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Events as special as the season

Exciting local seasonal themed events and special promotions await you during the Oshawa Holiday Experience. There's definitely something for everyone!

Interested in having your holiday event listed?

The more the merrier! We're looking for holiday themed events. Simply click the button below to be taken to a short form. Fill out the info as accurately and a briefly as possible and our team will take it from there.

*Note: Your business or event must be located in Oshawa.

Columbus Community United Church

Outdoor Christmas Market

25-11-08, 3:00 p.m.

The popular Columbus United Church Outdoor Christmas Market and day of fun for all is happening Saturday November 8th. Amazing Christmas Shopping for everyone. Come out and find that perfect gift and browse the many vendors at the market. Bring the kids as Santa Mrs. Claus the Grinch and more will be there. Experience the holiday market in the Christmas wonderland of Columbus where everyone can participate in the games photo ops delicious lunch with the Charles H. Best Diabetes Centre and their famous foods. Be sure to put Columbus on your market tour November 8th. We are one block north of ETR 407 on Simcoe Street in Oshawa. Hot cider and indoor vendors too.

City of Oshawa

Bright and Merry Market

25-11-14, 10:00 p.m.

Friday, November 14 5 p.m. to 9 p.m. City Hall, 50 Centre St. S. to Memorial Park, 110 Simcoe St. S. Kick off the holiday season at the Bright and Merry Market in November. Held in downtown Oshawa, experience a holiday market, seasonal displays, live entertainment, buskers, and a holiday trolley. Finish your visit by snapping a photo with Santa, along with the tree lighting at 8 p.m. Bright & Merry visitors are encouraged to bring a non-perishable food donation to support Feed the Need in Durham. Donation bins will be located at City Hall, The Robert McLaughlin Gallery, and Oshawa Public Libraries - McLaughlin Branch, for the duration of the event.

Parkwood Estate

Holiday Clay Earring and Charm Necklace Workshop

25-11-16, 2:30 p.m.

🎄Holiday Clay Earring/Necklace Workshop Learn how to make your own customized pair of holiday clay earrings and necklace. Presented to you by Jamie of Get Clayed. Choose between a Christmas tree or holiday ornament style. Learn the basics of creating beautiful lightweight holiday earrings to elevate that perfect Christmas outfit. You will be able to use your creativity and customize your earrings to suit your own personal style with step-by-step instructions. All materials will be provided, no experience is required. While your earrings are baking you will create a necklace of your choice. You will have access to a carefully curated high end charm bar stocked full of gold plated, zircon, sterling silver, stainless steel and enamel pendants. You can choose between an 18k gold plated or 925 sterling silver plated necklace (1 charm with this option) or make a charm necklace (up to 5 charms with this option). 🎄 What's included • All tools and materials required to make your custom holiday earrings • A carefully curated high end charm bar to create your personalized necklace • Earring/necklace card, polishing cloth and organza bag to store your jewelry • Guidance in earring/necklace design to make each piece unique

Regent Theatre

The Debaters Live On Tour: 20th Anniversary Holiday Special

25-11-17, 12:30 a.m.

The Debaters have been entertaining Canadians on the airwaves for 20 years this September. To celebrate all the great laughs and questionable facts from the past two decades we’re crossing the country with a holiday tour for all ye faithful fans and listeners. Joining host Steve Patterson on this hilarious sleigh ride are a couple of his favourite debating elves ready to deliver a delightful evening of stand-up comedy and two joke-filled debates in the format made famous on CBC Radio. Book your tickets now to avoid the holiday rush!

Regent Theatre

Tartan Terrors Celtic Christmas

25-11-22, 1:00 a.m.

Welcome to a Tartan Terror Christmas! The Tartan Terrors Christmas show is a mix of Celtic and Classic Christmas, as well as wonderful Hogmanay tunes to round out the evening. The show will be filled with many moments that warm the heart and make you laugh with friends and family. Tartan Terrors bring their Celtic Invasion to festivals and shows across North America, blending the energy of a rock show with humour and stepdance. With a distinctive sound and a proud tradition of making Celtic music fun and accessible to any audience, the Terrors have played big stages across North America, including Market Square, St. John NB, sharing the stage with Scott Helman, and The Beaches, and the Celtic Music & Craft Beer Festival in Dunedin, Florida, with Eileen Ivers. Recommended Age: 14+ Age Restriction: 5+

Parkwood Estate

Deck the Halls: Christmas at Parkwood

25-11-25, 12:00 a.m.

