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A list of Christmas events in and around Windsor – Essex including children’s events, Santa Claus Parade, Christmas lights, carols, theatre, and other holiday events.
- Christmas Lights & Santa Claus Parades
- Christmas Carols & Holiday Concertss
- Christmas Plays & Holiday Theatre
- Other Christmas / Holiday Events
I. Christmas Lights & Santa Claus Parades in Windsor Area
Kingsville Fantasy of Lights
The Fantasy of Lights Festival has something to do for the whole family, including a Santa Claus Parade, Christmas marketplace, train rides, crafts with Santa santa and more. Details
November 21, 2026 to the first week of January 2027
Santa Claus Parade | Saturday, November 21 | 5:00 PM @ Jasperson and Main Street
Lakeside Park, 315 Queen Street, Kingsville
Free
Christmas in Tecumseh
It’s the most wonderful time of the year! The evening begins with the Santa Parade at 6:00pm, presented by TEAM GORAN RE/MAX CARE Realty, starting at Lacasse Park and ending at Tecumseh Town Hall. There will be complimentary warm refreshments available at Town Centre Park, first come first serve.
After the parade we will have lots of FREE family-friendly activities at Town Centre Park for you to enjoy! Activities include meet & greets with Santa and Mrs. Claus, public skating, petting zoo, horse and carriage rides, marshmallow roast, arts and crafts, mini golf, and more!
Friday, November 20, 2026 | 6:00 PM – 9:00 PM
Tecumseh Town Centre Park, 12021 McNorton St., Tecumseh
Donations of non-perishable food items, clothing, and unwrapped gifts will be collected for Goodfellows
Amherstburg River Lights
November 14, 2026 to January 3, 2027 | 5:30 PM – 9:30 PM
Downtown Amherstburg
Free
LaSalle Holiday Lights Heritage Nights
Enjoy a beautiful outdoor walk-through holiday and light experience, including numerous ornamental/holiday lighting displays and a forty-foot-tall walk-through Christmas tree. Details
November 27, 2026 to January 3, 2027
LaLaSalle Civic Centre and LaSalle Landing, LaSalle
Free
CPKC Holiday Train
Holiday Train is about 1,000 feet in length with 14 rail cars decorated with hundreds of thousands of technology-leading LED lights and a modified boxcar that has been turned into a traveling stage for performers. Details
Sunday, November 22, 2026 | 5:00 PM – 5:30 PM
Erie Street West & Janette Avenue, Windsor
Free; Donations to local food bank appreciated
Bright Lights Windsor
From November 27, 2026 to January 2027, Bright Lights Windsor will once again light up Jackson Park with thousands of lights and stunning displays. Details
November 27, 2026, to January 2027
Jackson Park, Windsor
Free
Belle River BIA’s Merry and Bright Christmas Parade and Treelighting
Floats, lights, music, community groups, local businesses and Santa are all rolling down the street together, followed by a tree lighting to kick off the season right.
Bundle up, bring the kids, bring some hot chocolate energy, and come stand on Notre Dame Street with your neighbours while the whole town lights up for Christmas. Details
Friday, November 27, 2026 | 6:00 PM – 9:00 PM
Notre Dame Street, Belle River
Free; Food or toy Donations encouraged
A Night of Joy – Leamington Christmas Parade
A Night of Joy – Leamington Christmas Parade takes place on Saturday, November 28th. Details
Saturday, November 28, 2026 | 6:00 PM – 7:30 PM
Parade begins at Georgia Ave. and continues through the town. Parade ends at the fairgrounds.
