New England’s Top Equestrian Destinations

From the rolling hills of Vermont to the open meadows of Boston’s North Shore, New England has destinations for all equestrians.

Whether you desire to compete, spectate or ride on the miles of trails surrounding many properties, you can find the perfect setting in New England. LandVest’s equestrian team, a group of luxury brokers with extensive experience in riding and real estate, shares some of its favorite areas and highlights what makes them special.

Metro West & Merrimack Valley, MA

J. Stanley Edwards

Top 5 Reasons horses and their owners love it here:

  1. Changing seasons – each season can be enjoyed on horseback
  2. Trails (so much conserved land)
  3. Learning centers/training barns {always something to learn} – the BEST are from this area
  4. Tack stores located within a 30-minute drive
  5. Top veterinary centers for keeping horses healthy and thriving

Beau Cheval Farm

80 Prospect Street | Upton, MA



Woodstock, VT

Story Jenks

Top 5 Reasons horses and their owners love it here:

  1. Join the Green Mountain Horse Association, the oldest continuously running horse club in the US. Spectate, compete, or volunteer at events including the Festival of Eventing, 100-mile ride, Sleighing Rally, Connemara Show and Western Dressage
  2. Ride with the North Country Hounds on beautiful trails with spectacular views, recap the ride over hunt breakfast at a beautiful farm
  3. Hack on the elegant carriage paths at the Marsh-Billings-Rockefeller National Historic Park at the edge of Woodstock village
  4. Be part of a welcoming community with a rich tradition of equestrian sports
  5. Shop the boutiques in Woodstock, grab a bite to eat around a shared table at a country store, visit the farmers’ markets, or stock up at Strafford Saddlery, one of our favorite tack shops anywhere

797 North Road

797 North Rd | Barnard, Vermont



Berkshires, MA and Columbia Co, NY

Cindy Welch



Top 5 Reasons horses and their owners love it here:

  1. These two adjacent counties are known as ‘horse country” with rolling fields and large acreage
  2. The Old Chatham Hunt Club, with members in both counties, is alive with foxhunting, beagling, social events, hunter paces, and trail riding
  3. Nothing can beat a peak foliage day riding the hills in the Berkshires or Old Chatham Hunt trails
  4. For the competitors, there is easy, close access to Hunter/Jumper shows in the area and HITS; for eventers, it is minutes to Larkin Hill HT and clinics; and for the trail rider, the trails are almost never-ending!
  5. Your horses will love the fresh grass and cooler temperatures of the region!

Sky View

206 Thomas Road | Old Chatham, NY



Champlain Valley, VT

Dia Jenks

Top 5 Reasons horses and their owners love it here:

  1. The Charlotte Pony Club, begun in 1955, continues to be a vibrant epicenter for youths 7-21 years of age to learn about horsemanship and eventing
  2. Green Mountain Hounds, with a large, active membership, celebrates riding out over the rolling meadows of the Champlain Valley and Western New York with a working pack of hounds. There are also social events, hunter paces, trail riding and an annual hunt demonstration at Fort Ticonderoga
  3. Top-notch traveling equine vets with an equine hospital and state-of-the-art equine sports medicine facility nearby
  4. Breathtaking views of the Adirondacks and Lake Champlain to the West and the Green Mountains to the East when out on a hack
  5. Access to trainers and barns that compete at the highest levels in dressage, eventing and show jumping

Asaph Drake

1816 Morgan Horse Farm Road | Weybridge, VT

VT0704-1 Front

Asaph Drake horses


North Shore

Ruth Kennedy Sudduth

Top 5 Reasons horses and their owners love it here:

  1. Easy commute into Boston
  2. Huge stretches of conserved country side
  3. Lots of other great horse people to hang out with
  4. Wonderful tradition of equestrian sports from fox hunting, to eventing, to dressage
  5. And you get to go to the beach!

Meredith Farm

10-43 Cross Street | Topsfield, MA



Southeastern New Hampshire

Kristin Claire

Top 5 Reasons horses and their owners love it here:

  1. Bear Brook State Park with 10,000 acres and 40 miles of trails – horses allowed
  2. Huge horse community centered on University of New Hampshire which hosts sanctioned USEA and USDF competitions
  3. Long rides on Hampton Beach
  4. Portsmouth! The most charming waterfront town with great shopping and restaurants
  5. Close proximity to Manchester Airport

Europa Farm

145 South Rd | Deerfield, NH



For more information about these destinations, properties or any of our other great equestrian listings, contact the listing agent or LandVest’s Boston office, (617) 723-1800.