Thursday, August 29th
| 11:00am | 100-Mile Riders weigh in and pull for starting positions – Office Porch |
| 12:00pm | Lunch meeting for judges, scribes, vetting stewards, manager – Youth Center |
| 2:30pm | Inspection of 100-Mile Horses and all those riding the 40 miles on White Ring |
| 1:00pm | Arrivals begin for other distances |
| 4:00pm | Inspections conclude. Ride briefing to follow – Youth Center |
| 6:00pm | Dinner on grounds – competitors & officials. |
| 10:00pm | Stables close – all horses competing on Friday must be stabled at GMHA |
Friday, August 30th
| 5:00am | Stables open |
| 5:30am | Coffee and light breakfast in Café for all riders & volunteers – served until 9am |
| 6:30am | 100/40/Mile horses depart GMHA at two-minute intervals –Far end of White Ring |
| 6:45am | 25-mile horses depart |
| 8:30am | 15-mile briefing |
| 8:30am | 30-minute hold at Silver Hill |
| 9:00am | |
| 9:30am | 15-mile depart |
| 1:20pm | Horses begin to return to GMHA, vetting in the White Ring |
| 1:00–3:30pm | Lunch at the Youth Center for Riders & Volunteers |
| 3:00pm | Inspection of 60/25-mile horses – White Ring |
| 5:00pm | Ride Briefing, 100/60/25 milers – Youth Center |
| 4:00-7:00pm | Vermont Horse Country Store open house and corn chowder dinner |
| 10:00pm | Stables close – all horses competing on Saturday except the 15-Milers must be stabled at GMHA |
Saturday, August 31st
| 5:00am | Stables open |
| 5:30am | Coffee and light breakfast in the Youth Center for all riders & volunteers until 9am |
| 6:30am | 100/60/40/25 -Mile horses depart GMHA at two-minute intervals |
| 7:00am | 15-Mile Conditioning Distance Ride inspection – White Ring |
| 8:30am | 15-Mile Ride briefing, Youth Center |
| 9:00am | 15-Mile horses depart GMHA at two-minute intervals |
| 11:30am | 15-Mile horses begin to return to GMHA – vetting in the White Ring |
| 12:30pm | 100/60-Mile horses begin to return to GMHA – vetting in the White Ring |
| 1:00–3:30pm | Lunch at the Youth Center for riders & volunteers |
| 5:00pm | Ride Briefing, 100/60/20/25 milers– Youth Center |
| 5:30-8:00 | BBQ to celebrate Landowners and Distance Days Riders |
| 10:00pm | Stables close – all horses competing on Sunday must be stabled at GMHA |
Sunday, September 1st
| 5:00am | Stables open |
| 5:30am | Coffee and light breakfast in the Youth Center for riders & volunteers until 9am |
| 6:30am | 100/60-Mile horses depart at 2-minute intervals |
| 9:00am | |
| 9:30am | 100/60 mile begin to return to GMHA – vetting in White Ring |
| 11:30am–1:00pm | Rider & volunteer lunch at the Youth Center |
| 1:30pm | Awards Ceremony for Distance Days, horses presented in-hand or under saddle |