Free; Food or toy Donations encouraged
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Amherstburg Santa Claus Parade
Join for the Annual Amherstburg Santa Claus Parade, presented by The Town of Amherstburg. Details
Saturday, November 21, 2026 | 6:00 PM – 8:00 PM
Downtown Amherstburg
Free
Windsor Santa Claus Parade
Join us in Windsor December 6th for the 59th Annual Windsor Santa Claus Parade presented by The Wyandotte Town Centre BIA. Drop by early between 3-5:30 and enjoy family friendly activities at the Fan Zone. Details
Saturday, December 5, 2026 | 6:00 PM – 9:00 PM
Ouellette Avenue from Giles Blvd to Pitt Street, Windsor
Free
Essex Santa Claus Parade
Join us on December 13 at 6:30 pm for the Essex Santa Claus Parade. Enjoy an evening of music, imaginative floats and entries and of course Santa and Mrs. Claus as they make their annual visits along the parade routes. Details
Saturday, December 12, 2026 | 6:30 PM – 9:30 PM
Talbot Street between Fairview and Maidstone Ave, Essex
Free
Lighted Tractor Parade
Harrow farmers, fire dept and others come together for a lighted parade. Celebrate Essex County’s agricultural heritage at this popular winter tradition. Details
Sunday, December 6, 2026
Viewpointe Estate Winery, 151 County Rd. 50, Harrow
Free
Harrow Kinsmen Christmas Parade
Decorate your floats and join the Harrow Kinsmen elves for their annual Christmas parade. Details
TBA
Saturday, December 20, 2025 | 6:00 PM – 7:30 PM
Harrow
Free
II. Christmas Carols & Holiday Concerts in Windsor
WSCO: Winter’s Overture
A festive orchestral concert featuring music from The Polar Express, Canadian folk songs, and ‘Twas the Night Before Christmas, narrated by Dan MacDonald. Details
Thursday, November 19, 2026 | 7:30 PM
The Capitol Theatre, 121 University Avenue, Windsor
$20 adults, $15 students/youth
WSYO: Haydn in Plain Sight
A Windsor Symphony Youth Orchestra concert combining classical music with holiday cheer, including Leroy Anderson’s Christmas Festival. Details
Sunday, November 22, 2026 | 7:00 PM
The Capitol Theatre, 121 University Avenue, Windsor
$20 adults, $15 students/youth
The Tenors: Season of Hope Tour
JUNO award-winning vocal super group, The Tenors, take The Colosseum stage on their Season of Hope Tour. Details
Friday, December 4, 2026 | 8:00 PM
The Colosseum at Caesars Windsor, 377 Riverside Drive East, Windsor
$34 and up
A Christmas Celebration
The Silver Ambassadors band has been performing for over 40 years. This is your chance to see them at the Kingsville Legion as they usher in the holiday season with A Christmas Celebration! Details
Saturday, November 21, 2026 | 2:00 PM @ Royal Canadian Legion Branch 188
Sunday, November 22, 2026 | 2:00 PM @ Royal Canadian Legion Branch 594
Royal Canadian Legion Branch 188, 145 Division St S, Kingsville
Royal Canadian Legion Branch 594, 5030 Howard Avenue, Oldcastle
Donations
The Color: A Colorful Christmas
Get ready to feel the holiday spirit with amazing Christian music from Jordan Janzen and his band, The Color.
Join us at the Windsor Christian Fellowship for an unforgettable evening filled with joy and celebration! Experience the vibrant and heartwarming Colorful Christmas Tour live in person. Details
Saturday, December 4, 2026 | 7:00 PM – 9:30 PM
Windsor Christian Fellowship Church, 4490 Seventh Concession Rd, Windsor
$22.28 – $38.14
Handel’s Messiah
Enjoy a favourite WSO holiday tradition: Handel’s Messiah. Conductor James Sommerville leads a program of highlights from Handel’s grand celebration of the season. Irina Medvedeva (soprano) and Clarence Frazer (bass) join the chorus and the WSO and will leave you singing “Hallelujah!” Details
Thursday, December 3, 2026 | 7:30 PM – 8:50 PM
Our Lady Of The Assumption Church, 2735 University Ave W, Windsor
$15 – $45
Handel’s Messiah
Enjoy a favourite WSO holiday tradition: Handel’s Messiah. Conductor James Sommerville leads a program of highlights from Handel’s grand celebration of the season. Irina Medvedeva (soprano) and Clarence Frazer (bass) join the chorus and the WSO and will leave you singing “Hallelujah!” Details
