Scenic Fall Drives

October is a beautiful month to visit Orangeville. Our local restaurants serve dishes inspired by the harvest season, shops are adorned with festive fall items, and vibrant colours transform our tree-lined trails. 

A spectacular way to experience the fall foliage is to take a scenic drive in and around Orangeville. One of our favourite routes promises plenty of twists and turns along with beautiful vistas and ample opportunities to snap that perfect photo. As you drive, you'll find plenty of things to see, do, and admire.

To prepare for your adventure, grab a coffee at one of Orangeville's fabulous cafes or a sweet snack from one of our bakeries. Be sure you're dressed for the weather with a cozy sweater from Pear Home or outdoor gear from Moguls in Mocean. To perfectly time your excursion for maximum colour, click on the Ontario Travel Fall Colours Report.

The route starts and ends at the Visitor Information Centre in Orangeville and takes approximately 1.5 hours to complete. Enjoy the scenery along Hockley Road with stops at Farmhouse Pottery & Gallery Café, Hockley Village, and Hockley General Store. Next, follow Airport Road and learn the history of our region with a stop at the Museum of Dufferin. From there, the route winds through breathtaking scenery and striking views, including Ruskview Heights, one of the highest points in the area. Complete your journey when you return to Orangeville and tuck in to a heartwarming meal at one of our local eateries.

Orangeville Farmers' Market

Beside Town Hall

Every Saturday, 8 a.m. to 1 p.m.



Make Saturday a market day and enjoy fresh and local shopping in the heart of downtown Orangeville. There are just three outdoor market dates left this season. Don't miss the last outdoor market of 2023 on October 21 and save the date for the Winter Market, starting in November.

The View From Here

Presented by Theatre Orangeville

Town Hall Opera House

October 12 to 29



Mary and Michael's issues mean that the view from here isn't exactly the view they had been

expecting to see.

Boo on Broadway

Downtown Orangeville

October 21, 8 a.m. to 1 p.m.



There will be spooky fun for everyone!

 Tiny Tots Trick or Treating is back and you'll find witches, pumpkins, and more waiting for you as you wander around downtown Orangeville.

Orangeville

Mystic Market

Orangeville Curling Club

October 21, 11 a.m. to 5 p.m.

Connect with others and explore the mystical world. There will be a wide range of vendors and artisans to shop from as well as workshops and seminars lead by experienced practitioners.

Book Launch: Once Upon a Forest: Celebrating Orangeville's Early Years

Town Hall Atrium

October 21, 11 a.m.

Meet local author Nancy Early and Canadian award-winning artist Kasia Charko as they launch their new book. With guests: David Nairn, M.C., Wayne Townsend and Andrew Welch, Town Crier.

Orangeville's Haunted Walking Tours

Discover Orangeville's spooky history with two new walking tours. Whether you embark on a frightening self-guided journey or an immersive experience with fellow ghosthunters and ghoulish tour guides, there are plenty of unsettling stories in Orangeville's past.

Are there ghosts in Orangeville? You be the judge!

The Haunting of Orangeville

Self-Guided Walking Tour

This 2.3 kilometre self-guided walking tour explores the paranormal history of the Town of Orangeville and includes bone-chilling ghost tales, long-buried secrets, and the stories of restless spirits.

Enhance your experience at each stop by scrolling through vintage photos and listening to eerie audio. Just a word of caution...travelers on this unforgettably unsettling journey risk awakening Orangeville’s other-worldly inhabitants. Visitors beware!

Haunted Orangeville

Guided Walking Tours

If you’re looking for a guided experience of our Town’s spooky stories, check out Haunted Orangeville Walking Tours.

Embark on a haunted journey through the shadows of Downtown Orangeville’s history. Step into a world where the past and the paranormal intertwine, revealing spine-tingling tales that have been told in our Town for generations. 

Tickets are on sale now!