What To Do This Weekend in Port Perry: October 16 to 18, 2026

Friday, October 16: a corn maze after dark in Zephyr

The weekend's best night out starts about 10 minutes north of town. Cooper's Farm at 266 Ashworth Road in Zephyr runs its Friday Night Maze Walks from 7 to 10 p.m. every Friday in October, with check-in beginning around 6:30. On October 16 the farm reopens its 10-acre corn maze after dark for a slower walk through the stalks, and it is one of the last Friday-night maze nights of the season before the Halloween Maze takes over on October 31. A daytime admission covers the maze, a U-pick pumpkin with every ticket, tractor wagon rides to the patch and the barnyard animal area; tickets run from about $20 and are sold online or at the gate with capacity capped per time slot. Full details are on the farm's 10-acre corn maze page.

Closer to town, Friday keeps the Queen Street routine. Dinner at Marwan's Global Bistro at 187 Queen Street or Saffron Eatery for a quick, flavourful meal, or a calmer seat at the Piano Cafe and George Stanley Inn at 217 Queen Street. Old Flame Brewing Co. at 135 Perry Street runs its Friday pop-up kitchen with live music in the taproom; see the brewery's experiences page for the night's lineup, and our guide to the best restaurants in Port Perry maps the whole main-street eating strip.

Saturday, October 17: corn maze by day, pumpkins and patio music

Cooper's Farm opens for the day Saturday from 10 a.m. to 5 p.m. for its Fall Harvest Festival: the same 10-acre maze in daylight, a U-pick pumpkin patch, tractor wagon rides, a barnyard play area, farm animals, food trucks and the farm store with farm-raised meats, maple syrup and baking. Saturdays are also Dog Saturdays at Cooper's, so the whole family, including the four-legged members, is welcome. The farm's maze page posts the day's hours and ticket windows.

Then the pumpkins. Pumpkin Palooza at Willowtree Farm, 975 Durham Regional Road 21, runs Saturday and Sunday from 9:30 a.m. to 4 p.m., with last entry at 3 p.m. Tickets are $12 online and $15 on-site for ages 2 and up, and cover the wagon ride to the pumpkin patch, the straw jump, mini pumpkin games, the mini corn maze and family games. Book ahead on the farm's Pumpkin Palooza page, and read our Willowtree Farm Community Spotlight for the full story on the farm market, cafe and butcher shop.

Back in town, the afternoon splits between Queen Street and Perry Street. Port Perry's Vintage Market at 1894 Scugog Street is open 10 a.m. to 5 p.m. Saturday, Meta4 Contemporary Craft Gallery sits mid-block at 200 Queen Street, and Old Flame Brewing Co. hosts Saturday afternoon live music from 1 to 5 p.m. at 135 Perry Street, pouring traditional German-style lagers inside the 1874 Ontario Carriage Works building. Our Old Flame Community Spotlight explains why the beer garden is a town favourite. For cider, Two Blokes Cider's tasting room at 21300 Simcoe Street, just north of town, is open Saturday from noon to 8 p.m.

Sunday, October 18: chocolate and cheese on Queen, a second farm day and the lake

Sunday's anchor is the Port Perry BIA's Chocolate and Cheese Pairing at The Port Cheese Co., 203 Queen Street, running 2 to 4 p.m. on October 18. The shop pairs chocolate with Ontario cheeses in its tasting room, one of the BIA's featured fall events on the main street, and it fits neatly between a slow lunch and a walk of the shops. See the Port Perry BIA events page for the details, and contact the shop to confirm the afternoon's pours and seating.

For anyone who missed Saturday, Pumpkin Palooza at Willowtree Farm runs again from 9:30 a.m. to 4 p.m., and the farm store is open 9 a.m. to 6 p.m. with local produce, baking and meat for the Sunday dinner table.

If the weather holds, save an hour for the water. Palmer Park, Kinsman Beach and the 5 km Waterfront Trail System along Lake Scugog are all a short walk from downtown, with the 1873 grain elevator and open water at the end of Queen Street. Old Flame's taproom is open Sunday from 11 a.m. to 8 p.m., and Two Blokes Cider runs noon to 7 p.m. for a quiet end to the weekend.

That is the weekend in Port Perry: a corn maze under the October sky, pumpkins at the farm, chocolate and cheese on the main street, and a quiet lakeside close. We'll see you in town.