Friday, December 4, 2026 | 7:30 PM – 8:50 PM
Leamington United Church, 9 John Street, Leamington
$15 – $45
Handel’s Messiah
Enjoy a favourite WSO holiday tradition: Handel’s Messiah. Conductor James Sommerville leads a program of highlights from Handel’s grand celebration of the season. Irina Medvedeva (soprano) and Clarence Frazer (bass) join the chorus and the WSO and will leave you singing “Hallelujah!” Details
Saturday, December 5, 2026 | 7:30 PM – 8:50 PM
Saint Matthew’s Anglican Church, 1600 Norfolk Street, Windsor
$15 – $45
Handel’s Messiah
Enjoy a favourite WSO holiday tradition: Handel’s Messiah. Conductor James Sommerville leads a program of highlights from Handel’s grand celebration of the season. Irina Medvedeva (soprano) and Clarence Frazer (bass) join the chorus and the WSO and will leave you singing “Hallelujah!” Details
Sunday, December 6, 2026 | 7:30 PM – 8:50 PM
Ste. Anne’s Parish, 12233 Tecumseh Rd E, Tecumseh
$15 – $45
WSO Holiday Pops
Join the WSO and vocalist Charlotte Knight for the family-fun holiday tradition: Holiday Pops! Hear all your Christmas favourites like Jingle Bells, Do You Hear What I Hear, It’s Beginning to Look a Lot Like Christmas, and more! This concert also features a special guest in a red suit!! Details
December 19 – 20, 2026 | 2:30 PM & 7:30 PM
The Capitol Theatre, 121 University Avenue, Windsor
$15 – $73
The S’Aints – Return to Sleigh Hunger
Embrace the magic of the season with The S’Aints, live on The Colosseum stage. Details
Sunday, December 20, 2026 | 8:00 PM
The Colosseum at Caesars Windsor, 377 Riverside Drive East, Windsor
$51 and up
Candlelight – Christmas Carols on Strings
Experience Christmas Carols on Strings’s most iconic music in a new light at Our Lady of the Assumption Church. Surrounded by the warm glow of thousands of candles, a string quartet brings unforgettable music from 12 Days of Christmas – Traditional, Angels We Have Heard On High – James Chadwick Trio, Away in a Manger – William J. Kirkpatrick to life in a 60-minute concert. Details
Saturday, December 19, 2026 | 6:30 PM & 8:45 PM
Our Lady of the Assumption Church, 2735 University Avenue West, Windsor
$33 – $83.50 + taxes & fees
Buon Natale, A Christmas Concert
Join us for an afternoon holiday concert in the acoustic gem – the Madonna di Canneto Chapel at the Ciociaro Club. Experience the magic of Christmas with beloved Bocelli favourites performed by the incredible local talents Brianna DeSantis, soprano, and Michael Ciufo, tenor. Details
Sunday, December 27, 2026 | 2:30 PM – 3:30 PM
Ciociaro Club, 3745 North Talbot Road, Tecumseh
$51 and up
III. Christmas Plays & Holiday Theatre in Windsor
O Christmas Tea: A British Comedy 2026
Combining British propriety with an unabashed love for the unexpected, London’s 3-time Impresario Award-winning duo steep an outrageously funny and brilliantly inventive show reminiscent of classic British pantos. Details
Friday, November 13, 2026 | 7:30 PM
Chrysler Theatre, 201 Riverside Dr. W, Windsor
$25.50 – $75.22 including fees
Santa & The Scrooge!
When Santa thinks he’s found his long-lost son at Shady Acres Retirement Home in Windsor, he drops everything to leave the North Pole to come find him. But when he kidnaps the old man he THINKS is his son and has him brought back to the North Pole, everything starts to go terribly wrong – because Ben Scrodge HATES Christmas! Meanwhile, Santa is posing as Ben down at Shady Acres and everyone is getting very confused, wondering why Ben has gotten so cheerful. Where IS Santa’s long-lost son? Will the elves mutiny? Can a Scrooge become a Claus? Details
Friday, November 20, 2026 | 7:00 PM – 9:00 PM
Shady Acres Retirement Home, 3200 Woodland Drive, Windsor
$20
A St. Clair College Holiday Extravaganza!
December 10 – 13, 2026
Dinner & Show | Dec 10 | Doors 5:30 PM
Chrysler Theatre, 201 Riverside Dr. W, Windsor
$25 – $36 + taxes and fees
Dinner & Show $52.95 plus hst – Call the box office at 519 252-6579 to purchase tickets.
