September 12, 2020: The 26th Annual Garage Sale will be held on Saturday, September 12, 2020 (with a rain date of Sunday, September 13, 2020) in the Village and Town of Pawling.
September 26, 2020: The Arts & Crafts Festival will be held on Saturday, September 26, 2020 in the Village of Pawling.
October 4, 2020: The Pawling Classic Car Show will be held on Sunday, October 4, 2020 in the Village of Pawling.
October 2020: The 18th Annual Auction will be held in October 2020 (date and location to be announced).
December 4, 2020: The Annual Tree Lighting will be held on Friday, December 4, 2020, beginning at 5:00 PM.