Holiday Inn | Experience Shelter Island
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May Experience Shelter Island

The weather is finally warming up and if they haven’t already, travelers anticipating the summer season will begin flocking to Long Island’s East End. We always look forward to the summer because it’s the perfect time to enjoy the outdoors and truly appreciate the beauty and nature that surrounds us out here on the East End. A popular, must-visit destination, for a variety of reasons, is Shelter Island. Considered part of the Hamptons, Shelter Island is located between the North and South Forks of Long Island. It is surrounded on three sides by Shelter Island Sound and on the fourth by Gardiners Bay.

The island can be reached via ferry from Greenport to the north (approximately 8-minute trip) or from North Haven to the south (approximately 5-minute trip). New York State Route 114 runs through the island. When you arrive, you will feel the warm embrace of an island filled with beauty, charm and buzz. Here are some activities to take in when you visit Shelter Island.


One place that often comes to mind when mentioning Shelter Island is Crescent Beach. The beach, which is just a 5-minute walk from the hotel Sunset Beach, is often referred to as Sunset Beach because of this. It is an idyllic and hip setting where weekenders looking to escape the hustle and bustle of the city rest their heads on the sand and take in some rays or watch the sun set. The hotel, owned by Andre Balazs, who also owns The Mercer in Manhattan, the Chateau Marmont in West Hollywood, and the Chiltern Firehouse in London, is the ideal setting to spend the afternoon, have lunch or dinner, or if you decide you don’t want to leave, stay in one of only 20 guestrooms.  35 Shore Rd, Shelter Island Heights, NY 11965 | (631) 749-2001


If you’re looking to be one with nature, then take a hike. The island boasts several beaches and peaceful wooded trails. They include Mashomack Preserve, Ram Island, Sylvestor Manor, Sachem’s Woods, and Coecles Harbor Marine Trail. There’s a little bit of everything. You can feel secluded and enjoy the moment and get lost in the best of ways.


If hiking isn’t your thing and you’ve built up a thirst for brew. Then head over to Shelter Island Craft Brewery. Inspired by the natural beauty on the island this brewery launched with a focus on creating small-batch, hand-crafted beer. The brewery uses local ingredients to produce unique aromas and flavors that you will enjoy with every sip.  55 N Ferry Rd, Shelter Island, NY 11964  | (631) 749-5977


If you are a tennis player or aspire to be like one then be sure to bring your rackets and hit the courts at the Shelter Island Tennis Club. The family-oriented tennis club is dedicated to teaching adults and children the love and skills of tennis and fitness. In addition to their original location, at the Pridwin Hotel, overlooking Peconic Bay, they also manage the courts at the Dering Harbor Inn and at the Shelter Island Heights clay courts near the North Ferry. The Shelter Island Tennis Club will be offering three new tennis clinic classes for 2017: Hardcore Tennis, Sunset Tennis, and Drill & Play. Each of these classes will be available at an Unlimited Summer rate that allows you to come to any class all summer long at a substantial discount to the per-class rate. Game, set and match.
(917) 209-6615  | Shelter Island Clubhouse: (631) 749-0799.


If exploring the island by water interests you then pay a visit to Shelter Island Kayak Tours. There you can experience a serene paddling adventure exploring the natural beauty of Shelter Island’s calm, protected creeks and harbors. Escape from noise, traffic, and crowds—and find yourself surrounded by landscapes untouched by man. Explore the skies for osprey and hawks, watch egrets and turtles remarkably close-up along shore-lines, and observe fish and marine life in the clear waterways. 23 N Ferry Rd, Shelter Island, NY 11964 and 72 Burns Rd, Shelter Island, NY 11964. (631) 749-1990.


All this exploring can build up an appetite, Vine St. Cafe should be your next stop. The cafe is owned by Terry Harwood and Lisa Murphy. They are the chefs and partners in life and business. They’ve created a special destination where customers feel like they are a part of the family. Their passion for details and hands on approach is evident at this restaurant from the menu to the atmosphere. 41 South Ferry Road, Shelter Island, NY 11964 | (631) 749-3210

The summer is almost here so start your planning now. There’s plenty to see and experience on Shelter Island. Make Holiday Inn Express your launching point for East End adventures. For details on room availability and pricing contact us at (631) 548-1000.