ELF Movie Night 2026
Will Ferrell stars as Buddy, a human raised by Santa’s elves, who learns about his origins and journeys to New York City to meet his biological father. Directed by Jon Favreau and starring James Caan, Zooey Deschanel, Mary Steenburgen, Ed Asner, and Bob Newhart. Details
Friday, December 18, 2026 | 7:00 PM
Chrysler Theatre, 201 Riverside Dr. W, Windsor
$10.00 including fees
Cirque Musica Holiday Wonderland
Experience a live holiday celebration for the whole family when Cirque Music Holiday Wonderland takes over The Colosseum stage. Details
Thursday, December 3, 2026 | 8:00 PM
The Colosseum at Caesars Windsor, 377 Riverside Drive East, Windsor
$45 and up
The Nutcracker
The Nutcracker production is presented each year by our students here at Edmunds Towers School of Dance. This ballet is performed by over 165 elegantly costumed dancers to the much-loved score by Tchaikovsky. This production is an annual holiday tradition that is held at the Capitol Theatre in Windsor each December. Details
December 4 – 6, 2026
The Capitol Theatre, 121 University Avenue, Windsor
$40
Windsor Dance eXperience: Land of the Beats
A modern retelling of The Nutcracker with a hip-hop twist, featuring more than 90 performers. A contemporary alternative to traditional Christmas ballet. Details
December 11 – 13, 2026
The Capitol Theatre, 121 University Avenue, Windsor
$20 and up
IV. Other Christmas / Holiday Events in and around Windsor
Holiday-Themed Workshops @ Anna’s Garden
Various dates
Anna’s Garden, Home & Wellness1911 Seacliff Drive
Kingsville
Windsor-Essex Christmas Market
The holiday season is just around the corner, and the Windsor-Essex Christmas Market is bringing festive shopping, family-friendly activities and the spirit of giving together for a special community event! Details
Saturday, November 14, 2026 | 11:00 AM – 5:00 PM
The WFCU Centre (Banquet Hall), 8787 McHugh St, Windsor
Free
Holiday Sip and Shop
Join Us for our Holiday Sip and Shop! Mark your calendars for this fun event. We’ll be hosting 6 incredible YQG made vendors showcasing their beautiful handcrafted creations from jewelry to hand crafted cards and so much more! Details
Sunday, November 15, 2026 | 11:00 AM – 4:00 PM
North 42 Degrees Estate Winery, 130 County Rd 50, Harrow
Free
Tinseltown Windsor Popup Christmas Bar
From November 13 to December 31, 2026, WindsorEats Food Hall is undergoing a complete, floor-to-ceiling holiday transformation. We’re turning up the festive chaos, maxing out the tinsel, and making this year’s pop-up bigger, brighter, and way more over-the-top than ever before.
Whether you’ve been good, bad, or currently setting up paint-can booby traps on the stairs, Tinseltown 2026 is your official holiday headquarters in Windsor, Ontario. Details
November 13 to December 31, 2026 | 5:00 PM – 9:00 PM
WindsorEats Food Hall, 400 Erie St. East, Windsor
Free
Super Santa Walk/Run/Wheel
The Super Santa Walk/Run and all of the jolly fun is back as part of your annual holiday traditions! Walk, run or use your mobility device to wheel a 5k race dressed like Santa and the suit is yours to keep. The Super Santa Walk/ Run/Wheel supports conservation projects in the Essex Region. Details
Saturday, November 14, 2026 | 5:00 PM – 8:00 PM
Starting in downtown Amherstburg, turn right on Dalhousie Street, around Toddy Jones Park, through Fort Malden National Historic Park, around Navy Yard Park along the waterfront to head to the turn around loop at Dalhousie Street and Lowes Side Road.
$50.81 – $61.59; Register
12 Margaritas of Christmas
Unveil the Mystery: A box filled with 12 unique margarita wonders, each wrapped in an air of mystery. From classic recipes to sassy spice blends, these bottled delights are ready to take your taste buds on an enigmatic escapade! Details
December 12, 2026 | 5:00 PM
WindsorEats Food Hall, 400 Erie Street East, Windsor
$168.00
Santa Paws Parade
Help us kick off a brand new holiday tradition! Bring out your festive furry friends for our inaugural parade and show off your seasonal spirit together as you AND your pet are the main attraction in the parade!!
Dress Code: Holiday cheer! Dressing your pet in their best Christmas attire is strongly encouraged. Think Santa suits, elf ears, antler headbands, or cozy festive sweaters.
