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Nov 1, 2026 – Jan 15, 2027*
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New York - Medicare 2020 Annual Enrollment Period Events | hioscar Blog | Oscar
Oscar’s goal is to help you save time and money, and avoid the hassles that come with selecting a new health plan. We worked with licensed brokers to put together a full calendar of opportunities for you to speak with someone in person to learn more about our plans and to get help enrolling.
November Events Friday, November 1
9am-12pm: Urgent Care Bronx East Montefiore Medical Group. 2300 Westchester Ave, The Bronx 9am-12pm: Urgent Care Grand Concourse Montefiore Medical Group, 2532 Grand Concourse, The Bronx Saturday, November 2
9am-12pm: Urgent Care Bronx East Montefiore Medical Group. 2300 Westchester Ave, The Bronx Monday, November 4
8-10am: Montefiore Medical Center Moses Division, 111 E 210th St, The Bronx, Room TLC 4 Keep reading
More from the Oscar Blog
9am-12pm: St. John’s kiosk - St. John’s Riverside Hospital, 967 N Broadway, Yonkers
9am-12pm: Crystal Run Healthcare, 75 Ronald Reagan Blvd, Warwick
9am-12pm: Crystal Run Healthcare Middletown, 155 Crystal Run Rd, Middletown
9am-12pm: Crystal Run Healthcare Newburgh, 1200 NY-300, Newburgh
9am-12pm: Urgent Care Grand Concourse Montefiore Medical Group, 2532 Grand Concourse, The Bronx
10am-12pm: Montefiore Greene Medical Arts Pavilion, 3400 Bainbridge Ave, The Bronx 9am-12pm: Urgent Care Bronx East Montefiore Medical Group. 2300 Westchester Ave, The Bronx 9am-12pm: St. John’s kiosk - St. John’s Riverside Hospital, 967 N Broadway, Yonkers 9am-12pm: Crystal Run Healthcare, 75 Ronald Reagan Blvd, Warwick 9am-12pm: Crystal Run Healthcare Middletown, 155 Crystal Run Rd, Middletown 9am-12pm: Crystal Run Healthcare Newburgh, 1200 NY-300, Newburgh 9am-12pm: Urgent Care Grand Concourse Montefiore Medical Group, 2532 Grand Concourse, The Bronx 10am-12pm: Montefiore Greene Medical Arts Pavilion, 3400 Bainbridge Ave, The Bronx 9am-12pm: St. John’s kiosk - St. John’s Riverside Hospital, 967 N Broadway, Yonkers 9am-12pm: Crystal Run Healthcare, 75 Ronald Reagan Blvd, Warwick 9am-12pm: Crystal Run Healthcare Middletown, 155 Crystal Run Rd, Middletown 9am-12pm: Crystal Run Healthcare Newburgh, 1200 NY-300, Newburgh 10am-12pm: Montefiore Greene Medical Arts Pavilion, 3400 Bainbridge Ave, The Bronx 8-10am: Montefiore Medical Center Moses Division, 111 E 210th St, The Bronx, Room TLC 3 9am-12pm: Urgent Care Bronx East Montefiore Medical Group. 2300 Westchester Ave, The Bronx 9am-12pm: Urgent Care Grand Concourse Montefiore Medical Group, 2532 Grand Concourse, The Bronx 9am-12pm: Urgent Care Bronx East Montefiore Medical Group. 2300 Westchester Ave, The Bronx 9am-12pm: Crystal Run Healthcare, 75 Ronald Reagan Blvd, Warwick 9am-12pm: St. John’s kiosk - St. John’s Riverside Hospital, 967 N Broadway, Yonkers 9am-12pm: Crystal Run Healthcare Middletown, 155 Crystal Run Rd, Middletown 9am-12pm: Crystal Run Healthcare Newburgh, 1200 NY-300, Newburgh 10am-12pm: Montefiore Greene Medical Arts Pavilion, 3400 Bainbridge Ave, The Bronx 8:30-10am: Montefiore Medical Center Moses Division, 111 E 210th St, The Bronx, Room TLC4 8:30-11am: Montefiore Medical Center Moses Division, 111 E 210th St, The Bronx, Room TLC 1 9am-12pm: St. John’s kiosk - St. John’s Riverside Hospital, 967 N Broadway, Yonkers 9am-12pm: Urgent Care Bronx East Montefiore Medical Group. 2300 Westchester Ave, The Bronx 9am-12pm: Crystal Run Healthcare, 75 Ronald Reagan Blvd, Warwick 9am-12pm: Crystal Run Healthcare Middletown, 155 Crystal Run Rd, Middletown 9am-12pm: Crystal Run Healthcare Newburgh, 1200 NY-300, Newburgh 9am-12pm: Urgent Care Grand Concourse Montefiore Medical Group, 2532 Grand Concourse, The Bronx 10am-12pm: Montefiore Greene Medical Arts Pavilion, 3400 Bainbridge Ave, The Bronx 9am-12pm: St. John’s kiosk - St. John’s Riverside Hospital, 967 N Broadway, Yonkers 9am-12pm: Crystal Run Healthcare, 75 Ronald Reagan Blvd, Warwick 9am-12pm: Crystal Run Healthcare Middletown, 155 Crystal Run Rd, Middletown 9am-12pm: Crystal Run Healthcare Newburgh, 1200 NY-300, Newburgh 10am-12pm: Montefiore Greene Medical Arts Pavilion, 3400 Bainbridge Ave, The Bronx 9am-12pm: Urgent Care Bronx East Montefiore Medical Group. 