Spending Family Day Weekend in Prince Edward County

Family Day weekend is the perfect time to slow down, get outside, and enjoy everything Prince Edward County (PEC) has to offer in winter. Think of this as a day‑by‑day guide for inspiration — a flexible way to plan your long weekend around local events, and easy adventures, whether you’re here for the full weekend or just stopping by for a day.

Friday (Feb 13): Arrive & Ease Into the Weekend

Friday is all about arriving, settling in, and gently shifting into weekend mode. With no need to rush, it’s the perfect evening to enjoy a slow start and your first taste of winter in The County.

❄️ Evening Snowshoe at Sugarbush Winery

Start Family Day weekend with a guided snowshoe through the vineyard, then warm up with a glass of wine and a bowl of chilli — a perfect introduction to winter in PEC.

Afterwards, settle into your accommodations for a quiet night in or a casual dinner nearby.

Our recommendations for dinner out:

If you’re looking for a place to stay in PEC our partner, Breathe Vacation Rentals, offers a selection of beautiful, well‑located accommodations across Prince Edward County — perfect for families, couples, or groups looking to settle in comfortably for the long weekend. From cozy cottage vibes to spacious homes close to town, it’s easy to find a place that feels like home base for any type of getaway.

Saturday (Feb 14): Art, Film & Exploring

Saturday is ideal for wandering at your own pace — mixing indoor culture with casual exploring and plenty of time to pop in and out of shops, galleries, and cafés.

Our coffee shop recommendations: 

🎨 O Canada — I Love You Exhibition at Melt Gallery

Celebrating contemporary Canadian artists and the diverse practices, this exhibition is a great stop for art lovers of all ages. Open Saturday (and Sunday) from 12:00 PM – 4:00 PM.

🍿 The Regent Theatre

Catch a screening of Charlie the Wonderdog (playing Friday through Sunday), a family‑friendly movie perfect for a cozy winter afternoon. Showtimes are listed below:

  • Friday 7PM
  • Saturday 11AM & 2PM
  • Sunday  7PM

Between stops, explore local shops, grab lunch in Picton, or head out for a winter walk along the Millennium Trail.

Check out these stores on Main Street:

Try one of these lunch spots in Picton:

Sunday (Feb 15): Winter Carnivals & Fireside Fun

Sunday tends to be the heart of the long weekend, with the most festive energy and family‑friendly gatherings happening across The County.

🍻 Parsons x Chef Char (Feb 14 & 15)

A winter stop at Parsons Brewing Company is a Family Day weekend favourite. Over the weekend, the brewery will transform into a lively outdoor hangout — with skating on the ice rink, fires crackling, and a special pop-up with Chef Char and the GetShuckd team adding something extra to the experience. Expect wood-fired oysters with a creamy lobster sauce, cups of perfect clam chowder, and a raclette station, making it an easy place to spend a few cozy hours soaking up the season with friends or family.

🎨 Winter Carnival at The Waring House 

From 1 to 3PM, experience a classic winter carnival with:

  • Carnival‑style contests
  • Horse‑drawn wagon rides
  • Hot chocolate and mulled cider
  • Fun prizes for kids
  • Free admission

In the evening, unwind back at your accommodation with take-out dinner!

Some of our favourite to-go spots: 

Monday (Feb 16): Family Day Celebrations

Family Day itself is designed for connection and community, with drop‑in events that make it easy to build a relaxed, fun‑filled day without a strict schedule.

🎮 Video Games on the Big Screen at The Regent Theatre

From 10 AM–5 PM, bring your own Nintendo Switch and controllers and enjoy gaming on the big screen. This free event offers one‑hour time slots for groups of any size.

🏠 Cozy Winter Play Day at Macaulay House

A family‑oriented afternoon, from 1PM to 3PM, embracing winter fun:

  • Therapy goats and bunnies from Heal with Horses (1–2:30 PM)
  • Snow play, forts, and ice art outdoors
  • Board games and vintage games indoors
  • Free admission (donations welcome)

🎨 Family Day Mugs at County Creative Studio

Paint your own mug during one of two sessions:

  • 9–10:30 AM or 11:30 AM–1 PM
  • $20 per mug
  • All ages welcome
  • Advance sign‑up required

🦉 Family Day Fun with South Shore Joint Initiative

⛸️ Family Day Community Celebrations 

  • Wellington & District Community Centre: skating, soup, games, crafts, and hot chocolate – 9AM to 3PM
  • Prince Edward District Community Centre: skating, family activities, crafts, and games – 9AM to 3PM

All Weekend Long (Feb 13 – 16):

✈️ Flashback February at Escape Camp Picton

If you’re looking for something immersive and a little different, Escape Camp Picton offers a memorable indoor experience that works well for mixed‑age groups (and unpredictable winter weather!). Throughout the long weekend, dive into history with Escape Camp Picton, located at Base 31 – a historic WWII Air Force Training Base.

Choose from two indoor escape rooms inspired by World War II:

  • The Spy’s Workshop (up to 5 players)
  • The Secret Guild (up to 10 players)

As part of Flashback February, guests will also get to experience a mini exhibit on daily life during WWII — including food rations, victory gardens, and a taste of traditional wartime cake.

Another Successful Long Weekend in The County

Family Day weekend in Prince Edward County offers a little bit of everything — community celebrations, creative experiences, outdoor adventures, and plenty of time to slow down and reconnect. Whether you’re visiting for the full weekend or just one day, PEC is an easy winter getaway worth savouring.

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