November 12, 2023

November marks the transition into colder weather, and with it comes an array of events that are sure to get you into the festive spirit. From lively gatherings to beautiful displays of art and culture, Oakville has something for everyone to enjoy this holiday season.

Check out our list below to get you into the holiday spirit this month:

Light up the Night – November 17 – 5:00 p.m. – 9:00 p.m. (Tree lighting is at 5:30 p.m.)

Take a stroll and enjoy Downtown Oakville’s spectacular holiday lighting. Marking the first night of holiday lighting, celebrate in style with with live entertainment in Towne Square featuring the CW Carolling Champions The Sugar Plums. Take a horse and carriage ride around historic Downtown, or stop by to visit Santa at his cabin in Centennial Square.

Plus, get your holiday shopping started, with participating businesses staying open late!

You can find out more here.

Oakville Santa Claus Parade – November 18 – 9:00 a.m.

Mark your calendar! Santa Claus is landing his sleigh in Oakville for this year’s in-person parade on Saturday, November 18, beginning at 9 a.m. Enjoy a variety of floats, music, and festivities at this much-loved event.

You can find out more about the parade here.

Holiday Handmade Market – November 18 – 10:00 a.m. – 4:00 p.m.

Taking place at Joshua Creek Heritage Centre, this holiday market is a great way to kick-start your holiday shopping! Full of unique gift ideas made by local artisans and small business’, you’re sure to find something for everyone on your list.

Find out more about the market here. Cinema Christmas Market – November 18 – 10:00 a.m. – 4:00 p.m.

Join Film.Ca Cinemas this holiday season for a Christmas market experience full of goods from local makers and small businesses. After you’re done shopping at the market, sit back and enjoy a free Christmas movie screening.

Find out more here.

Bronte Historical Society Christmas Sale – November 18, 10:00 a.m. – 4:00 p.m.

The Bronte Historical Society’s art show and Christmas sale is sure to be filled with unique holiday gifts. Stop by for the art show featuring works by local artists, then shop for gifts from small businesses local to the area.

Find out more here.

Meet Santa at Duran Place for Kids – November 19 – December 22 (multiple dates/times available)

Enjoy the magic of the holidays with your little ones with a visit to Santa! Starting November 19th, head to Duran Place for Kids to share a private 15-minute visit, where you can also grab keepsake photos. Large families and pets are welcome! Reservations needed.

Find out more here.

The Nutcracker – November 24 – 26, (multiple times available)

Experience the magic of the holiday season with The Nutcracker at the Oakville Centre for the Performing Arts. The Oakville School of Classical Ballet’s production brings this timeless and traditional tale to life. Tickets are on sale now!

Find out more here.

Bronte’s 6th Annual Handmade Market – November 25 – 26, 10:00 a.m. – 5:00 p.m.

Bronte is back for their 6th annual handmade market! This event is free to attend, and food will be available for purchase from a local favourite, Zara on Wheels. Enjoy the market, full of beautiful handmade items, perfect for gift giving!

Find out more here.

At Home in Bronte for the Holidays – November 25, 3:00 pm – 7:00 pm.

Ring-in the holiday season with friends and loved ones at the Bronte Village tree lighting celebration! Enjoy holiday treats from local vendors, photos with Santa & Mrs. Claus and festive entertainment. Be sure to get there by 6:00 p.m. for the tree lighting!

Find out more here.

Silent Holiday Disco in Downtown Oakville – November 25 – 6:00 – 10:00 p.m.

Rock out at this year’s silent holiday disco night. Featuring a 60-minute session full of classic Christmas tunes and festive joy, the event is sure to be filled with memorable moments.

Find out more here.

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