December 12, 2026 | 3:00 PM
Marching from Broadhead down Electric Avenue Art Alley to WindsorEats
Register your pet
Breakfast With Santa
Get ready for a magical morning of Christmas fun, delicious food and special memories with Santa. Features Eggs, Sausage, Pancakes and Juice/Coffee, and of course SANTA CLAUS. Details
Sunday, November 22, 2026 | 10:00 AM
Alumni Skyline Ballroom at Chrysler Theatre, 201 Riverside Dr. W, Windsor
$18.95
STARRY SNOWMAN” paint party
Join us for the festive “STARRY SNOWMAN” paint party Wednesday, December 2nd at 6:30pm. Gather your friends, family and workmates and make some holiday memories together! Details
Wednesday, December 2, 2026 | 6:30 PM
WindsorEats Food Hall, 400 Erie St. East, Windsor
$35
Wreath Making Workshop
Ring in the holiday season with a hands-on wreath-making workshop using natural materials from the forest and farm. Details
Saturday, November 28, 2026 | 2:30 PM – 4:30 PM
John R Park Homestead, 915 East County Rd 50, Harrow
$60 per person plus HST
Christmas Show
Come out and bring friends for a wonderful selection of Christmas home decor. Details
Saturday – Sunday, until December 13, 2026 | 9 AM – 4 PM
Perfectly Imperfect Home Decor, 2051 County Rd 20 West, Harrow
Free
Breakfast with Santa
Enjoy breakfast with Santa at various community centres! Details
November 21, 2026 | 9:00 AM – 11:00 AM @ Libro Community Centre
November 28, 2026 | 9:00 AM – 11:00 AM @ Comber Community Centre
December 5, 2026 | 9:00 AM – 10:30 AM & 11:00 AM – 12:30 PM @ Atlast Tube Recreation Centre
Libro Community Centre, 1925 S Middle Road, Woodslee
Comber Community Centre, 6211-6213 McAllaster St, Comber
Atlast Tube Recreation Centre, 447 Renaud Line Road, Belle River
Tecumseh Christmas Market
Enjoy this two-day Christmas market featuring Christmas gifts, decor, jewelry, baked goods, art, health products, candles, knits, crochet, baby gifts, signs, cards, crafts, books, antiques, and so much more!! Details
November 21 – 22, 2026 | 10:00 AM – 3:00 PM
Royal Canadian Legion Branch 261, 12326 Lanoue Street, Tecumseh
Free
Christmas Extravaganza
Come and join us for our 12th Annual Christmas Handmade Extravaganza. Unique one of a kind products made by local makers. Admission is always free, but a donation at the door is greatly appreciated. Details
November 27 – 29, 2026
WFCU Centre, 8787 McHugh Street, Windsor
Free; Donations at the doors
Jingle & Mingle Holiday Business Expo
Join us for the Jingle & Mingle Holiday Business Expo on December 9th. Details
Wednesday, December 9, 2026 | 10:30 AM – 1:30 PM
Best Western Plus Leamington Hotel & Conference Centre, 566 Bevel Line Road 1
$50 – $75 + HST
Christmas Market In The Museum
The CTMHV Christmas Market promises great shopping just in time for the holiday season. Browse a variety of vendors offering unique gifts, handmade items,
and seasonal treats, perfect for checking off your Christmas list. Support local makers and find something special this holiday season!!
Many vendors are cash-only, and there is no ATM on site. We recommend bringing cash to ensure a seamless shopping experience. Details
November 28 – 29, 2026 | 9:00 AM – 4:00 PM
Canadian Transportation Museum & Heritage Village, 6155 Arner Townline (County Road 23), Kingsville
Admission is $5 (payable at the door); Children 12 and under Free
Christmas in the Country and the Holiday Makers’ Market
Make memories, pick up some lovely, local handmade gifts from the dozens of artisan booths, get hands-on with some old-fashioned holiday traditions, pat the horses and hear the sleigh bells ringing and more at Christmas in the Country, featuring the Holiday Makers’ Market. Details
Sunday, December 6, 2026 | 11:00 AM – 4:00 PM
John R Park Homestead, 915 East County Rd 50, Harrow
Admission is $8.00 for Adults, $6.00 for Children (Ages 3-12), $6.00 for Seniors (Ages 65+), and $30.00 for a Family Rate (Max 6 People).
