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 18, 2023 to Wednesday, January 3, 2024 (various dates)
Santa Claus Parade | Saturday, November 18 ~ 5:00 PM @ Jasperson and Main Street
Lakeside Park, 315 Queen Street, Kingsville
Free
Christmas in Tecumseh
Tecumseh will kick off the holiday season with the much-anticipated Christmas in Tecumseh, featuring the Santa Claus Parade on Friday, November 17. This event provides FREE family-friendly entertainment throughout the evening at the Tecumseh Arena & Recreation Complex and Town Centre Park from 6:00 PM to 9:00 PM. Events include: Meet & Greets with Santa and Mrs. Claus, a Holiday Petting Zoo, Outdoor Marshmallow Roast, Arts & Crafts and so much more! Details
Santa Claus Parade | Friday, November 17, 2023 | 6:00 PM – 9:00 PM
Tecumseh
Santa Claus Parade will start near Lacasse Park and end at Tecumseh Town Hall
Free
Amherstburg River Lights
November 18, 2023 till January 8, 2024 | 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 24, 2023 to January 7, 2024
LaSalle Civic Centre, 5950 Malden Rd., LaSalle
Free
Bright Lights Windsor
From December 1, 2023, to January 7, 2024, Bright Lights Windsor will once again light up Jackson Park with thousands of lights and stunning displays. Details
December 1, 2023 to January 7, 2024
Jackson Park, Windsor
Free
Ugly Christmas Sweater – Leamington Christmas Parade
Ugly Christmas Sweater – Leamington Christmas Parade takes place on Saturday, November 25th. Details
Saturday, November 25, 2023 | 6:00 PM – 9:00 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 Parade presented by The Town of Amherstburg. Details
Saturday, November 25, 2023 | 6:00 PM – 8:00 PM
Downtown Amherstburg
Free
Windsor Santa Claus Parade
Join us in Windsor December 3rd for the 54th 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 2, 2023 | 6:00 PM – 9:00 PM
Wyandotte Street, Windsor
Free
Essex Santa Claus Parade
Join us on December 10 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. Come early between 3-5:30 and enjoy family friendly activities at our new fan zone located next to Blimeys British Store and Gift Shop. Details
Saturday, December 9, 2023 | 6:30 PM – 9:30 PM
Talbot Street between Fairview and Maidstone Ave, Essex
Free
Harrow Kinsmen Christmas Parade
Harrow Kinsmen Christmas parade will start at the depot on Sinisac St and will end at the old lions hall or Harrow Arena Community Center. Details
Saturday, December 16, 2023 | 6:30 PM – 8:00 PM
Harrow
Free
II. Christmas Carols & Holiday Concerts in Windsor
Handel’s Messiah
Join us for a WSO holiday tradition! Maestro Robert Franz leads the WSO in a program of highlights from Handel’s Messiah. The return of this annual tradition is sure to inspire the holiday spirit in everyone!! Details
Thursday, November 30, 2023 | 7:30 PM – 9:00 PM
Our Lady Of The Assumption Church, 2735 University Ave W, Windsor
$15 – $40
Handel’s Messiah
Join us for what’s become a beloved holiday tradition – Handel’s Messiah. Join Maestro Jeffrey Pollock, soprano Caitlin Wood, baritone Christopher Dunham, and the WSO Chorus for a program of highlights from Handel’s Messiah, a grand celebration of the season that will leave you singing “Hallelujah!” Details
Friday, December 1, 2023 | 7:30 PM – 9:00 PM
Leamington Mennonite Church, 78 Oak Street East, Leamington
$15 – $40
A Johnny Reid Christmas
Join Johnny and his band in a joyful celebration of holiday spirit! A Johnny Reid Christmas!: featuring a special appearance by Katie Kadan of NBC’s The Voice. Details
Thursday, December 7, 2023 | 8:00 PM
The Colosseum at Caesars Windsor, 377 Riverside Drive East, Windsor
$45 and up
The Tenors
The Tenors hits The Colosseum stage on December 14th. Details
Thursday, December 14, 2023 | 8:00 PM
The Colosseum at Caesars Windsor, 377 Riverside Drive East, Windsor
$45 and up
WSO Holiday Pops
Enjoy all your holiday favourites including composer Rebecca Pellett’s 12 Canadian Days of Christmas. This season, Charlie Brown gets help from his friends to restore his Christmas spirit, plus a Hippopotamus for Christmas, and a Donkey too? Hear Windsorite vocalist Sara Fontaine along with the Windsor Symphony Orchestra Chorus and a special guest in a red suit!! Details
