at Port Perry


Instagram:  @portperryhousetour

Join the Prince Albert United Church Community Outreach for a tour of a variety of new and old homes of all sizes. You will get to take a peek at all sorts of different designs and architecture that can be found in the Port Perry, Prince Albert, and surrounding area. You will also get to stop in for a complimentary snack and refreshment at the House Tour Café at the Port Perry United Church.

The tour is from 10am -4pm and tickets are $25. Follow them on Instagram for a sneak peek.


  1.    The 37th Annual Terry Fox Run – Sept 17 at Port Perry Fairgrounds
Terry Fox Run in Port Perry – Sept 17th

On Sunday Sept, 17 join the community of Port Perry at the intersection of Old Simcoe Rd and Reach St. to join the Terry Fox Run. Registration begins at 8am with the race starting at 9am. You can choose to walk, run, bike, or rollerblade with a 1km, 5km, and 10km route available. Bring your stroller or pup (on a leash) and the whole family. A BBQ and water will be provided to participants.

  1.    Seagrave United Church Family Picnic – Sept 17 at Seagrave United Church
Seagrave United Church Family Picnic

If you are looking for a nice Sunday filled with friendly people and good food, the Seagrave United Church Family Picnic is the perfect day time activity. From 11:00-2:30, head on down to the church to check out Sam from Ontario Falconry Center at 11am with a hands on demonstrations of his amazing birds. Then, grab some hot dogs, corn on the cob, and yummy potluck salads before Dino and the Dogs comes on for a concert. There will be zorbs, snow cones, and door prize.

Bring a dish and enjoy a day that is fun for the whole family.


  1.    Winding Roads Country Festival – Sept 23rd at Port Perry


Big Brothers Big Sisters of North Durham will be hosting a BBQ, silent auction, raffle, and dancing with live music from The Road Hammers and Kris Barclay. The event is 19+ so grab your partner and your friends and head over for a night of dancing and good music.

Doors open at 6pm and tickets are $60.


  1.    The Annual Harvest Chili-Cook-Off – Sept 24 in Port Perry

BIA_Chili_Sept 24
Discover Port Perry.ca

Grab your spoon and work up an appetite – it is time for the 9th annual Harvest Chili Cook-Off. Yum! Downtown Port Perry will be overtaken with the scent of mouth-watering chili, so grab your souvenir mug and sample all of the chili stations you have room for. There will also be live music and local farmers selling their fresh produce, with mini-putt and other activities for the kids.


  1.    Murder Mystery Night –Sept 29 – at Scugog Shores Museum

Please note:  *** This is not an event for children,  Must be 16+ yrs old to participate ** Adults Only Event

Scugog_Murder 2017 Focus Ad

If you are looking for something fun, unique, and outside the norm, then you definitely have to check out the Murder Mystery Night at the Scugog Shores Museum. As a guest, you will be immersed in a mystery filled with a great cast and mysterious clues in a mystery set in the early 1800s.

An excerpt from the event page:

“It is the early 1800s and the local settlers from Scotland and Ireland are astonished when the laird of the village, Colin Campbell, suddenly disappears! He was a tyrant who controlled everyone in town and had many enemies. His ghost has been seen in the village, and on the shores of Lake Scugog people have reported hearing his eerie bagpipe music late at night. There have also been reports of a monster in the Lake. Was it the strange lake monster or did one of Colin’s neighbours finally have enough of his cruel ways?”

We are already dying to find out how it ends! There will be prizes for correct guesses and tickets are $20, which must be purchased in advance.



    Greenbank Soap Box Derby – Sept 30 at Ianson Drive Hill, Greenbank


Join or watch as racers zip down Ianson Drive hill at the annual Greenbank Hall and Park Board Soap Box Derby on Sept 30. Funds raised at the event go towards other community races and improvements to Ianson Park. Grab your soap box or get there early to find a spot to watch the races.


Any questions,  Please contact The Puckrin and Latreille Real Estate Group
www.puckrinlatreille.com  | 905.985.7300 
144 Queen St. Port Perry 

Re/Max All-Stars Realty, Inc. Brokerage


If we missed any local events, please send us an email with the details and link and we’ll be sure to update the blog and mention it an.    email: hello@puckrinlatreille.com  | direct: 905.985.7300



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