Events happening in Oakville.

Fri, Oct 30 – Tue, Nov 10

The Royal Canadian Legion Poppy Sales

The Royal Canadian Legion is hosting a display at Oakville Place to accept donations supporting veterans and their families in the community. Visitors are invited to make a contribution at any amount, then capture a photo at the Poppy Commemorative Display and share it on Instagram by tagging @oakvilleplace. This is an opportunity to remember and support those who have served.

Lower Level / Upper Level

Fri, Oct 30 – Sun, Nov 1

Merexa Halloween Market

A handmade market featuring locally crafted goods and unique finds for Halloween gifting and inspiration.

Centre Court

Fri, Oct 30 – Sun, Nov 1

Rocky Horror Picture Show 2026

The Rocky Horror Picture Show returns for three days of celebration at Film.Ca Cinemas. Attendees are invited to dress up in costume — fishnets and finest attire encouraged — and bring toast. October 30 at 9:30 p.m., October 31 at 7:30 p.m., and November 1 at 4:00 p.m. at 171 Speers Rd, Oakville.

Film.Ca Cinemas

Friday, October 30th

10:00AM – 9:00PM

Funvilla Halloween Scavenger Hunt

Halloween Scavenger Hunt 🧡 Funvilla is hosting a Halloween scavenger hunt on October 30. The activity is included with regular admission. Tickets are available online and in-store. For more information, contact (365) 726-0147.

Funvilla Oakville

Friday, October 30th

11:30AM – 9:30PM

2026 U17 World Challenge Pre-Tournament Games

2026 U17 World Challenge Pre-Tournament Games featuring three exhibition matches at Sixteen Mile Sports Complex. Three games will be played: Czechia v. Canada Red at 11:30 a.m., Sweden v. Finland at 3:30 p.m., and USA v. Canada White at 7:30 p.m. The 7:30 p.m. USA v. Canada White game is a special Border Battle. Attendees are invited to wear Canada or Rangers jerseys, bring flags, and celebrate Canadian pride as the complex becomes a sea of red and white. The evening will feature live music by the Orangeman Band, a patio bar, Hockey Canada giveaways, and Halloween festivities throughout the night. The pre-tournament games lead into the Hockey Canada U17 World Challenge, showcasing some of the world's top young hockey talent competing in Oakville.

Sixteen Mile Sports Complex

Friday, October 30th

6:30PM

Candlelight: A Haunted Evening of Halloween Classics

Candlelight: A Haunted Evening of Halloween Classics 🕯️ features live instrumental performances by candlelight at Knox Presbyterian Church. The concert brings together Halloween-themed classical works, film scores, and TV themes in an intimate, multi-sensory setting. The program includes pieces from *Thriller*, *Stranger Things*, *Beetlejuice*, and *The Addams Family*, alongside classical selections such as Danse Macabre, Night on Bald Mountain, and Prelude from Psycho. A string quartet — two violins, viola, and cello — performs the evening. Two showtimes available: 6:30 p.m. and 8:45 p.m. at Knox Presbyterian Church, 89 Dunn St, Oakville.

Knox Presbyterian Church, 89 Dunn Street, Oakville

Friday, October 30th

7:00PM

Haunted Happenings: Candlelight Tour

The Oakville Museum invites guests to explore Halloween traditions through history inside the beautifully preserved Erchless Estate. A guide will reveal the curious origins of Halloween customs — from Victorian mourning traditions and superstitions to fortune telling, jack-o'-lanterns, witches, cats, bats, tricks, and treats. Participants will wander from room to room, taking part in a themed scavenger hunt to find hidden clues and surprises throughout the historic home. Solve the riddle at the end and receive a special Halloween treat to take home. Suitable for curious minds of all ages. Contact the Oakville Museum at [email protected] or 905-338-4400 for more information.

Oakville Centre — Oakville Museum

Sat, Oct 31 – Sun, Nov 1

Film.Ca Cinema's Classic Halloween Series

Film.Ca Cinema is hosting a Classic Halloween Series featuring two fright-night films shown on the big screen. October 31st at 10:00 PM: The Shining November 1st at 10:00 PM: Corpse Bride The theatre will have an eerie atmosphere for the Halloween spirit. For more information, contact (905) 338-6322.

