IMPORTANT DATES for MEDICARE ADVANTAGE POLICIES & DRUG PLANS October 1 – Annual Enrollment Period MARKETING begins. October 15 – Annual Enrollment Period SELLING and RECEIVING applications begins. December 7 – Annual Enrollment Period ENDS. January 1 – March 31 – Medicare OPEN ENROLLMENT PERIOD Beneficiaries can make a ONE TIME Enrollment into ANOTHER Medicare Advantage Prescription Drug Plan (MAPD) IF they are currently enrolled in a MAPD Plan.