05/25/16 7:34am
A Shelter Island view from the 'Kissing Rock.' (Credit: Charity Robey)

A Shelter Island view from the ‘Kissing Rock.’ (Credit: Charity Robey)

Shelter Island is more than a charming, boring version of the Hamptons, a bucolic identity that travel writers have stuck on it. The island has welcomed visitors for two centuries with a contrariness that comes with being able to roll up the gangplanks every night and let the rest of the world go to hell. There’s a lot here, especially for people willing to bike or float, and a long summer day is enough time to get a taste.  (more…)

05/01/15 11:00am
A bedroom inside the Chequit. (Credit: Julie Lane)

A bedroom inside the Chequit. (Credit: Julie Lane)

“We found the Chequit again after it was lost for 60 years.”

That’s how David Bowd describes the $2 million transition that has quietly taken place inside the Chequit since he and Kevin O’Shea acquired the grand Shelter Island hotel from James and Linda Eklund last fall in a $3.35 million deal.

When the doors open on the first 21 guest rooms and suites in the main building on Friday, May 8 — an opening Mr. Bowd refers to as “trial by fire” — the first thing repeat guests will notice is floors have been redone and hallways painted a subtle grey.  (more…)

08/29/13 2:24pm
Lone Sharks

Photo by Barbaraellen Koch | The Lone Sharks will perform at Dering Harbor Inn on Friday August 30.

Shelter Island has some good live music planned for Labor Day Weekend. For more live music on the North Fork, check out our music calendars for North Fork Wineries as well as bars and restaurants(more…)

08/23/13 2:00pm
lone sharks

Photo by Barbaraellen Koch | The Lone Sharks will play at The Pridwin’s final Wednesday Night Cookout of the season on August 28.

Shelter Island will be singing and dancing starting Friday Night August 23 through next Thursday August 29. There’s jazz everywhere you look and be sure to make it to the final Wednesday Night Cookout at the Pridwin on Wednesday August 28.  (more…)

08/16/13 3:00pm
Courtesy Photo | The HooDoo Loungers will perform at the Chequit Inn Saturday August 17.

Courtesy Photo | The HooDoo Loungers will perform at the Chequit Inn Saturday August 17.

If you’re on The Rock this weekend in search of live music, you’re in luck. Shelter Island has a full lineup of live bands playing the island’s venues from today (August 16) through next Thursday (August 22). For more live music on the North Fork, check out our live music at North Fork wineries and live music at North Fork bars and restaurants calendars.  (more…)

08/09/13 2:00pm
lone sharks

Photo by Barbaraellen Koch | The Lone Sharks will play at The Pridwin’s Wednesday Night Cookout August 14.

Shelter Island has some great bands lined up for this weekend and into next week (August 9-15). If you’re interested in more live music on the North Fork, check out our live music calendars for bands playing North Fork wineries and also our area’s bars and restaurants(more…)