Come join us for an exclusive sneak peek of our stunning Christmas décor at Parkwood before Christmas tours become available to the public and get into the holiday spirit! Five talented local designers will help transform rooms on the main floor of our historic house, each decorating a unique tree and surrounding space. Guests will have the opportunity to circulate through the festive spaces and hear from each designer about their designs. Then join us in the Sunroom for some light refreshments and some interesting Parkwood Christmas lore as told by our Curator. The evening will end in holiday cheer with the Whitby Courthouse Choir bringing the spirit of the season to life through Christmas carols. Participating Designers: Michelle Peer - 2Co. Design Christine Elliott - Christine Elliott Designs Mike Gibbs – Mike Gibbs Designs Sarah Paul - J'aime Desserts Diana Calderwood - Calderwood House A majority of this event takes place in our Sunroom/Loggia, there are several steps to the lower level. If anyone in your party has mobility issues please do let us know a minimum of 7 days in advance of the event.

Pierre Elliott Trudeau
Public School

Holiday Market at Pierre Elliot Trudeau Public School

25-11-29, 3:00 p.m.

Free entry! Join for over 25 vendors, raffles, surprises and more!

Parkwood Estate

Holiday Gemstone Bracelet Making Workshop

25-11-30, 3:00 p.m.

Get into the festive spirit and create meaningful, handmade gifts in our special Holiday Gemstone Bracelet-Making Workshop! Join Janine of Mindfully Created as we celebrate the warmth and joy of the season. During this workshop, you’ll design and make 2 custom gemstone bracelet stacks (4 bracelets total)—perfect to keep or share with someone special. What to Expect: • A wide selection of gemstone beads, each with unique qualities so you can create a piece that is perfect for you or for a special gift • All tools and materials provided • Guidance in bracelet design and bead selection to make each piece unique • A guided meditation Come on your own, with a friend, or with family—this workshop is a wonderful way to relax, connect, and craft something heartfelt. Leave with four unique bracelets that carry the spirit of the holidays, whether as gifts or as a personal reminder of the season’s warmth and joy. Age limit/recommended starting age - This workshop would be best for 14+. If younger, its recommended that the participants have comfort with engaging with meditation. What's included • A wide selection of gemstone beads, each with unique qualities so you can create a piece that is perfect for you or for a special gift • All tools and materials provided • Guidance in bracelet design and bead selection to make each piece unique • A guided meditation

Parkwood Estate

Holiday Wreath Workshop

25-12-03, 10:30 p.m.

Kick off your holiday decorating by joining us in our restored Parkwood Greenhouses. You will use seasonal fresh décor to create a period-inspired Christmas wreath perfect for your holiday décor. At the conclusion of this event, you will enjoy a quick look into the additional Greenhouses, all led by our Greenhouse Grower. All supplies are included. What's included 8" Wire Wreath Variety of Winter Greens Accessories Christmas Balls Pinecones Ribbon

Durham Region Events

Oshawa Christmas Market

25-12-06, 3:00 p.m.

Mark your calendars because the Oshawa Christmas Market is coming to town — and it’s going to be a festive day filled with holiday magic, shopping, and family fun! 🎅✨ 📅 Date: Saturday, December 6th 🕙 Time: 10 AM – 3 PM 📍 Venue: Woodview Park Community Centre, Oshawa ✨ What to Expect: 🎁 Unique Local Vendors with Handmade Gifts & Holiday Finds 🍪 Delicious Treats & Festive Goodies 🎅 Meet & Take Photos with Santa 🎄 Cozy Christmas Vibes & Family Fun Whether you’re shopping for one-of-a-kind gifts, supporting local makers, or just getting into the holiday spirit — this is the perfect place to kick off your Christmas season! 🎟 FREE ENTRY – Everyone Welcome! Bring your friends, family, and holiday spirit for a day full of cheer!

Oshawa Museum

An Evening of Lamplight

25-12-06, 11:00 p.m.

Make spirits bright and merry at An Evening of Lamplight! On Saturday, December 6, from 6–8 PM, the Oshawa Museum will open the doors to our historic homes to celebrate the holiday season. Traditionally Victorian-dressed staff members greet visitors in Henry House, which is lit with oil lamps. Robinson House features our exhibits, A Carrying Place and Untold Oshawa. Don’t forget to visit with Father Christmas, and stop by Guy House for uniquely Oshawa gifts! Entertainment for the evening will be provided by the Oshawa Civic Band. The event runs from 6 to 8 PM, but you can arrive any time between 6 and 7:30 PM. Allow yourself around 45–60 minutes for your visit. Admission is $5 per person (free for members of the Oshawa Historical Society)

Parkwood Estate

Holiday Arrangement Workshop

25-12-11, 10:30 p.m.

