Four Picture-Perfect Ontario Towns for Holiday "hallmark" Cheer

Laurie Weir

Ontario’s charming towns and villages take on a special glow in winter, inviting families, friends and couples to explore scenic streets and stress-free shops and discover some unique finds.

For those seeking a seasonal shopping experience beyond big-box stores, look no further than Picton, VanKleek Hill, Gananoque, and Merrickville. These four places offer an enchanting blend of local artisans, welcoming boutiques, and old-fashioned hospitality — all the ingredients for a “Hallmark” movie-style getaway.

Here’s your winter shopping guide to Ontario’s most picturesque towns.

1. Picton: Boutique shopping in Prince Edward County

Picton’s Main Street transforms into a winter wonderland, where you’ll find local stores filled with one-of-a-kind treasures. Picton’s shops are all about quality over quantity, so you’ll find one-of-a-kind items—think handcrafted jewelry, unique home decor, and gourmet kitchen tools. The village’s foodie culture is also present in shops like Zest Kitchen Shop, where kitchen gadgets and locally inspired cookbooks make excellent gifts. Winter here is quieter, giving you time to savour each shop and connect with the community behind the products.

2. Vankleek Hill: Unique finds in the Gingerbread Capital

Known as Ontario’s “Gingerbread Capital” for its Victorian architecture, VanKleek Hill feels especially magical in winter, with its charming shops and inviting streets. When you shop here, you’re supporting artisans who are passionate about their craft and preserving their town’s rich heritage.

3. Gananoque: Unique Boutiques in the Heart of the Thousand Islands

Gananoque’s riverside charm doesn’t end when the temperatures drop. Its downtown shops capture the creativity and warmth of the Thousand Islands.

Shopping in Gananoque is a treasure hunt for art lovers and style-seekers alike. Its shops have a welcoming vibe, and each one reflects the town’s love for creativity and nature. Whether you’re looking for stylish winter wear or unique home accents, Gananoque’s shops are a perfect blend of charm and elegance.

4. Merrickville: The Jewel of the Rideau

Merrickville is a true winter jewel, blending historic charm with artisan boutiques that line its heritage main street. Known for its artistic community, Merrickville is a haven for shoppers seeking handcrafted, original items.

Merrickville’s artistic community thrives on originality and craftsmanship. Shops like Mrs. McGarrigle’s Fine Food Shop offer gourmet foods and locally famous mustards that add a culinary twist to your winter shopping, while the Wick Witch provides an intriguing selection of some tantalizing scents. Merrickville’s shops bring a down-to-earth, bohemian charm that invites you to take your time, explore, and appreciate the craftsmanship. Shopping here feels like a celebration of community, creativity, and the joy of finding something that’s truly one-of-a-kind.

Winter shopping in Ontario’s villages isn’t just about buying gifts — it’s about immersing yourself in an experience. These charming towns invite you to step out of the rush, slow down, and connect with artisans who pour creativity and care into everything they make.

In Picton, VanKleek Hill, Gananoque, and Merrickville, you’re not just picking up products; you’re finding unique, meaningful pieces of each area’s heritage and charm.

In the glow of winter lights or along the snow-covered streets, these quaint small towns and villages offer a storybook setting perfect for creating winter memories. From handmade pottery and fine art to local fashion and specialty foods, shopping in these places is about finding one-of-a-kind items you’ll treasure long after your visit.

So, this winter, take a break from the ordinary, explore these “Hallmark” places, and bring home more than just gifts — a piece of Ontario’s soul.

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