Oshawa Celebrates New Year’s Eve

A blue graphic for Prism Property Management titled "Oshawa Celebrates New Year's Eve" features a nighttime photo of lit Christmas trees and a city building.

Join the official Oshawa New Year’s Eve family-friendly celebration on Wednesday, December 31, 2025, from 6:00 p.m. to 9:00 p.m. at the Delpark Homes Centre. This is an event for the whole family that will include: Free Swimming Swimming will be available at two locations, with wristbands available from 5:45 p.m. At the Delpark Homes […]

Jeff Martin – The Biltmore Theatre, Oshawa

Jeff Martin, a solo artist, multi-instrumentalist, and lead singer of The Tea Party, will perform at The Biltmore Theatre on Thursday, December 18, 2025. The authentic music of Jeff Martin can only be described as a blend of genres, combined with his perfect pitch singing. Incorporating different musical influences from various regions of the globe […]

Candlelight Concerts in Oshawa

Promotional banner for Candlelight Concerts in Oshawa, featuring a string quartet performing surrounded by glowing candles.

One of the most intimate concert series in recent years, Candlelight Concerts are once again returning to The Biltmore Theatre with a special winter program. The magic of Candlelight Concerts is in its unique atmosphere. The artists play, surrounded by beautiful candle arrangements, which create a very personal and immersive setting. This year’s December program […]

Blue Rodeo & Adam Baldwin: Lost Together in Oshawa

Promotional banner for the Blue Rodeo and Adam Baldwin concert in Oshawa, featuring musicians seated at a bar beside the event title.

To all Oshawa fans of the legendary band Blue Rodeo and singer Adam Baldwin, we’re happy to announce that they will both perform at the Tribute Communities Centre on Saturday, December 27, 2025. Blue Rodeo is one of the most recognizable Canadian bands and has been inducted into the Canadian Music Hall of Fame. They […]

John McDermott Family Christmas in Oshawa

A group of four men, including John McDermott in a blue snowflake jacket, stand near a Christmas tree. The image promotes the "John McDermott Family Christmas In Oshawa" event.

Sunday, December 21, 2025, John McDermott, a legendary Canadian singer and songwriter will visit Oshawa Regent Theatre with a Family Christmas 2025 concert. John McDermott, an artist with multiple platinum albums, will perform his own all-time hits, as well as traditional songs, with his talented band of musicians. The concert will feature a warm atmosphere, […]

Holiday Dreams Show in Oshawa

An elf-costumed performer smiles while juggling clubs on stage. The image advertises the "Holiday Dreams Show In Oshawa."

On Saturday, December 13, 2025, get ready for one of the biggest holiday events in Oshawa. “Holiday Dreams – A Spectacular Holiday Show!” is coming to the Tribute Communities Centre. The show includes acrobats, aerialists, comedians, BMX stunt performers, circus artists, and much more. It also features top-notch, high-tech effects like holograms, projection mapping, and […]

George Canyon & Aaron Pritchett Oshawa 2025

A concert crowd watches a band perform on stage under bright red and pink stage lights. The image promotes the "George Canyon & Aaron Pritchett Oshawa 2025" music event.

For all country music fans, we’re happy to announce that two talented musicians, George Canyon & Aaron Pritchett, are coming to Oshawa with their “A Coast To Coast Cowboy Christmas” program. The event will take place on Wednesday, November 26, 2025, at BOND ST Event Centre, starting at 7:00 PM. Multiple-time award winners of the […]

Oshawa Tequila Expo 2025

A woman at a festival is dressed in a vibrant, striped poncho and skirt, wearing a Day of the Dead-style mask with a floral headpiece. She is smiling in a crowd next to a text overlay advertising the "Oshawa Tequila Expo 2025."

For all fans of tequila, good music, and unforgettable experiences, we are happy to announce that the Oshawa Tequila Expo 2025 is coming back to Tribute Communities Centre. On November 22, 2025, starting at 4:00 PM, the wonderful world of tequila, mezcal, mariachi music, and delicious tacos will welcome everyone brave enough to join the […]

Winterfest Vendor Market Oshawa 2025

A nighttime outdoor market scene shows two people walking away from the camera down a brick path lined with trees wrapped in string lights. Picnic tables are visible next to the trees. The image is used to advertise the "Winterfest Vendor Market Oshawa 2025."

Get ready for the holiday season with one of the biggest holiday markets in Oshawa – Winterfest Vendor Market. The event will take place on November 22 and 23, 2025, at the famous Parkwood Estate National Historic Site. The event will take place indoors in the Sunroom (inside the mansion) and the McLaughlin Room (located […]

Bright & Merry Market Oshawa 2025

A dark night photo shows a vintage red trolley bus parked on a street, illuminated by festive pink and white lights. A residential house with glowing windows is visible in the background, next to a text overlay for the "Bright & Merry Market Oshawa 2025."

It’s finally time to start the holiday season! On Friday, November 14, 2025, Oshawa will transform into a miraculous place where wishes can come true. With the help of Santa and his elves, everyone will take part in the upcoming winter holidays. The schedule for this year’s festivities is quite busy. First of all, the […]