fall activities events chester vermont

Fall Into Chester | Seasonal Events and Activities

fall activities events chester vermont

The changing of the season is a beautiful thing to witness, and with fall right around the corner, seasonal events and activities will be all around us before you can blink! Here are a few great activities that you can do while staying at our charming inn during this beautiful time of year.

The 9th Annual Big Buzz Chainsaw Festival, hosted a quick 25-minute drive away in Ludlow, VT October 4th – 8th is an excellent opportunity to watch artists from around the world compete to create beautiful chainsaw sculptures.

If local art is more your style, then the 35th Annual Weston Craft Show is just 15 minutes up the road in Weston, VT October 5th – 7th. Hailed as being Vermont’s premier crafts show, it is a place for Vermont top artisans to show their works and skills they have spent years honing. Beautiful works of glass, ceramics, felt, woodwork, and much more will be on display and up for sale.

Wheels in the Field is having its inaugural event right here in Chester, VT October 6th and 7th. Start a new tradition seeing the beautiful Classic Porsche’s and BMW while the town of Chester is celebrating Oktoberfest for Columbus Day Weekend.

Vermont is famous for our fall foliage! Picturesque views abound throughout the state, but how do you choose the best spot to view it? Chester’s own Green Mountain Railroad has you covered. With three different rides, from Chester to Summit and back, there is a little something for everyone.

  • Fall Foliage Chester to Summit offers a scenic three-hour ride on the railroad provides a stunning view of the changing of the leaves!
  • The Fall Foliage Dinner Train is a tasty alternative for those looking for a delicious three-course meal on classic dining cars.
  • Cocktails on the Rails is a 2 ½ hour round trip offering delectable hors-d’oeuvres served in perfect accompaniment to your specialty cocktails, local beers, and wine all to the tune of live music. Must be 21 years of age to attend.