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The Shelter Island Experience

Shelter Island for weddings, parties, vacations. Shelter Island feels like a world away, but is only a short ferry ride from Greenport on the North Fork and North Haven in the Hamptons. It's a beautiful place for a wedding, party, honeymoon or family vacation any time of the year. No matter why you visit, you will be smitten, we guarantee!

(Click the Vendor Name to go to their individual page. You'll find more details, social media links, photographs and a listing of the specific services offered.)

Dering Harbor Inn

13 Winthrop Road
Shelter Island, NY 11964

Plan a beautiful, memorable wedding on the water’s edge at the picturesque Dering Harbor Inn. This unique wedding venue overlooks Shelter Island’s Dering Harbor, offering spacious grounds, plenty of lodging for the wedding couple and guests, and an unbelievable setting for beautiful photos.

The Dering Harbor Inn is situated on a waterfront bluff along Dering Harbor that assures discreet privacy with a breathtaking view—the magnificent sunsets are a must-see! A tented event can accommodate up to 300 guests, and it is quite easy to reach from Shelter Island’s North Ferry.

The property is also a resort, so you and your guests can enjoy on-site lodging during your celebration. Party the night away and then finish the evening with a stroll under the stars back to your well-appointed room.

These on-site hotel rooms are perfect for those who will be joining in the smaller gatherings happening before and after the big event, and offers a resort-style getaway for some relaxation too. The Dering Harbor Inn has the only heated pool and fitness center available on Shelter Island. The wedding night is included with the venue for the wedding couple, and guests receive a 5% discount.

The Dering Harbor Inn is beautiful, tranquil and so appealing. The friendly, attentive staff will welcome you with open arms and be ready to assist in every way possible. We have no doubt that your celebration at the Dering Harbor Inn will be an unforgettable experience. The best dates book quickly…contact them now to start planning your day of days.

The Pridwin (Venue)

Shelter Island, NY
631-749-0476 or 800-273-2497

Imagine a crescent shaped beach with crystal clear waters. In the distance sail boats pushed by sea breezes glide on calm waters, and the opposite shores are lushly green. The blue sky is broken by a few puffy clouds and an osprey on wing; music and laughter are the only sounds. Thousands of miles from home? Nope! You're only 2 ½ hours from NYC at the incredibly gorgeous Pridwin Hotel on Shelter Island, nestled between North Fork Wine Country and the Hamptons. This complete resort can host up to 250 guests in its glass enclosed banquet room that opens to a huge water view deck. Guests staying in one of the many rooms available can enjoy the pool, tennis courts, and famous crescent beach. Whether for a wedding or corporate event, The Pridwin is perfect. Visit their web site and give their event planner, Alissa, a call.(A little tip: Ask her about rates for the "shoulder season." The island is beautiful in spring and fall).

The Pridwin Hotel

Shelter Island, NY
(631) 749-0476 or (800) 273-2497

There are very few resorts on the East End of Long Island and nowhere is there one more beautiful than The Pridwin Hotel. Located on the famous Crescent Beach on Shelter Island, this property offers guests a wide range of experiences. You can read by the pool, play a game of tennis, swim in the clear salt water, bicycle the shady twisty roads, golf, hike, kayak or kick back! The hotel is available for weddings, corporate events, and family vacations. Rooms are booked quickly in season, so be sure to make reservations early. A favorite time on Shelter Island is early fall, so be sure to ask about rates for this time of year also.

Sylvester Manor

80 North Ferry Road
Shelter Island, New York, 11964
(631) 749-0626

Sylvester Manor is an historic plantation that has become the jewel of Shelter Island, and a wedding at this picturesque waterfront estate can be as large or intimate as your heart desires. This property combines farm, fields and forest with gracious creekfront lawns that surround the 1737 manor house. So, you can plan for an event with up to 350 under the tent or an intimate gathering in lush and leafy gardens.

Whether you are dreaming of a rustic country farm wedding or an enchanting soiree on the sprawling waterfront lawn, Sylvester Manor can make your vision come to life. The beautiful manor house overlooks Gardiners Creek and the lawn has plenty of room for a large tent to shelter your guests while you all enjoy a beautiful sunset over the water. The short walk to the gardens will bring you to leafy arbors, romantic alcoves and brick paths, perfect for a cozier, more intimate gathering, or even an elopement ceremony.

Remember also that Sylvester Manor is a working farm and education center. In the right season, you may include in your event the flowers and produce grown right on the property. It is a wonderful way to support the broader mission of Sylvester Manor’s community supported agriculture farming efforts. Besides, everywhere you turn is another beautiful backdrop for your wedding photos.

No matter which is your preference, the friendly and knowledgeable staff will help guide you to prepare for your special day. The best dates definitely book quickly, so don’t delay your visit to Sylvester Manor to start planning your wedding now.