Annual Willistead Manor Holiday Tours
Experience includes tours of Willistead Manor all decked out in its holiday finest, tours of the new Coach House Historical Exhibition, and access to the Friends of Willistead’s holiday display. Details
Wednesdays, December 2, 9, 16, and 23, 2026 | 6:00 PM –8:00 PM
Sundays, December 6, 13, 20, and 27, 2026 | 1:00 PM – 4:00 PM
Willistead Manor, 1899 Niagara Street, Windsor
$7.00 adults, $6.00 students and seniors, $4.00 children 12 and under
A Heritage Christmas
Join the Museum for an exciting event all about Breakfast and Santa! Meet Santa, Mrs. Claus and other familiar faces, learn about historical holiday traditions, make Christmas crafts and participate in festive activities, browse holiday vendors and enjoy live performances!! Details
December 5 – 6, 12 – 13, 18 – 20, 2026
Canadian Transportation Museum & Heritage Village, 6155 Arner Townline (County Road 23), Kingsville
$5.00 per person, children under 12 free
Christmas Dinner at Backus-Page House Museum
Step back in time with us into the cozy, candlelit ambiance of a 19th-century winter evening. You will enjoy a delicious, homemade multi-course feast served right at your table inside the historic museum by our costumed interpreters. Details
December 5 – 6, 12 – 13, 2026
Backus-Page House Museum, 29424 Lakeview Line, Wallacetown
$125 + fees and taxes
Breakfast With Santa
Enjoy a delicious breakfast buffet, explore the manor’s main floor with a self-guided tour, and share a special visit with Santa. Details
Sundays, November 29 & December 6, 13, and 20, 2026 | 10:00 AM – 11:445 AM
Willistead Manor, 1899 Niagara Street, Windsor
Ticket prices will include the buffet and Santa visit.
Christmas at the Museum
Celebrate the season with song and spirit! Join us for Christmas at the Museum in the historic Nazrey African Methodist Episcopal Church. Enjoy an afternoon of beautiful holiday music and light refreshments. Proceeds benefit the Amherstburg Freedom Museum. Details
Sunday, December 6, 2026 | 2:30 PM – 4:00 PM
Amherstburg Freedom Museum, 277 King Street, Amherstburg
$30
Jingle Bell Run, Walk, and Wheel
Get ready to jingle all the way at the Jingle Bell Run, Walk & Wheel—a festive event hosted by Ken Knapp Ford in the heart of beautiful downtown Essex! Join us in supporting Community Living Essex County and help spread the holiday cheer while making a difference in your community. Details
Sunday, November 8, 2026 | 10:00 AM – 2:30 PM
Ken Knapp Ford, 390 Talbot St. N
Register
Walkerville Holiday Walk
Come stroll Wyandotte St. E, during Walkerville’s annual Holiday Walk! Enjoy photos with Santa, cozy horse-and-carriage rides, festive activities, holiday shopping specials, delicious food, drinks, and so much more. Details
November 20 – 21, 2026
Wyandotte St. E from Lincoln Rd. to Argyle Rd.
Free
Very Merry Holiday Market
Experience the wonder of the holidays as the plaza comes alive with sparkling lights, festive music, and the warm aroma of roasting nuts and cocoa drifting through the air. Explore an enchanting outdoor market filled with unique local vendors, crafts, delicious food, and thoughtful gifts — perfect for everyone on your list! Details
Friday, December 4, 2026 | 3:00 PM – 7:00 PM
Tecumseh Towne Centre, 1614 Lesperance Rd, Tecumseh
$30
Santa Shout Out
Ho Ho Ho, Santa is coming to downtown Amherstburg! Don’t miss our Santa Shout Out December 11th from 6 pm until 8 pm next to the Gordon House at 268 Dalhousie Street. Santa will be in the snow globe to talk to all the kids about their Christmas wish. Secret elves will be wearing headlamp toques and will collect the necessary info from parents. Details
Friday, December 11, 2026 | 6:00 PM – 8:00 PM
Next to the Gordon House, 268 Dalhousie Street
Free; No registration required.
