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Downtown Oshawa brick storefronts lit with string lights, jack-o'-lanterns, and hay bales on a late October evening

What To Do This Weekend in Oshawa (October 23 to 25 Edition)

By Keith Williams & Lisa C. Follows, Brokers, Willows Realty Group

The October 23 to 25 edition of our Oshawa weekend guide: the season's last farmers' market, Halloween at the Harbour, two Oshawa Generals home games, and tribute shows at the Regent Theatre.

Key takeaways

  • The Oshawa Centre Farmers' Market wraps its season Friday, October 23, 8 a.m. to 2 p.m., in the south parking lot at 419 King St W.
  • Halloween at the Harbour returns Saturday, October 24, 6 to 8 p.m., at the Oshawa Museum, 1450 Simcoe St S, with family-friendly spooky fun in the historic houses.
  • The Oshawa Generals play two home games: Friday, October 23 against the Peterborough Petes at 7:05 p.m. and Sunday, October 25 against the Sudbury Wolves at 6:05 p.m., both at Tribute Communities Centre.
  • The Regent Theatre hosts tribute nights all weekend: Fleetwood Mac Mania Friday, a Supertramp tribute Saturday, and Choir! Choir! Choir! Sunday, each at 8 p.m.
  • The Oshawa Markets indoor market at 555 Simcoe St S is open Saturday and Sunday, 10 a.m. to 6 p.m., rain or shine.

Looking for things to do this weekend in Oshawa? You have a strong one ahead: the last farmers' market of the season, two Oshawa Generals home games, a family Halloween evening at the Oshawa Museum, and three nights of live music at the Regent Theatre. Here is the local rundown for Friday, October 23 through Sunday, October 25, with links to official pages so you can confirm times before you head out.

Friday, October 23

Start with the Oshawa Centre Farmers' Market, open 8 a.m. to 2 p.m. in the south parking lot at 419 King St W. This is the final market of the season, so it is the last chance of the year to stock up on local produce, baking, preserves, and crafts before the market closes until spring.

Autumn farmers' market stall piled with pumpkins, squash, and apples in Oshawa
The Oshawa Centre Farmers' Market closes out its season Friday, October 23.

The Oshawa Generals are home Friday night, hosting the Peterborough Petes at 7:05 p.m. at Tribute Communities Centre, 99 Athol St E. Grab a pre-game bite in downtown Oshawa first; the rink is steps from King Street.

If live music is more your pace, the Biltmore Theatre at 39 King St E hosts The Ultimate Meat Loaf Tribute at 6:30 p.m. (a 19-plus seated show), while the Regent Theatre at 50 King St E presents Fleetwood Mac Mania at 8 p.m., a tribute to Fleetwood Mac. Both sit in the heart of downtown, so dinner and a show are an easy walk.

Saturday, October 24

Saturday starts easy: the Oshawa Markets indoor market at 555 Simcoe St S is open 10 a.m. to 6 p.m., with 250-plus vendors under one roof if the weather turns. The big family pick is Halloween at the Harbour at the Oshawa Museum, 1450 Simcoe St S, from 6 to 8 p.m. The museum opens its historic houses for a spooky evening of Victorian decor and ghostly stories. Admission is $7.50 per person, $5 for children under 5, and free for Oshawa Historical Society members and kids under 2; tickets are on SimpleTix through the museum's What's On page.

Victorian heritage house at the Oshawa Museum lit with pumpkins and hay bales on a late October evening
Halloween at the Harbour turns the Oshawa Museum's historic houses into a family-friendly spooky evening.

For older kids and teens, Fear Forest is an indoor haunted house at Battle City Laser Tag, 60 Celina St, running select evenings from 7 p.m. with timed, date-specific tickets around $16 to $20 online. Saturday night, the Regent Theatre presents Breakfast in America, a Supertramp tribute, at 8 p.m. Dinner before the show? Mathilda's, our plant-based favourite, is steps from the theatre.

Sunday, October 25

Sunday is a slower day. Parkwood Estate, the National Historic Site at 270 Simcoe St N, is open 1 to 5 p.m. with guided tours and its 11-acre garden, a beautiful late-October walk. In the afternoon, take a stroll along the lake at Lakeview Park and the waterfront trail, with the beach quiet and the leaves turning.

Autumn lakeside path at Lakeview Park in Oshawa with golden leaves and a calm Lake Ontario
Lakeview Park and the waterfront trail make a quiet Sunday afternoon walk.

Then the puck drops again: the Oshawa Generals host the Sudbury Wolves at 6:05 p.m. at Tribute Communities Centre, 99 Athol St E. Or make it a music night instead: Choir! Choir! Choir! brings its interactive sing-along to the Regent at 8 p.m.

Whatever you choose, get out and enjoy it. Oshawa's best weekends are spent downtown, at the rink, by the lake, or at a theatre, and this one has all of it. See you out there. Catching up on older plans? The previous edition of this guide, covering the October 16 to 18 weekend, is saved in the Weekend Guide archive.

Thinking about making Oshawa home? Keith and Lisa can show you the neighbourhoods behind all of these weekend plans. Send them a message or book a free call to talk through listings, schools, and your timeline.

Frequently asked questions

Quick answers for buyers deciding where to live in Oshawa.

What's happening this weekend in Oshawa?

Plenty. The Oshawa Centre Farmers' Market wraps its season Friday, October 23, from 8 a.m. to 2 p.m. The Oshawa Generals play two home games, against the Peterborough Petes on Friday at 7:05 p.m. and the Sudbury Wolves on Sunday at 6:05 p.m. Saturday brings Halloween at the Harbour at the Oshawa Museum from 6 to 8 p.m., and the Regent Theatre has tribute shows all three nights. The Oshawa Markets indoor market at 555 Simcoe St S is open Saturday and Sunday from 10 a.m. to 6 p.m.

Is the Oshawa Centre Farmers' Market open this weekend?

Only on Friday, October 23, from 8 a.m. to 2 p.m. in the south parking lot of the Oshawa Centre at 419 King St W. It is the final market of the season, so it is the last chance to buy local produce, baking, preserves, and crafts before the market closes until spring.

What Halloween events are in Oshawa this weekend?

The standout is Halloween at the Harbour at the Oshawa Museum, 1450 Simcoe St S, on Saturday, October 24 from 6 to 8 p.m., with family-friendly spooky fun in the historic houses. For older kids and teens, Fear Forest, an indoor haunted house at Battle City Laser Tag, 60 Celina St, runs select evenings through October. The downtown Boo Bash already happened on October 17, so it is not part of this weekend.

Are the Oshawa Generals playing at home this weekend?

Yes, twice. They host the Peterborough Petes on Friday, October 23 at 7:05 p.m. and the Sudbury Wolves on Sunday, October 25 at 6:05 p.m., both at Tribute Communities Centre, 99 Athol St E. Tickets are available through Ticketmaster.

What's on at the Regent Theatre this weekend?

Three shows at 8 p.m.: Fleetwood Mac Mania on Friday, October 23, Breakfast in America, a Supertramp tribute, on Saturday, October 24, and Choir! Choir! Choir!, an interactive sing-along, on Sunday, October 25. The Regent is at 50 King St E in downtown Oshawa.

Keith Williams and Lisa C. Follows, brokers and co-founders of Willows Realty Group

Written by your local experts

Keith Williams & Lisa C. Follows

Keith and Lisa are licensed brokers and co-founders of Willows Realty Group. They curate this guide and update it as Oshawa's market and neighbourhoods change, so you are always reading the local, current version.

Filed under Weekend GuideEventsHalloweenDowntown OshawaThings to doOshawa Generals
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