Featured Events in Pickering in July, 2025 (August Updated)

Welcome to the Cherrywood Concert Series! Join us for a night of live music at 405 Third Concession Rd. This year, we will have Bradley Hale and his band who played Boots and Hearts in 2024! We will also welcome back Jonesy's Catering. All profit will be donated to the Heart and Stroke Foundation in memory of Paul Somerville. We will also be collecting food for local food banks in support of food insecurity. Mark your calendars and come and join us at the Cherrywood Concert Series! Important details: Event will occur rain or shinePlease park on the south side of the streetPlease bring chairs, bug spray etc. Information Source: eventbrite

Pickering FC Women's L1O at Pickering FC. Single game day pass at Pickering FC: $10 Come watch the Pickering FC Women take on Whitby FC Women in an exciting soccer match at the Kinsmen Park Turf Field*. Cheer for your favorite team and enjoy a thrilling afternoon of sports action. Don't miss out on this epic showdown between two talented teams. Grab your friends and family and join us for a fun-filled day of soccer! *The venue may be subject to change Information Source: Pickering Football Club L1O | eventbrite

Pickering FC Women's L1O at Pickering FC. Single game day pass at Pickering FC: $10 Come watch the Pickering FC Women take on Hamilton United Women in an exciting soccer match at the Kinsmen Park Turf Field*. Cheer for your favorite team and enjoy a thrilling afternoon of sports action. Don't miss out on this epic showdown between two talented teams. Grab your friends and family and join us for a fun-filled day of soccer! *The venue may be subject to change Information Source: Pickering Football Club L1O | eventbrite

Get ready for a day of fun, games, and community at the Summer Together – Family Sports Day! This event is all about bringing the Pickering youth community together for some friendly competition and summer fun. We’ll have organized games like basketball and soccer, plus plenty of time to just hang out, cheer each other on, and enjoy the sunshine. 🗓 Date: July 13, 2025 📍 Location: St. Mary's Soccer Field and Outdoor Basketball Court 🎯 Who’s It For: The Pickering youth community — all skill levels welcome! 🍽 Food Provided: Hot dogs, chips, cookies, juice boxes, and freezies to cool down Come ready to play, laugh, and connect — we can’t wait to see you on the field or court! Information Source: Sanctus Church | eventbrite

Get ready for a day of fun, games, and community at the Summer Together – Family Sports Day! This event is all about bringing the Pickering youth community together for some friendly competition and summer fun. We’ll have organized games like basketball and soccer, plus plenty of time to just hang out, cheer each other on, and enjoy the sunshine. 🗓 Date: July 13, 2025 📍 Location: St. Mary's Soccer Field and Outdoor Basketball Court 🎯 Who’s It For: The Pickering youth community — all skill levels welcome! 🍽 Food Provided: Hot dogs, chips, cookies, juice boxes, and freezies to cool down Come ready to play, laugh, and connect — we can’t wait to see you on the field or court! Information Source: Sanctus Church | eventbrite

Pickering FC Men's L1O at Pickering FC. Single game day pass at Pickering FC: $10 Come watch the Pickering FC Men take on Sudbury Men in an exciting soccer match at the Kinsmen Park Turf Field*. Cheer for your favorite team and enjoy a thrilling afternoon of sports action. Don't miss out on this epic showdown between two talented teams. Grab your friends and family and join us for a fun-filled day of soccer! The venue may be subject to change. Information Source: Pickering Football Club L1O | eventbrite

The VIP upgrades include: Exclusive Meet & Greet with DebbiePersonal photograph with Debbie taken by tour photographerOfficial VIP LaminateEarly access to tour merchandiseThe VIP Side Stage Experience has no more than 10 DG Fans per show with up close and personal access in the wings or onstage (at venue discretion) and a guaranteed onstage moment! The VIP upgrades do not inlucde a concert ticket. You must also purchase a concert ticket. Debbie will be happy to autograph 2 outside memorabilia items and a camera selfie will be allowed at the Meet & Greet. Please be considerate of other attendees and have your camera/phone ready. No refunds or exchanges; all packages and contents are non-transferable; all sales are final. All package elements will be rendered invalid if resold. You must have a concert ticket to purchase a VIP upgrade. Concert tickets available via debbiegibsonofficial.com/tour. VIP instructions will be sent via email one to three days prior to the concert. All VIP package items and experiences are subject to change. Please note that the information provided at the time of purchase (e-mail) is the same information that will be utilized for individual contact requirements where applicable. The artist, tour, promoter, ticketing company, venue or any other affiliated parties are not responsible for outdated or inaccurate information provided by the consumer at the time of purchase. If you have any questions regarding your VIP package elements or have not received your package information within one day of the concert date, please email VIP@DebbieGibsonOfficial.com. Information Source: Team Deb | eventbrite

Pickering FC Men's L1O at Pickering FC. Single game day pass at Pickering FC: $10 Come watch the Pickering FC Men take on Borough Men in an exciting soccer match at the Kinsmen Park Turf Field*. Cheer for your favorite team and enjoy a thrilling afternoon of sports action. Don't miss out on this epic showdown between two talented teams. Grab your friends and family and join us for a fun-filled day of soccer! The venue may be subject to change. Information Source: Pickering Football Club L1O | eventbrite