A Perfect Winter ‘Day Date’

Lisa Frohlich at Buckskill Winter Club

Living on the East End full-time brings a different perspective on the seasons, challenging the commonly held notion that the winter is the “off-season.” The absence of traffic, the ease of entering restaurants without reservations, and an overall relaxed atmosphere tend to make it a preferred time for those who call the Hamptons home. My family decided to leave New York City seven years ago, and I remember a friend asking me, “What are you going to do out there? Won’t you be bored?” Well, as a working mom of two teenagers, life is far from dull. Most days are filled with the hustle and bustle of shuttling between sports games and theater rehearsals. But thanks to all of these activities, my experience on the East End has been enriched not only by the peaceful season but by the wonderful people I’ve met in the community. The sense of camaraderie has contributed to a fulfilling lifestyle in the Hamptons.

Since the East End offers a variety of winter activities, I am working on planning a “day date” for my husband and I. After all, February is the month of love and time to escape your children for a few hours. A day date can include anything from brunch and outdoor adventures to cultural explorations and wine tasting. Whatever we choose, the Hamptons charm and beautiful scenery will make our hometown a wonderful place to celebrate. Here are a few of my top picks for creating a great winter day in the Hamptons.

Photo Courtesy Buckskill

Outdoor Activities

A winter beach walk is a relaxing way to enjoy nature, get some fresh air, and take in the beauty of the coastline without the crowds often present during the warmer months. I recommend a Seal Watching Hike at Montauk State Park, with weekend options through April 2024. Or ice skating at Buckskill Winter Club in East Hampton or Southampton Ice Rink. You can head to Greenport for an oyster tour at Widow’s Hole Oyster Farm. 

Sag Harbor Cinema at night. Photo courtesy of Krystal Rose

Daytime Movie

Catch a movie in the new, state-of-the-art Sag Harbor Cinema, located in the village of Sag Harbor. Silence your phone and detach from the real world for a couple of hours. You can also pop into The Green Room upstairs for a cocktail or beer before or after your film. 

Cozy Brunch

A cozy brunch is a delightful way to enjoy the winter season and indulge in comforting, hearty dishes. My favorite spots during the winter are Tutto Il Giorno in Sag Harbor and Southampton, Sant Ambroeus in East Hampton and Southampton, Estia’s Little Kitchen in Sag Harbor, LuLu Kitchen in Sag Harbor, Flora in Westhampton, and Alimentari in Montauk. 

Photo Courtesy of Yoga Shanti

Yoga Class

A yoga date can be a fun and healthy way to bond. After your class, you can extend the date by enjoying a snack, tea, or a meal together. Many yoga studios are open year-round in the Hamptons, including Yoga Shanti, Mandala Yoga Center for Healing Arts, Hamptons Hot Yoga, Align, One Ocean, and Fierce Grace. 

Photo Courtesy of The Baker House

Afternoon Tea

The Baker House 1650 offers an afternoon of elegance with a fine assortment of teas by Plain T, a glass of champagne, light bites, and sweet treats. The cozy living room is the perfect place to unwind. The 2024 dates available for afternoon tea are February 25, March 10, March 24, April 7, and April 21. Reservations are required.

Cultural Experience 

Exploring an art gallery or museum can be an enriching experience on a chilly day. I recommend the Parrish Art Museum, Guild Hall, LongHouse Reserve, and The Leiber Collection. 

Photo by Wölffer Estate Vineyard

Wine Tasting

The Tasting Room at Wölffer Estate is one of my favorite stops for a date or a visit with friends. Their decision to remain open year-round offers something special during each season. Whether it’s the vibrant colors of autumn, the tranquility of winter, the blossoming of spring, or the warmth of summer, guests can experience the beauty of the vineyards in different ways throughout the year. Reservations are preferred.

An East End Experience

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