Dering Harbor
Travel Guide
Visit Dering Harbor

Water's Edge Resort & Spa
Great place!
Reviewed on 31 Dec 2025

Pier Blue Inn Old Saybrook - Essex
muy limpias
Reviewed on 8 Jan 2026

The Bentley Hotel Southampton
The rooms were so nice! Definitely gonna be back!
Reviewed on 2 Jan 2026

Grab a Fun Fall Weekend by Wolffer Vineyard! Columbus Day Holiday Now Available
Property was very responsible and amazing to work with!!
Reviewed on 29 Sept 2025

Cozy Renovated Cottage with Game Room, WiFi, AC - Mins to Beach & Boardwalk
The home was exactly as described and well appointed, yet charming and cozy. Great location near Niantic, Stonington and Mystic. Perfect for a sister’s birthday getaway.
Reviewed on 11 Jan 2026

Beach duplex—2 full homes with private access, backyard, and ocean views!
This was a great location- right by the beach- the house was super clean and well stocked. The backyard was a huge plus and our family enjoyed playing corn hole and relaxing out back.
Reviewed on 6 Oct 2025
Popular places to visit
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.
Shelter Island Whale's Tail
You can take time to visit Shelter Island Whale's Tail during your travels to Shelter Island. Wander the beaches and waterfront in the area.
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.
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.
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.
Menhadden Lane Beach
Why not spend a care-free afternoon at Menhadden Lane Beach during your travels in Shelter Island Heights?
Things to do

The Hamptons, Sag Harbor & Outlet Shopping Day Trip from NYC
- Cooper's Beach
- East Hampton Main Beach
- Wolffer Estates Vineyard
- Hither Hills State Park
- Shinnecock Hills Golf Course
- Orient Point County Park
- Macari Vineyards
- Shinnecock Nation Cultural Center and Museum
- Hole-in-the-Wall Beach
- Harvey's Beach
- LongHouse Reserve
- Georgica Beach
- Pleasure Beach
- Ponquogue Beach
- Pollock-Krasner House and Study Center