2300 Westchester Ave, The Bronx 9am-12pm: Urgent Care Grand Concourse Montefiore Medical Group, 2532 Grand Concourse, The Bronx 9am-12pm: Urgent Care Bronx East Montefiore Medical Group. 2300 Westchester Ave, The Bronx 9am-12pm: St. John’s kiosk - St. John’s Riverside Hospital, 967 N Broadway, Yonkers 9am-12pm: Crystal Run Healthcare, 75 Ronald Reagan Blvd, Warwick 9am-12pm: Crystal Run Healthcare Middletown, 155 Crystal Run Rd, Middletown 9am-12pm: Crystal Run Healthcare Newburgh, 1200 NY-300, Newburgh 10am-12pm: Montefiore Greene Medical Arts Pavilion, 3400 Bainbridge Ave, The Bronx 9am-12pm: St. John’s kiosk - St. John’s Riverside Hospital, 967 N Broadway, Yonkers 9am-12pm: Urgent Care Bronx East Montefiore Medical Group. 2300 Westchester Ave, The Bronx 9am-12pm: Crystal Run Healthcare, 75 Ronald Reagan Blvd, Warwick 9am-12pm: Crystal Run Healthcare Middletown, 155 Crystal Run Rd, Middletown 9am-12pm: Crystal Run Healthcare Newburgh, 1200 NY-300, Newburgh 9am-12pm: Urgent Care Grand Concourse Montefiore Medical Group, 2532 Grand Concourse, The Bronx 10am-12pm: Montefiore Greene Medical Arts Pavilion, 3400 Bainbridge Ave, The Bronx 9am-12pm: St. John’s kiosk - St. John’s Riverside Hospital, 967 N Broadway, Yonkers 9am-12pm: Crystal Run Healthcare, 75 Ronald Reagan Blvd, Warwick 9am-12pm: Crystal Run Healthcare Middletown, 155 Crystal Run Rd, Middletown 9am-12pm: Crystal Run Healthcare Newburgh, 1200 NY-300, Newburgh 10am-12pm: Montefiore Greene Medical Arts Pavilion, 3400 Bainbridge Ave, The Bronx 9am-12pm: Urgent Care Bronx East Montefiore Medical Group. 2300 Westchester Ave, The Bronx 9am-12pm: Urgent Care Grand Concourse Montefiore Medical Group, 2532 Grand Concourse, The Bronx 10am: Riverdale Diner, 3657 Kingsbridge Ave., The Bronx 10am-12pm: Mt. Olympus Diner, 1 Fort Hill Ave, Yonkers 9am-12pm: Urgent Care Bronx East Montefiore Medical Group. 2300 Westchester Ave, The Bronx
December Events 9am-12pm: Montefiore Hutchinson Campus, 9, 1250 Waters Pl, The Bronx 9am-12pm: Crystal Run Healthcare West Nyack, 2 Centerock Rd, West Nyack 9am-12pm: Crystal Run Healthcare, 75 Ronald Reagan Blvd, Warwick 9am-12pm: Crystal Run Healthcare Middletown, 155 Crystal Run Rd, Middletown 9am-12pm: Crystal Run Healthcare Newburgh, 1200 NY-300, Newburgh 9am-12pm: Urgent Care Grand Concourse Montefiore Medical Group, 2532 Grand Concourse, The Bronx 10am-12pm: Montefiore Greene Medical Arts Pavilion, 3400 Bainbridge Ave, The Bronx 2-5pm: Montefiore Medical Center Moses Division, 111 E 210th St, The Bronx, Room TLC 3 9:30-10:30am: Riverdale Diner, 3657 Kingsbridge Avenue, The Bronx 9am-1pm: Montefiore Medical Center Moses Division, 111 E 210th St, The Bronx, Room TLC 1 9am-12pm: St. John’s kiosk - St. John’s Riverside Hospital, 967 N Broadway, Yonkers 9am-12pm: Urgent Care Bronx East Montefiore Medical Group. 2300 Westchester Ave, The Bronx 9am-12pm: Crystal Run Healthcare West Nyack, 2 Centerock Rd, West Nyack 9am-12pm: Crystal Run Healthcare, 75 Ronald Reagan Blvd, Warwick 9am-12pm: Crystal Run Healthcare Middletown, 155 Crystal Run Rd, Middletown 9am-12pm: Crystal Run Healthcare Newburgh, 1200 NY-300, Newburgh 9am-12pm: Urgent Care Grand Concourse Montefiore Medical Group, 2532 Grand Concourse, The Bronx 10am-12pm: Montefiore Greene Medical Arts Pavilion, 3400 Bainbridge Ave, The Bronx 9am-12pm: Montefiore Hutchinson Campus, 9, 1250 Waters Pl, The Bronx 9am-12pm: Crystal Run Healthcare West Nyack, 2 Centerock Rd, West Nyack 9am-12pm: Crystal Run Healthcare, 75 Ronald Reagan Blvd, Warwick 9am-12pm: Crystal Run Healthcare Middletown, 155 Crystal Run Rd, Middletown 9am-12pm: Crystal Run Healthcare Newburgh, 1200 NY-300, Newburgh 9:30-10:30am: Riverdale Diner, 3657 Kingsbridge Avenue, The Bronx 10am-12pm: Montefiore Greene Medical Arts Pavilion, 3400 Bainbridge Ave, The Bronx 9am-12pm: Urgent Care Bronx East Montefiore Medical Group. 2300 Westchester Ave, The Bronx 9am-12pm: Urgent Care Grand Concourse Montefiore Medical Group, 2532 Grand Concourse, The Bronx 9am-12pm: Urgent Care Bronx East Montefiore Medical Group. 2300 Westchester Ave, The Bronx Questions? Call 1-347-281-7412/TTY=711 to speak to a licensed agent, available Monday-Friday from 9am-8pm EST.