Holiday Events at Devonshire Mall
Visit Santa in Centre Court in front of Hudson’s Bay! Reservations are required for Santa photos. Enjoy story time with Santa and celebrate Baby’s first Christmas at the Mall. Details
Various dates
Devonshire Mall, 3100 Howard Avenue, Windsor
Free and ticketed events
HOHOHoliday 5k
The HoHoHoliday 5K is the most festive FUN run in Canada! This 5km run/walk combines the magic of the Holidays with community engagement and fitness. Be apart of a holiday movement and join 10,000 Santa’s virtually across Canada who are spreading cheer in their local community while choosing to raise funds to support Make-A-Wish Canada. Details
November 28 – December 31, 2026
Nationwide/Virtual Run
Register
Breakfast with Santa and the Mayor
Celebrate the season at the annual Breakfast with Santa and the Mayor! Enjoy a delicious pancake breakfast from 9:00 am to 10:45 am, festive music, holiday characters, face painting, crafts, and family-friendly activities. It’s a merry morning of holiday fun for all ages! Details
Saturday, December 5, 2026 | 9:00 AM – 11:00 AM
Event Centre, 970 Front Road, LaSalle
9th Annual Mistletoe Market – Handmade for the Holidays
Join us for two festive weekends at the beautiful Water’s Edge Event Centre in Ford City, where over 40 talented local makers each weekend will fill the historic main ballroom (ONE LEVEL this year) with unique, handcrafted gifts, home décor, jewellery, art, apparel, gourmet treats, holiday décor, and so much more. Details
December 5 – 6, 12 – 13, 2026
Waters Edge Event Centre, 2879 Riverside Dr E, Windsor
Swim With Santa at Adventure Bay Water Park
Join us on Saturday, December 5 at Adventure Bay for a visit with Santa!! Details
Saturday, December 5, 2026
Park hours | 10:00 AM – 6:00 PM
Photos with Santa in the lobby | 12:00 PM – 3:00 MM
Adventure Bay Family Water Park, 401 Pitt Street West, Windsor
Windsor Spitfires vs Ottawa 76’s: Peanuts Christmas
‘Tis the season for hockey. See us play in a heart warming Peanuts Jersey. Holiday magic comes to the rink with festive entertainment, seasonal activities, and a memorable night for the whole family. Don’t forget to get your picture taken with Mr and Mrs Claus and search the concourse for hidden gifts! Details
Thursday, December 10, 2026 | 7:05 PM
WCFU Centre, 8787 McHugh St.
$26 – $54
Breakfast With Santa
Join us for a delicious breakfast made by the Fantasy of Lights committee and get the chance to tell Santa Claus your wish list and get a photo with him. Details
Saturday, December 12, 2026 | 9 AM, 10 AM, 11 AM
Lakeside Park Pavilion, 315 Queen Street, Kingsville
$10.00 (+HST) per person; 2 years and younger dine for free. Pre-registration is required.
Santa’s Village & Market
Join us for the 5th Annual Santa’s Village & Market Essex, where twinkling lights, festive fun, and holiday cheer bring our community together for a magical Christmas celebration! Stroll through the beautifully decorated Heritage Gardens Park and enjoy FREE family-friendly activities (thanks to our amazing sponsors!), cookie decorating, holiday crafts, festive entertainment, and a visit to Santa’s Workshop for a keepsake photo with the big guy himself!! Details
Saturday, December 12, 2026
Heritage Gardens Park, 87 Station Street, Essex
Free
WFCU 2026 Holiday Market
FREE Holiday Photos and Shop Local from 100 Vendors! You will be sure to find something for everyone on your list from handmade holiday terrariums, botanical gifts, craft kits, yarn gnomes, salsa, cookies, jewellery, children’s books, leggings, makeup, skincare and so much more!! Details
December 12 – 13, 2026
WCFU Centre, 8787 McHugh Street, Windsor
Free
The Holiday Collective
Looking for a last-minute Christmas gift? Come meet local makers and small businesses at The Holiday Collective. Browse their products, find something for someone on your list, and support Windsor entrepreneurs while you shop! Details
Sunday, December 20, 2026 | 10:00 AM – 3:00 PM
Royal Canadian Legion Ambassador & Walkerville Branch 644, 1570 Marentette Ave, Windsor
Free
We do try to make the listings as accurate as possible, but there may be typographical/oversight errors or events may be cancelled or postponed without any notice. Verify all details from concerned event Websites/officials.
Hi I will be visiting for my 18th wedding anniversary from 1/11-14/18 and would like to know if it would be possible to obtain a brochure of the activities you have listed?