attractions

Duck Walk Vineyard

One of Long Island’s most recognized wineries — two locations in Southold and Watermill, offering approachable wine and live music.

Duck Walk Vineyards spans over 140 scenic acres on Long Island’s South and North Forks and produces around 5,000 cases of award‑winning wine annually. On the North Fork (Southold location), visitors can enjoy classic varietals like Pinot Grigio, Riesling, Cabernet Sauvignon, and Duck Walk’s signature Vidal Ice Wine and Blueberry Port, crafted from locally sourced grapes and Maine blueberries. Wine tastings are priced around $16 per person, covering four selections, and groups of six or more should reserve in advance. Outdoor seating on a patio is available with live music on weekends during the warmer months. The vineyard is pet- and family-friendly, and reservations are recommended for busier times. Duck Walk remains a popular, approachable option for wine lovers seeking a relaxed North Fork or Hamptons experience. It’s recommended for its scenic setting, live music, and fun crowd. It offers a pleasant alternative to more formal Hamptons vineyards—especially if you’re staying in one of our Southampton-based retreats.

After enjoying wine and live music at the Water Mill (South Fork) location of Duck Walk, relax in one of these stunning Southampton-area homes—each within ~20 minutes of the vineyard:

Classic Southampton Home – Elegant 5-bedroom estate with private pool and jacuzzi—near Southampton beaches.
Sprawling Southampton Home – Modern design and expansive indoor‑outdoor living, ideal for gatherings.
Sweet Retreat – Intimate home with heated pool, outdoor jacuzzi, and easy beach access.
Hamptons Water Living – Waterfront perfection featuring a private dock—ideal for sunset views or boating.

231 Montauk Hwy, Water Mill, NY 11976, US

+1 631-726-7555

http://www.duckwalk.com/

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Shinnecock Hills Golf Club

Shinnecock is laid out utilizing the natural topography of the Shinnecock Hills, and resembles a number of the courses on the British Isles. It has long been recognized as one of the top courses of the world, and has been the scene of notable U.S.G.A. events since its beginning. These include the second U.S. Open Championship and U.S. Amateur in 1896, the Women’s Amateur in 1900, and the Walker Cup Match in 1977. The U.S. Open Championship was held at Shinnecock again in 1986, and in 1995 for the 100th anniversary of the Open, and again in 2004 and 2018. The 2026 U.S. Open Championship will be held at Shinnecock. The course is generally not open to the public.

Featured Luxury Beach Getaway Rentals in Southampton

1. Sprawling Southampton Home Private Pool

Located in Southampton.
Features: private pool, pet-friendly, game room (ping-pong table), lots of amenities.
Nearby attractions list from property: includes “Shinnecock Lobster Factory (2.4 miles)” — relevant as a local landmark.
Why this one works: Large home, great for groups, within Southampton giving good access to the tournament venue and Hamptons amenities.