46th Bolton Truck & Tractor Pull – Friday, 6:00 pm – 11:00 pm. Albion & Bolton Fairgrounds 150 Queen St S, Bolton Fun for the whole family!

Orangeville Farmers’ Market – 87 Broadway, Orangeville Discover fresh-from-the-farm produce and meats, delicious small-batch, ready-to-eat sweets, and savoury meals, handcrafted goods, and more!

Caledon Canada Day Strawberry Festival 8:00 am – 4:00 pm. Caledon Fairgrounds 18297 Hurontario St East side of Hwy 10, just south of RR #24, Caledon Village Strawberry pancake breakfast, BBQ, flag raising, balloons, and birthday cake at noon. Fun for the whole family.

Enjoy a community celebration of Canada Day on July 1 at the Alder Street Recreation Centre. This free family-friendly event includes a special opening ceremony, free swim sessions, high-energy and interactive concerts with TEAM T&J’s Kids Jumpin’ Jamboree, and a family fun zone with inflatables, rock climbing wall, and mega obstacle course. There will also be face painting and airbrush tattoos, Neighbourhood Block Box crafts, and activities hosted by the Orangeville Public Library. Food services will be provided by B Social Café. Canada Day entertainment continues into the evening with a firework show at Island Lake Conservation Area at 10 p.m.

Grand Valley BIA Canada Day Car Show – Bring out your Cars, Trucks, Family, and Friends to Main Street, Grand Valley from 11am-3pm

Celebrate Canada Day in Shelburne. Come to Fiddle Park for a vendor and food market. Kids Fun Zone, opening ceremonies, live entertainment, and more. The annual fireworks display will start at dark. Date: Monday, July 1, Time: 3:00 p.m. Location: Fiddle Park, 105 Second Line, Shelburne

LIVE MUSIC

The Hatter – Ryan Hancock Thursday 6:30 pm

The Black Wolf Smokehouse – DJ Glacier Saturday 8:00 pm

The Black Wolf Smokehouse – Karaoke Sunday

Main Street Station – 90S Night Friday 8:00 pm

Main Street Station – Chris Browne Saturday 8:00 pm

The Upper Pub and Eatery – Valley Raised Friday 7:00 pm

The Upper Pub and Eatery – Jimmy Breeze Karaoke Friday 7:00 pm

The Upper Pub and Eatery – Crowded Table Monday 2:00 pm

Bar On Broadway – Karaoke Thursday

Revival 1863 – The Hip Experience Thursday 8:00 pm

Mill Creek Pub & Restaurant Orangeville – Live Music Saturday 6:30 pm

Taphouse Craft Beer + Kitchen · DJ Terrance Friday 8:00pm

Taphouse Craft Beer + Kitchen · Stan Chang Sunday 1:00pm-4pm