From harvest fêtes to cozy holiday traditions, Wölffer Estate is the ultimate destination for seasonal magic on the East End. Whether you’re sipping cider at The Wine Stand, dining with Winemaker Roman Roth at Le Bilboquet, or watching the vines sparkle with 100,000 twinkling lights, there’s something for everyone to enjoy.
Here are ten can’t-miss events to savor this fall and winter at Wölffer Estate:
1. CIDER FEST — OCTOBER 25
Celebrate the heart of harvest season at The Wine Stand (3312 Montauk Highway, Sagaponack). From 2:00 to 5:00 PM, enjoy live music, crisp Wölffer ciders by the glass, lobster rolls from a local food truck, outdoor lawn games, and family-friendly fun. Little ones will love the bouncy house and fall activities, while adults can unwind with a cider in hand and sweeping vineyard views.
2. WINE & CHEESE CLASS — OCTOBER 30
Spend an evening discovering the art of pairing wine and cheese. This intimate, ticketed class explores four expertly matched combinations, guided by Wölffer’s knowledgeable staff. It’s the perfect autumn night out for friends or couples looking to deepen their appreciation for flavor.
3. FROM HARVEST TO HARBOR AT LE BILBOQUET, SAG HARBOR — NOVEMBER 7
Join Winemaker Roman Roth for an exclusive five-course tasting dinner at Le Bilboquet Sag Harbor. Each dish is paired with a selection of Wölffer Estate vintages, offering an elegant journey from vineyard to table. Tickets are $250 per person and include an unforgettable evening of fine dining, storytelling, and signature wines.
4. LONG ISLAND WINE COUNTRY BLANC & FRANC SUMMIT — NOVEMBER 14
Celebrate the region’s signature varietals — Sauvignon Blanc and Cabernet Franc — at this all-day event hosted at RGNY Vineyard in Riverhead. Featuring expert panels, library pours, and walk-around tastings from more than 20 Long Island wineries, this summit shines a spotlight on the innovation and artistry of local winemaking.
5. LIGHTING OF THE VINES — DECEMBER 6
One of the Hamptons’ most beloved holiday traditions returns as over 100,000 LED lights illuminate two acres of Wölffer’s winter vines. Held from 6:00 to 8:00 PM at The Tasting Room (139 Sagg Road, Sagaponack), the evening features live music, local hors d’oeuvres, mulled wine, and a silent auction of wreaths created by local artists. The event benefits the Bridgehampton Child Care & Recreational Center — a meaningful way to celebrate the season of giving.
6. HARVEST TOUR & TASTING — ONGOING
Go behind the scenes of Wölffer’s award-winning vineyard with a 90-minute guided walking tour led by a sommelier. The experience includes five curated wine tastings, light bites, and a look into the history and craft behind one of the East End’s most celebrated estates. Tickets are $125 per person and can be booked directly through Wölffer’s website.
7. MAHJONG THURSDAYS — WINTER SEASON
Warm up your winter nights with a game of mahjong in the cozy Tasting Room. Weekly sessions invite guests to gather, play, and sip Wölffer wines in a relaxed, convivial atmosphere — a perfect off-season tradition for locals and loyal fans alike.
8. WINTER WONDERLAND SUNDAYS — DECEMBER 7, 14 & 21
Embrace the spirit of the holidays with Wölffer’s Winter Wonderland Sundays. Each weekend in December, the Tasting Room transforms into a festive retreat filled with live music, mulled wine, and seasonal bites. It’s a picture-perfect way to toast the season with friends and family.
9. VISIT SANTA ON THE TERRACE — SUNDAYS IN DECEMBER
Bring the whole family to meet Santa on The Tasting Room Terrace from 1:00 to 4:00 PM each Sunday in December. With warm cider, sweet treats, and vineyard views as your backdrop, this is a holiday memory in the making.
10. UGLY SWEATER PARTY — DECEMBER 19
End the year with a night of laughter, dancing, and festive fun at Wölffer’s annual Ugly Sweater Party. Sip seasonal wines, show off your most creative (or outrageous) holiday sweater, and toast to a joyful season in true Hamptons style.
PLAN YOUR VISIT
Wölffer Estate Vineyard is located at 139 Sagg Road in Sagaponack, New York. For tickets, reservations, and event details, visit wolffer.com.
Wölffer Estate Vineyard, Sagaponack, NY
[Photos courtesy of Wölffer Estate]
