22nd Annual Driving Show at Orleton Farm, Stockbridge, Mass

The Orleton Farm Pleasure Driving Show, Combined Test and Marathon is a unique event. In 2016 the show expanded to a four day event to further accommodate the increasing interest in this venue. We continue that format in 2020. There are classes and divisions for everyone. The first day offers the Combined Test for VSEs, ponies and horses with traditional dressage and cone classes. Friday will offer a scored Marathon Drive for the exhibitors choosing to stay over from the Combined Test for the pleasure show, or exhibitors arriving for the pleasure show but not necessarily interested in the Combined Test. The three-day pleasure driving show 2020 schedule will continue to offer the Utility Vehicle Division, a Park Division and a Picnic Class along with a popular American Heritage class and the Ride and Drive class. We also offer a Tandem Division and Unicorn/Four-in-Hand Division and continue with a Coaching Division added in 2019. The Maiden Horse/Pony Division and the Trade and Commercial Vehicle Classes will also be offered. As our show continues to grow, we are dedicated to make your experience the best possible. On Sunday the Gathering of Vintage Automobiles will also be on display.

August 6 to 9 from 8:30 to 4:00 each day
Show Manager: Ann Willey Phone: (518) 392-6583 Email:westgate@taconic.net
Show Secretary: Laurie Danaher Phone: (518) 466-4608 Email:lbdanaher@yahoo.com

  • 2020 Prize List Entries Close July 15
  • Kind reminder to Photographers:
    You must request permission from the Technical Delegate before entering the ring. Appropriate attire is required in the ring following ADS Pleasure Driving rules: gentlemen must wear a coat or jacket and tie, ladies must wear conservative dress or slacks. Thank you for your contributions in serving our exhibitors, staff, and guests.

All About The Show:

Welcome to Colonial Carriage & Driving Society’s 22nd Annual Pleasure Driving Show. Colonial Carriage & Driving Society and Orleton Farm are proud to play a part in promoting the history and tradition of pleasure
driving here in the Berkshire Hills. The Berkshires had great history in the gilded age with the large estates and wonderful carriage houses as the place to come and be seen driving your horse and carriage. Harvey and Mary make their home at Orleton Farm, which has been in Mary’s family since 1900 and has always been a horse facility. The grounds have become home to Colonial Carriage for its many events held here throughout the year: sleigh rallies, clinics, fun day, club meetings, and the pleasure show.

The show started 22 years ago at famous sculptor Daniel Chester French’s home, Chesterwood, in Stockbridge, Massachusetts. The show continued there for three years, with the number of exhibitors and spectators
increasing each year. The need for more space prompted the show to move to Eden Hill, one of Stockbridge’s great estates. In 2006, with the desire to add more classes, the show expanded to a two-day show and moved to Orleton Farm. A third day was added in 2011, expanding the show with more classes and divisionsfor our exhibitors.

We hope you enjoy your weekend at Orleton Farm and wish you all a safe and successful show.