The Town of Winthrop conducts Street Sweeping operations on the last full week of the month (last week with a Friday) from April through October, between 7 am and 4 pm on the day of a street's trash collection. If a holiday falls on the week street sweeping normally occurs, the street sweeping will be done one week early.
Town ordinance prohibits parking in a manner that impedes the street sweeper. Violations of the street sweeping ordinance carry a $40 fine, and your vehicle can be towed. Winthrop Shore Drive is a DCR roadway. The DCR has a street sweeping schedule independent of the Town of Winthrop's Schedule. For more information, Visit: www.mass.gov/dcr
The 2026 street sweeping dates:
- April 13th through 17th (week of the 13th)
- May 18th through 22th (week of the 18th)
- June 22nd through 26th (week of the 22nd)
- July 27th through 31st (week of the 27th)
- August 24th through 28th (week of the 24th)
- September 21st through 26th (week of the 21st)
- October 26th through 30th (week of the 26th)
View the complete language of the Street-Sweeping Ordinance