Location: 480 New England Rd, Guilford, CT, USA See map: Google Maps Fall Festival at The Big Red Barn - Bishop's Orchards - FALL FEST & PICK YOUR OWN CLOSED 9/26 & 9/27Dates: 10/20/202610/21/202610/22/2026Show more datesHide these dates10/23/202610/24/202610/25/202610/26/202610/27/202610/28/202610/29/202610/30/202610/31/202611/01/2026Time: Open daily, 10 am - 5 pm Location: Outhouse Orchards, 139 Hardscrabble Rd, North Salem, NY 10560, United States See map: Google Maps Fall Festival at Outhouse OrchardsDates: 10/20/202610/21/202610/22/2026Show more datesHide these dates10/23/202610/24/202610/25/202610/26/202610/27/202610/28/202610/29/202610/30/202610/31/202611/01/2026Time: Mon - Fri: 10am - 6pm Sat & Sun: 9am - 5pm Location: Connecticut's Beardsley Zoo, 1875 Noble Ave, Bridgeport, CT 06610, USA See map: Google Maps GLOW Wild Lantern Festival - Connecticut's Beardsley ZooDates: 10/22/202610/23/202610/24/2026Show more datesHide these dates10/25/202610/29/202610/30/202610/31/202611/01/202611/05/202611/06/202611/07/202611/08/202611/12/202611/13/202611/14/202611/15/202611/19/202611/20/202611/21/202611/22/202611/26/202611/27/202611/28/202611/29/202612/03/202612/04/202612/05/202612/06/202612/10/202612/11/202612/12/202612/13/202612/17/202612/18/202612/19/202612/20/2026Time: 5:30 pm - 9:30 pm Location: Fair Weather Growers Farm Market, 1146 Cromwell Avenue, Rocky Hill, CT 06067, United States See map: Google Maps Fall Fest & Corn Maze at Fair Weather AcresDates: 10/23/202610/24/202610/25/2026Show more datesHide these dates10/30/202610/31/202611/01/2026Time: 9 am - 6 pm Last Ticket Sold: 4:30 PM (There is no admission to the grounds after 4:30pm) Location: Mather Homestead, Stephen Mather Road, Darien, CT, USA See map: Google Maps Fall Harvest Festival at The Mather HomesteadDates: 10/24/2026Time: 11 am - 1 pm Location: The Farm, Woodbury CT, Connecticut 132, Woodbury, CT, USA See map: Google Maps Fall Weekends at The Farm - Woodbury CTDates: 10/24/202610/25/202610/31/2026Time: 10:00 pm– last entry is 3:30 pm (Farm closes at 5 pm - please plan accordingly) Location: 1911 Poquonock Ave, Windsor, CT 06095, USA See map: Google Maps Brown's Harvest Fall FestivalDates: 10/24/202610/25/202610/31/2026Show more datesHide these dates11/01/2026Time: 10 AM – 5 PM | Final ticket sale at 4:00 PM Location: 130 Hardscrabble Rd, North Salem, NY 10560, USA See map: Google Maps Harvest Moon's Fall FestivalDates: 10/24/202610/25/202610/31/2026Show more datesHide these dates11/01/2026Time: 9 am Location: Connecticut Renaissance Faire, Mack Road, Lebanon, CT, USA See map: Google Maps The 28th Annual Connecticut Renaissance FaireDates: 10/24/202610/25/2026Time: 10:30 am - 6 pm Location: Stepping Stones Museum for Children, 303 West Avenue, Norwalk, CT 06850, United States See map: Google Maps Beasties and Besties Halloween Festival at Stepping Stones Museum for ChildrenDates: 10/24/2026Time: 10 am - 5 pm Location: 822 Lake Avenue, Southington, CT, USA See map: Google Maps Phantom Fall Fest at Lake CompounceDates: 10/24/202610/25/202610/31/2026Show more datesHide these dates11/01/2026Time: 1 pm Location: 39 Scofieldtown Road, Stamford, CT 06903, USA See map: Google Maps Planets & Pumpkins SM&NC's Annual Fall Fest SundaysDates: 10/25/2026Time: 10 am - 2 pm Location: Christ the King Lutheran Church, 85 Mt Pleasant Rd, Newtown, CT 06470, United States See map: Google Maps Fall Fair in Newtown! Free Family Fun!Dates: 11/07/2026Time: 9:00 - 3:00 FREE admission (8:00am early bird $5 for best selection)