Saturday, December 16, 2023 | 7:30 PM
Sunday, December 17, 2023 | 2:30 PM & 7:30 PM
The Capitol Theatre, 121 University Avenue, Windsor
$17 – $69
The S’Aints
The S’Aints is returnign to Caesars Windsor with an all-ages fundraising concert for local foodbanks. Details
Friday, December 22, 2023 | 8:00 PM
The Colosseum at Caesars Windsor, 377 Riverside Drive East, Windsor
$40 and up
III. Christmas Plays & Holiday Theatre in Windsor
The Sound of Music
The final collaboration between Rodgers & Hammerstein was destined to become the world’s most beloved musical. Featuring a trove of cherished songs, including “Climb Ev’ry Mountain,” “My Favorite Things,” “Do-Re-Mi,” “Sixteen Going on Seventeen” and the title number, The Sound of Music won the hearts of audiences worldwide, earning five Tony Awards and five Oscars. The inspirational story, based on the memoir of Maria Augusta Trapp, follows an ebullient postulate who serves as governess to the seven children of the imperious Captain von Trapp, bringing music and joy to the household. But as the forces of Nazism take hold of Austria, Maria and the entire von Trapp family must make a moral decision. Details
November 17 – 19, 24 – 26, 2023
Chrysler Theatre, 201 Riverside Dr. W, Windsor
$40.00 – $55.00 including fees
St. Clair College Holiday Special
The Annual Holiday extravanganza created and performed by the St. Clair College Music Theatre Performance students. Details
December 8 – 10, 14 – 16, 2023
Chrysler Theatre, 201 Riverside Dr. W, Windsor
$12.00 – $22.00 including fees
Pure Holiday Spectacular
Featuring Lakeshore Pure Academy dancers. Details
December 18 – 19, 2023
Chrysler Theatre, 201 Riverside Dr. W, Windsor
$30.00 – $41.00 including fees
Cirque Musica Holiday Wonderland
Experience the incredible Cirque Musica: Holiday Wonderland live from The Colosseum stage for two thrilling all ages performances. Details
November 29 – 30, 2023 | 8:00 PM
The Colosseum at Caesars Windsor, 377 Riverside Drive East, Windsor
$33 and up
Edmunds Towers School of Dance: The Nutcracker 2023
This ballet is performed by over 125 elegantly costumed dancers to the much loved score by Tchaikovsky. This is a very exciting opportunity for our students to dance in this holiday classic for their families and friends. From the costumes and the sets to the large cast and brilliant score, Edmunds Towers School of Dance’s production of The Nutcracker is guaranteed to entertain all ages. Details
December 1 – 3, 2023
The Capitol Theatre, 121 University Avenue, Windsor
$40
Windsor Dance eXperience: A Christmas Carol
The words of Charles Dickens brought to life through dance. Details
December 8 – 10, 2023
The Capitol Theatre, 121 University Avenue, Windsor
$22.63 – $27.96
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
Pancake Lunch with Santa
Includes eggs, sausage, pancakes, juice and coffee. There will be photo opportunity (with your own device) with the Santa. Details
November 26, 2023 | 12:00 PM – 2:00 PM
Chrysler Theatre, 201 Riverside Dr. W, Windsor
$15+ taxes and fees
WindsorEats Holiday Market
With local vendors, live music, food, hot drinks, and more, this is Windsor’s only fully licensed weekly Holiday market. Details
Thursdays in November & December | 5:00 PM – 9:00 PM
400 Erie St. East, Windsor
Free
Holiday Cocktail Class by WindsorEats
Shake, pour, and sip your way through our Holiday Cocktail Class on your way to being the holiday host with the most amazing drinks! Details
Wednesday, November 15, 2023 | 7:00 PM
400 Erie St. East, Suite 3, Windsor
$100
Super Santa Walk/Run/Wheel 2023
On November 18, more than 500 Santas will share their jolly good cheer along the streets of Amherstburg. This 5km walk/run/wheel raises funds to support conservation efforts in the #PlaceforLife, and kicks off the Amherstburg River Lights festival. Details
Saturday, November 18, 2023 | 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.
