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Chester Historical Society

Orange County, New York

2023 Schedule of Chester Historical Society events:

Business meeting on the first Wednesdays. 7pm. (Annual Meeting replaces regular January business meeting.)

Saturday, January 14, 2023 2 pm: Annual Meeting and Program What Makes A Historic District?by Jennifer MacLeod of the Orange County Planning Department’s, at the Chester Public Library (lower level), 1748 Kings Highway, Chester, NY. Refreshments will be served. (inclement weather date January 15)

Annual Yard Sale Donations accepted Saturdays until May 13th at the 1915 Erie Station, 19 Winkler Place.      Donations should be in good, clean condition. Please: no electronics, clothing, heavy appliances or heavy furniture.

Monday, April 3 7 pm, Part Two of Professor Richard W. Hull's Sugar Loaf Lecture: ""The Reinvention, Revival and Transformation of Sugar Loaf Hamlet and Mountain from the 20th Century to Present: An Orange County Saga.” At the Sugar Loaf Performing Arts Center Pavillion, 1351 Kings Hwy, Sugar Loaf, NY 10918 - A suggested donation of $20 to support the missions of the Chester Historical Society and Orange County Land Trust’s “Save Sugar Loaf Mountain” campaign. <> Donations are much appreciated, but not required to attend.

Saturday, May 6: Opening Day. 2023 exhibit at the 1915 Erie Station at Chester: "Sugar Loaf. Open most Saturdays 10 am - 2 pm & most Sundays 1  - 3 pm;  May - October

May 18: Hudson Valley Gives Day; a chance to donate to your favorite non-profit (us, we hope). Details to be annouced.

Saturday, May 20 8:30 am to 1 pm : 30th Annual Yard Sale. 1915 Erie Station, 19 Winkler Place, Chester, NY 10918

Saturday, June 10 8:30 am to 1 pm : 30th Annual (Part 2)Yard Sale. 1915 Erie Station, 19 Winkler Place, Chester, NY 10918

Saturday, August 26th  2:30 pm - Program: "The Lenape; Our Early Inhabitants." 1915 Erie Station, 19 Winkler Place, Chester, NY 10918

Sunday, October 15, 2023 -  Penny Social. Doors open at 1:00 p.m. - Calling starts at 2:30 p.m.

At the Town of Chester Recreation Building, 81 Laroe Road Chester, NY 10918. For information: 845-610-4050 or 845-469-7317

Monday, November 13th, 6:00 p.m: Annual Dinner, Rustic Wheelhouse Restaurant, 39 Main St, Chester, NY  10918, United States. Your dinner includes salad and bread, entree, coffee and dessert for $51(this includes tax and tip but not any alcoholic drinks). The four choices for entree are: lasagna, chicken marsala, penne a la vodka, or parchment baked salmon. Please mail your choice of entree and your check made payable to the Chester Historical Society by November 1st to: Chester Historical Society, 47 Main Street, Chester, NY 10918.

Sunday, December: Chester Historical Society Annual Christmas Tree Lighting. Join us for caroling, hot chocolate and cookies at the Erie Station 19 Winkler Place, downtown Chester. Details to be annouced.

Other events for the year will be announced in advance .

Newsletter - Send your submissions to

Repairs to Station Roof and Gutters - schedule tba

Chester NY Music Series 2023

Contact for more info:

Please check our Facebook page for announcements and news