October 2, 9, 16, and 30, 2026
Kent CT Farmers Market
Kent Welcome Center area, Kent, CT • 3:00 PM–6:00 PM
This weekly market is an easy, close-to-home outing for Flanders Historic District residents, with locally grown produce, prepared foods, baked goods, crafts, and seasonal specialties. It is especially convenient for combining errands, a downtown stroll, and dinner or drinks at one of Kent’s nearby restaurants.
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Through October 3, 2026
Kent Art Association Member’s Show
Kent Art Association Gallery, 21 South Main Street, Kent, CT • Thursday–Saturday 1:00 PM–5:00 PM; Sunday 12:00 PM–4:00 PM
Residents can enjoy a locally focused art exhibition in central Kent without traveling far from Flanders Historic District. The show offers an appealing fall-cultural stop for an afternoon downtown, and the gallery’s weekend hours make it easy to pair with shopping, coffee, or the farmers market.
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October 10, 2026
Kent Barns Second Saturday
Kent Barns, 6 North Main Street, Kent, CT
This seasonal community outing brings together local shopping, galleries, food, farmstand products, mountain views, and live music in a distinctive Kent setting. Its central location makes it a practical, low-planning way for nearby residents to enjoy autumn atmosphere while supporting local businesses and makers.
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October 17, 2026
We’re Back @ The Barn
Private residence, Kent, CT • 3:00 PM
This intimate benefit event offers an upscale autumn afternoon close to home, featuring Sherman Chamber Ensemble musicians, cocktails, hors d’oeuvres, and a relaxed barn setting surrounded by fall foliage. It is a strong choice for local residents seeking a special cultural experience rather than a large festival or crowded concert.
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October 25, 2026
50th Annual Kent Pumpkin Run
Kent Green Shopping Center, Kent, CT • Kids Fun Run 10:30 AM; 5-Mile Race 11:00 AM
Kent’s signature fall community event is especially accessible to Flanders Historic District residents, whether participating, cheering runners, or enjoying the costume contest and autumn scenery. The kids’ fun run makes it family-friendly, while the post-race downtown atmosphere offers an ideal excuse to visit local shops and restaurants.
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