Get into the festive spirit with a hands-on workshop at the enchanting Parkwood Greenhouse! This holiday season, join us to craft your very own holiday arrangement, perfect for bringing a touch of seasonal charm to your home or gifting to someone special. You’ll work with fresh greenery, and decorative accents to design a one-of-a-kind centerpiece. As you create, soak in the serene atmosphere of the historic greenhouse and let your creativity flourish. All materials will be provided, and no prior experience is needed—just bring your holiday cheer and readiness to have fun! At the conclusion of this event, you will enjoy a quick look into the additional Greenhouses, all led by our Greenhouse Grower. All supplies are included. What's included Vase Floral Foam Dogwood White Sticks Christmas Balls Pinecones Bows Greenery

Parkwood Estate

Stained Glass - Christmas Pickle

25-12-13, 6:00 p.m.

Presented by Emilie Shipman-Wight of Feather and Fibres & Meghan Murphy of Meghan’s Glass Creations. Join us for a hands-on stained glass workshop where you will create your own stained glass pickle! This design is perfect for anyone looking to try something creative and have a laugh along the way. Choose from a variety of pre-cut pieces, then we will teach you how to foil, solder and finish your piece. We will finish with patina and polish to make your Christmas pickle sparkle! Get creative, learn something new, and take home your own Christmas pickle to hang or hide. What's included All materials and equipment are provided to complete the selected project. Closed-toed shoes and long pants are mandatory. You may choose to bring a work apron to protect your clothing. Gloves will be provided. No experience necessary.

Regent Theatre

ONTARIO PHILHARMONIC - NUTCRACKER - A HOLIDAY TRADITION 2025

25-12-14, 12:30 a.m.

NUTCRACKER • A HOLIDAY SEASON TRADITION! Iconic, quintessential, the magic of Tchaikovsky’s celebrated Nutcracker returns to Ontario Philharmonic. This magisterial ballet for the Holiday Season is presented in its full orchestral version with engaging multimedia projections, giving you the opportunity to follow the story plot while immersed in the glorious sounds of the orchestra. OP welcomes Music Director of the State Opera of Altenburg-Gera (Germany) and the Israel Chamber Orchestra, conductor Ruben Gazarian, marking his Canadian debut on this occasion.

Parkwood Estate

Holiday Ornament Painting Workshop

25-12-14, 6:00 p.m.

Need a gift idea? Or perhaps you'd like to pass something down in the family for generations to come? Join us for this awesome workshop where you'll be painting your ornaments - to use or gift to others. You will be led by local and talented artist Sarah Shaw, who will take you through the process of creating a set of 2 ornaments - Northern Lights and Cardinal. What's included Materials: All painting supplies, including ornaments, ribbon and paint brushes will be supplied. Guidance: Sarah will walk you through painting techniques and design tips, making this a perfect opportunity for both beginners and experienced crafters.

Regent Theatre

The Barra MacNeils - An East Coast Christmas

25-12-15, 12:30 a.m.

The Barra MacNeils - An East Coast Christmas is a musical potpourri of traditional MacNeil family favourites gleaned from Christmas ceilidhs, midnight masses and the general festive frolic that accompanies each holiday season. With their captivating vocals, distinctive harmonies and extraordinary musicianship, The Barra MacNeils inject new life and energy into the sights and sounds of Christmas, prompting the Halifax Daily News to describe them as “a treasure of the East Coast, rich with tradition and unmatched in ensemble performance”; and the Globe & Mail to name the recording on which this tour is based “one of the best five Christmas albums of all time!” For a delightful seasonal celebration, don’t miss An East Coast Christmas with The Barra MacNeils!

The Biltmore Theatre

The Stables

25-12-20, 12:00 a.m.

The Stables with special surprise guest artist Join us for the annual Stables Christmas shenanigans with a special opening set by a surprise band. Friday, December 19th, 2025 Doors 7PM Show 8PM Age Restrictions: 19+ General Admission Standing Capacity All patrons must present valid, government-issued photo ID for entry

Regent Theatre

Elvis - A Christmas Special with Pete Paquette

25-12-21, 12:00 a.m.

Returning this Holiday season, the incredible showman, Pete Paquette, and his band, the Rockin' Royals with the sensational Tonettes, brings you ”Elvis - A Christmas Special” Best known for his portrayal as Elvis Presley, Pete takes the stage to celebrate the Christmas Holidays through a special Tribute performance of the King’s greatest Christmas Carols and songs of inspiration such as Blue Christmas, Here Comes Santa Claus, O Come, All Ye Faithful, The Wonderful World of Christmas, and many more traditional Christmas favourites. With the entire Christmas song book at their disposal, Pete will take you on a magical journey and sing a variety of some of his personal favourite Christmas songs that are dear to his heart. Don’t miss this heartwarming show this Holiday Season. A joyous event that will sure inspire the Christmas spirit in everyone! We will have a ‘Blue Christmas’ without you.

