Steeplechase season in the Shenandoah Valley is one of the most anticipated times of the year, drawing equestrian enthusiasts, sports fans, and social travelers to Virginia’s countryside each spring. The combination of thrilling races, elegant tailgating, and scenic landscapes makes these events a true regional tradition.
At Glen Gordon Manor, steeplechase season feels especially close to home. Once a retreat known for fox hunts and equestrian gatherings, our historic estate has long been part of the area’s sporting heritage. Today, we continue that tradition by welcoming guests who want to experience the excitement of steeplechase season while enjoying the refined hospitality of our historic estate.
In this guide, we’ve gathered the most popular steeplechase events near us, along with practical tips to help you plan your day. Book with us for luxury lodging in Virginia wine country, and after a day at the races, you can look forward to returning to the Manor to enjoy fine dining and luxurious accommodations, making it the perfect home base for steeplechase season.

What Is Steeplechase Racing?
Steeplechase racing is a form of horse racing run over open countryside courses that include natural obstacles such as fences, hedges, and water jumps. Unlike flat-track racing, steeplechase events combine athletic competition with a strong social tradition, making them as much about the atmosphere as the sport itself.
In Virginia, steeplechase races are celebrated as springtime social events, where spectators gather for racing, tailgating, and classic countryside style.
Steeplechase Season at a Glance
- Season: Early April through early May
- Race Days: Typically Saturdays
- Setting: Rolling countryside and open fields
- Atmosphere: A mix of competitive racing, social gatherings, and tailgating
- Time Commitment: Most guests spend the full day at the races
Steeplechase events are outdoor affairs held rain or shine, making comfortable footwear and layered clothing essential.
Experience A Time-Honored Tradition
Steeplechase racing has been a celebrated tradition in Virginia for over a century, with events that continue to captivate audiences year after year. The races typically take place from early to late April, drawing spectators to the rolling countryside to witness the power and skill of jockeys and their steeds as they navigate challenging courses.
Some of the most popular races in the region include:
Old Dominion Hounds Point-to-Point
Held in early April at Ben Venue Farm in Ben Venue, Virginia, this race features a mix of sanctioned and non-sanctioned competitions and is a favorite among both longtime steeplechase enthusiasts and first-time spectators.
- Next event: April 4, 2026
- From Glen Gordon Manor: 7.5 miles · approx. 15 minutes
See Event Website for Dates & Details
Blue Ridge Hunt Point-to-Point
Taking place in mid-April at Woodley Farm in Berryville, Virginia, this event combines traditional steeplechase excitement with a welcoming, community-focused atmosphere.
- Next event: April 11, 2026
- From Glen Gordon Manor: 22.5 miles · approx. 35 minutes
See Event Website for Dates & Details
Middleburg Spring Races
One of the longest-running and most prestigious races in Virginia, typically held in mid-April at Glenwood Park in Middleburg, Virginia.
- Next event: April 18, 2026
- From Glen Gordon Manor: 31 miles · approx. 55 minutes
See Event Website for Dates & Details
Loudoun Hunt Point-to-Point
Hosted in mid to late April at Morven Park in Leesburg, Virginia, this thrilling race day includes both professional and amateur events, offering an unforgettable experience for attendees.
- Next event: April 19, 2026
- From Glen Gordon Manor: 57 miles · approx. 1 hr 20 minutes
See Event Website for Dates & Details
Foxfield Spring Races
A highly anticipated late-April event held in Charlottesville, Virginia, known for its lively social scene, beautiful setting, and heart-pounding races.
- Next event: April 25, 2026
- From Glen Gordon Manor: 67 miles · approx. 1 hr 25 minutes
See Event Website for Dates & Details
Virginia Gold Cup
Held annually on the first Saturday in May at Great Meadow in The Plains, Virginia, this prestigious event attracts over 60,000 spectators for a day of top-tier racing, festive tailgating, and exciting traditions such as hat contests and terrier races.
While not technically in the Shenandoah Valley, it remains one of the most celebrated steeplechase events in Virginia.
- Next event: May 2, 2026
- From Glen Gordon Manor: 21 miles · approx. 30 minutes
See Event Website for Dates & Details
For up-to-date information on this year’s dates and details, be sure to check the official race websites before planning your visit.

First-Time Race Day Tips
If this is your first steeplechase experience, a little preparation goes a long way:
- Arrive early to allow time for parking and settling in
- Wear comfortable shoes suitable for walking on grass and uneven ground
- Bring layers—spring weather can change quickly
- Plan to stay for several hours; race days are meant to be enjoyed at a relaxed pace
- Review event rules in advance, especially regarding what you can bring
These small considerations help ensure a smooth and enjoyable day at the races.





