Dering Harbor Travel Guide
Tourist Guide
Visit Dering Harbor

Sound View Greenport
This is a lovely motel located right on the Sound and all rooms face the water. The room was clean and relatively spacious, though most of the space was devoted to the kitchen and living areas. The bathroom was a bit small, as was the sleeping area. My family, including an elderly relative, traveled ...
Reviewed on 21 Apr 2026

The Bentley Hotel Southampton
The property was just as described and we couldn't have been more pleasantly surprised when we arrived after the long trek thru what seemed like nothingness between NYC and Southampton. At 1st glance we were a bit skeptical, but upon entry found the property ti be a hidden gem. We even extended our ...
Reviewed on 26 Apr 2026

Water's Edge Resort & Spa
Was very nice used hotels.com saved alot for both rooms. Enkoyed the pool and spa hot tub was great. Pricy but worth it the view was beautiful
Reviewed on 25 Apr 2026

North Fork Cottages & RV Resort

Cliffside Resort Condominiums
This is my third time at the Cliffside, and as always it was a lovely space that was great value for money. The only reason I didn’t give it five stars was that the heat was wildly inconsistent: in the small bedroom it was very hot, and the kitchen/living room, cool, and in the master bedroom, frigid. ...
Reviewed on 21 Apr 2026

Windward Shores Ocean Resort
The hotel room was clean, a little outdated, however nicely furnished and well taken care of. There is a wonderful parking lot that is a short walk away from your room, which is nice. The beach is a very short walk away and was lovely! Love that they have a tennis court and large pool. Food and necessities ...
Reviewed on 20 Apr 2026
Popular places to visit

Shell Beach
Why not spend a care-free afternoon at Shell Beach during your travels in Shelter Island? Amble around the area's parks or experience its museums.

Wades Beach
Why not spend a care-free afternoon at Wades Beach during your travels in Shelter Island? Amble around the area's parks or experience its museums.
Gardiner's Bay Country Club
Enjoy a round of golf in Shelter Island at Gardiner's Bay Country Club. Stroll along the area's waterfront or simply enjoy its wineries.
Mashomack Preserve
Explore the great outdoors at Mashomack Preserve, a lovely green space in Shelter Island. Stroll along the beaches or discover the sunsets in this family-friendly area.
Shelter Island Historical Society
You can spend time browsing the exhibits at Shelter Island Historical Society during your trip to Shelter Island. Stroll along the beaches or experience the area's museums.
Havens House
You can spend an afternoon studying the exhibits at Havens House during your travels in Shelter Island. Stroll along the area's beaches or simply enjoy its wineries.
Things to do

Private Luxury Wine Tours of Long Island Pindar Winery