Parkwood Estate

Watercolour Holiday Cards Workshop

25-11-09, 6:00 p.m.

In this watercolour workshop, participants will create vibrant Winter Holiday Cards while learning basic watercolor techniques such as wet-on-wet, wet-on-dry, and layering. Focusing on two species of Ontario Trees, techniques for painting birch and coniferous trees will be taught. The workshop encourages creativity and exploration, making it suitable for beginners and experienced painters alike. By the end of the session, participants will leave with 2 gifting ready holiday cards with their artwork on it and new watercolour skills. All material included in the cost of the workshop.

Parkwood Estate

Christmas Door Mat Painting Workshop

25-11-14, 11:00 p.m.

Celebrate the holiday season with a personalized touch at our Christmas Door Mat Painting Workshop, led by the talented Sarah Shaw! In this festive and hands-on workshop, you’ll have the opportunity to transform a plain coco mat into a cozy, welcoming Christmas masterpiece that will add cheer to your doorstep all season long. Sarah will guide you through the process of painting your design on a durable coco mat. What's included Materials: A high-quality 18x24" non slip coco mat, along with paints and brushes to bring your creation to life Guidance: Sarah will walk you through painting techniques and design tips, making this a perfect opportunity for both beginners and experienced crafters.

Parkwood Estate

Magical Winter & Christmas Candle Making Workshop

25-11-16, 7:00 p.m.

Step into a winter wonderland of creativity and warmth at our Magical Winter & Christmas Candle Making Workshop! ✨❄️ This holiday season, join us for a cozy and enchanting experience where you'll create your own handcrafted candles inspired by the magic of winter and the joy of Christmas. From festive scents like warm cinnamon, evergreen, and gingerbread to twinkling candle designs that evoke the spirit of the season, you’ll craft beautiful candles perfect for gifting or brightening your own home. Whether you're looking for the perfect personalized gift, a fun holiday activity with friends or family, or simply want to add some festive cheer to your space, this workshop offers it all. You’ll learn the art of candle pouring, scent blending, and decorating, while soaking in the holiday magic around you while nibbling on sweet sugar cookies! Spaces are limited, so gather your loved ones and reserve your spot today to make this winter season truly special!

Oshawa Centre

The Art of Gifting Begins at L’OCCITANE Oshawa

25-11-18, 5:00 p.m.

💛 Discover the magic of gifting with L’OCCITANE — beautifully wrapped holiday gift sets up to 20% off! 💛 Featuring our new festive scent and limited-edition collections, perfect for everyone on your list. 💛 Visit us today at L’OCCITANE Oshawa Centre and make this season truly special!

Parkwood Estate

Winter Fest Vendor Market

25-11-22, 3:00 p.m.

Start (or finish) your holiday shopping with us on Sat. Nov. 22 and Sun. Nov. 23 from 10:00am - 3:00pm while supporting Parkwood and a host of local artisans at our Winter Fest & Friends & Family Holiday Sale. Guests will enjoy 15% in the Gift Shop (some exclusions apply) AND have the opportunity to shop over 18 local vendors located in the Sunroom (inside the mansion) and the McLaughlin Room (located beside the Gift Shop). Vendors: @foxify.ca @jckettlecorn @mellonaproducts @threewickscandles @idlewilddesignscanada @foxwoodturning @basolisauces @acherishedjewel @cjskelly @loveatfirstblush @lil.spirit.co @mindfullycreated_designs @fernfibrearts @marcysbittersweets @ksquared.apparel @olivethat.ca @bagemfreezedried @ansleybridgeinc

BOND|ST Event Centre

A Coast-To-Coast Cowboy Christmas

25-11-27, 12:00 a.m.

Date: November 26, 2025 Time: 7:00 PM Location: BOND|ST Event Centre, Oshawa, ON Artists: George Canyon and Aaron Pritchett Tour: A Coast-to-Coast Cowboy Christmas Tour 2025 Tickets: Available for purchase online Special: Holiday EP available at events Presented by: Children Believe charity

SNB Photography Co.

Candy Cane Lane Holiday POP-UUP

25-11-29, 3:00 p.m.

