Make a Day of It: Your Cookstown Trip Guide
Spend the day in Cookstown exploring vintage treasures, charming shops, and cozy cafés. Just a short drive from Toronto, it’s the perfect small-town escape for antique lovers, day-trippers, and curious explorers alike. Discover what makes this historic village a hidden gem in Simcoe County—and why it’s always worth the drive.
Hwy 89 & Hwy 27 | Cookstown, Ontario
Antique Adventure Starts Here
The Perfect Day Trip Destination
Halliday House & Co.
Halliday House & Co. is a cozy boutique in Cookstown, Ontario, offering antiques, home décor, unique gifts, fresh flowers, and Fusion Mineral Paint. Family-run with a welcoming vibe, it’s a go-to for thoughtfully curated treasures and custom florals. Visit their new location at 2 King St. North, where charm and creativity come together beautifully.
The Cookstown Pub
The Cookstown Pub Co., at 52 Queen St. in Cookstown, Ontario, is a family‑friendly local pub opened in 2006 and run by Terra Brown since 2017. They serve classic pub fare—burgers, wings, flatbreads, salads—and offer cold beer, free Wi‑Fi, a pool table, pinball and Golden Tee. A relaxed spot for dining, takeout, games, and good times.
Mad Hatters
Mad Hatter’s Table, located at 3A King St. S., Unit 1, Cookstown, ON, brews, bakes, and crafts every dish and drink in-house. From confections to comfort food, everything is made with quality, locally sourced, and ethically chosen ingredients. Step a little further down the rabbit hole and discover food that’s whimsical, responsible, and unforgettable.
Wicked
Wick’ed Fragrance House, at 9 Queen St, Cookstown, ON, offers hand-poured candles and home fragrances designed to elevate your everyday. Each product is crafted with care to create warmth, comfort, and a sense of calm. From scent to flicker, we help transform your home into a place of beauty and belonging.
Vintage & Antique Market Roots
Where History Lives and Stories Begin
There’s nothing like discovering antiques in person. Visit us in Cookstown to explore our ever-changing selection and uncover your next great find.
Wood Craft Bros
At Woodcraft Bros., 6 Queen St, Cookstown, ON, every handcrafted charcuterie board is a one-of-a-kind masterpiece. Using locally sourced Canadian Black Walnut, each piece is kiln-dried, hand-selected, and expertly crafted to showcase natural beauty and durability. Since 2015, we’ve brought old-world craftsmanship to modern gatherings—perfect for weddings, events, or everyday hosting.
The South Simcoe Theatre
Located at 1 Hamilton St, Cookstown, ON, The South Simcoe Theatre is a vibrant non-profit community theatre producing a wide range of plays and musicals each year. Whether you’re passionate about performing, working behind the scenes, or supporting the arts, there’s a place for you here. Get involved and help bring local theatre to life.
Toast
Toast Homestyle, located at 24 Queen St, Cookstown, ON, is a locally owned restaurant serving up comfort food made right. With a focus on quality ingredients and simple, thoughtful preparation, we believe great taste starts with better food. Friendly service and a welcoming atmosphere make Toast a go-to spot for homestyle meals in the heart of Cookstown.
Aleksandra Boutique
Step into European sophistication at 10 Queen St., Cookstown, ON. This local boutique offers a refined collection of designer fashion and accessories from across Europe. With styles for daily wear or special events, every visit is a chance to discover something extraordinary. Experience modern elegance in the heart of historic Cookstown.
Backroads Bar & Grill
Backroads Bar & Grill, at 1 Church St, Cookstown, ON, is your local spot for great food, cold drinks, and laid-back fun. Whether you’re dropping in for dinner, unwinding after work, or catching live music on the weekend, you’ll feel right at home in this relaxed, friendly pub. It’s where Cookstown comes to eat, drink, and kick back.
Vintage & Antique Market Roots
Where History Lives and Stories Begin
There’s nothing like discovering antiques in person. Visit us in Cookstown to explore our ever-changing selection and uncover your next great find.
