Location: Outhouse Orchards, 139 Hardscrabble Rd, North Salem, NY 10560, United States See map: Google Maps Fall Festival at Outhouse OrchardsDates: 10/01/202610/02/202610/03/2026Show more datesHide these dates10/04/202610/05/202610/06/202610/07/202610/08/202610/09/202610/10/202610/11/202610/12/202610/13/202610/14/202610/15/202610/16/202610/17/202610/18/202610/19/202610/20/202610/21/202610/22/202610/23/202610/24/202610/25/202610/26/202610/27/202610/28/202610/29/202610/30/202610/31/202611/01/2026Time: Mon - Fri: 10am - 6pm Sat & Sun: 9am - 5pm Location: 5755 U.S. 209, Kerhonkson, NY 12446, USA See map: Google Maps Hudson Valley Fall Festival at Kelder's FarmDates: 10/01/202610/02/202610/03/2026Show more datesHide these dates10/04/202610/05/202610/08/202610/09/202610/10/202610/11/202610/12/202610/15/202610/16/202610/17/202610/18/202610/19/202610/22/202610/23/202610/24/202610/25/202610/26/202610/29/202610/30/202610/31/202611/01/202611/02/2026Time: 10 am - 6 pm Location: Connecticut's Beardsley Zoo, 1875 Noble Ave, Bridgeport, CT 06610, USA See map: Google Maps GLOW Wild Lantern Festival - Connecticut's Beardsley ZooDates: 10/01/202610/02/202610/03/2026Show more datesHide these dates10/04/202610/08/202610/09/202610/10/202610/11/202610/15/202610/16/202610/17/202610/18/202610/22/202610/23/202610/24/202610/25/202610/29/202610/30/202610/31/202611/01/202611/05/202611/06/202611/07/202611/08/202611/12/202611/13/202611/14/202611/15/202611/19/202611/20/202611/21/202611/22/202611/26/202611/27/202611/28/202611/29/202612/03/202612/04/202612/05/202612/06/202612/10/202612/11/202612/12/202612/13/202612/17/202612/18/202612/19/202612/20/2026Time: 5:30 pm - 9:30 pm Location: Hudson Hall at the historic Hudson Opera House, 327 Warren Street, Hudson, NY 12534, United States See map: Google Maps Hudson Jazz FestivalDates: 10/02/202610/03/202610/04/2026Time: See website schedule Location: 102 Fort Ti Road, Ticonderoga, NY 12883, USA See map: Google Maps Heritage, Harvest, and Horse FestivalDates: 10/03/2026Time: 9:30am-5pm Location: 600 New York 17A, Tuxedo Park, NY, USA See map: Google Maps New York Renaissance FaireDates: 10/03/202610/04/2026Time: 10 am Location: Fishkill Farms, Fishkill Farm Road, Hopewell Junction, NY, USA See map: Google Maps Fall Harvest Festival Weekends at Fishkill FarmsDates: 10/03/202610/04/202610/10/2026Show more datesHide these dates10/11/202610/12/202610/17/202610/18/202610/24/202610/25/202610/31/202611/01/2026Time: 9 am - 5:30 pm Location: Barton Orchards, 63 Apple Tree Lane, Poughquag, NY 12570, United States See map: Google Maps Hudson Valley Apple Festival at Barton OrchardsDates: 10/03/202610/04/2026Time: 10 am - 6 pm Location: Stony Kill Foundation Inc, 79 Farmstead Lane, Wappingers Falls, NY 12590, United States See map: Google Maps Stony Kill Harvest FestDates: 10/03/2026Time: 11 am - 3 pm Location: 2 Bank St, Warwick, Warwick, NY 10990, United States See map: Google Maps Warwick Apple FestDates: 10/04/2026Time: 9 am - 5 pm Location: Freedom Park, 212 Skidmore Road, Pleasant Valley, NY, USA See map: Google Maps LaGrange Fall Festival at Freedom ParkDates: 10/04/2026Time: 12 pm- 4 pm Location: 1371 Kings Hwy, Sugar Loaf, Chester, NY 10918, United States See map: Google Maps Sugar Loaf Fall FestivalDates: 10/10/202610/11/2026Time: 10 am - 5 pm Location: Barton Orchards, 63 Apple Tree Lane, Poughquag, NY 12570, United States See map: Google Maps Harvest Festival Weekend at Barton OrchardsDates: 10/10/202610/11/202610/12/2026Time: 10 am - 6 pm Organization: Fenimore Farm & Country VillageLocation: 5785 State Hwy 80 (Lake Road) PO Box 800Cooperstown, NY, 13326United StatesSee map: Google MapsPhone:607.547.1450 Tractor Fest at Fenimore Farm & Country VillageDates: 10/10/202610/11/2026Time: 10 am - 4 pm Location: Dutchess County Agricultural Society Inc. | Dutchess County Fairgrounds, U.S. 9, Rhinebeck, Dutchess County, NY, USA See map: Google Maps Handcrafted Octoberfest at Rhinebeck: A Family Harvest CelebrationDates: 10/10/202610/11/2026Time: 10 am - 5 pm Sunday, October 6th: 10:00am - 5:00pm Location: Sheep & Wool Festival, Spring Brook Avenue, Rhinebeck, NY, USA See map: Google Maps 2026 New York State Sheep & Wool FestivalDates: 10/15/202610/16/202610/17/2026Show more datesHide these dates10/18/2026Time: Check Website Location: Ulster County Fairgrounds, 249 Libertyville Rd, New Paltz, NY 12561, USA See map: Google Maps Rosendale International Pickle FestivalDates: 10/18/2026Time: 10 am – 5 pm Location: Nyack Chamber of Commerce, Nyack, NY 10960, United States See map: Google Maps 37th Annual Nyack Chamber of Commerce Halloween ParadeDates: 10/24/2026Time: 5:30 pm Location: Mohonk Mountain House, 1000 Mountain Rest Rd, New Paltz, NY 12561, United States See map: Google Maps Halloween Haunts & Happenings at Mohonk Mountain HouseDates: 10/30/202610/31/202611/01/2026Time: See website for various activity times
