In Wilton, May is more than just a month—it’s a series of long-standing traditions that bring neighbors together. As the first warm days of spring settle in, the town shifts its energy toward outdoor gatherings, historic preservation, and community stewardship.
Here are the highlights for your May 2026 calendar:
1. The Under-the-Tent Legend: Minks to Sinks
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Dates: Saturday, May 2 - Monday, May 4
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Location: 395 Danbury Road (Corner of School Rd & Rt 7)
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The iconic white tents are back! Minks to Sinks, the massive tag sale that has benefited Family & Children’s Agency since 1958, is a Wilton rite of passage. Whether you are hunting for antique furniture, sports equipment, or hidden treasures, this is the ultimate community event. Remember, Monday is half price day!
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2. Planting Season at Ambler Farm
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Transplant Sales: Every Saturday in May (May 2, 9, 16, 23, 30)
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Location: Ambler Farm Red Barn
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If you are planning your 2026 garden, Ambler Farm is your destination. Early May features cold weather crops like kale and lettuce, while mid-to-late May brings the heat with tomatoes, peppers, and squash. It’s also a great time to visit the Yellow House and learn about the farm’s ongoing historic restoration efforts.
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3. Cultural & Literary Highlights at Wilton Library
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Community Cultural Celebration: Saturday, May 2 (12:00 PM – 3:00 PM at Riverbrook Regional YMCA)
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Celebrate the diverse cultures that make up our town through food, music, and dance.
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Author Talk with Emma Straub: Wednesday, May 6 (7:00 PM)
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The library welcomes beloved novelist Emma Straub for a discussion on her latest work. Note: The library will close early at 3:00 PM that day to prepare for this special event.
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4. Historic Stewardship & Birds
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Birds and Binoculars: Saturday, May 9 (8:00 AM) at Schenk’s Island
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Join the Wilton Land Trust for a guided morning walk to spot the spring migrants.
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Stewardship Sunday: Sunday, May 17 (12:00 PM) at Chestnut Meadows
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Help the Land Trust and the American Chestnut Foundation in their mission to restore our native forests.
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5. Memorial Day & The Food Truck Festival
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Memorial Day Parade: Monday, May 25 (10:00 AM)
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Wilton’s Memorial Day parade is the heart of our community year. Starting at the River Road area and ending at Hillside Cemetery, it’s a time to honor our veterans and celebrate the freedom they secured for us.
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Food Truck Festival: Sunday, May 31 (11:00 AM – 4:00 PM)
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End the month on a high note at the Wilton Historical Society. Expect a fantastic lineup of local vendors, live music, and family-friendly activities. It’s the perfect way to kick off the unofficial start of summer.
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