The Big Bryson Raffle!


For the past 12 years, the front yard of our Bayly Street office has been transformed into a pumpkin patch, attracting residents from our local community and beyond.  Ghouls, goblins and everything else Halloween have made Bryson Insurance their favourite haunt every October, taking in the various fun-filled activities and, of course, picking up their free pumpkins – all in the name of charity.

COVID-19 has uprooted our plans for this year’s 13th annual spooktacular event and no one is more upset than our Bryson staff.  This has become a favourite date amongst our team.  We realized, however, that we weren’t going to be able to deliver on bringing fun, laughter and a sense of community while ensuring the safety of everyone involved was at the top of our agenda.

That’s when our masks came off and we went to work on a plan to keep our Pumpkin Day alive in the hearts of all involved while offering much needed support, especially during these extremely challenging times, to COPE Mental Health Program.

We’re taking our event online with a virtual Pumpkin Day Raffle with every dollar collected going to COPE.

How to Participate?

To participate in the raffle follow these simple steps:

  1. Make a donation to COPE at
    • $1 dollar = 1 ballot in the raffle
    • Make your donation public (so we know you made the donation!)
    • If you donate $25 or more, you will receive 10 bonus ballots!
  2. Complete the form on this page so we can share the draw results
  3. Join our Facebook page for the Live Draw on October 30th! (

How does the draw work?

All virtual ballots will be entered in for EVERY prize! You could win every prize! We will draw the winners during a Facebook Live on the Facebook Event Page on October 30th. Depending on the prize and on keeping everyone safe, we will ship the prize to your home or, if it makes sense, arrange time for you to pick-up the prize.

Share Our Event! Choose Your Platform!

Want to know if you’re a winner or stay in the loop with new prizes?

Fill out the information box below to be notified of new prize additions, live draw time and to receive notice of the winners!

Thank you for participating!

Stay up to date on all new prizes by joining the Facebook event page!

Thank You To Our Sponsors

You could win these great prizes while supporting an important cause!

Brock Street Brewing Company’s Advent Calendar

Ho! Ho! Whoa!! Advent calendars are not just for kids anymore! The best way to celebrate the month of December! This holiday beer case is filled with 24 different craft beers! No duplicates! Check out all that Brock St. Brewing Company has to offer at!

$25 Gift Card to Pizza Pino!

Mouth watering yet? Pizza Pino has mastered their craft of super yummy pizza. Taste the quality in every bite! Visit to choose which mouth watering pizza you want to order!

A Dozen Artisan Cupcakes from Cupcake Junkie!

Probably the best cupcakes you have ever tasted made fresh right in the heart of Whitby. Fresh, Gourmet and Home-baked Sweets. Visit to start dreaming of the 12 cupcakes you are going to choose today!

$25 of Delicious Pub Food at the Royal Oak (Whitby Locations)

The Royal Oak Pubs serve a wide variety of food with great selection of beers on tap. Whether looking for comforting pub food, healthy food that tastes good or something that fits in your keto diet the Royal Oak has you covered. Visit The Royal Oak Pub website to start planning your celebratory meal today!

Amazon Echo Dot

Use your voice to play a song, artist, or genre through Amazon Music, Apple Music, Spotify, SiriusXM, and others. With compatible Echo devices in different rooms, you can fill your whole home with music. Also listen to Audible, podcasts, radio stations, or pair with Fire TV to voice control movies and entertainment.

LeapFrog Mr. Pencil’s Scribble & Write

Have fun writing letters, numbers and more with Mr. Pencil’s Scribble & Write! With the help of friendly Mr. Pencil, explore six activities that will introduce writing, drawing and spelling. Step by step, Mr. Pencil will show how to write numbers, shapes, uppercase letters and lowercase letters. Use the stylus on the touch screen to trace the numbers, letters and shapes and Mr. Pencil will provide instant feedback.

new sprouts Camp Out! 11 piece set

Develop imaginative role play while camping out in the comforts of home. Pieces are soft, durable and easy for little hands to grasp. 11 piece set includes 2 logs with flame, glow-in-the-dark lantern, fork, hot dog, marshmallow, chocolate bar, 2 graham crackers, and duffle bag.

