Ancaster Halloween Food, Drink, and Parties 2026

22 Halloween food, drink, and parties in Ancaster and nearby

Illustration of a Halloween costume contest on a small stage with a pumpkin, robot, witch, ghosts, trophy and audience (Josh & Marissa's Stag & Doe: The Boo Before "I Do" Halloween Party)

Josh & Marissa's Stag & Doe: The Boo Before "I Do" Halloween Party

Sat, Oct 17

Hamilton $

Halloween-themed stag and doe featuring costume contests, music, and games.

Illustration of clay figures raising foamy beer steins at wooden tables under a striped tent with pumpkins and leaves (The Prostgarten at The Gaslight District)

The Prostgarten at The Gaslight District

Sep 25 – Oct 4

Cambridge 19 mi Free

Free outdoor Oktoberfest biergarten with live polka bands and Bavarian food.

Oak Fall Market & Food Festival

Sep 18 – Sep 20

Oakville 20 mi Free

Marketplace featuring local artisans, handcrafted goods, and international cuisine.

Illustration of a rustic wooden tent with taps, hop garlands, frothy mugs, barrels and pumpkins at an autumn beer festival (Flavours of Fall Tea by the Grand)

Flavours of Fall Tea by the Grand

Sun, Sep 27

Cambridge 19 mi $$

Seasonal treats, finger sandwiches, bottomless tea, and a heritage garden walk.

Illustration of clay characters in Halloween costumes on a stage with a golden trophy, a ghost and an audience (Trafalgar Road Halloween Costume Party)

Trafalgar Road Halloween Costume Party

Fri, Oct 23

Milton 24 mi $$$

Includes an open bar, dinner buffet, DJ, and costume prizes.

Illustration of a Halloween costume contest on a decorated barn stage with ghosts, a trophy table and pumpkins in front (The Big Halloween Show - Freedom Train)

The Big Halloween Show - Freedom Train

Sat, Oct 31

Hamilton 9 mi $$

Live music from Freedom Train with guest performers and costume prizes.

Illustration of a Halloween costume contest on an outdoor stage with costumed figures, a ghost, a trophy and a watching crowd (Halloween Singles Mixer & Costume Party)

Halloween Singles Mixer & Costume Party

Sat, Oct 31

Oakville 23 mi $$$

Features dinner, a DJ, dancing, and costume contest prizes.

Oktoberfest in the Hammer

Sat, Sep 19

Hamilton 8 mi $

Classic German celebration featuring beer, food, dancing, and traditional tunes.

Illustration of clay figures clinking foamy beer steins at wooden tables under a striped tent with pretzels and pumpkins (Nickel Brook Oktoberfest 2026)

Nickel Brook Oktoberfest 2026

Sat, Sep 26

Burlington 14 mi $$$

Oktoberfest charity celebration supporting the Children's Aid Foundation of Halton.

Illustration of tiny clay musicians playing on a hay stage among pumpkins, bunting and striped booths in autumn (Mississauga Fall Vendor Festival & Makers Market)

Mississauga Fall Vendor Festival & Makers Market

Sep 18 – Sep 20

Mississauga 28 mi Free

Community shopping market featuring local artisans, crafts, and specialty treats.

Flamingos / Bodhi's Escape Halloween Collab

Sat, Oct 31

Guelph 26 mi $$

Live cover bands, costume party, craft brews, and tacos.

Illustration of clay figures in costumes and a floating ghost at a Halloween party with a punch bowl and glowing pumpkins (Pumpkin Spice & Everything Nice Speed Dating (Ages 35-48))

Pumpkin Spice & Everything Nice Speed Dating (Ages 35-48)

Sat, Sep 19

Kitchener 29 mi $$

Speed dating for ages 35 to 48 with a complimentary drink included.

Illustration of costumed figures beside a table with two gold trophies on a hay covered stage with pumpkins and string lights (Halloween Night at Dallas)

Halloween Night at Dallas

Sat, Oct 31

Kitchener 30 mi $

Features live music and a $500 best costume contest.

Illustration of a witch in a pointed hat laying out tarot cards on a round table among pumpkins, candles and a fireplace (Girl-O-Ween! All-women Comedy Show and Halloween Party)

Girl-O-Ween! All-women Comedy Show and Halloween Party

Thu, Oct 29

Kitchener 30 mi $

Features live 80's slasher music, Tarot readings, and costume party fun.

Illustration of clay figures raising frothy beer steins at wooden tables in a tent with pumpkins and string lights (Royal City Brewing Oktoberfest 2026)

Royal City Brewing Oktoberfest 2026

Sep 25 – Sep 27

Guelph 26 mi $$

Three days of craft beer releases, Bavarian eats, and live music.

Illustration of clay figures raising frothy beer steins at wooden tables in a tent with pumpkins and string lights (Oktoberfest 2026 at Habsburg Haus)

Oktoberfest 2026 at Habsburg Haus

Oct 9 – Oct 17

Kitchener 30 mi $$

Oktoberfest party hosted by the Alpine Club featuring a Family Day.

Illustration of clay figures raising frothy beer steins at wooden tables in a tent with pumpkins and string lights (Hubertushaus Oktoberfest 2026)

Hubertushaus Oktoberfest 2026

Sat, Oct 10

Mannheim 32 mi $$

Live music from Seven Castles and authentic German food.

Hubertushaus Oktoberfest 2026

Fri, Oct 9

Mannheim 32 mi $$

Features live music by the Seven Castles and authentic German food.

Illustration of clay figures clinking foamy beer steins at wooden tables under a striped tent with pretzels and pumpkins (Hubertushaus Oktoberfest Family Day 2026)

Hubertushaus Oktoberfest Family Day 2026

Sun, Oct 11

Mannheim 32 mi $

Features authentic German food and music by Seven Castles.

Guelph Halloween Fest

Guelph 26 mi $$

The biggest first-year Halloween party in the city

Illustration of a Halloween costume contest on an outdoor stage with costumed figures, a ghost, a trophy and a watching crowd (Waterloo Halloween Fest (17+))

Waterloo Halloween Fest (17+)

Kitchener 30 mi $$

The city's biggest 17+ first-year Halloween takeover party.

Other Halloween categories in Ancaster

Illustration of a sunny autumn lawn with pumpkins, hay bales, a small tent, a witch and costumed children under orange trees

AncasterFamily-Friendly Fall Activities27 family events

Illustration of a small cottage with glowing windows, ghosts, jack o'lanterns and black cats under a full moon at dusk

AncasterHaunted Experiences8 haunted attractions

Illustration of a pumpkin character and a ghost performing on a lit stage with red curtains before a crowd at night

AncasterHalloween Movies, Theater, and Entertainment3 shows & screenings

Illustration of a Halloween town at night with glowing windows, pumpkins, floating ghosts and a witch flying past a full moon

AncasterUnique Halloween Events19 unique events

About Food, Drink, and Parties in Ancaster

Ancaster presents 29 Halloween happenings. Explore events from Oakville's Blair Witch 25 bash to Mississauga's Fall Vendor Festival, catering to diverse tastes. If you desire adult-only entertainment, consider the 17+ Fright Night in Waterloo. For those preferring local, check out Ancaster events.

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Halloween Events Near Me

22 Halloween food, drink, and parties in Ancaster and nearby

Other Halloween categories in Ancaster

About Food, Drink, and Parties in Ancaster

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