May in Kingston is when the city really comes to life. With warmer weather, longer days, and patios starting to fill up, there’s no shortage of ways to get out and enjoy everything the community has to offer.

From markets and workshops to live music, wellness events, and outdoor experiences, this month offers something for everyone. Whether you’re planning a weekend outing, celebrating Mother’s Day, or just looking for something new to try, this guide highlights what’s happening in Kingston throughout May 2026.

Tabletop Garden Workshop

Date: May 6, 2026 · 6:00 PM
Where: MacKinnon Brothers Brewing

Kick off the month with a creative, hands-on workshop where you’ll design your own tabletop garden. Hosted in a relaxed brewery setting, this event blends creativity with a social atmosphere. Perfect for a midweek outing with friends or a unique date night.
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Night Market at Lay Low

Date: May 8, 2026 · 7:00 PM – 11:00 PM
Where: Lay Low (241 Princess Street)

Experience Kingston’s vintage and thrift scene at this evening night market. Browse curated finds, shop local vendors, and enjoy the laid-back downtown vibe. A great way to spend a Friday night supporting small businesses.
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Spring Vendor Show

Date: May 9, 2026 · 10:00 AM – 4:00 PM
Where: Tett Centre for Creativity and Learning

Discover local makers, artisans, and small businesses at this vibrant spring vendor show. From handmade goods to unique gifts, it’s the perfect place to shop local and find something special.
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Science Rendezvous Kingston

Date: May 9, 2026 · 10:00 AM – 3:00 PM
Where: Slush Puppie Place

A fun and educational event for all ages, Science Rendezvous brings interactive exhibits, hands-on experiments, and engaging demonstrations to Kingston. Best of all, it’s completely free! Making it a great family-friendly outing.
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Craft Brewing Workshop for Beginners

Date: May 9, 2026
Where: 2787 Princess Street

Curious about brewing your own beer? This beginner-friendly workshop walks you through the process step by step. A great experience for anyone interested in craft beer or learning a new hobby.
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Mother’s Day Market

Date: May 9, 2026 (Mall Hours)
Where: Cataraqui Centre

Get ahead on Mother’s Day shopping at this curated market featuring local vendors and thoughtful gift ideas. Whether you’re looking for something handmade or unique, this is a great place to find it.
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Mother’s Day Afternoon Tea

Date: May 10, 2026 · 12:00 PM – 4:00 PM
Where: The Secret Garden Inn

Celebrate Mother’s Day with a classic afternoon tea experience in a charming setting. Enjoy a selection of teas, fresh pastries, and elegant bites. A perfect way to slow down and spend quality time together.
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From Mat to Tap (Yoga + Brewery Experience)

Date: May 10, 2026 · 2:00 PM
Where: Fine Balancing Brewing Company

Start with a guided yoga session and finish with a well-earned drink. This unique event combines movement, mindfulness, and a social atmosphere.
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Heart & Soul: Yoga + Reiki + Sound Bath

Date: May 10, 2026 · 5:30 PM
Where: Holistically Hip

Wind down your weekend with a deeply relaxing wellness experience. This session blends yoga, reiki, and sound therapy to help you reset, recharge, and reconnect.
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Trivia Night at Riverhead Brewing Company

Date: Every Thursday · 7:00 PM – 9:00 PM
Where: Riverhead Brewing Company

Looking for a consistent weekly outing? Trivia Night at Riverhead is a local favourite. Gather your team, test your knowledge, and enjoy a fun, casual night out
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S.S. Keewatin Tours

Starting: May 16, 2026
Where: Great Lakes Museum

Step aboard history with guided tours of the S.S. Keewatin. This immersive experience offers a glimpse into early 20th-century travel and life on the Great Lakes. A must-do for history lovers.
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Kayak Rentals at Ahoy Rentals

Starting: May 16, 2026
Where: Kingston Waterfront

As the weather warms up, it’s time to get back on the water. Kayak rentals are back for the season, offering a perfect way to explore Kingston’s shoreline and enjoy the outdoors.
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Art After Dark

Date: May 22, 2026 · 7:00 PM – 9:00 PM
Where: Downtown Kingston

Explore downtown Kingston’s art scene after hours. Galleries, studios, and creative spaces open their doors for an evening of art, culture, and community connection.
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A Tragically Hip Celebration with 50 Mission

Date: May 23, 2026
Where: The Spire

Celebrate one of Canada’s most iconic bands with a live tribute performance. This show brings the music of The Tragically Hip to life in a powerful and nostalgic way.
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Montreal Street Vintage Market

Date: May 24, 2026 · 10:00 AM – 5:00 PM
Where: Corner of Montreal & Princess Street

Spend the day browsing vintage clothing, collectibles, and curated goods at this outdoor market. A great stop for anyone who loves unique finds and local style.
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Juniper Café 10-Year Anniversary Party

Date: May 26, 2026 · 6:30 PM
Where: 497 Cataraqui Woods Drive

Celebrate a decade of Juniper Café with an evening of live music, wine tasting, and incredible food. Featuring guest chef Mich Léger and a curated wine experience, this is a special event worth marking on your calendar.
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With markets, workshops, live events, and outdoor experiences, May is the perfect time to get out and explore Kingston.

Whether you’re reconnecting with the community, trying something new, or simply enjoying the warmer weather, there’s no shortage of ways to fill your calendar this month.

Looking for more local updates? Stay tuned to our blog for monthly event guides and everything happening in Kingston.