Discover the Magic of Shelter Island This Holiday Season!

Shelter Island is a hub of festive activities during the holiday season. Here's an updated guide with dates and times for the top holiday happenings:

St. Nicholas Day Craft Fair and Cookie Walk
Date: December 2nd, Time: 9 PM - 3 PM
St. Mary’s Episcopal Church hosts the St. Nicholas Fair, featuring a raffle, lunch, and the unique “Cookie Walk.”

Annual Tree Lighting
Date: Tuesday, December 5th, Time: 5 PM
Experience the magic of the season at the Shelter Island Chamber of Commerce Tree Lighting ceremony. The community gathers to light the massive tree and enjoy festive treats.

Mashomack Preserve Holiday Open House
Date: Saturday, December 9, Time: 3 - 5 PM
Celebrate the holidays at Mashomack Preserve's Manor House with mulled cider, eggnog, caroling, and holiday crafts.

Shelter Island Fire Department 3rd Annual Christmas Parade
Date: Monday, December 11, Time: 3 PM
Don't miss the chance to see Santa at the Shelter Island Fire Department’s 3rd Annual Christmas Parade, a joyous occasion for the little ones.

Tea & Tree at Sylvester Manor
Date: Saturday, December 16, Time: 2 - 5 PM
Sylvester Manor invites you to their Tea & Tree event, a traditional holiday open house with live music and tea service.

Shelter Island is the perfect destination to experience the warmth and joy of the holiday season. With a variety of events catering to all ages, it's an ideal place to create lasting holiday memories. Join us on Shelter Island and be part of our festive celebrations!

Contact us for more information.