September is the perfect time to explore Burlington and the surrounding communities, with a full calendar of festivals, family activities, cultural celebrations, outdoor adventures, and seasonal traditions. From Canada’s Largest Ribfest at Spencer Smith Park and the Royal Canadian Circus at Burlington Centre to the Appleby Line Street Festival, there are plenty of exciting things to do in Burlington throughout September 2026.

Families can also discover memorable events across Oakville, Hamilton, Waterdown, and Ancaster. Enjoy yoga at Bronte Creek Provincial Park, live music and art at Supercrawl, classic vehicles at British Car Day, pop culture fun at Hamilton Comic Con, and traditional fall entertainment at the Ancaster Fair. Nature lovers can join a family birding experience at the Royal Botanical Gardens, while food lovers, collectors, and community supporters will find markets, expos, festivals, and local gatherings to enjoy.

Whether you are planning a weekend outing, looking for family-friendly entertainment, or simply want to experience more of the local community, this September events guide has something for everyone. Clinton Howell has gathered the top Burlington and surrounding area events to help you make the most of the month, connect with your community, and enjoy everything the region has to offer together.

Top Burlington and Surrounding Community Events for September 2026

Yoga in the Park with Stacey

Date: September 1st, September 8th and September 15th at 6:30pm.
Location: Bronte Creek Provincial Park, Oakville
Ease into September with a peaceful outdoor yoga session surrounded by nature. Families with older kids or teens can bring a mat, stretch under the evening sky, and enjoy a calm reset before the fall routine begins.

Ontario Quarter Horse Summer Finale

Date: Tuesday, September 1 to Sunday, September 6, 2026, 9:00 a.m. to 4:00 p.m.
Location: Ancaster Fairgrounds, 630 Trinity Road South, Ancaster
A great outing for horse-loving families. Watch skilled riders and beautiful Quarter Horses compete through polished patterns, championship moments, and show-ring action at one of Ancaster’s busiest event venues.

Royal Canadian Circus

Date: Thursday September 3rd to Monday, September 7, 2026
Location: Burlington Centre, 777 Guelph Line, Burlington
Big-top excitement comes to Burlington with acrobats, high-wire thrills, circus artistry, lights, music, and a high-energy show designed for all ages. A fun indoor pick for families looking for something memorable over the long weekend.

Canada’s Largest Ribfest

Date: Friday, September 4th to Monday September 7th
Location: Spencer Smith Park, Burlington
A huge waterfront festival weekend with smoky barbecue, live entertainment, games, face painting, midway rides, and a family-friendly Kid Zone. Come hungry and ready for a lively Burlington tradition by the lake.

Supercrawl Presents an All-Ages Day Party

Date: Saturday, September 5, 2026, 12:00 p.m. to 3:00 p.m.
Location: Bridgeworks, Hamilton
A daytime dance party made for music fans of every age. Families can enjoy a lively, welcoming atmosphere, move to the music, and get an early taste of Supercrawl energy before the main festival weekend.

Family Birding: Summer

Date: Sunday, September 6, 2026, 8:30 a.m. to 10:30 a.m.
Location: RBG Arboretum, 16 Old Guelph Road, Burlington
A fresh-air morning for curious kids and nature-loving families. Bring binoculars, listen for calls, spot feathered visitors, and learn how to turn a simple walk into a fun birding adventure.

Ancaster Toy & Collectibles Expo

Date: Monday, September 7, 2026, 9:30 a.m. to 2:30 p.m.
Location: Ancaster Fairgrounds, 630 Trinity Road South, Ancaster
A treasure hunt for kids, collectors, and nostalgic grown-ups. Browse toys, comics, cards, action figures, retro games, collectibles, and pop culture finds, with free admission for children under 12 when accompanied by an adult.

Supercrawl

Date: Friday, September 11 to Sunday, September 13, 2026
Location: James Street North, Downtown Hamilton
Hamilton’s huge arts and music festival takes over James Street North with live performances, visual art, vendors, food, creative installations, and family activities. It is one of the most exciting ways to experience downtown Hamilton.

Golden Horseshoe Chapter Chicken Roast

Date: Thursday, September 17, 2026, 4:30 p.m.
Location: Connon Nurseries, 656 Robson Road, Waterdown
A relaxed community-style evening at Connon Nurseries with a warm, social atmosphere. It is a nice Waterdown outing for families who enjoy casual local events, garden-centre surroundings, and a simple night out together.

Asian Heritage Festival

Date: Saturday, September 19, 2026, 11:00 a.m. to 7:00 p.m.
Location: Fowley Park, 95 Fowley Drive, Oakville
A colourful community celebration filled with live performances, cultural booths, games, vendors, and food trucks. Families can explore traditions, music, and flavours in a friendly park setting.

Hamilton Comic Con

Date: Saturday, September 19, 2026, 10:00 a.m. to 5:00 p.m.; Sunday, September 20, 2026, 10:00 a.m. to 4:00 p.m.
Location: Hamilton Convention Centre, 1 Summers Lane, Hamilton
A pop-culture weekend packed with cosplay, comics, collectibles, celebrity guests, panels, and fan fun. Families can dress up, shop unique finds, and enjoy a high-energy convention experience together.

Appleby Line Street Festival

Date: Sunday, September 20, 2026, 1:00 p.m. to 5:00 p.m.
Location: Appleby Line between Fairview Street and New Street, Burlington
Appleby Line turns into a car-free community celebration with vendors, live music, food trucks, and a kid zone. It is a cheerful Sunday afternoon event with plenty for families to see, taste, and enjoy.

British Car Day

Date: Sunday, September 20, 2026, 9:00 a.m. to 4:00 p.m.
Location: Bronte Creek Provincial Park, 1219 Burloak Drive, Oakville
A dream day for car-loving families. See more than 1,000 British cars, from classic roadsters to polished collector favourites, all gathered in one beautiful park setting.

Ancaster Fair

Date: Thursday, September 24 to Sunday, September 27, 2026
Location: Ancaster Fairgrounds, 630 Trinity Road South, Ancaster
A classic fall fair experience with country charm, family entertainment, exhibits, fair food, and plenty of local tradition. It is one of Ancaster’s signature community events and a great way to welcome fall.

Waterdown Farmers’ Market Sponsor Tent Day

Date: Saturday, September 26, 2026, 8:00 a.m. to 1:00 p.m.
Location: Royal Canadian Legion Branch 551, 79 Hamilton Street North, Waterdown
A cozy Saturday morning market with fresh produce, baked goods, local vendors, and a special sponsor tent date for the season. Families can grab treats, meet growers, and enjoy that friendly Waterdown village feel.

Open Streets Hamilton

Date: Sunday, September 27, 2026, 10:00 a.m.
Location: King Street East, Hamilton
A fun, active community event where King Street East closes to vehicle traffic so families can walk, bike, roll, and play freely. The route includes family-friendly activations, physical activity stations, and live entertainment, making it a great fit for all ages.