Christmas Begins in Westport with the 2026 Shop ‘N Hop and Gingerbread Theme Weekend!
Get into the holiday spirit in beautiful downtown Westport, Ontario with Christmas Markets, Gingerbread Competitions, Lion’s Santa Claus Parade while shopping our unique stores! Join us in Westport for a Gingerbread-themed weekend on Friday November 27th and Saturday November 28th, 2026. Our annual Westport Holiday Shop ‘N Hop is back featuring outdoor markets, tree lighting, carollers, gingerbread competitions, in-store events, ugly sweater competitions and much more! Christmas begins in Westport!
Live Music with Chris Murphy (Member of David Francey/Turpin’s, Acoustic Folk, Perth Road Village) @ The Cove Inn 5-9pm
Shops are open late until 8pm with events at participating businesses.
SATURDAY NOVEMBER 28th, 2026
Gingerbread house competitions at Rosie Yumski’s Fine Foods
Westport Lions Club Santa Claus Parade at 2pm
Live Music with the Annual Santa Claus Parade Country Hoedown – Henry Norwood + Shawn McCullough 5-9pm
Events at participating businesses
SUNDAY NOVEMBER 29th, 2026f
PJ Day
Events at participating businesses
Peoples’ Choice Award for best decorated business and village home
Live Music with SoulFire (Funky, Soul, Rock and Blues) 12-3pm Supporting a local charity.
Events & Activities (at participating businesses)
The Cove Inn: Friday – Chris Murphy plays live 5-9pm.
Saturday – Annual Santa Claus Parade post party with Henry Norwood and Shawn McCullough live from 5-9pm
Creative Gardens Floral Design: Workshops with Laura Moses (Workshop event listings and purchase tickets from Laura’s online store)
Heritage China & Crystal (Black Dog Inn): Easy Entertaining Platter Design
Lake Effects: Ornament Gift with purchase
Life is Good Westport: Loot Bags and Gift Cards with purchase
Lyons Holiday House: In-store specials all weekend
Missy’s of Westport:
Pinecone: In-store specials all weekend
Rosie Yumski’s Fine Foods: In-store specials all weekend
Tangled Garden Cafe: Lunch and Dinner specials
Tasty Goodness Bakery:
Trevor Connell Photography: Polaroids with Santa
Upper Rideau Bed and Breakfast: Friday – Outdoor bonfire with s’mores 4-8pm (Cross the street to the Gristmill for mulled cider and treats)
Saturday – After the Santa Claus Parade 3-6pm open house with Hot beverage and treats
Seasons of Westport: Gift with each purchase and in-store specials
Village Green: In-store specials all weekend
Wags, Whiskers & Wings: In-store specials all weekend as well as fundraiser for PAWS. Sunday – Pet photos with Santa 12-4pm
Watercolour Westport: Saturday – Watercolour Kitchen Party with Chef Francois from Scheuermann Winery. Two sessions: 3:30pm – 5:30pm and 6-8pm, “Christmas Appetizers Made Easy.” $25/person with only 20 spots available per session. Click here for the invite and here to purchase tickets.
Westport Dreamin’:
Westport Brewing Company: Live music and beer swag gift bundles; Also special gingerbread beer CASK tasting
Westport Home Hardware: Are your Christmas Lighting Specialists
Westport Village Pharmacy:
The Wood Fired Cafe: Friday night outdoor smoked meat special menu
For physical events that happen at a specific time. For example a concert, or dance performance. If there are multiple shows, you can still duplicate your event to cover them all.