🎄 Step into a Sweet Holiday Wonderland! 🍭 SNB Photography Co. is thrilled to invite you to our Candy Cane Lane Mini-Session Pop-Up! For one day only, we're bringing a life-sized, immersive candy land to Oshawa for the most magical and delicious holiday photos you'll ever have! 📅 DATE: Saturday, November 29, 2025 ⏰ TIME: 10:00 AM - 4:30 PM (15-minute sessions) 📍 LOCATION: Oshawa, ON (Specific address provided upon booking) ✨ YOUR SWEET SESSION INCLUDES: • A 15-minute fun-filled photoshoot in our Candy Cane Lane set • 5 high-resolution, professionally edited digital images • A private online gallery to download your goodies • The perfect pictures for holiday cards, gifts, and social media! Your Investment: $149 + HST but for the first 10 Bookings a $20 discount is being offered, message for the code before booking!

Oshawa Centre

Pet Parties with Santa

25-11-30, 11:30 p.m.

Pet Parties with Santa November 30, December 7 & December 14 | 6:30 PM – 8:30 PM Bring your furry friends to meet Santa at Oshawa Centre! Pet Parties with Santa are a festive way to include every member of the family in your holiday memories. Capture holiday photos with your pets in a fun, welcoming environment at Centre Court. Walk-ins are welcome, but not guaranteed. Reservations are recommended to secure your spot. Book Your Time Slot Today!

Regent Theatre

Classic Movie Night - Home Alone (1990)

25-12-05, 12:00 a.m.

It is Christmas time and the McCallister family is preparing for a vacation in Paris, France. But the youngest in the family, Kevin (Macaulay Culkin), got into a scuffle with his older brother Buzz (Devin Ratray) and was sent to his room, which is on the third floor of his house. Then, the next morning, while the rest of the family was in a rush to make it to the airport on time, they completely forgot about Kevin, who now has the house all to himself. Being home alone was fun for Kevin, having a pizza all to himself, jumping on his parents' bed, and making a mess. Then, Kevin discovers about two burglars, Harry (Joe Pesci) and Marv (Daniel Stern), about to rob his house on Christmas Eve. Kevin acts quickly by wiring his own house with makeshift booby traps to stop the burglars and to bring them to justice. —John Wiggins

Parkwood Estate

Charcuterie Board Workshop - Christmas Tree Themed

25-12-06, 7:00 p.m.

🎄 Join Us for a Festive Workshop! 20 Spots Available! Learn how to craft a stunning Christmas tree-shaped charcuterie arrangement, perfect for holiday entertaining for 4-6 people. Carol from Around the Board, will guide you through a simple 5-step process to create your very own eye-catching and delicious charcuterie masterpiece with a festive flare! What's included Christmas Tree shaped palm leaf plate feeds 4-6 Fine cheese, charcuterie and all additional accompaniments for creating the perfect board. Packaging in a bakery box to transport the board home. Step by Step guidance in creating a charcuterie board led by Carol of Around the Board. A PDF of Around the Board "How-to" Guide & "Tips & Tricks" emailed after the class.

Oshawa Centre

Sensory-Friendly Santa

25-12-07, 1:00 p.m.

Sensory-Friendly Santa November 30, December 7 & December 14 | 8:00 AM – 9:30 AM Experience the magic of the season in a calm, inclusive environment designed for children who prefer a quieter setting. Sensory-Friendly Santa at Oshawa Centre takes place before mall hours, offering families an opportunity to visit Santa and capture special holiday photos before the regular holiday traffic begins. Located at Centre Court, this welcoming experience allows every child to enjoy the magic of the season in a calm, comfortable setting. Reservations are required. Please book in advance to secure your spot. Book Your Time Slot Today!

Parkwood Estate

Cooking in the Kitchen - Christmas Pudding in a Can

25-12-12, 12:00 a.m.

During the early 1930s, an era of austerity, the Canadian war & peace pudding was revived. An ideal recipe for those with holiday food budgets today! During the depression years, families returned to the many recipes of the first world war, and reintroduced this pudding recipe to their household, having it become a holiday staple and core food memory for many families. This steamed pudding is chock full of unexpected ingredients, and tastes like spicy, holiday comfort. Join Samantha, Parkwood Curator as the Canadian pudding in a can is discussed, and your very own version will go home with you for steaming and devouring. Ages 12+ Each participant is asked to bring with them a washed and dried Heinz Tomato Juice can, the closest the modern world has for a historic Number 3 can. No suet or nuts are used in this recipe. Suitable for vegetarians and those with nut allergies. Participants must be aged 12+. Chaperones must also purchase a ticket to attend. What's included Cooking in the Kitchen is an unique immersive program offering where participants work on historic recipes in the mansion kitchens.

Frantastic Events

Christmas Donut Bake & Decorate Workshop

25-12-13, 7:00 p.m.

Get into the holiday spirit with our fun and festive Christmas Donut Workshop! In this hands-on class, you’ll learn how to bake & decorate beautifully themed donuts that are perfect for the season. This is a Nut Free Event. Workshop items may not be exactly like image shown.

