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What's Happening?

Stay in the know with our weekly roundup of events, activities, and local highlights happening in and around Orangeville every weekend. Whether you're looking for a fun outing, a new local restaurant to try, or a way to support small businesses, this is your go-to guide for making the most of your weekend — right here in our community. 

Latest Blog Posts

What’s Happening This Weekend June 04 - June 07, 2026

Here is what happening in and around Orangeville this weekend, support local Restaurants and Shops. Orangeville Farmers' Market Saturday 9am Broadway Orangeville Blues and Jazz Festival - June 5th to June 7th, 2026. Experience the energy of downtown Orangeville with concerts in the park, performances ...

Posted by The Ginny Anderson Real Estate Team on Jun 04, 2026
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What’s Happening May 28 - May 31, 2026

Here is what happening in and around Orangeville this weekend, support local Restaurants and Shops. Orangeville Farmers Market Saturday 8am - Townhall Elliott Tree Farm - Maple Syrup Experience! Purchase your tickets at https://shop.elliotttreefarm.ca/ LIVE MUSIC The Hatter Thursday - Dufferin County ...

Posted by The Ginny Anderson Real Estate Team on May 28, 2026
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What’s Happening This Weekend May 21 - May 24, 2026

Here is what happening in and around Orangeville this weekend, support local Restaurants and Shops. Orangeville Farmers Market Saturday 8am - Townhall Elliott Tree Farm - Maple Syrup Experience! Purchase your tickets on their webpage. Grand Valley Lions 29th Annual Duck Race and Breakfast May 23 - Hereward ...

Posted by The Ginny Anderson Real Estate Team on May 21, 2026
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What’s Happening This Weekend May 14th - May 18th, 2026

Here is what happening in and around Orangeville this weekend, support local Restaurants and Shops. Orangeville Farmers Market Saturday 8am - Townhall Elliott Tree Farm - Maple Syrup Experience! Purchase your tickets at https://shop.elliotttreefarm.ca/ LIVE MUSIC The Hatter Thursday - Gary & Scooter ...

Posted by The Ginny Anderson Real Estate Team on May 14, 2026
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This website may only be used by consumers that have a bona fide interest in the purchase, sale, or lease of real estate of the type being offered via the website. The data relating to real estate on this website comes in part from the MLS® Reciprocity program of the PropTx MLS®. The data is deemed reliable but is not guaranteed to be accurate.