Things To Do In Durham Region May 23nd – May 30th, 2025 (& beyond!)

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1. Food Truck Frenzy Whitby

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When?

  • Today – May 25th
  • 11am – 8pm

Where?

  • Iroquois Park Sports Centre
  • 500 Victoria St W, Whitby

What?

Join for a day of food and fun for the whole family!

  • Food Trucks
  • Markets
  • Kids fun zone and more!

Cost?

  • $5 per person
  • Under 14 FREE!

More Info?

2. Murder Mystery at The George Stanley

Omnious picture at night of the newly transformed themed hotel The George Stanley Inn with a picture of a revolver in a box and script entitled Murder at the George Stanley
Ontario’s newest themed hotel is having a their grand opening event May 30th. This unique unveiling will be a Murder Mystery giving guests a behind the scenes tour while enjoying an evening of suspense during their interactive murder mystery experience!

When?

  • May 30th
  • 7pm

Where?

  • The George Stanley Inn
  • 217 Queen St. Port Perry, Ontario

What?

Join for an evening of secrets, suspense and socialization at the grand opening party of the George Stanley Hotel!

  • Interactive Murder Mystery Event
  • Meet and greet of the characters who “inhabit” the rooms at this new themed hotel
  • Dress Code channel your best 1940’s attire
  • Champagne Toast
  • Hors D’oeuvres
  • Unique Character bio
  • 1940’s style music
  • A chance to go behind the scenes each room and discover clues along the way!

Cost?

  • $60 per person includes all of the above! Limited spots don’t miss out!

More Info?

@thegeorgestanley

3. Pingle’s Tulip Days

When?

  • It’s their last weekend!
  • 10am – 7pm (last entry at 6pm)
  • Thursday – Sunday

Where?

  • Pingle’s
  • 1805 Taunton Rd, Hampton, ON

Cost?

  • General Admission $17.95
  • Photographer’s Pass $150
  • Doggy Ticket $10

What?

General Admission Includes:

  • Access to the 5 acre Tulip Field
  • Over 500,000 stunning blooms
  • Photo Prop Stops
  • The NEW Animal Barn
  • Wagon Rides
  • Pingle’s Playland
  • Live Music (on weekends)
  • Specialty Foods and drinks (on weekends extra $)
  • Market and Bakery (extra $)
  • Option to upgrade your experience by picking-your-own bouquet or crafting one from pre-picked stems at the bloom bar (extra $)

More Info:

Visit https://pinglesfarmmarket.com for more information or to buy your tickets!

4. Huntingtons Society Fundraiser Walk

When?

  • May 25th
  • Registration 10am
  • Walk starts at 11am – 3pm

Where?

  • Bowmanville Memorial Park
  • Liberty St.

Other exciting activities?

  • Jumping Castle
  • Face Painting/Playground
  • Lions Club BBQ
  • Spikeball Tournament

More Info?

  • All donations will be matched by an anonymous doner

5. Ajax Rotary Ribfest

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When?

  • May 23rd, 24th and 25th
  • 11am – 8pm

Where?

  • Ajax Downs Casino
  • 50 Alexander’s Crossing, Ajax

Other exciting activities?

  • Live Music

Cost?

  • Donations at gate

May 23rd & beyond!

6. Indigenous Cultural Celebration

When?

  • May 31st
  • 12pm – 4pm

Where?

  • Ed Broadbent Waterfront Park
  • 169 Harbour Rd

What?

Join for an evening of secrets, suspense and socialization at the grand opening party of the George Stanley Hotel!

  • Family Area – Storytelling, crafts and interactive activities
  • Education Area – Water teachings, workshops and demonstrations
  • Vendors – Food, merch, artwork and creations
  • Main Stage – hand drumming, traditional dancing, storytelling and more

More Info?

  • Parking available at the paved parking lot attached to the park

7. Career Fair!

Inclusive hiring is smart business and at this career fair you’ll meet jobseekers who are ready to work and bring fresh perspectives!

When?

  • May 31st, 2025
  • 11am – 3pm

Where?

  • 1 Jim Flaherty St. Whitby, ON

What?

  • Career Fair

More Info?

8. The Three Musketeers

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When?

  • June 8th, 2025
  • 11am – 12pm

Where?

  • 1025 Cragg Road, Uxbridge
  • Forsythe Family Farms

What?

Join for an interactive and family-friendly morning with lots of laughs.

Cost:

  • $40 for a family pass (2 adults up to 4 children)
  • $10 per person
  • Under 2 free

More Info:

9. Damn Good Comedy Show

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When?

  • June 21, 2025
  • Doors open 6pm
  • Show 7pm

Where?

  • 248 Kingston Rd, E, Ajax
  • Cineplex Cinemas

What?

Join for an evening of laughs starting their new partnership journey with Cineplex! Special guests include:

More Info:

10. 5th Annual Youth Talent Showcase

When?

  • Saturday, August 16th, 2025
  • 12pm

Where?

  • 1867 Valley Farm Rd, Pickering
  • Chestnut Hill Developments Recreation Complex

What?

A captivating celebration of talent where young individuals showcase their boundless talents

  • Ages to participate = 14 – 30
  • Ages to spectate = ALL AGES

Cost?

  • FREE

More Info:

  • Youth can receive honourariums or community hours!
  • Youth Performer, Vendor, or Volunteers check out this LINK here for more information!
  • Contact [email protected] or (905) 409-0299
  • @durhamfcc_

11. Summer Shoppers Market and Family Fun Day

When?

  • Saturday, July 26th, 2025
  • 12pm – 8pm

Where?

  • 1867 Valley Farm Rd, Pickering
  • Chestnut Hill Developments Recreation Complex

What?

  • Shopping
  • Live entertainment
  • Food and Refreshments
  • Prizes and giveaways
  • Live videos and photos
  • Special Guest Hosts, Celebrities and Socialites
  • Door Raffles and more!

Cost?

  • FREE

More Info:

12. Brooklin Spring Fair

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When?

  • June 5th, 6th, 7th & 8th, 2025
  • 11am – 12pm

Where?

  • Brooklin Memorial Park 67 Windchester Rd. E.
  • Luther Vipond Arena

What?

Join for an interactive and family-friendly morning with lots of laughs.

Cost:

  • $20 adults
  • $15 Students valid ID
  • $6 ages 6 – 12
  • Children under 5 are free
  • Discounts available for advance purchases online
  • Weekend passes available

More Info:

  • All ages

Open Registrations!

13. Belle Wood Summer Camp

  • Book your summer camp experience now!

More Info:

14. 5th Annual Youth Talent Showcase

Registration to participate or volunteer is open now!

When?

  • Saturday, August 16th, 2025
  • 12pm

Where?

  • 1867 Valley Farm Rd, Pickering
  • Chestnut Hill Developments Recreation Complex

What?

A captivating celebration of talent where young individuals showcase their boundless talents

  • Ages to participate = 14 – 30
  • Youth can receive honourariums or community hours!
  • Youth Performer, Vendor, or Volunteers check out this LINK here for more information!
  • Contact [email protected] or (905) 409-0299
  • @durhamfcc_

Now that you know what’s going on this week, don’t delay, some of these events are happening today!Things To Do in Durham Region

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