Register
Taste of the Season Open House
Enjoy the spirit of the season with family and friends in EPIC Wine Country! Discover unique gifts, delicious local wines, and cheerful festivities at each of our participating wineries. Details
November 25 – 26, 2023 | 11:00 AM – 5:00 PM
Each participating wineries in Wine Country
Free admission
Deck the Holidays – Wreath Making Workshop
Ring in the holiday season with a hands-on wreath making workshop using natural materials from the forest and farm. Details
Sunday, November 26, 2023 | 2:00 PM & 6:00 PM
John R Park Homestead, 915 East County Rd 50, Harrow
$54.58
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 18 – 19, 2023 | 10:00 AM – 3:00 PM
Tecumseh Legion, 12326 Lanoue Street, Tecumseh
Free
Pancakes with Santa
Join Viewpointe Estate Winery for a Breakfast With Santa! $8/ticket (4 and under free with 1 adult purchase). Details
Saturday, December 2, 2023 | 10:30 AM – 12:00 PM
Viewpointe Estate Winery, 151 County Road 50, Harrow
$8
12 Barns of Christmas Holiday Makers’ Market
The popular Holiday Makers’ Market returns, with over 20 local artisan makers, traditional holiday treats, activities, and more! Details
Sunday, December 3, 2023 | 10:00 AM – 12:00 PM
John R Park Homestead, 915 East County Rd 50, Harrow
$7.72 – $9.85
Tourism Windsor Essex Holiday Social
oin us at Willistead Manor on Thursday December 7th, 2023 from 5pm through 7pm at our Tourism Windsor Essex Pelee Island Holiday Social. Enjoy two complimentary libations including the Wolfhead Distillery cocktail bar paired with hors d’oeuvres, a silent auction, live entertainment, door prizes – plus a poinsettia to take home with you! Details
Thursday, December 7, 2023 | 5:00 PM – 7:00 PM
Willistead Manor, 1899 Niagara Street, Windsor
$40
Annual 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 6, 13, 20 and 27, 2023 | 6:00 PM –8:00 PM
Sundays, December 3, 10 and 17, 2023 | 1:00 PM – 4:00 PM
Willistead Manor, 1899 Niagara Street, Windsor
Cost: $6.25 for adults; $5.25 students and seniors; $2.75 children 12 and under
Santa’s Vilage & Market
Join us for a delightful holiday experience at the 2nd Annual Santa’s Village & Market, a family-friendly event open to all ages. Immerse yourself in the heartwarming spirit of Christmas in the beautiful downtown of Essex Centre, in the middle of Essex County. Details
Saturday, December 9, 2023 | 2:00 PM – 9:00 PM
Parade | 6:30 PM
Located at the corner of Talbot and Victoria in the Heritage Gardens area, next to the Essex Historic Train Station
Free
Jingle & Mingle Holiday Business Expo
Join us forthe Jingle & Mingle Holiday Business Expo on December 7th. Details
Thursday, December 7, 2023 | 10:30 AM – 1:30 PM
Best Western PLus Leamington Hotel & Conference Centre, 566 Bevel Line Road 1
$25 – $75
Christmas Market
The CTMHV Christmas Market promises great shopping just in time for the holiday season. Join us for some early Christmas shopping, or to gift yourself something nice! Details
December 2 – 3, 2023 | 9:00 AM – 3:00 PM
Canadian Transportation Museum & Heritage Village, 6155 Arner Townline (County Road 23), Kingsville
Admission $5 (payable at the door)
Breakfast With Santa
Experience includes breakfast buffet, Santa visit and photo op, and a self-guided mini-tour of Willistead Manor. Ticket price will include the buffet, Santa visit, and mini-tour. Keepsake photos with Santa to take away will cost extra on-site. Details
Sundays, December 3, 10 and 17, 2023 | 10:00 AM
Willistead Manor, 1899 Niagara Street, Windsor
General admission $40, Children 12 & under $20
Christmas at the Museum
Ring in the holiday season with the Amherstburg Freedom Museum! The evening’s program will be hosted by the Amherstburg Freedom Museum featuring musical performances from Josh Johnson, silent auction prizes, refreshments and access to visit the museum. Details
Wednesday, December 6, 2023 | 7:00 PM – 9:00 PM
277 King Street, Amherstburg
$30; limited seating
A Charles Dickens “A Christmas Carol” Evening Story Telling
Enjoy a story telling of Charles Dickens’ “A Christmas Carol”. Ticket includes: performance and intermission – tea/ cookies. Details
November 30 – December 1, 2023 | 7:00 PM
The Park House Museum, 214 Dalhousie Stret, Amherstburg
$20.00 per person; Advance Registration/Tickets Required
Jingle Bell Run, Walk and Wheel
The Jingle Bell Run, Walk & Wheel is an annual event hosted by Ken Knapp Ford in beautiful downtown Essex in support of Community Living Essex County.
