Green Mountain Railroad
Sep
16
Oct 15

Green Mountain Railroad

From September 16-October 15, 2017, Green Mountain Railroad will offer rides the include stops and departures from Chester. Check out their website for more details!

Weekday Fall Foliage Excursions
Chester to Ludlow - 2 hour round trip - No layove

September 16 – October 15, 201
Tuesdays & Thursdays
3 departure times each day

Weekend Fall Foliage Excursions
Chester to Okemo Mountain Resort - 2 hour round trip - With layove

September 16 – October 15, 201
Saturdays & Sundays

Green Mountain Fall Foliage Train
Chester to Ludlow - 2.5 hour round trip - No layove

September 16 – October 15, 201
Friday & Saturday nights

Halloween Trunk or Treat
Oct
28
5:30 pm17:30

Halloween Trunk or Treat

Trick-or-treaters and their families gather in the parking lot of Chester Andover Elementary to check out the ghoulishly festive and decked out trunks of local participating families' cars. Each with their own theme! 

32nd Annual Overture to Christmas
Dec
2
8:00 am08:00

32nd Annual Overture to Christmas

This is the first weekend in an annual holiday tradition in Chester. More details to follow. Past year highlights have included an epic gingerbread contest, chorus performances, art fair, Christmas Tea, and live nativity scene. 

St. Luke's Christmas Tea and Sale
Dec
2
11:00 am11:00

St. Luke's Christmas Tea and Sale

St. Luke's Episcopal Church hosts their annual Christmas Tea in Willard Hall at the church at 313 Main Street in Chester. The sale includes holiday-themed arts and crafts.

32nd Annual Overture to Christmas
Dec
9
1:00 pm13:00

32nd Annual Overture to Christmas

This is the second weekend of our annual holiday tradition in Chester. More details to follow. Past year highlights have included an epic gingerbread contest, chorus performances, art fair, Christmas Tea, and live nativity scene.