Polo & Equestrian

The Hamptons Polo Playbook

From divot stomping to Chukker play — your full guide to horse country east of the canal, home of the Hampton Classic.

11 venues

Filters11 venues

2 places

Watch

Spectate the spectacle. Saturday matches and the Hampton Classic.

3 places

Play

Get on a pony. Chukkers, leasing, and club membership.

6 places

Learn

Lessons, rules, and trail rides for every level.

Watch

Hamptons Polo Club — Saturday & Sunday Matches

Hamptons Polo Club, 206 Millstone Rd, Water Mill · May through September

A-list

The active East End polo club. Chukkers run May 16 - Sep 27, 2026 with the USPA Monty Waterbury 16-Goal, Independence Cup, Hamptons Cup, and Festival of Polo all on the calendar. Matches typically begin late afternoon; bring a blanket, divot-stomp at halftime. (Note: the previously listed Bridgehampton Polo Club is defunct - its domain now redirects to an unrelated parked site.)

Cost: Most matches are free spectator access; the Festival of Polo and a few marquee finals carry a ticket

Dress code: Garden party: sundresses, linen, sun hats, flat shoes for divot stomping

Hampton Classic Horse Show

Snake Hollow Road, Bridgehampton · Last week of August through Labor Day Sunday

A-list

One of the largest outdoor hunter/jumper shows in the US. Boutique garden, pony rides, and the $300,000 Grand Prix.

Cost: $20 weekday general, $40 Grand Prix Sunday

Dress code: Smart casual; Grand Prix Sunday leans dressy

Play

Seasonal Pony Leasing

Various Bridgehampton/Water Mill barns · Memorial Day–Labor Day

A-list

Lease a pony for the summer instead of trailering yours out. Covers board, feed, and vet basics.

Cost: $8,000–$25,000 for full summer lease

Dress code: Full riding kit

Practice Chukkers

Two Trees Farm, Bridgehampton · June–August weekday mornings

Insider

Pickup practice games for members and vetted guests. The real way in is knowing a pro.

Cost: $400–$600 per chukker including horse

Dress code: White breeches, polo boots, knee guards, helmet with faceguard

USPA Membership & Club Play

Bridgehampton Polo Club · Summer season

A-list

Required to enter sanctioned tournament play. Start with USPA Intro program if new.

Cost: $475 USPA annual + $5,000–$15,000 club dues

Dress code: Regulation polo whites for tournaments

Learn

Two Trees Stables — Polo Lessons

Bridgehampton · May–September

Insider

The on-ramp for adults who want to actually ride chukkers. Ponies and tack provided.

Cost: $250–$350 per lesson (group); $400+ private

Dress code: Long pants, boots with a heel, helmet provided

Deep Hollow Ranch — Montauk Beach Rides

Montauk Highway, Montauk · Year-round

Local

America's oldest cattle ranch. Guided rides through Theodore Roosevelt County Park and down to the ocean.

Cost: $120 trail ride, $180 beach ride

Dress code: Long pants, closed-toe shoes

Sears Bellows County Park Stables

Hampton Bays · April–November

Local

Wooded trails through Sears Bellows pine barrens. The affordable entry point for Hamptons horseback riding.

Cost: $90 per hour trail ride

Dress code: Long pants, boots

Stony Hill Stables Amagansett

Amagansett · Year-round

Insider

Hunter/jumper focused. The stable where Hamptons kids learn to ride.

Cost: $150 group lesson, $225 private

Dress code: Breeches or leggings, paddock boots, helmet

Swan Creek Farms

Bridgehampton · Year-round

A-list

Boarding and training barn catering to serious riders prepping for the A circuit.

Cost: $175 lesson, boarding from $2,400/mo

Dress code: Full show attire for shows; breeches and boots for lessons

Rules of Polo 101 — Spectator Guide

Any match · Summer

Open

Six chukkers of 7 minutes. Teams switch ends after each goal. The line of the ball governs right of way. Handicaps run -2 (beginner) to 10 (god tier).

Cost: Free

Dress code: N/A

11 of 11 places to watch, play, and learn the game.