Highlands Hudson Valley | Daily Schedule of Events

Autumn invitational

Schedule ofEvents

From Major League Show Jumping and championship competition to curated dining, live entertainment, shopping, and unforgettable social experiences, every day offers something worth discovering.

Highlands Cup Weekend

The Pursuit of Excellence

From Major League Show Jumping and championship competition to curated dining, live entertainment, shopping, and unforgettable social experiences, every day offers something worth discovering.

2026 September

Week 5

Mon 31
Tue 1
Wed 2
Thu 3
Fri 4
Sat 5
Sun 6

Mon 7
Tue 8
Wed 9
Thu 10
Fri 11
Sat 12
Sun 13

Mon 14
Tue 15
Wed 16
Thu 17
Fri 18
Sat 19
Sun 20

Mon 21
Tue 22
Wed 23
Thu 24
Fri 25
Sat 26
Sun 27

Mon 28
Tue 29
Wed 30
Thu 1
Fri 2
Sat 3
Sun 4

7:00 am - 5:00 pm Media CenterOngoing

7:30 am FEI CSI3* HORSE INSPECTION presented by North Star EquineOngoing Grand Prix Arena

7:30 am LEGACY CLUBOngoing Legacy Club

8:00 am 131 – 1.30M JUMPER presented by Salem Farm SupplyOngoing Grand Prix Arena

10:00 am - 4:00 pm VENDOR ROW & LOCAL EATSOngoing Vendor Row

10:00 am - 4:00 pm KID’S ZONEOngoing Vendor Row

11:00 am 141 – 1.40M JUMPER presented by INEOSOngoing Grand Prix Arena

2:00 pm - 4:00 pm 301 – $31,100 1.45M TWO-PHASE CSI3* presented by Maarten Huygens Horse Sales Grand Prix Arena

4:30 pm - 5:00 pm 199 – 1.15M JUMPER WARM-UP Grand Prix Arena

5:30 pm - 7:30 pm Grooms Asado presented by Paul Tracy Vendor Row

7:00 am - 5:00 pm Media Center

7:30 am LEGACY CLUB Legacy Club

8:00 am - 7:30 pm 132 – 1.30M JUMPER presented by Baobab Collection Grand Prix Arena

10:00 am - 4:00 pm VENDOR ROW & LOCAL EATS Vendor Row

10:00 am - 4:00 pm KID’S ZONE Vendor Row

10:45 am 142 – 1.40M JUMPER presented by INEOS Grand Prix Arena

1:45 pm - 9:30 pm 302 – $31,100 1.45M SPEED CSI3* presented by Evergate Stables Grand Prix Arena

4:30 pm 121 – 1.20M JUNIOR/AMATEUR JUMPER presented by Curamia Tequila Grand Prix Arena

7:00 am - 5:00 pm Media Center

7:30 am LEGACY CLUB Legacy Club

8:00 am - 9:30 pm 111 – 1.10M JUNIOR/AMATEUR JUMPER presented by Champion Shavings Grand Prix Arena

10:00 am - 4:00 pm VENDOR ROW & LOCAL EATS Vendor Row

10:00 am - 4:00 pm KID’S ZONE Vendor Row

10:10 am - 9:30 pm 122 – 1.20M JUNIOR/AMATEUR JUMPER presented by GSS The Agency Grand Prix Arena

11:00 am - 6:00 pm GALLERY presented by Alliant Private Client Gallery Tent

1:10 pm - 9:30 pm 303 – $62,500 1.50M JUMPER CLASSIC CSI3* presented by Stoneleaf Grand Prix Arena

4:40 pm - 9:30 pm 101 – 1.0M JUNIOR/AMATEUR JUMPER presented by CWD Sellier Grand Prix Arena

6:00 pm - 8:30 pm DIscovery Land Company Rider Welcome Party Silo Ridge Field Club

7:00 am - 5:00 pm Media Center

7:30 am LEGACY CLUB Legacy Club

8:00 am - 6:00 pm 102 – 1.0M JUNIOR/AMATEUR JUMPER presented by Horse Pilot Grand Prix Arena

9:30 am - 6:00 pm 112 – 1.10M JUNIOR/AMATEUR JUMPER presented by Alliant Private Client Grand Prix Arena

10:00 am - 4:00 pm VENDOR ROW & LOCAL EATS Vendor Row

10:00 am - 4:00 pm KID’S ZONE Vendor Row

11:00 am - 6:00 pm GALLERY presented by Alliant Private Client Gallery Tent

11:30 am - 6:00 pm 133 – 1.30M JUMPER CLASSIC presented by Frank & Eileen Grand Prix Arena

3:15 pm 143 – 1.40M JUMPER CLASSIC presented by INEOS Grand Prix Arena

4:30 pm Sip & Shop Vendor Row

7:00 am - 5:00 pm Media Center

7:30 am LEGACY CLUB Legacy Club

8:00 am - 6:00 pm 103 – 1.0M JUNIOR/AMATEUR CLASSIC presented by Daily Harvest Location Name

9:30 am - 6:00 pm 113 – 1.10M JUNIOR/AMATEUR CLASSIC presented by Skyline Windows Location Name

10:00 am - 4:00 pm VENDOR ROW & LOCAL EATS Vendor Row

10:00 am - 4:00 pm KID’S ZONE Vendor Row

11:00 am - 6:00 pm GALLERY presented by Alliant Private Client Gallery Tent

11:30 am - 6:00 pm 123 – 1.20M JUNIOR/AMATEUR CLASSIC presented by YETI Location Name

3:15 pm - 6:00 pm 304 – $116,500 1.50M GRAND PRIX CSI3* presented by Discovery Land Company Location Name

5:15 pm - 6:00 pm Grand Prix Awards & Podium Ceremony Location Name

HOSPITALITY EXPERIENCES

Premium hospitality options offer unparalleled views, signature service, and exclusive access throughout the event. Designed for connection and celebration, Highlands hospitality provides the perfect backdrop for client entertainment, social gatherings, and special occasions.

DISCOVER THE HUDSON VALLEY

The Highlands Cup is the perfect reason to explore one of New York’s most celebrated destinations. Enjoy luxury accommodations, farm-to-table dining, wineries, outdoor recreation, and charming local communities throughout your stay.

THE SHOPS AT HIGHLANDS

The Highlands Vendor Village is designed as an extension of the Highlands experience, bringing together businesses and brands that share our commitment to quality, craftsmanship, and hospitality.

Media Inquiries

Members of the media seeking interviews, press materials, photography, or additional information are encouraged to contact the Highlands team.

Extraordinary Relationships

Event
Partners

Together with our partners, we continue to create extraordinary relationships that celebrate sport, community, and hospitality.

Our Partners

Email: info@highlandshorseshow.com
for Partnership Inquiry