PetleyHare's Guide to Holiday Events in Durham Region

'Tis the season to be jolly, and there's no shortage of holiday cheer in the Durham Region! PetleyHare Insurance Brokers is thrilled to present a curated list of upcoming local holiday events in Whitby, Oshawa, Port Perry, Clarington, and Bowmanville. Mark your calendars and join us for some festive fun that will make this holiday season truly magical.

Movember Hike at Heber Down Conservation Area

When: Sunday, November 26, 2023, at 1:00 pm
Where: Heber Down Conservation Area 4

Let's kick off the holiday season with a cause close to our hearts. Join us at Heber Down Conservation Area in Whitby this Sunday for our Movember Hike at 1 pm in Area 4. Lace-up your hiking boots to raise awareness and support for men's health.

We'll be giving away snacks, warm beverages, stickers, and other swag to all participants. It's a fantastic opportunity to enjoy the crisp November air, engage in meaningful conversations, and contribute to a worthy cause. Grab your friends, put on your best mustache (real or fake), and join us for an afternoon of fun and philanthropy.

Whitby Lights the Night

When: Friday, November 24, 2023, at 6:30 pm
Where: Whitby Civic Park, located at 555 Rossland Road East

Whitby Civic Park and Celebration Square will be ablaze with spectacular illuminations this season. The community will come alive with over 100,000 magical lights and ground displays, transforming Downtown Whitby and Brooklin into a winter wonderland. Snowflakes will line the streets of Downtown Whitby, seasonal décor will adorn Downtown Brooklin, and a magnificent 30 ft. tree will stand tall in Civic Park. The grand kick-off of the festive season will occur at Whitby Civic Park, located at 555 Rossland Road East, on November 24, 2023, at 6:30 pm.

Learn more about Whitby Lights the Night

Professors of Funk Friends & Family Christmas Special

When: Wednesday, December 20, 2023, from 6:30 pm to 9:00 pm
Where: 66 Simcoe Street South

Step away from traditional festivities and immerse yourself in the soulful rhythm of the Professors of Funk Friends & Family Christmas Special. Established in 2014, this annual concert for the Back Door Mission has quickly become one of Oshawa and Durham's signature holiday events. Setting the stage at the historic landmark Simcoe Street United Church, built in 1867, the Professors of Funk, a 9-piece powerhouse, will be joined by talented guests in a performance that continues the tradition as an annual holiday highlight. Admission is free.

Learn more about Professors of Funk Friends

Professors of Funk Friends & Family Christmas Special

Port Perry Scugog Santa Claus Parade

When: Saturday, December 2, 2023, from 5:00 pm to 8:00 pm
Where: Port Perry Fairgrounds, 15835 Old Simcoe Road

Roll out the red carpet and pop the popcorn because the Scugog Santa Claus Parade will return in 2023 with the exciting theme of "Christmas at the Movies!" Join the festive procession on Saturday, December 2, from 5:00 pm to 8:00 pm. It's a cinematic celebration as floats adorned with festive lights and decorations roll through town, spreading holiday joy and cheer. Bring the whole family and experience the season's wonder as the parade winds its way through the heart of Port Perry. Admission is free.

Learn more about the Port Perry Scugog Santa Clause Parade

Moonlight Magic & Christmas Market

When: Friday, December 1, 2023, from 5:00 pm to 9:00 pm
Where: Temperance Street

Embrace the enchantment of Moonlight Magic & Christmas Market in Clarington on Friday, December 1, 2023, from 5:00 pm to 9:00 pm on Temperance Street. Join the annual Christmas tree-lighting ceremony at 6:30 pm, featuring children's entertainment, carol singing, and a visit from Santa himself. Before the ceremony, indulge in complimentary horse-drawn wagon rides along the main street, explore the Christmas Market for unique handmade items, and enjoy dinner, snacks, and hot drinks from vendor tents or downtown restaurants. Don't miss the chance for extended shopping hours until 9 pm at downtown small businesses – a one-night-only opportunity! Admission and parking are free.

Learn more about Moonlight Magic & Christmas Market

Pingles Farm Market Christmas Fest

When: Weekends from December 2 to 17, 2023
Where: 1805 Taunton Rd, Hampton, ON L0B 1J0

Get ready for a jolly time at Pingles Farm Market Christmas Fest! This festive extravaganza offers a variety of delightful activities:

  • Visits with Santa: Meet Santa in person!
  • Pictures with Santa: Capture magical moments on your phone.
  • Storytime on the Winter Wagon Ride: Enjoy tales on a cozy wagon ride.
  • Live music & shows in the greenhouse: Experience the holiday spirit with entertainment.
  • Rudolph’s Pancake Kitchen in the greenhouse: Savor delicious pancakes in a festive setting.
  • DIY Christmas Craft: Unleash your creativity with holiday crafts.
  • Festive Eats & Treats: Indulge in seasonal delights.
  • Cozy Bonfires: Stay warm by the bonfire.
  • Shopping at Mistletoe Market: Find unique gifts.
  • The Pingle’s Christmas Tree Lot: Pick the perfect tree for your home.

Book your tickets to Pingles Christmas Fest today!

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