The 7 Habits of Highly Effective Teens

The Seven Habits of Highly Effective Teens is a 1998 bestselling self-help book written by Sean Covey, the son of Stephen Covey. The book was published on October 9, 1998 through Touchstone Books and is largely based on The Seven Habits of Highly Effective People.


The Outset Professional BBQ Tool Set includes locking tongs, a spatula, and a grill fork. Gorgeous, durable, dimensionally stable, and both weather and moisture resistant, this 3-piece BBQ Tool Set belongs to the highest caliber of grill ware. The Pakka wood handles are an outstanding blend of natural hardwoods for exceptional quality and long-lasting beauty.

Holy Stone HS165 GPS FPV Drone

  • SAFE GPS RETURN HOME– Do not worry about losing the drone with GPS positioning, it can return to home precisely whenever it runs out of power or loses connection in the GPS mode or you press one key return.
  • FUN INTELLIGENT FLIGHT– The drone is equipped with FOLLOW ME, CIRCLE FLY, and TAP FLY. It is able to follow you automatically.
  • EASY TO FLY– The GPS device and altitude hold control system allow the drone to hover stably.

$50 Gift Certificate to Reed’s Florist Shop

Brighten up your day or deliver a bouquet to someone you care about. Reed’s specializes in fresh flowers and have a beautiful selection! Bring freshness to your life by visiting!

A $25 Gift Card to Michael Kelly’s Restaurant

Many remember eating here when they were just kids. They still make all of our recipes on the premises. All menu items contain the freshest ingredients available, with no preservatives, and are made to order, Prepared with love! Plan your family outing at,

An 8×8 inch Custom Pet Portrait from Garbaroo Co.

Made using hand-stretched canvas, expertly crafted to ensure longevity on gallery-style canvas stretchers. Perfect for hanging right away. Professional quality oils used and ensure a unique, vibrant colour consistency. Bonus: water resistance! Each painting is created using your pet’s reference photos and handmade with love. A perfect gift for a memorial or just to celebrate the love you have for your pet! See more art at!

$25 Gift Card to Eggsmart Whitby Shores

Brunch? Breakfast? Lunch? Yes please! Classic hearty meals made with love. Plan your brunch date at Eggsmart Whitby Shores!


The Keurig’s main appeal is how freaking simple it is. You just fill up the water tank, pop in a pod, press start, and you’ll have coffee in less than a minute. This means you won’t have to grind coffee beans, figure out how much coffee and water you actually need, or wait for a whole pot to brew. It’s that easy.

brain builders KEVA

KEVA Brain Builders

Approach KEVA from a whole new angle! Full-color cards include a 2-D building challenge on one side and the solution on the other. Manipulate your KEVA planks to successfully duplicate the balance, proportion, composition and geometry featured on each card. Includes 20 KEVA planks, 30 double-sided cards and instructions in a zippered carrying case.

RING Video Doorbell

See who’s there with Ring. Answer the door and check-in on home at anytime from anywhere. Battery-powered or wired, Ring has smart security solutions for every house or apartment.

Smart Lab Toys: Smart Circuits: Electronics Lab

Explore unlimited electronic projects to create working games and gadgets. Complete the circuit to make a quiz show game, an electronic drum Kit, a motion-sensing room alarm, and much more using 10 Smart modules and the powerful microprocessor module. Learn about electrical engineering as you play with the multi-dimensional base board and real electronic components. The 48-page Lab book includes step-by-step instructions for building 50 sophisticated circuit builds that teach kids about electronics, light, and sound, plus endless options to build custom creations!.

LEGO Chain Reactions: Design and build amazing moving machines

LEGO Chain Reactions is packed full of ideas, instructions, and inspiration for 10 LEGO machines that spin, swing, pivot, roll, lift, and drop. Each machine alone is awesome, but put them together and you get incredible chain reactions. Then, combine the machines in any order you like to create your own chain reactions. Our team of experts worked with educators and 11-year-olds to invent the machines, then wrote a book that teaches the skills (and some of the physics behind the fun) kids need to create their own amazing chain reaction machines.

More Prizes to Come!