Celebrate The Holidays On The East End


The holidays in the Hamptons are always a special time. With pretty lights illuminating our beautiful main streets, it’s not to be missed. Here are a few of my holiday festivity suggestions.

A carriage ride through Southampton Village is always a nice way to celebrate holiday cheer. Horse-and-buggy rides take place Saturday, December 7, 14, and 21. Visit the Southampton Chamber of Commerce website for times and more details.

Stop by the Southampton Historical Museum for the Holly Jolly Rogers Mansion’s “Hearthside Cheer: Designer Tree Auction.” The mansion, built during Southampton’s Gilded Age, hosts this event Saturday, December 7, from 5:30 to 7:30 PM. There will be food, drinks, music, and a tree auction. All trees are donated by professional interior designers and artisans to raise funds for the museum.

The 10th annual Wölffer Estate Vineyard’s Lighting of the Vines, which will be held on Saturday, December 7, from 6 to 8 PM, will include a charity wreath auction to benefit The Retreat, a shelter for domestic abuse victims. The wreaths are designed by community artists, designers, and celebrities. Enjoy locally-sourced hors d’oeuvres, wine, and more as 15,000 lights illuminate Wölffer’s vineyard.

The Lyzon Hat Shop Museum in Hampton Bays presents holiday shopping. Craftspeople will find treasures available for purchase while viewing world-famous hats and enjoying cookies and hot cider. It all happens on Saturday, December 7, from 10 AM to 3 PM.

The Maidstone hotel in East Hampton presents its annual tree lighting on Saturday, December 7, from 5 to 7 PM. The ceremony will be held at 5 PM, and will includes drinks and snacks. There will also be cookie decorating and Christmas carols.

Shop one of the many main streets. The past few years I’ve done all my holiday shopping locally. It’s a wonderful way to support local business.

The East Hampton Chamber of Commerce presents the 27th annual East Hampton B&B, Inn, Restaurant, & Attractions Holiday Tour on Saturday, December 14. Tour inns like the 1770 House, The Maidstone, and White Fences. The self-guided exploration begins at noon and host sites will welcome guests until 4 PM. Select food and beverage destinations will offer holiday food and drink specials for $10, from 4 to 6 PM. Food and beverage sites include Nick & Toni’s, The Milk Pail, Calissa, Tutto il Giorno, The Maidstone, and more. For a full list visit the East Hampton Chamber’s website.

Baron’s Cove holiday party and tree lighting will be held on Friday, December 6, from 3 to 9 PM. Eat, drink, and be merry with a traditional tree-lighting and festive celebration with live music. Head to the lounge and settle into a seat by the fire. Enjoy tasty holiday favorites paired with a specialty seasonal cocktails. In the spirit of giving, Baron’s Cove asks for donations of hats, gloves, scarves, or socks, which will be collected and donated to Maureen’s Haven’s homeless outreach program.

Gurney’s Montauk Resort & Seawater Spa is offering seven multi-sensory, themed igloos. The igloos reflect the design, activities, music, and cocktail/drink pairings for each theme. Themes include Santa’s workshop, astrology, astronomy, northern lights, tropical summer, log cabin, and après ski. Igloos are available seven days a week, but guests should make a reservation.

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