Places to Stay

Shelter Island offers a variety of guest houses, cabins, hotels, and marinas.
Each offers something unique either in atmosphere or facilities.
All are bustling in the summer and a few provide accomodations in the winter.

Bed and Breakfast

Azalea House
631-749-4252
1 Thomas Avenue
Open year-round

Beach House
631-749-0264
Open year-round 

Beech Tree House
631-749-4252
1 South Ferry Road
Open year-round

Belle Crest House
631-749-2041
163 North Ferry Road
Open year-round.

Candlelite Inn & Guest House
631-749-0676
3 South Ferry Road
Open year-round

Cottage on Bartman Road
631-678-8208 (Owners Cell)
For the same cost as hotel accommodations, enjoy your own charming country cottage, with use of a private pool.

House on Chase Creek
631-749-4379
3 Locust Avenue 

Lake Drive House Bed and Breakfast  
631-749-3145
11 Lake Drive

La Maison Blanche
11 Stearns Point Road
631-749-1633
Fax 631-749-9321
Hotel and Continental style restaurant.

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Shelter Island Bed and Breakfast
  631-749-0842

Stearns Point House
631-749-4162

Two South Ferry Road
631-749-3208








Hotels

Chequit Inn
631-749-0018
23 Grand Avenue - Heights
Full renovated rooms with private baths. Open year-round and 7 days a week for lunch and dinner.

Dering Harbor Inn
631-749-0900
13 Winthrop Road
May - October, 2 night minimum. Cooperative apartments also available for weekly and seasonal rentals. Pool, tennis, and dockage for guests. On Shore restaurant.

Pridwin Resort Hotel
631-749-0476
81 Shore Road
The beach of this resort is on Shelter Island Bay. There are 40 rooms and 9 heated efficiency apartments. Swimming pool, tennis courts, game room, docking and boat rental for guests. Diningroom and cocktail lounge.

Ram’s Head Inn
631-749-0811
108 Ram Island Drive
This lovely old country inn has 17 rooms overlooking Coecles Harbor and Gardiner’s Bay. There are a restaurant, cocktail lounge, and lovely verandas for eating and drinking. Babysitting is available. Open year-round.

Shelter Island Hideaway European Elegance. 3 Bedrooms En-Suite. 20x40 Pool, 500 yards from waterfront. Featuring 3 bedrooms and 3 baths this home was designed and built by the editor of an international travel publication. All the bedrooms are en-suite with jetted Jacuzzi tubs and separate showers. There is an additional loft area with a couch bed too.





Sunset Beach Hotel
631-749-2001
35 Shore Road
Overlooking Shelter Island Bay on Crescent Beach, Sunset Beach is a lively 20 room hotel with a popular French beachside restaurant. Every room has a private terrace and bay views.


For Visitors on Boats

Coecles Harbor Marina
631-749-0700
Hudson Street
In magnificent Coecles Harbor, 40 moorings and 55 slips. Head, showers, ice, beverages, snack bar, laundry, swimming pool, and gift shop. Boat repair, maintenance, and storage.

Dering Harbor Marina
631-749-0045
Bridge Street - Heights 
Twenty-five slips. Head, shower, fuel, groceries, ice, laudromat, restaurants, bike rental, and free shuttle service to beach.

The Island Boatyard & Marina
631-749-3333
South Menantic Road
A brand-new full service marina in beautiful Menantic Bay. Many slips, laundromat, ice, head and showers.

Jack’s Marine
631-749-0114
Bridge Street
Full service marine supplies and docking.
 
 

 
 
 



 
 
 
 
 

 

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