Frantastic Events

Gingerbread House Workshop

25-12-14, 5:00 p.m.

We provide you with with a freshly baked gingerbread house, colorful candies, and piping bags full of icing, plus decorating tips and festive inspiration. All you have to bring is your holiday spirit and imagination! This is a Nut Free event. Workshop items may not be exactly like image shown.

The Biltmore Theatre

A Charlie Brown Christmas Concert

25-12-14, 7:00 p.m.

A Charlie Brown Christmas Concert Sullivan-Parker-Kettlewell Trio performs the beloved award-winning 1965 album soundtrack, A Charlie Brown Christmas. The Trio features piano, upright bass, and drums, along with a local children's choir to perform this best-selling jazz album, bringing the much-loved and cherished holiday music to children and adults everywhere across Ontario. Join us this holiday season for this nostalgic performance, and enjoy hits such as Linus and Lucy, and Christmas Time is Here. Sunday, December 14th, 2025 Doors: 2PM Show: 3PM Age Restriction: All Ages General Admission Seated

Regent Theatre

Next Generation Leahy Christmas

25-12-16, 1:00 a.m.

Get ready for a festive and energetic performance with Leahy, the Next Generation Christmas show! This Canadian powerhouse family band’s live performance is filled with the high-energy, infectious Celtic-based music people associate with the Leahy heritage. Fiddle, accordion, singing, piano, and French-Canadian step-dancing all find a voice on stage. The Next Generation Leahy invites you into their Christmas home-away-from-home to share in the joy of the season. Their performance, filled with the beautiful music of Christmas as well as fun family favourites, the whole family shares their remarkable skills and creates something totally unique. It's music for all generations, giving joy and hope in a world that often lacks such things. Their show features high-energy step-dancing, traditional Celtic instruments, and stunning vocal harmonies, as well as modern instruments and arrangements. This award-winning band has toured extensively throughout North America. Bring the whole family to enjoy a heartwarming Christmas performance that blends tradition and innovation with the incredible talent of Leahy, the Next Generation.

Regent Theatre

Ontario Philharmonic - The Elmer Iseler Singers & OP Brass Quintet

25-12-20, 12:30 a.m.

Ontario Philharmonic is thrilled to welcome to our stage the celebrated Elmer Iseler Singers with conductor, Lydia Adams • This treasured holiday season program filled with spirited choral works and Christmas carols will remain ringing in your ears for days on end. Fill your heart, your soul, your spirit with Christmas choral majesty and the brilliance of Ontario Philharmonic’s Brass Quintet and sing along!

Regent Theatre

John McDermott Family Christmas

25-12-21, 8:00 p.m.

John McDermott returns, with his ever-popular Family Christmas concert The celebrated Canadian tenor has enjoyed a continuous 30+ year singing career, making personal connections with enthusiastic audiences around the world, and has the stories to prove it. With multiple awards, dozens of recordings, multiple TV specials and sold out tours, John’s work ethic and willingness to help his fellow man have served him well, raising millions for those less fortunate. He has performed for all walks of life, hit high notes with symphony orchestras and brought tears a capella in local taverns…it has been a beautiful sweet dream of a life. This is truly a Family Christmas concert for all ages!

Oshawa Centre

Sensory-Friendly Santa

25-11-14, 1:00 p.m.

Sensory-Friendly Santa November 30, December 7 & December 14 | 8:00 AM – 9:30 AM Experience the magic of the season in a calm, inclusive environment designed for children who prefer a quieter setting. Sensory-Friendly Santa at Oshawa Centre takes place before mall hours, offering families an opportunity to visit Santa and capture special holiday photos before the regular holiday traffic begins. Located at Centre Court, this welcoming experience allows every child to enjoy the magic of the season in a calm, comfortable setting. Reservations are required. Please book in advance to secure your spot. Book Your Time Slot Today!

Oshawa Tourism

2025 Oshawa Santa Claus Parade of Lights

25-11-15, 11:30 p.m.

Join us for our annual Oshawa Santa Claus Parade of Lights and spread holiday cheer! This year, the parade will take a special route on King St., starting at Gibbons St. and making its way west along King St. to Division St. Learn more at www.oshawaholidayexperience.com

Just Us Boutique Salon & Spa

Holiday Market

25-11-16, 7:00 p.m.

