The story begins in our lobby lounge, where windows frame the Sound and travelers gather who appreciate a strong coffee along with their sunrise. For a longer linger, fold into a plush sofa surrounded by the works of North Fork artists. And at day's end, wind down with cocktails in-hand, as you watch the sun set over the Sound.
Private Beach
All of our rooms are waterfront with direct access to our quarter mile of Private Beach. Enjoy food and cocktails from Jack's Shack at your lounger or go for a swim in the Sound. Like the beaches of the South of France, we have a mixture of fine sand and well rounded pebbles that some guests love on their feet bottoms while others prefer water shoes or footwear.
Seaside Pool
Our seaside pool is the perfect spot to enjoy the life aquatic, overlooking the Sound just a few sandy steps away. Take a seat on a custom lounger of canvas and sailing rope and count the shades of blue from the shore to the horizon. Should hunger strike, a classic summer meal from Jack’s Shack — the concession stand that began it all — is just a raised-hand away. And when the hour strikes and the sun kisses the sea, bring the magic back up as strung lights illuminate the deck while music carries on the breeze.
The pool is open seasonally from 10am-6pm daily from Memorial Day through Labor Day.
Feed Your Spirit
We’re not just a seaside hotel, we’re a destination built to inspire. And it’s all about the people here. Take part in our plethora of activities like a private sailing lesson, waterside art classes, or a classic beach fire filled with s’mores and star gazing. If in the mood for some quintessential North Fork activities, the front desk can arrange farm tours with Sang Lee Farms and curated wine-tasting programs with partner vineyards. For your inner growth, Southold's The Giving Room hosts in-season yoga and local sanghas lead guided meditation journeys. And then there’s our weekly performance series, including world-class music on the beach or at the pool, movies on our pool deck, and more. If inspiration is a place, we're pretty sure we've found it.
Our old world Piano Bar is the perfect place to grab a craft cocktail and catch a visiting musician or a local favorite. Grab the mic yourself and sing along to your favorite tunes with weekly piano karaoke from the rockin' players led by NYC's Sid Gold's Request Room.
Breathe it in
Take a breath & reconnect – you’ll find plenty of options here, including yoga, meditation, nature walks, and bike rides.
We celebrate individuality with a culture of inclusion, and this extends to all of our guests, including those with disabilities. That’s why our hotel is ADA accessible and inviting—from our lobby, restaurant and common areas to our comfortable ADA Deluxe Rooms complete with ramps to a shared deck overlooking the Sound.
