to Feb 18

Chester Winter Carnival Schedule

Friday, February 16th

5:30-7:30PM: Chester Andover Elementary School Dinner and a movie for kids. The movie "The BFG" will be shown.  FREE

Saturday, Feb. 17th

  • All day:  Sledding at the Pinnacle, bring your own!
  • 11AM-3PM: Facepainting at the Southern Pie Company
  • 11AM-3PM: Horse sleigh rides with Smokeshire Farm at the Pinnacle
  • 12PM-4PM: Pie Tasting at the Southern Pie Company, $5.00 per plate. Proceeds donated to the Chester Recreation Department
  • 6PM-8PM: Festival Fun at the Pinnacle
    • The Chester Conservation Committee will host a self-guided tiki torch snowshoe hike around the disc golf course located at the Pinnacle.  Snowshoes will be available for borrowing.
    • Bonfire/Music/Skating Party at the Pinnacle. Southern Pie Company will offer coffee, hot chocolate and pieces of pie for sale from 5PM-8PM at the Pinnacle.

There will be food/drinks for sale during the day from 11-4PM at the Pinnacle

Sunday, February 18th 

9AM-1PM: Chester Snowmobile Club 35-mile Poker Run
Taking place at the Pinnacle. $10.00 per rider/poker hand.Polaris Demo rides available with proper gear.

10AM-1PM:  Broom Hockey Tournament at The Pinnacle. $25 per team. Please pre-register by emailing Matt McCarthy at matt.mccarthy@chestervt.gov. 




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32nd Annual Overture to Christmas
8:00 AM08:00

32nd Annual Overture to Christmas

This is the first weekend in an annual holiday tradition in Chester. For a complete schedule, see the Chester Christmas Overture's Facebook page


Monday, 11/27  - Grades K-2  4 pm  (FREE)
Wednesday, 11/29  - Grades 3-6 4 pm (FREE)

ELVES WOODSHOP – Endless Creations

Friday, 12/1 - Grades  K-6   3-5 pm  (FREE)
Sand, stain and paint a wood craft with our Elves in the Chester woodshop! The committee will need to give Melissa at the studio a headcount before kids arrive; please RSVP through the Facebook page.

Overture to Christmas

Saturday, December 2nd

1-3 pm Kid’s Craft Bazaar @ MacLaomainn’s Banquet Room  (FREE)
- Gingerbread cookie decorating with the Heritage Deli
- Holiday crafts with the Art Garden
- Wet wool felting with Six Loose Ladies
- Christmas stories and crafts with the Whiting Library/Miss Alice, CAES Librarian
- Ornaments with Endless Creations

An appearance by Mrs. Claus
3:30 pm Caroling/Living Nativity – Chester Baptist Church
4 pm Santa arrives to Baptist Church, Families are invited to join Santa on his wagon! 
4:15 pm Tree lighting on Green/Children visit with Santa and Mrs. Claus at the Fullerton Inn

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Green Mountain Railroad
to 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

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