Film.Ca Cinemas

Saturday, October 31st

Oakville Civitan Farmer's Market

Dorval Crossing Civitan Farmer's Market opens May 2 and operates every Saturday from 8:00 a.m. to 1:30 p.m. through the end of November. The Town of Oakville's longest-running farmer's market, it features local vendors and growers. All proceeds from market stall rentals are donated to local Oakville charities.

Dorval Crossing East Plaza

Saturday, October 31st

10:00AM – 12:00PM

Tiny Tots 2026

Tiny Tots is back for Halloween 🎃 on October 31st. Families are invited to bring young children in costume for trick-or-treating along Lakeshore and nearby streets in Downtown Oakville, visiting participating businesses for treats. For more information, contact [email protected].

Participating DTOakville Businesses

Saturday, October 31st

10:00AM – 4:30PM

Halloween Event at Peapod Indoor Playground

A Halloween party at Peapod Indoor Playground featuring face painting, a robotics workshop, an art workshop, and a slime workshop. A lucky draw with prizes is also included. Tickets are $20 plus tax per child; one free adult is included per ticket. Additional adults are $8 each, with a maximum of two adults per child. Registration is suggested; limited walk-ins are available. For more information, contact [email protected] or 905-815-8828.

Peapod Indoor Playground · $8 - $20

Saturday, October 31st

11:00AM – 2:00PM

Dave and Boo-ster's Boo Bash 2026

Join the Halloween celebration at Dave & Buster's 🎃 featuring Boo Bash, a family-friendly morning event. Boo Bash includes a hot pancake banquet, costume contest, scavenger hunt, and Monster Mash music. For more information, contact (289) 807-0300.

Poets & Prose Coffee Roasters · $95 CAD + fees

Saturday, October 31st

1:00PM

Tails & Treats

A Halloween celebration for pets. Attendees are invited to dress up their four-legged friends and join in for treats, prizes, and seasonal fun. For more information, contact [email protected].

Downtown Oakville

Saturday, October 31st

7:00PM

Harpers Landing Halloween Party

Harpers Landing Halloween Party 🎃 Harpers Landing is hosting a Halloween celebration on October 31st at 7 PM. Guests are invited to come in costume for an evening of dancing, tarot readings, and socializing. A DJ will provide music for dancing. Tarot readings will be available throughout the night. The event includes a best costume prize of $100. Costumes are encouraged. For more information, contact (905) 338-0707.

Harpers Landing

Saturday, October 31st

8:00PM – 11:00PM

Dave & Boo-ster's Moonlight Mixer 2026

Moonlight Mixer is an adults-only evening featuring a savoury banquet, costume contest, Monster Mash music, and Halloween-themed activities. Whether attending with family or gathering friends, guests are invited to enjoy a Halloween experience at Dave & Buster's. For more information, contact (289) 807-0300.

Dave & Buster's Oakville

Sunday, November 1st

12:00PM – 9:00PM

Oakville Swasthyam Diwali

Oakville's annual Diwali celebration returns with a day of light, culture, and community. The event features live music and dance, festive shopping from local vendors, delicious food, and family activities. Free entry; ticket required. For more information, contact [email protected] or 647-870-4780.

St. Volodymyr Cultural Centre - SVCC · Free

Sunday, November 1st

5:00PM – 7:00PM

Pumpkin Parade

Give jack-o'-lanterns another night to shine 🎃. Drop off pumpkins at the Oakville Museum, then settle in for storytime and treats. For more information, contact the Oakville Museum at [email protected] or 905-338-4400.

Oakville Museum

Wednesday, November 4th

6:00PM – 9:00PM

Holiday Market Sip & Shop

Marine Tavern is hosting a Holiday Market — Sip & Shop on their covered patio. Local artisans and vendors will offer handmade goods and gifts for holiday shopping. Guests can enjoy happy hour drink pricing throughout the event.

Marine Tavern