Ancaster Halloween Food, Drink, and Parties 2026

Josh and Marissa host a Halloween-themed Stag & Doe party before their wedding. The event includes a haunted dance floor, music, costume contests, and games like a 50/50 draw and toonie toss. Raffle prizes and a 'Tech or Treat' door...

The Sugar & Spice Afternoon Tea aboard a vintage train car celebrates autumn with a menu inspired by Canadian fall flavors. The event features elegant tea sandwiches, seasonally inspired savouries, freshly baked scones, and autumn sweets. A choice of tea...

Oktoberfest in the Hammer brings a German celebration to Hamilton with various beers, traditional food, live music, and dancing. Costumes are encouraged.

The Royal Canadian Legion Branch 551 in Waterdown hosts a Halloween party featuring music from Tim, Carl & Matt, special guests, and a costume contest with prizes.

Nickel Brook Brewing Co. hosts its annual Oktoberfest party on September 26th, featuring live music from The Dirty Boys and Deep & Delicious. Attendees choose between Schnitzel or Sausage meals, with two sides and evening snacks, plus two drink tickets....

McDougall Cottage Historic Site hosts Flavours of Fall Tea, offering seasonal treats with apple or pumpkin inspiration, savory finger sandwiches, and scones. Bottomless tea is provided in the 168-year-old stone cottage, followed by a stroll through the heritage garden. Reservations...

The Prostgarten, an outdoor biergarten in The Gaslight District, will host Oktoberfest in Cambridge from September 25th to October 4th. This free event requires no tickets or reservations. It offers Bavarian food, beer selections, and live polka music. Themed nights,...

The Oak Fall Market & Food Festival is a three-day event featuring local artisans and food vendors. The marketplace includes handcrafted gifts, home décor, jewelry, artwork, baked goods, and international cuisine. Admission is free.

The Kitchener-Waterloo Oktoberfest Golf Experience at Galt Country Club features an Oktoberfest-themed lunch, a keg tapping, and a 12 PM shotgun start. On-course food and beverages, live entertainment, and prizes are offered. A designated driver program is available.

STACK BBQ Smokehouse in Oakville hosts a Halloween Singles Mixer & Costume Party, including dinner service, a DJ for dancing, one included drink, and a costume contest with prizes.

Piper's Heath Golf Club holds a Halloween Costume Party for ages 18 and up, featuring unlimited drinks, a buffet, and music by DJ Kevin Smooth. Costume contest prizes are available.

Flamingos and Bodhi's Escape present a Halloween collaboration party at Guelph Farmers' Market on October 31, 2026. Doors open at 7:30 PM, with bands starting at 8:30 PM. Attendees are encouraged to wear costumes for a chance to win prizes....

Royal City Brewing's annual Oktoberfest celebration spans three days. Ticketed Friday and Saturday events feature German-inspired food, Bavarian games, and live music. A free Sunday 'Family Day' offers a climbing wall, face painting, and demonstrations.

This 3-day fall festival in Mississauga brings together local businesses, artisans, and entrepreneurs, featuring handmade crafts, jewelry, clothing, home décor, beauty products, specialty foods, baked goods, and unique gifts.

Singles aged 35-48 can find a connection during the cozy season at this speed dating event. Held at TWB Brewing Co., each ticket includes one complimentary drink. Participants engage in 5-minute intervals with others, and results are shared within 24...

Dallas Night Club hosts a Halloween night with live music and a costume contest with $500 in prizes.

A beginner-level Cozy Fall Cookie Class teaches cookie decorating techniques for five sugar cookies. All supplies are provided, and finished cookies can be taken home.

Whoopsie Daisy Drinks hosts Girl-O-Ween!, an all-women comedy show and Halloween party. Costumes, candy, tarot readings, and live 80's slasher music by 'Final Girl' are featured. Doors open early for mingling and music.

The Alpine Club hosts Oktoberfest 2026 at Habsburg Haus, a traditional Bavarian celebration with German beers, food, and live entertainment. Family Day allows minors with a family unit; other days are restricted to those 19 and older with ID.

A three-day Mississauga Fall Market & Vendor Festival showcases local artisans, small businesses, and food vendors with handcrafted goods, fashion, home décor, jewelry, beauty products, gourmet foods, and baked treats.

The Mississauga Fall Market & Food Festival is a three-day community event focused on local businesses and food vendors, alongside artisans and makers offering handcrafted goods and seasonal products.

Hubertushaus hosts its annual Oktoberfest, featuring live music by the Seven Castles and authentic German food.

Hubertushaus hosts its annual Oktoberfest Family Day with live music by Seven Castles and authentic German food for families.

Hubertushaus holds its annual Oktoberfest celebration with live music from Seven Castles, authentic German food, and drinks in a Festhall.

The Royal Canadian Legion Branch 486 hosts the Blair Witch 25 - Halloween Bash, a celebration inspired by the iconic horror film. Attendees are encouraged to wear their scariest costumes for a chance to win prizes in the costume contest....

This Halloween bar crawl in Hamilton offers access to over four of the city's top bars and nightclubs on October 31st, 2025. Attendees receive a wristband for entry and a map to navigate between venues, enjoying live DJs playing Halloween...

Guelph Halloween Fest 2025 is a 17+ event at Cowboys nightclub, hosted by Motives University. Prizes are awarded for best costumes.

Frosh Fest presents the 17+ University Halloween party for first-year students at Elements nightclub. The event includes costume contests and prizes.

Halloween Fright Night 17+ takes place at Crown Bar & Social, offering a night of spine-tingling scares and eerie surprises. Attendees can enjoy a variety of music genres including EDM, R&B, House, and Commercial, with entry restricted to those aged...