🎄✨ It’s that time of year again! ✨🎄 Join us for our Holiday Market at Just Us Boutique Salon & Spa on Sunday, November 16th from 2–4 PM! Enjoy 25% off all regular-priced retail, festive treats, and the cozy, welcoming atmosphere you know and love. 💕 We’re thrilled to share that this year’s event will feature: 💚 The wonderful Meagan, our Éminence Trainer, sharing expert skincare tips and product demos. 🍴 Catering by Oshawa Golf Club — delicious bites to enjoy while you shop! 💎 Jewelry for Keeps will be joining us with her beautiful permanent jewelry collection — the perfect keepsake or gift! ✨ VIP Early Access Tickets (1–2 PM) available soon — limited spots, gift bag included, and all proceeds supporting a local family through Holiday Helpers! 📍 Just Us Boutique Salon & Spa 22 Ritson Rd S, Oshawa where every visit feels like catching up with friends 💖

Oshawa Centre

Santa Photos!

25-11-21, 8:00 p.m.

Make holiday memories with Santa! November 21 – December 24 Experience the magic of the season at Oshawa Centre! Capture unforgettable moments with Santa at Centre Court, where the holiday spirit comes to life. From November 21 to December 24, enjoy a variety of professional photo packages, including digital and printed options — perfect for sharing or gifting. Special Events Pet Party with Santa November 30, 2025 | 6:30 PM – 8:30 PM December 7, 2025 | 6:30 PM – 8:30 PM December 14, 2025 | 6:30 PM – 8:30 PM Sensory-Friendly Santa (Reservation Only) November 30, 2025 | 8:00 AM – 9:30 AM December 7, 2025 | 8:00 AM – 9:30 AM December 14, 2025 | 8:00 AM – 9:30 AM Make memories that will last a lifetime with Santa and enjoy a magical experience for the whole family. Book Your Time Slot Today!

Picks And Giggles

Classic Holiday Market

25-11-22, 3:00 p.m.

Picks and Giggles is taking over the upper level of the old iconic Sears building at the Oshawa Centre for the second year in a row to host our Classic Holiday Market! 🎁🎄 🎶 Live music, face painting, + much more and of course 60,000 sq ft of local Canadian small shops to support over 4 weekends. Find a special gift from different businesses that will be joining us each day of the weekend! $5 admission | 10-5 pm There’s no place like local to shop this season!

Parkwood Estate

From the Estate Kitchen - Parkwood Christmas Food Traditions

25-11-29, 12:00 a.m.

Join Samantha, Parkwood Curator as we look at the influences and food traditions that inspired the McLaughlin Family Christmas.

Oshawa Centre

Sensory-Friendly Santa

25-11-30, 1:00 p.m.

Sensory-Friendly Santa November 30, December 7 & December 14 | 8:00 AM – 9:30 AM Experience the magic of the season in a calm, inclusive environment designed for children who prefer a quieter setting. Sensory-Friendly Santa at Oshawa Centre takes place before mall hours, offering families an opportunity to visit Santa and capture special holiday photos before the regular holiday traffic begins. Located at Centre Court, this welcoming experience allows every child to enjoy the magic of the season in a calm, comfortable setting. Reservations are required. Please book in advance to secure your spot. Book Your Time Slot Today!

BGC Durham

Lighting Up the Holidays

25-12-02, 11:00 p.m.

✨ Lighting Up the Holidays is back! ✨ Join us Tuesday, December 2 at Northview Community Centre (150 Beatrice St. E, Oshawa) for an evening of magic, giveaways, and holiday cheer! 🎄 Raffle Prizes: • 7ft Peppermint & Gingerbread Tree + $200 Walmart Gift Cards • 7ft Snow-Flocked Blue/Green Tree + $200 Gaming Gift Cards • 6ft Snow-Flocked Pink Tree + $200 Sephora/Shoppers Gift Cards 🎟️ Tickets: 1 for $10 • 3 for $25 • 6 for $45 🕕 Tree Lighting at 6:15 p.m. 🎁 “Be A Star – Help a Child Shine” raffle drawn at 8:00 p.m. 🍕 $5 pizza meal deal available 🎅 Visit Mrs. Claus’s Corner for treats 💌 Write a letter to Santa! Don’t miss this cozy community night! ❤️💚

Regent Theatre

The Arrogant Worms Holiday Show

25-12-06, 1:00 a.m.

The Arrogant Worms have spent over three decades making fun of a big dumb world. Their songs have been played on the radio, the internet, and in outer space (on the space shuttle Endeavour). The Arrogant Worms have toured ceaselessly across Canada and select parts of the world, released 13 albums, and recorded with the Edmonton Symphony. Their Happy Birthday song is a viral sensation with over one hundred million views. More than thirty years after they began, The Arrogant Worms continue to provide tuneful and silly escapism for everyone who needs it.

Oshawa Tourism

Oshawa Holiday Village

25-12-06, 8:00 p.m.

