The Ultimate Hamptons Fall Wine Tasting & Harvest Guide

Written By Abigail Velazquez

🍷 Top Wineries to Visit This Autumn

1. Wölffer Estate Vineyard (Sagaponack)

Famous for its iconic Rosé, Wölffer’s Wine Stand during fall afternoons is an absolute must-visit. Sit on the grass overlooking the vines, listen to live music, and enjoy a glass of their Estate Selection wine.

2. Duck Walk Vineyards (Water Mill)

Just minutes from Hampton Bays, Duck Walk offers expansive grounds, a grand Chateau-style tasting room, and a relaxed atmosphere perfect for group tastings and weekend picnic spreads.

3. Macari Vineyards & Jamesport Vineyards (North Fork Excursion)

Take a scenic drive across the Peconic Bay to the North Fork for world-class Bordeaux-style reds, wood-fired pizzas, and vineyard tours during active harvest time.

🍎 Local Harvest & Pumpkin Patch Highlights

  • Milk Pail Fresh Market (Water Mill): Pick your own apples and giant pumpkins while sampling homemade cider donuts.

  • Hank’s Pumpkintown (Water Mill): Ideal for groups and families featuring corn mazes, wagon rides, and apple picking.

  • Hampton Bays Farmers Market: Grab fresh local cheeses, artisanal baked goods, and seasonal produce for a cozy picnic.

🍇 EXCLUSIVE OWNER PROMOTION: "SIP & STAY HARVEST PACKAGE"

Make it a Wine Weekend in Hampton Bays: Stay at Hamptons Vacation Inn during September/October harvest season and get:

  • 📩 Book today and get a $25 Off Voucher for your next booking!

Make Hamptons Vacation Inn Your Harvest Base Camp. After a full day of wine tasting and exploring local farms, return to the comfort of Hamptons Vacation Inn. Unwind in cozy accommodations conveniently located near the LIRR station, main highways, and local dining. [Check Autumn Availability & Reserve Your Harvest Suite]

📞 Reserve Your Wine Country Escape

Whether you need trip recommendations or assistance booking group accommodations, our front desk is here to help you plan the perfect harvest weekend.

[👉 Check Availability & Book Your Harvest Weekend Today]

Abigail Velazquez
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The Secret Season: Why September & October Are the Best Months to Visit the Hamptons