Shelter Island Travel Guide
Tourist Guide
Visit Shelter Island
Where to stay in Shelter Island
Silver Beach
While Silver Beach may not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Sunset Beach and Crescent Beach.
Menantic Creek
While there might not be top attractions in Menantic Creek, you can explore the larger area and discover places like Sunset Beach and Shelter Island Whale's Tail.
Coecles Harbor
While Coecles Harbor isn't home to many top sights, Shelter Island Whale's Tail and Gardiner's Bay Country Club are some notable places to visit nearby.
Hay Beach
When in Hay Beach, you can plan a visit to Gardiner's Bay Country Club and Greenport Carousel, some noteworthy sights in the nearby area.
Shorewood
While Shorewood may not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Mashomack Preserve and Sunset Beach.
Montclair Colony
If you're looking for some top things to see and do in Montclair Colony and surrounding area, you can visit Sunset Beach and Mashomack Preserve.
Gurney's Montauk Resort & Seawater Spa
Staying at Gurney's after their many renovations was surprising !! The rooms don't look outdated anymore including the Spa / Pool area - for the price you're paying per night, I appreciated the face lift. Oceanviews from any angle of this hotel site will always be incredible !
Reviewed on 12 Jan 2026
Pier Blue Inn Old Saybrook - Essex
muy limpias
Reviewed on 8 Jan 2026
Montauk Blue Hotel
Great view of sunrise and sunset
Reviewed on 19 Jan 2026
Montauk Manor
Very beautiful place, staff are amazing. Thank you
Reviewed on 3 Jan 2026
Driftwood Resort
The room was beautiful and very clean. The pool was wonderful and so warm. We also used the tennis courts. I would highly recommend this hotel!!!!
Reviewed on 1 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.
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.
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.
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.
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.
Explore a world of travel with Expedia
- Guest Houses in Bohemia
- Cheap Hotels in Bohemia
- Hotels near Museums in Bridgehampton
- Hotels with Air Conditioning in Bridgehampton
- Bridgehampton Hotels
- Hotels near Brookhaven National Laboratory
- Center Moriches Hotels
- Beach Resorts & in Clearwater Beach
- Farmstay in Cutchogue
- Cheap Hotels in Suffolk County
- Shopping Hotels in Suffolk County
- Suffolk County Hotels
- Cheap Hotels in Town of Southampton
- Cheap Hotels in Town of Southold Town
- Aparthotels in Downstate New York
- Hostels in Downstate New York
- Adults Only Resorts & in Downstate New York
- Hotels with Early Check-in in Downstate New York
- Hotels with smoking rooms in Downstate New York
- Pet-Friendly Hotels in Downstate New York
- Luxury Hotels in East Hampton
- Cheap Hotels in Fishers Island
- Chalets in Hamptons
- Adults Only Resorts & in Hamptons
- Hotels with Swimming Pool in Hamptons
- Luxury Hotels in Hamptons
- Pet-Friendly Hotels in Hamptons
- Luxury Hotels in Holtsville
- Luxury Hotels in Indian Island County Park
- Cheap Hotels in Jamesport
- Hotels near Lasorda Legacy Park
- Aparthotels in Long Island
- Country Houses in Long Island
- Hostels in Long Island
- Beach Resorts & in Long Island
- Boutique Hotels in Long Island
- Cheap Hotels in Long Island
- Family-Friendly Hotels in Long Island
- Hotels Suites in Long Island
- Hotels with Airport Transfers in Long Island
- Hotels with Hot Tubs in Long Island
- Hotels with Indoor Pools in Long Island
- Hotels with Swimming Pool in Long Island
- Romantic Hotels in Long Island
- Winery Hotels in Long Island
- Palaces in Long Island
- Ranches in Long Island
- Hotels near MacArthur
- Guest Houses in Medford
- Hotels near Medford Station
- Cheap Hotels in Montauk
- Luxury Hotels in Montauk
- Montauk Hotels
- Hotels near Montauk Point
- Hotels near Montauk Station
- Cheap Hotels in Nesconset
- Winery Hotels in North Bellport
- Hotels near Orient Beach State Park
- B&B in Orient
- Resorts in Orient
- Orient Hotels
- Cheap Hotels in Patchogue
- Peconic Hotels
- Luxury Hotels in Port Jefferson
- Hotels near Port Jefferson Station
- Ridge Hotels
- Cheap Hotels in Sag Harbor
- Sag Harbor Hotels
- B&B in Shelter Island
- Boutique Hotels in Shelter Island
- Cheap Hotels in Shelter Island
- Shelter Island Hotels
- Cheap Hotels in Shirley
- Aparthotels in Southampton
- Cheap Hotels in Southampton
- Southampton Hotels
- Sports Hotels in Southold
- Hotels with Hot Tubs in Springs
- Guest Houses in St. James
- St. James Hotels
- Hotels near St. James Station
- Stony Brook Hotels
- Hotels near Stony Brook University
- Wainscott Hotels
- West Hampton Dunes Hotels
- Cheap Hotels in Westhampton Beach
- Westhampton Beach Hotels
- Hotels near Westhampton Station
- Gardiner's Bay Country Club
- Cooper's Beach
- Ocean Beach Park
- East Hampton Main Beach
- Hammonasset Beach State Park
- Hither Hills State Park
- Ditch Plains Beach
- Montauk Downs State Park Golf Course
- Orient Point County Park
- Clinton Crossing Premium Outlets
- Westbrook Town Beach
- Lake Montauk
- Sag Harbor Marine Park
- 67 Steps Beach
- The Jewish Center of the Hamptons
