A unique place for entertainment in Chester is Merck Forest and Farm Land center. It has over 2000 acres of land where there are places to go cross country and hiking can be done.

Vermont Fine Art Gallery, Reed Galley and Crow Hill Gallery are good places to visit as they have some fine arts and crafts placed here. Springfield and Grafton are both only 6 miles away from Chester but in different directions.

Springfield is in the North East direction and Grafton is in the South direction. Other places like Ludlow and Weston are also neighboring areas of Chester. Ludlow is around 11 miles towards North and Weston is around 13 miles towards the west. There are so many events that happen in Chester and most of them have good participation.

Some of the good events are Annual Chester Fall craft Show and sale, Annual Stellafane Convention, Windsor County Agricultural Fair, Annual Sugar on Snow and Chili Contest and Overtune to Christmas Celebration.   

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