What To Do This Weekend in Port Perry: October 30 to November 1, 2026

Looking for things to do this weekend in Port Perry? This guide covers Friday, October 30, through Sunday, November 1, 2026, with real, verified events for Halloween weekend in Port Perry and Scugog: a murder mystery dinner at the George Stanley Inn on Friday, Cooper’s Farm’s Halloween Maze and Applewood Farm’s final fall day on Saturday, and live music, a last farm day and a lakeside walk to close the weekend on Sunday.

Details were checked against township, BIA and venue listings on October 28, 2026. Hours and availability can change, so confirm with the organizers before you head out.

Friday, October 30: a Halloween murder mystery at the George Stanley Inn

Halloween weekend in Port Perry starts with a whodunit. The Piano Cafe and George Stanley Inn at 217 Queen Street hosts The Guest in Suite Five, a Halloween murder mystery dinner, on Friday, October 30. It is a dinner-theatre evening in the restored 1884 landmark: a story, a good meal, and a mystery to solve from your seat. Tickets are $55 and reserved by table, and the venue recommends booking ahead, because Halloween tables go quickly. See the Piano Cafe events page for times and reservations. Our Community Spotlight on the Piano Cafe and George Stanley Inn explains why the inn has become a town classic.

If the night is better spent in the open air, Cooper’s Farm at 266 Ashworth Road in Zephyr, about 10 minutes north of Port Perry, runs its after-dark flashlight maze on October 30 from 7 to 9 p.m., with check-in from about 6:30. The 10-acre corn maze opens after dark for a slower walk through the stalks, and this is the last Friday-night maze of the season. Tickets 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.

Back in town, Old Flame Brewing Co. at 135 Perry Street keeps the taproom open Friday evening with pizza on the courtyard, a relaxed start to the weekend in the 1874 Ontario Carriage Works building. Dinner stays on Queen Street: Marwan’s Global Bistro at 187 Queen Street or Saffron Eatery for a quick meal, and the Piano Cafe and George Stanley Inn at 217 Queen Street if dinner is part of the mystery night.

Saturday, October 31: Halloween on the farms, then trick-or-treating in town

Halloween Day belongs to the farms. Applewood Farm and Winery at 2055 Saintfield Road in Scugog closes its Fall Fun on the Farm season on Saturday, October 31, the final day of its Halloween run. The farm is open 11 a.m. to 5 p.m., with last entry at 4 p.m., and a $13 wristband for ages 3 and up covers the 40-acre corn maze, the pick-your-own pumpkin patch, wagon rides, farm animals, the children’s play area and lawn games. The winery pours cider, wine and themed flights, and the patio serves pizza with live music on weekends. See the farm’s Fall Fun on the Farm page for the day’s lineup.

Across the township, Cooper’s Farm in Zephyr runs its special Halloween Maze on October 31 from 10 a.m. to 5 p.m., and the farm invites visitors to come in costume. It is a family maze day, not a scare attraction, with the 10-acre field open in daylight and day admission ticketed online or at the gate. The farm’s corn maze page has the tickets and details.

In town, Old Flame Brewing Co. hosts Cale Crow live from 1 to 5 p.m. at 135 Perry Street, an easy Halloween-afternoon pint-and-tune stop, and our Old Flame Community Spotlight explains why the taproom and courtyard are a town favourite. Between stops, Meta4 Contemporary Craft Gallery at 200 Queen Street and Port Perry’s Vintage Market in the old train-station building at 1894 Scugog Street are open Saturday.

Then comes the main event. Halloween falls on a Saturday this year, so Port Perry’s streets fill with costumes in the early evening. The Township of Scugog sets the official trick-or-treating hours each year, so check the township events page ahead of the big night; most families are out by the time the streetlights come on. Stock the candy bowl, join the parade, and enjoy a holiday that lands right at home.

Sunday, November 1: live music, a last farm day, and a lakeside close

Sunday keeps the weekend mellow. Old Flame Brewing Co. runs its usual weekend-afternoon live music from 1 to 5 p.m. at 135 Perry Street, and Willowtree Farm at 975 Durham Regional Road 21 hosts Live Music Sunday, with the farm store, cafe and bakery open for the visit. It is a country-morning kind of day: local produce, baking and, weather permitting, music on the patio. See the farm’s Live Music Sundays page, and browse our Willowtree Farm Community Spotlight for the full story on the market, cafe and butcher shop.

Cooper’s Farm closes its 2026 fall festival on Sunday, November 1, from 10 a.m. to 5 p.m., so it is the last chance to wander the 10-acre maze before the season ends. If the weather holds, save an hour for the water, too: Palmer Park, Kinsman Beach and the 5 km Waterfront Trail System along Lake Scugog are a short walk from downtown, with the 1873 grain elevator and open water at the end of Queen Street. Our guide to the best parks in Port Perry maps the green space worth a walk.

November 1 also marks a small town turning point: Scugog’s winter overnight parking rules take effect, a gentle sign that the quiet season is on its way. Our Winter in Port Perry guide covers how the town works once the snow flies.

That is Halloween weekend in Port Perry: a whodunit in a heritage inn, a corn maze by flashlight on Friday and by costume on Saturday, a final farm day at the orchard, and live music to close it out. We’ll see you in town.

Want the town before you buy it? Our guide to life in Port Perry covers the rhythm of the year, the Port Perry neighbourhood guide maps the schools, commutes and local businesses around 459 Victoria Street, the Scugog community guide covers the wider township, and past editions live in the Weekend Guide archive.