Hamptons Happenings

Welcome the season at Amber Waves with the return of Deck the Farm – a beloved annual event with holiday lighting, caroling, S’mores and a very special visitor from the North Pole. From winter wreath and culinary herbal salt making to natural wine & cheese pairing, this local haven offers winter workshops and festivities for all ages.

Follow up your time on the ice with unforgettable live music at Stephen Talkhouse, a legendary local venue that for decades has hosted diverse artists – everything from rock and blues legends to local talent. Located just moments from The Roundtree, this cherished gem boasts an eclectic, intimate vibe and acts as the beating heart of the area’s vibrant cultural scene all winter long.

As winter descends outdoor skating rinks come to life, creating the opportunity to glide under the stars. Enjoy this timeless winter tradition at Buckskill Winter Club in East Hampton and experience the idyllic enchantment of the Hamptons in wintertime.

Traverse the natural terrain of our seaside trails, taking in the splendor of the diverse landscape in Autumn. Explore Hither Hills State Park, where sandy dunes buttress vast pine forests, or Montauk Point State Park, where coastal trails overlook the sea. You’ll find a variety of trails, perfect for the seasoned trekker or those simply looking to reconnect with nature. 

Ease into the season with wellness and relaxation at The Roundtree. Stretch, sweat, detox and rejuvenate with hot yoga at East Hampton's Fierce Grace Studio. Special pricing available for guests of The Roundtree. Alternatively, indulge in ultimate serenity with a private, personalized yoga session surrounded by nature on our expansive, tree-lined lawn.

Treat your palate to the sensory delights of the Hamptons wineries this winter with a tasting of bold reds and smooth rosés backdropped against the autumnal and winter shades of the vineyards. Explore Wölffer Vineyards, Channing Daughters or Duck Walk Vineyard, each just a short drive from The Roundtree. Our Guest Services Team is happy to pre-arrange car service to and from your destination.