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A Weekend at Hampton Classic Horse Show in Bridgehampton: Your Ultimate Equestrian Travel Guide

A lighthouse atop a hill overlooks the ocean, with the scenic Horse Park at Bridgehampton in the foreground
Aerial view of the Horse Park at Bridgehampton

A weekend at the Hampton Classic offers more than just equestrian excellence—it’s a perfect mix of high-end dining, boutique shopping, and breathtaking coastal scenery. Whether attending the event, exploring the Hamptons, or indulging in gourmet cuisine, visitors will experience the best of the region.

The Trenton House, a historic inn located in New York City, with a view of Horse Park at Bridgehampton in the background

Friday Evening: Arrival & Welcome

  • Check-In: Stay at Topping Rose House, a luxurious boutique hotel in Bridgehampton.

  • Dinner: Experience The Palm East Hampton, a classic steakhouse with an upscale ambiance.

A breakfast plate featuring eggs, bacon, and toast

Saturday
Equestrian Elegance & Hamptons Lifestyle

  • Morning: Start with breakfast at Pierre’s, a charming French café in Bridgehampton.

  • Event: Attend the Hampton Classic Horse Show for elite show jumping and equitation events.

  • Afternoon: Explore Wölffer Estate Vineyard for wine tasting with stunning vineyard views.

  • Lunch: Enjoy fresh seafood at The Lobster Roll (Lunch) in Amagansett.

  • Evening: Stroll through Sag Harbor, visit local art galleries, and dine at Le Bilboquet.

A lobster sandwich with fresh lettuce and tomatoes
A handprint in the sand with gentle waves lapping in the background at Horse Park in Bridgehampton

Sunday
Coastal Relaxation & Boutique Shopping

  • Morning: Brunch at Almond, a Hamptons favorite known for farm-to-table ingredients.

  • Beach Excursion: Relax at Coopers Beach or take a scenic drive through the Hamptons.

  • Lunch: Visit Duryea’s Lobster Deck in Montauk for a waterfront dining experience.

  • Afternoon: Explore Main Street, East Hampton, for high-end boutiques and specialty stores.

A large lobster rests on a white plate, displayed at Horse Park in Bridgehampton
Sunset view of the ocean with buildings in the foreground at Horse Park in Bridgehampton

Insider Tips
Equestrian Visitors

  • Parking: VIP parking is available, but general parking fills up quickly—arrive early.

  • Dress Code: Chic, equestrian-inspired fashion is common; think sun hats, linen, and polished attire.

  • Best Viewing Spots: The VIP Grandstands offer the best views of major competitions.

  • Celebrity Sightings: Keep an eye out for Hollywood stars, designers, and business moguls who frequently attend.

  • Evening Entertainment: Many Hamptons venues host exclusive after-parties during the event week.

  • Local Equestrian Shops:

    • Hampton Saddlery: Offers a selection of high-quality tack and equestrian apparel. 

    • The Tack Trunk: Provides a variety of horse supplies and riding gear. Located in nearby Southampton, approximately a 15-minute drive from Bridgehampton.

A lighthouse stands on the beach at Horse Park in Bridgehampton

Nearby Cities and Attractions

  • Sag Harbor (15 min): A historic whaling village with charming waterfront restaurants.

  • Montauk (40 min): A coastal retreat known for its lighthouse and stunning beaches.

  • East Hampton (10 min): Offers high-end shopping, art galleries, and fine dining.

A room featuring paintings on the walls and a desk
A woman riding a horse through a grassy field at Horse Park in Bridgehampton

Downloadable Packing List

  • Elegant, casual attire suitable for both equestrian events and social gatherings.

  • Sunglasses, sunscreen, and a hat for sun protection.

  • Camera or smartphone for capturing stylish moments.

  • Comfortable shoes for walking around the showgrounds.

  • Light jacket or wrap for cool Hamptons evenings.

A person wearing sneakers walks along a wooden path at Horse Park in Bridgehampton
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