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Live Weather Conditions South Dorchester County, Md. Updated every 5 minutes
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Current Conditions: Heavy Clouds
WeatherUnderground 5-day Forecast: Chestertown, MD USA
Tomorrow Tuesday Wednesday Thursday Friday
Cloudy Partly Cloudy Partly Cloudy Partly Cloudy Partly Cloudy
Cloudy Partly Cloudy Partly Cloudy Partly Cloudy Partly Cloudy
68°F 74°F 77°F 82°F 82°F
UV: 3
 Moderate 		 UV: 5
 Moderate 		 UV: 6
 High 		 UV: 6
 High 		 UV: 6
 High 
 
 		  
 		  
 		  
 		  
 
Tonight Tomorrow night Tuesday night Wednesday night Thursday night Friday night
Light Rain Early Cloudy Partly Cloudy Partly Cloudy Mostly Clear Mostly Cloudy
Light Rain Early Cloudy Partly Cloudy Partly Cloudy Mostly Clear Mostly Cloudy
60°F 60°F 59°F 63°F 64°F 64°F
 
 		  
 		  
 		  
 		  
 

 

Tonight
 
 Cloudy. Periods of light rain early. Low around 60F. Winds NNW at 10 to 20 mph. Chance of rain 60%.
Tomorrow
 
 Cloudy. High 68F. Winds NNW at 5 to 10 mph.
Tomorrow night
 
 Overcast. Low around 60F. Winds light and variable.
Tuesday
 
 Partly cloudy. High 74F. Winds NW at 5 to 10 mph.
Tuesday night
 
 A few clouds from time to time. Low 59F. Winds light and variable.
Wednesday
 
 Sunshine and clouds mixed. High 77F. Winds light and variable.
Wednesday night
 
 Partly cloudy skies. Low 63F. Winds light and variable.
Thursday
 
 Intervals of clouds and sunshine. High 82F. Winds SSW at 5 to 10 mph.
Thursday night
 
 Mostly clear skies. Low 64F. Winds SSW at 5 to 10 mph.
Friday
 
 Partly cloudy. High 82F. Winds WSW at 5 to 10 mph.
Friday night
 
 Considerable cloudiness. Low 64F. Winds NNW at 5 to 10 mph.

 

WeatherUnderground forecast for Chestertown, MD USA.
Animated forecast icons courtesy of www.meteotreviglio.com.

Regional Forecast Discussion


National Weather Service Forecast for: Chestertown, MD
Issued by: National Weather Service Philadelphia/Mt Holly
Updated: 4:10 pm EDT Sep 27, 2026

Chestertown, MD (ERH)
 
  Monday

Monday: Mostly Cloudy
Mostly Cloudy
Tuesday

Tuesday: Mostly Sunny
Mostly Sunny
Wednesday

Wednesday: Mostly Sunny
Mostly Sunny
Thursday

Thursday: Mostly Sunny
Mostly Sunny
Friday

Friday: Mostly Sunny then Slight Chance Rain Showers
Mostly Sunny then Slight Chance Rain Showers
Saturday

Saturday: Partly Sunny
Partly Sunny
Sunday

Sunday: Chance Rain Showers
Chance Rain Showers
  Hi 69 °F Hi 75 °F Hi 78 °F Hi 82 °F Hi 81 °F Hi 71 °F Hi 70 °F
 
Tonight

Tonight: Chance Rain Showers
Chance Rain Showers
Monday
Night
Monday Night: Mostly Cloudy
Mostly Cloudy
Tuesday
Night
Tuesday Night: Partly Cloudy
Partly Cloudy
Wednesday
Night
Wednesday Night: Partly Cloudy
Partly Cloudy
Thursday
Night
Thursday Night: Partly Cloudy
Partly Cloudy
Friday
Night
Friday Night: Slight Chance Rain Showers
Slight Chance Rain Showers
Saturday
Night
Saturday Night: Chance Rain Showers
Chance Rain Showers
 
Lo 60 °F Lo 59 °F Lo 60 °F Lo 63 °F Lo 66 °F Lo 58 °F Lo 56 °F  

 

Tonight
 
 A chance of rain showers before 5am. Mostly cloudy, with a low around 60. Northwest wind 5 to 15 mph, with gusts as high as 30 mph. Chance of precipitation is 30%. New rainfall amounts between a tenth and quarter of an inch possible.
Monday
 
 Mostly cloudy, with a high near 69. Northwest wind 5 to 10 mph.
Monday Night
 
 Mostly cloudy, with a low around 59. Northwest wind 0 to 5 mph.
Tuesday
 
 Mostly sunny, with a high near 75. Northwest wind 0 to 5 mph.
Tuesday Night
 
 Partly cloudy, with a low around 60. Northwest wind around 0 mph.
Wednesday
 
 Mostly sunny, with a high near 78.
Wednesday Night
 
 Partly cloudy, with a low around 63.
Thursday
 
 Mostly sunny, with a high near 82.
Thursday Night
 
 Partly cloudy, with a low around 66.
Friday
 
 A slight chance of rain showers after 2pm. Mostly sunny, with a high near 81.
Friday Night
 
 A slight chance of rain showers before 2am. Mostly cloudy, with a low around 58.
Saturday
 
 Partly sunny, with a high near 71.
Saturday Night
 
 A chance of rain showers after 8pm. Mostly cloudy, with a low around 56. Chance of precipitation is 30%.
Sunday
 
 A chance of rain showers. Partly sunny, with a high near 70.

 

Forecast from NOAA-NWS for Chestertown, MD.