For many, the Montpelier Races are more than sport—they’re a homecoming. Each fall, on the first Saturday in November, thousands gather at Montpelier—the former home of President James Madison—to celebrate a tradition that has endured for nearly a century.

This year marks the 90th running of the Montpelier Hunt Races, one of Virginia’s most historic equestrian events. Families, neighbors, and visitors from across the country return to Orange County for a day that combines heritage, horsemanship, and homegrown pride.

“You don’t miss Christmas, but you don’t miss the races,” said Martha Strawther, executive director of the Montpelier Steeplechase and Equestrian Foundation. “It’s a cherished day for families across generations.”

Founded in 1934 by Marion duPont Scott, daughter of William and Annie duPont, the Montpelier Races began as a private gathering on the family’s estate. Over time, it evolved into a nationally recognized steeplechase that now draws nearly 18,000 spectators each year.

Scott, known as America’s First Lady of Racing, was a champion equestrian and philanthropist. She expanded Montpelier’s equine facilities and established a course that continues to attract top riders from around the country.

“Mrs. Scott loved the sport and the community it brought together,” Strawther said. “Her vision created something enduring—not just for horse racing, but for Orange County.”

Rain or Shine, Thousands Will Turn Out for the Races

Until her passing in 1983, Scott personally funded the races. Afterward, the property was transferred to the National Trust for Historic Preservation, and the Montpelier Steeplechase and Equestrian Foundation was formed to continue the event and support equestrian and preservation programs.

This year’s card features seven steeplechase races, including the Grade 3 Noel Laing Stakes, named in honor of one of Mrs. Scott’s early trainers and jockeys. The race carries a $75,000 purse, part of a total $260,000 prize fund supported through sponsorships and ticket sales.

Unlike flat racing, steeplechase courses are temporary. “Our fences are natural brush, groomed all year,” Strawther said. “We’re the only track in the country that maintains that tradition.”

Each race spans just over a mile, with horses traveling in for the day from around the country. The Keswick Hunt Club, recognizable by their red jackets, continues its historic role as outriders, maintaining safety and order—a nod to the sport’s English roots.

Nearly 70 percent of spectators return each year, with reserved parking—nearly 500 spaces—selling out within hours. Visitors come from as far as California, but the largest crowds still hail from nearby Fredericksburg, Charlottesville, and Richmond.

The event goes on in any weather, honoring the old English saying that there’s “no bad weather, only inappropriate clothing.” One memorable year, a steady rain poured from dawn to dusk—but nearly 14,000 attendees stayed all day.

“People just pulled on their boots and kept celebrating,” Strawther recalled. “One of the jockeys said the rain reminded him of home in England and that it made the ground softer if you fall off.

Tailgates line the hillside, and contests for best decorations follow an annual theme. This year’s theme, “Monopoly,” celebrates the board game’s 90th anniversary alongside the races.

The day begins with Jack Russell Terrier races and the new Corgi Cup, followed by children’s stick horse races, a hat contest, and a lively Montpelier Market featuring regional artisans and merchants.

Art and craftsmanship are part of the tradition, too. Each year, an artist is commissioned to design the official race poster—this year’s by Leslie Humphrey—which also appears on commemorative scarves and bottles of local wine and bourbon.

“Hats, horses, and history all come together here,” Strawther said. “It’s a celebration of everything Orange County stands for.”

The 2,650-acre Montpelier estate—owned by the National Trust and managed by the Montpelier Foundation—is open to the public five days a week. While the steeplechase operates independently, it remains one of the most visible symbols of Montpelier’s ongoing mission: preserving land, legacy, and community spirit.

“It’s a sport that connects people to the land and to each other,” Strawther said. “Every year, we’re reminded why this place matters.”

The 90th Montpelier Hunt Races will be held on November 1, 2025, rain or shine—just as they have been for nearly a century. Tickets are available at the gate.

Jen Bailey

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