The Jingle Bell Run, Walk & Wheel’s mission is to promote a healthy lifestyle and inclusive communities. Details
Sunday, November 12, 2023 | 10:00 AM
Ken Knapp Ford, 390 Talbot St. N
$20 – $40
16th Annual Lighted Tractor Parade
Say “Hi” to Santa and get ready for the holiday season with Viewpointe Estate Winery’s 16th Annual Lighted Tractor Parade!! Details
Sunday, December 3, 2023 | 4:30 PM – 7:00 PM
Viewpointe Estate Winery, 151 County Road 50, Harrow
Buffet Supper will be available for $40
Walkerville Holiday Walk
Come stroll the streets for Walkerville’s annual Holiday Walk! Photos of Santa, exciting activities, great holiday shopping, food, drinks, and so much more. Details
November 17 – 18, 2023
Wyandotte St E, Windsor
Free
Santa Shout Out
Ho Ho Ho, Santa is coming to downtown Amherstburg! Don’t miss our Santa Shout Out December 15th from 6pm until 8pm 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. Details
Friday, December 15, 2023 | 6:00 PM – 8:00 PM
Next to the Gordon House, 268 Dalhousie Street
Free
Holiday Artisan Shoppe
Come join us for some unique Holiday shopping at our Holiday Artisan Shoppe Thursday through Sunday from November 16 to December 10. Details
Thursday through Sunday from November 16 to December 10, 2023
Gibson Gallery, 140 Richmond St., Amherstburg
A Signature Christmas: indoor artist market
The LAC presents a Signature Christmas indoor Artist Market. This annual arts and crafts show offers perfect unique and beautiful gifts for everyone on your list! Come see a festive presentation of jewelry, pottery, ceramics, driftwood and woodworking arts and crafts, acrylic, oil and watercolour paintings, photography and much more; handmade items to fit every budget from stocking stuffers to signature gifts. Details
November 15 – December 21, 2023
Leamington Arts Centre, 72 Talbot St W, Leamington
Free
Stroll the Street
Stroll the Street is an upbeat experience greared for all ages, bringing people and local businesses safely together for food, fun activities, shopping and entertainment!
A great opportunity to slow down, visit with friends and family while enjoying all that Belle River has to offer! Details
November 17, 2023 | 6:00 PM – 8:30 PM
Notre Dame Street, Belle River
Free
Story Time with Santa
Join Santa in our Winter Woodland for Story Time. One lucky child will win a book to take home with them!! Details
Tuesdays, November 14, 21, 28, December 5, 12, 2023
Devonshire Mall, 3100 Howard Avenue, Windsor
Free
Sensory Santa
Devonshire Mall is inviting people within every spectrum of special needs and their families to enjoy time and a photo with Santa, during a sensory-friendly visit with us. Details
Sunday, December 3, 2023 | 9:00 AM – 10:30 AM
Devonshire Mall, 3100 Howard Avenue, Windsor
Reservations are recommended but walk-ups are welcome!!
You might like: 20th Annual Cans for a Cause on December 15, 2023 @ Devonshire Mall
Santa’s Winter Woodland
Visit Santa’s Winter Woodland in Centre Court in front of Hudson’s Bay! Details
Arrives on Sunday, November 12, 2023 | 11:00 AM
November 12 – December 24, 2023
Devonshire Mall -Centre Court in front of Hudson’s Bay, 3100 Howard Avenue, Windsor
RESERVATIONS are required for Santa photos. Walk-ups will be accommodated but reservations will take precedence.
Christmas at St. Mark Evangelical Church
Come join us for a night of worship, music and celebrating our saviour. Have fun with us as we’re reminded of and share the significance of Jesus’ arrival over two thousand years ago. Details
Saturday December 9, 2023 | 6:30 PM – 9:00 PM
St. Mark Evangelical Church, 45 Draper Street, Colchester (Essex)
This is a FREE family event open to the community
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
December 1 – 31, 2023 | All Day anytime
Nationwide/Virtual Run
$40 – $45
Christmas at Heritage Village
Step back in time with a trip to Christmas at Heritage Village. This village with buildings dating back to the 1800’s has been transformed for the Christmas Season to create a holiday event for the entire family. Enjoy Stories with Mrs. Claus, a trip to Elf School, Entertainment each night, make your own smores, a marketplace, Visit Santa, write letters to Santa or visit the Grinch in Jail. The experiential holiday event has something for everyone. Details
November 17- December 23, 2023
Fridays and Saturdays from 5 pm – 8:30 pm
Sundays from 5 pm – 8 pm
Canadian Transportation Museum and Heritage Village, 6155 Arner Townline, Kingsville
Free, Donations welcome
Windsor Spitfires vs. London Knights: Christmas Night!
Embrace the magic of the season on Christmas Night! Share the joy of the holidays with fellow fans as we celebrate both the gift of hockey and the gift of togetherness. Details
Thursday, December 14, 2023 | 7:05 PM
WCFU Centre, 8787 McHugh St.
$20 and up
Swifties Holiday Party
Get ready to shake it off and dance the night away at the SWIFTIES HOLIDAY PARTY on Thursday, December 21, 2023! It’s a night that promises to be legendary, just like Taylor Swift herself! Join us at 7:30 PM for some mind-blowing Taylor Swift trivia that will put your Swiftie knowledge to the test. Then, as the clock strikes 9 PM, head next door to Disco Inferno for the ultimate Taylor Swift Dance Party! Ages 19+. Details
Thursday, December 21, 2023 | 7:00 PM – 2:00 AM
The Bull and Barrel, 670 Ouellette Ave, Windsor
$7.05 – $49.40
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?