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Crisp Autumn Days Ahead for Bennington County: Clear Skies Before Midweek Clouds

Bennington County will enjoy dry, crisp autumn weather early this week, with clear skies and high temperatures near 60 degrees on Monday and Tuesday. Overcast conditions arrive on Wednesday, but rain remains unlikely across southwestern Vermont.

Crisp Autumn Days Ahead for Bennington County: Clear Skies Before Midweek Clouds

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Bennington County weather forecast: three people overlook colorful autumn hills beneath a clear sky.
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Crisp Autumn Days Ahead for Bennington County: Clear Skies Before Midweek Clouds

Bennington County will enjoy dry, crisp autumn weather early this week, with clear skies and high temperatures near 60 degrees on Monday and Tuesday. Overcast conditions arrive on Wednesday, but rain remains unlikely across southwestern Vermont.

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Crisp Autumn Days Ahead for Bennington County: Clear Skies Before Midweek Clouds Bennington County weather forecast

Good morning, Bennington County! Weather conditions across the Bennington Valley and surrounding southwest Vermont communities—including Old Bennington, North Bennington, Shaftsbury, Pownal, Woodford, and Arlington—are starting off quiet, cool, and beautifully clear. Right now, local observations show a temperature of 38.5 degrees Fahrenheit under a clear sky, accompanied by a very light wind coming in at just 1.6 mph. If you are stepping out the door early today, you will definitely want a warm jacket or fleece layer, but you can look forward to pleasant fall weather throughout the next few days with no active weather alerts or warnings currently in effect across our region.

Three-Day Overview: Sunshine, Gentle Breezes, and Midweek Overcast

Our weather pattern over the next three days remains completely dry and settled, with zero precipitation recorded in the forecast and a 0 percent probability of rain from Monday through Wednesday. However, we will see subtle changes in daytime high temperatures, overnight lows, wind speeds, and cloud cover as the week progresses.

Monday, October 19, 2026

Today will feature bright, clear skies from morning through afternoon. Expect temperatures to rise from our current morning reading of 38.5 degrees up to a comfortable high of 59.7 degrees Fahrenheit. Winds will remain light throughout the day, topping out at a maximum speed of 6.5 mph. As night falls, the clear skies will allow heat to escape quickly, sending temperatures back down to an overnight low of 36.6 degrees Fahrenheit. It will be a tranquil, dry autumn day perfect for getting outside and enjoying the season.

Tuesday, October 20, 2026

Tuesday brings our warmest weather of the three-day outlook under continuing clear skies. The daytime high temperature is expected to top out at 60.4 degrees Fahrenheit after starting from an overnight low of 38.9 degrees Fahrenheit. While precipitation remains at 0 inches with a 0 percent chance of rain, winds will be slightly more noticeable compared to Monday, reaching a daily peak speed of 11.1 mph. This light breeze will rustle autumn leaves across the hillsides, but overall, conditions will remain exceptionally pleasant.

Wednesday, October 21, 2026

By Wednesday, a noticeable shift occurs as overcast conditions settle over the region. Despite the cloud cover, atmospheric moisture remains nonexistent in our forecast: precipitation stays at 0 inches with a 0 percent chance of rainfall. Temperatures will be slightly cooler under the gray skies, peaking at a high of 58.6 degrees Fahrenheit and dropping to an overnight low of 37.7 degrees Fahrenheit. Winds will slacken back down significantly, reaching a maximum speed of only 4.9 mph.

Local Commute and Travel Impacts

For morning and evening commuters traveling along the major arterial corridors of southwestern Vermont—including US Route 7 through Shaftsbury and Pownal, State Route 279 around Bennington, and Route 9 stretching east across the Molly Stark Trail toward Woodford—travel conditions will be smooth and unobstructed by precipitation over the next three days. With zero rain in the forecast, road surfaces will remain dry.

However, early morning drivers should take note of the chilly starts. With current temperatures at 38.5 degrees and overnight lows hovering in the mid-to-upper 30s (36.6 degrees tonight, 38.9 degrees Tuesday night, and 37.7 degrees Wednesday night), remember to turn on your vehicle defrosters early to clear any windshield condensation or dew before hitting the road.

Outdoor Recreation: Mount Anthony, Lake Paran, and the Green Mountains

If you are planning to spend time outdoors, the next few days offer fantastic opportunities to explore local recreational areas across Bennington County. Whether you are taking a stroll around Lake Paran in North Bennington, walking the historic streets of Old Bennington, or hiking the trails up Mount Anthony and into the Green Mountain National Forest near Woodford, conditions will be dry and reliable.

  • Monday: Ideal for hiking under clear skies with a high of 59.7 degrees Fahrenheit and light winds up to 6.5 mph.
  • Tuesday: The warmest afternoon for outdoor tasks or hikes with a high of 60.4 degrees Fahrenheit, though wind speeds will reach up to 11.1 mph along elevated ridges.
  • Wednesday: Cloudier for outdoor activities under overcast skies with a high of 58.6 degrees Fahrenheit, though calm winds peaking at just 4.9 mph make for peaceful walking conditions.

Seasonal Considerations and Caring for Neighbors

As we navigate late October in the Green Mountain region, overnight lows dropping into the mid-30s serve as a clear reminder that autumn is fully established. With nightly temperatures hitting 36.6, 38.9, and 37.7 degrees Fahrenheit over the coming days, remember to bring outdoor pets indoors during the late night and early morning hours. It is also a great time of year to check in on elderly neighbors or community members in Arlington, Pownal, and across Bennington to ensure home heating systems are running smoothly as overnight temperatures remain consistently cool.

The Bottom Line

The Bottom Line: Expect dry, crisp, and comfortable autumn weather across Bennington County through Wednesday. Enjoy clear skies today and Tuesday with highs around 60 degrees Fahrenheit, followed by overcast but dry conditions on Wednesday with a high of 58.6 degrees Fahrenheit. Bundle up for cold mornings in the 30s!

Weather data provided by Open-Meteo.

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