"The EASTERN SHORE TRAIL RIDE® event is a twice yearly camping and riding weekend by invitation only for good riders and their good horses on private land on the Eastern Shore of Virginia."

100% of the proceeds benefit Company 16 of the Northampton Fire and Rescue Company. The trail wranglers donate all of their time and fuel and equipment costs. Your entire donation goes to the Northampton Fire and Rescue Company 16.


Please find a list of important facts:

Spring 2017 Ride: Weekend of May 20 2017

For Fall Sept 24 2016 weekend, the application is up here now. (Please) Do not post mark before  of July 20.  Watch  our Facebook page too.

  • Please don’t postmark before the published date as I must ignore those apps, and I do get some postmarked before the published date. This ride is “first come…first accepted” and it is the only fair way to open the ride. We humbly thank you for your continued interest and support of this ride. Watch here right after New Years for dates and apps!
  • Please read the entire site…if you still have questions, contact us.


Trail Ride Information… FAQ’s

  • URGENT RE FALL RIDE STARTING TOMORROW THUR 9.22.16….Things are looking drier already. Some water on a trail earlier is now gone… BUT do not DO NOT arrive before 1 on Thur, later if you can- we have to do some more work on the road. My cell phone is on the Trail Info which is on this site should you need to talk to me. Sun by 10a which means the parking fields should be in great shape by 2p. Better for the road after 2p. Thanks!!
  • FALL 2016 RIDE IS SEPT 24 2016   Fall 2016 application
  • SPRING 2017 RIDE IS MAY 20 2017 WEEKEND.
  • Watch this website for info on registration. I post a “heads up” about a month before I will accept applications… Watch for updates on registration numbers. We do fill up in the first few days
  • Check out the entire site: still got a question? email here


The Rides are limited to 250 riders and horses, and registration is in advance only. No admittance at the trail head without confirmed registration. Fee covers weekend riding on private wooded farm trails including long stretches on the Chesapeake Bay on private beaches, lunch on the trail Saturday only, dinner at camp Saturday night and camping at our beautiful and private campground.

Please check out our little Google Ads… lots of good resources, and every click helps the Fire Department!


This Website is owned and operated by WEDOWINDOWSLLC.NET which pays all fees... NO ride funds are used for its operation.

We reserve the right to reject any applicant and deny entry to anyone if we deem it necessary for the comfort and safety of our guests. Unruly horses and/or riders will be evicted without refund. This website is owned and operated by WEDOWINDOWSLLC.NET and no ride funds are used for its operation.