Celebrate the magic of the season at Oshawa Holiday Village! Oshawa’s very first Christmas market is lighting up Victoria Lane between Regent Theatre (Ontario Tech) and 70 King on December 6, 13, and 20 from 3 p.m. to 7 p.m. Stroll through twinkling lights and festive vendor huts, discover unique gifts from local artisans, enjoy live Christmas music, sweet holiday treats, family fun, and a special visit with Santa himself! It’s merry, it’s bright, and it’s completely free for all to enjoy. Come make magical memories and celebrate the holidays in the heart of Oshawa! Learn more at www.oshawaholidayexperience.com

Oshawa Centre

Pet Parties with Santa

25-12-07, 11:30 p.m.

Pet Parties with Santa November 30, December 7 & December 14 | 6:30 PM – 8:30 PM Bring your furry friends to meet Santa at Oshawa Centre! Pet Parties with Santa are a festive way to include every member of the family in your holiday memories. Capture holiday photos with your pets in a fun, welcoming environment at Centre Court. Walk-ins are welcome, but not guaranteed. Reservations are recommended to secure your spot. Book Your Time Slot Today!

Parkwood Estate

Holiday Cookie Decorating Workshop

25-12-12, 11:00 p.m.

Get in the holiday spirit with a fun and festive cookie decorating class! Whether you’re brand new to royal icing or looking to sharpen your skills, this class is the perfect way to celebrate the season (and take home some sweet treats!). In this class you’ll learn: o How to flood cookies smoothly for a polished base o Piping techniques for clean lines and details o How to add dimension and texture with layering o Tips for creating festive designs with royal icing o Tricks to give your cookies a professional finish What's included • All cookies, icing, tools, and materials • Step-by-step guidance • My sugar cookie & royal icing recipes • A tray to take for your creations

Tribute Communities Centre

Holiday Dreams - A Spectacular Holiday Show!

25-12-14, 12:00 a.m.

Holiday Dreams - A Spectacular Holiday Show! is a high-energy, modern holiday production that blends advanced technology with world-class entertainment. Featuring jaw-dropping holograms, immersive projection mapping, and dazzling lasers, this isn’t your typical holiday show—it’s a full-on spectacle designed for today’s audience. The stage comes alive with some of the most amazing, award-winning acts seen on America’s Got Talent and other international television programs. From acrobats and contortionists to aerialists, daredevils, and more, Holiday Dreams delivers nonstop thrills, wonder, and excitement. Set to a vibrant and emotional modern soundtrack, the show celebrates the spirit of the holiday season while packing a power-punch of artistry, humor, and visual magic. Perfect for families, Holiday Dreams is more than just entertainment—it’s a memory-making holiday experience that will leave audiences of all ages cheering for more. Tickets on sale to the public on Friday, September 12, 2025 at 10:00am at tributecommunitiescentre.com.

Oshawa Museum

Tea & Talk: Holiday Traditions

25-12-14, 6:00 p.m.

Join the Oshawa Museum for the Tea & Talk series. Enjoy your tea and scones while Museum staff lead engaging historical discussions. Celebrate the holiday season and join us for a look at Victorian Christmas traditions, learn more about how Hanukkah is celebrated, and new year celebrations. Tickets for Tea & Talks are $10/person ($5 for members) plus applicable fees, and this includes unlimited tea and one scone served with jam and cream. Tickets sell out FAST, so be sure to RSVP!

Oshawa Centre

Pet Parties with Santa

25-12-14, 11:30 p.m.

Pet Parties with Santa November 30, December 7 & December 14 | 6:30 PM – 8:30 PM Bring your furry friends to meet Santa at Oshawa Centre! Pet Parties with Santa are a festive way to include every member of the family in your holiday memories. Capture holiday photos with your pets in a fun, welcoming environment at Centre Court. Walk-ins are welcome, but not guaranteed. Reservations are recommended to secure your spot. Book Your Time Slot Today!

Regent Theatre

The Celtic Tenors – A Celtic Christmas Tour

25-12-17, 1:00 a.m.

Celebrate the holiday season with the most successful crossover act to emerge from Ireland. These world-class artists will perform holiday classics that will have the audience smiling into the season with uplifting harmonies. Their international presence and truly unique sound has led them to sell over a million albums worldwide. The skill, range and ability of these world class tenors, combined with the personality and fun of genuine performers will have any audience smiling. Expect three unique solo voices, but one tenor sound!

Frantastic Events

Christmas Bake, Box & Board Workshop

25-12-20, 3:00 p.m.

Get into the holiday spirit with our Christmas Bake, Box & Board Workshop! This is a Nut Free Event. Workshop items may not be exactly like image shown.
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