Local Events

Upcoming Special Events:


The 7th Annual Sugar on Snow and Chili Contest
March 2008 
(Details from the 2007 Event Here…)
Motel-in-the-Meadow, Route 11 West, Chester
Celebrate the Vermont tradition of making maple syrup while sampling a wide variety of homemade chili, help make someone the “Golden Ladle” winner.  All are welcome!  For more information, call Pat: 802-875-2626.

12th Annual Quilts Around The Town
May 2008

A festival honoring a distinctively American art and showing hundreds of old and new quilts all through the town, plus demonstrations of quilt-making, and opportunities to show the family quilts. Presented by Country Treasures on the Village Green. Admission: $5


Vermont Open Studio Weekend
May 2008 (Memorial Day Weekend)
This popular state-wide event includes artists, potters and woodworkers. For more information, visit the Vermont Crafts Council Website or call 802-223-3380.


Windsor County Agricultural Fair
The 35th Consecutive Year
July 2008

A two-day event with 4-H, petting zoo, pony and ox pulling, antique tractor pull, entertainment and open horse shows.  In neighboring Springfield 10 miles from Chester.  For more information, visit:http://www.springfieldvt.com/


Annual Stellafane Convention
August 2008

The “stargazing” convention is held annually in nearby Springfield, about 5 to 10 minutes east of Chester.
For more information, 
click here.

34th Annual Chester Fall Craft Show & Sale
Tentative September 2

This popular annual event is held on the Chester Village Green.  Dozens of area crafts people offer their creations for show and sale.  Not your typical craft fair by any means!   Everything from artwork to clothing to home furnishings.  The annual “Sale on the Green” in Chester is ready for another great show of craft exhibiting.  A wide array of hand made craft and gift items from some of Vermont’s most respected crafters including Jewelry, Knitted Items, Engraved Slate, Folk Art, Candles, Natural Soap, Quilting, Ornaments, Wood Miniatures, Silk Scarves, Toys, Clothes, Stained Glass, Ceramics, Clocks, Crocheted Items, Dolls, Dog Accessories, Maple Syrup, Bird Houses, and more.  Delicious foods will be provided by local organizations including the Chester Rotary, American Legion, local schools, and others. There will be plenty of BBQ Hot Dogs, Hamburgers, Chicken, Baked Potatoes, Hot Soup, Fajitas, Cotton Candy, Cakes and Cookies, Soft Ice Cream, Pretzels, Hot and Cold Beverages and more.

A two-day event not to be missed.

50th Annual Weston Antiques Show
October 2008
Nearly 40 dealers from across the country come together for this wonderful 3-day show in Weston. Admission charged.
For more information, call 802-824-4100
 or click.

Chester, Vermont’s 23rd Annual  Overture to Christmas Celebration
December 2008 (Tentative)

Click Here to see the Overture Schedule of Events from 2006

Join us as we usher in the Holiday Season in Chester, Vermont.  The Overture to Christmas was voted one of the 10 Best Winter Events in Vermont.  The tradition continues with many fun activities for everyone.