What's on

Upcoming Events

Happy Trails Happy Hour
Mar
26

Happy Trails Happy Hour

A casual evening with the Lewisboro Horsemen’s Association. Whether you’re an old friend who’s ridden our paths for years or a new friend discovering Westchester’s equestrian network, come mingle with board members, fellow riders, volunteers, and trail supporters. Learn about upcoming events and volunteer opportunities, and hear updates on trail maintenance and conservation efforts. All are welcome. Come raise a glass to the horses, the trails, and the community that connects them.

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Trail Clean Up
Apr
24

Trail Clean Up

Join the Lewisboro Horsemen’s Association for an Earth Day Trail Clean-Up — volunteers needed! Help keep our local equestrian trails safe and beautiful by removing debris, clearing brush, and repairing minor trail damage. Bring gloves, sturdy footwear, tools, and a water bottle. Instructions will be provided. All skill levels welcome. Pizza and refreshments served after the clean-up as a thank-you.

Meeting spot: to be confirmed upon RSVP

To volunteer or for more details, please contact the Lewisboro Horsemen’s Association at lhatrails@gmail.com . Join us in caring for the trails!

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Trivia 2nd in Series
May
14

Trivia 2nd in Series

Trivia Night: horse-focused and general knowledge rounds for riders, friends, and trivia fans. Questions on equine history, breeds, riding disciplines, tack and care, plus pop culture, history, science, sports, and Westchester trivia. Come with a team or ask to be paired up. The Second in a Three-part Trivia Series, prizes for top scorers at each event. Accumulate points for grand prize at the end of the series. Test your wits and connect with the Lewisboro Horsemen’s community. Current LHA Members earn an additional 5 points for each Trivia Night attended. Free to Current LHA Members. All others $10. Come early for dinner. Trivia starts at 7pm.

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LHA Guided Trail Ride
Jun
19

LHA Guided Trail Ride

Join us for another fabulous guided trail ride in the beautiful Ward Pound Ridge Reservation. Learn the trails, practice riding in a group, and meet other area riders. Two groups available: Group 1 Walk Only. Group 2 Walk Trot Canter. For Group 2 must be comfortable and in control riding in a group and cantering in open spaces. Free to all current LHA Members. All others $20.

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Summer Social & BBQ
Jul
17

Summer Social & BBQ

Join us for the Lewisboro Horsemen’s Association Summer Social and BBQ — an evening of good food and great company. Connect with fellow riders, volunteers, and trail supporters. LHA will supply your grilled favorites - please bring a summer side or dessert. Membership info and volunteer opportunities will be available for anyone looking to get involved in protecting and enjoying Westchester’s equestrian trails. Free to current LHA Members. All other $10

Please rsvp to: lhatrails@gmail.com with the number in your party and what kind of side/dessert you plan to bring.

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Fall Country Pace and Luncheon
Sep
20

Fall Country Pace and Luncheon

Join us for our annual Fall Country Pace and Luncheon at beautiful Ward Pound Ridge Reservation. Teams of 2 or 3 riders will go out beginning at 9:00 with ribbons awarded after luncheon and once all teams are back. This pace is suitable for varied riding speeds and experience levels. Four divisions: Hunt, Junior, Pleasure, and Western. Ride through fields and wooded trails. 20 + jumps, all with go arounds. Ribbons awarded through 10th place, plus prizes and an exciting raffle. Hot luncheon is included in your entry fee. This event is part of the Associated Pace Series — come ride, compete, and enjoy a community day on the trail.

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Trivia 3rd in Series
Nov
1

Trivia 3rd in Series

Trivia Night: horse-focused and general knowledge rounds for riders, friends, and trivia fans. Questions on equine history, breeds, riding disciplines, tack and care, plus pop culture, history, science, sports, and Westchester trivia. Come with a team or ask to be paired up. The third in a Three-part Trivia Series, prizes for top scorers at each event. Accumulate points for grand prize at the end of the series. Test your wits and connect with the Lewisboro Horsemen’s community. Current LHA Members earn an additional 5 points for each Trivia Night attended. Free to Current LHA Members. All others $10. Come early for dinner. Trivia starts at 7pm.

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LHA Guided Trail Ride
Nov
3

LHA Guided Trail Ride

Join us for another fabulous guided trail ride in the beautiful Ward Pound Ridge Reservation. Learn the trails, practice riding in a group, and meet other area riders. Two groups available: Group 1 Walk Only. Group 2 Walk Trot Canter. For Group 2 must be comfortable and in control riding in a group and cantering in open spaces. Free to all current LHA Members. All others $20.

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LHA Holiday Party
Dec
6

LHA Holiday Party

Lewisboro Horsemen’s Association Annual Holiday Party — an evening to celebrate the season and our local equestrian community. Join us for a memorable evening of hors d'oeuvres, the always fabulous raffle gift baskets, a wonderful dinner, and good company as we honor members, share highlights from the year, and look ahead to 2027 events and trail projects. All are welcome. Come connect with fellow riders, meet new friends, and toast to another great year on the trails.

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Ask A Vet
Dec
15

Ask A Vet

Always popular and highly informative, our Veterinary Talk Series provides timely insights into equine health, preventative care, and best practices for horse owners. Come for practical tips and recent updates, followed by an open question-and-answer period where attendees can get personalized advice. Whether you’re a new rider or an experienced horseperson, this session offers valuable guidance to keep your horse healthy and performing at its best.

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Trivia
Mar
5

Trivia

Trivia Night: horse-focused and general knowledge rounds for riders, friends, and trivia fans. Questions on equine history, breeds, riding disciplines, tack and care, plus pop culture, history, science, sports, and Westchester trivia. Come with a team or ask to be paired up. Three-part Trivia Series, prizes for top scorers at each event. Accumulate points for grand prize at the end of the series. Test your wits and connect with the Lewisboro Horsemen’s community. Current LHA Members earn an additional 5 points for each Trivia Night attended. Free to Current LHA Members. All others $10. Come early for dinner. Trivia starts at 7pm.

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November Trivia Night
Nov
13

November Trivia Night

It’s Trivia Time!

Get your team together for our always popular Trivia Night at the Horse and Hound Inn!

Come early for dinner - Trivia starts at 7pm.

As always free to our current members and all others only $10 each.

Mixture of horse and general knowledge trivia.

Please rsvp to: LHATrails@gmail.com

Our fabulous and new for 2025 Best Seat in the House Sweatshirts will be available for purchase.

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