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PRINCE EDWARD COUNTY EVENTS CALENDAR – Fall / Winter 2026 — Christmas Markets and More

This guide to Prince Edward County events is updated regularly for 2026.

Planning a winter trip to Prince Edward County (or any time of year, really)?
This curated events calendar highlights the best festivals, concerts, markets, food & wine experiences, and local events across PEC in Fall / Winter 2026 — and beyond.

Whether you’re visiting for a weekend or planning a longer stay, this page is your go-to guide for what’s happening in Prince Edward County. 

Christmas Markets in Prince Edward County — Winter 2026

Prince Edward County Christmas markets 2026 run from November 14 to December 13, in Picton, Bloomfield and Wellington. Each market below links to its event page with full details. For the complete guide, see our Christmas Markets in Prince Edward County 2026 page.

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Hagerman Homestead Christmas Market — Sat, Nov 14, 10:00 AM–3:00 PM, Hagerman Farms, Picton.

Holly Jolly Market — Fri–Sun, Nov 20–22, Crystal Palace, Picton. $5 advance / $7 at the door.

Picton Holiday Night Market — Sat, Nov 21, 4:00–9:00 PM, Main Street, Picton. Free.

Red Barn Christmas Market — Thu–Sun, Nov 26–29, The Eddie Hotel and Farm, 15786 Loyalist Pkwy, Bloomfield. $2 Thu/Fri/Sun, $5 Sat.

Bloomfield Christmas in the Village — Sat, Dec 5, 10:00 AM–6:00 PM, Main Street, Bloomfield.

Winter Wanderland Holiday Market — Sat, Dec 12, 11:00 AM–4:00 PM, Wander the Resort, Bloomfield. Free.

Christmas at Macaulay — Sat–Sun, Dec 12–13, 1:00–4:00 PM, Macaulay Heritage Park, Picton. Free.

What’s Happening in Prince Edward County This Winter

From winery events and live music to seasonal festivals and weekly markets, there is so much going on in Prince Edward County year-round. Events are spread across Picton, Wellington, Bloomfield, and the surrounding countryside (like Hillier, Consecon, Milford, the Waupoos, and more) making it easy to plan a full weekend around local experiences and pop up events.

Popular Types of Events in PEC

  • Live music & outdoor concerts

  • Artisan fairs

  • Wine tastings & winery dinners

  • Farm-to-table dinners

  • Food festivals & pop-up dining events

  • Art shows & gallery openings

  • Family-friendly events and seasonal celebrations

  • Wellness pop-ups and workouts, including yoga, pilates, and pickleball

Planning a Weekend Around PEC Events

​Many visitors plan their Prince Edward County getaway around specific events or festivals. Booking accommodations early is recommended during all seasons, especially for popular food, wine, and music events. Book your stay at Le Bon Vivant, a vacation destination that's earned a full five stars from every single guest who has stayed there since it opened in 2024!
 

Browse the full Prince Edward County events calendar below for upcoming festivals, concerts, markets, and special events.

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6:00 p.m.
October Full Moon Circle
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10:00 a.m.
Pop-Up Workout (hosted at a beautiful wedding venue in Prince Edward County)
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10:00 a.m.
Hagerman Homestead Christmas Market
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Day (1/3)
Holly Jolly Market
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Day (2/3)
Holly Jolly Market
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Day (3/3)
Holly Jolly Market
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Day (1/4)
Red Barn Christmas Market
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Red Barn Christmas Market
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Day (3/4)
Red Barn Christmas Market
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Day (4/4)
Red Barn Christmas Market
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10:00 a.m.
Bloomfield Christmas in the Village
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