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My bookings1

Top Hotels in Shelter Island

Find the Top Hotels in Shelter Island – 3+ Quality Options from Leading Providers

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22 Guests, 1 Room
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1-3 out of 3 hotels
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Hotel
8.6
Great53 reviews
MapView on map1.9 mi from City Center
From   US$ 334 /nightSelect
  • Complimentary kayaking and paddleboarding available
  • Historic charm with modern renovations
  • Engaging evening s'mores at fire pits
Hotel
7.8
Very good26 reviews
MapView on map1.5 mi from City Center
From   US$ 596 /nightSelect
  • Vibrant party atmosphere with DJ events
  • Unique European vibe and casual atmosphere
  • On-site bar with self-produced Rose'
Hotel
7.8
Very good20 reviews
  • Private beach
  • Farm-to-table restaurant
  • Event space
2.4 mi from City Center
From   US$ 407 /nightSelect
  • Charming waterfront venue with private beach
  • Farm-to-table cuisine with seasonal flavors
  • Year-round events promoting local culture

Top Hotel Picks in Shelter Island

How much is a room per night?

These hotels offer convenient access to the beach, local eateries, and outdoor activities. Prices start around $150 per night, with guest ratings above 8.0/10 for many options.

3 star: $150-$250
4 star: $250-$400
5 star: $400-$600

Top Recommended Hotels in Shelter Island

The Pridwin Hotel Nature photo
The Pridwin Hotel
Shelter Island, 3 km from Eastland Seaport Maritime
The Pridwin Hotel offers a variety of activities, including boat rentals like kayaks and rowboats. It features a restaurant with a view and is known for its relaxing wellness treatments.
9/10
Perfect (53 reviews)
From $334 per night
Rams Head Inn Beach photo
Ram's Head Inn
Shelter Island Heights, 4 km from Manhansett Chapel Museum
The Ram's Head Inn provides a relaxed atmosphere with a restaurant that focuses on seasonal ingredients and bespoke experiences. It hosts events and retreats aimed at wellness.
8/10
Great (20 reviews)
From $407 per night
Sunset Beach Amenities photo
Sunset Beach
Shelter Island, 2 km from Eastland Seaport Maritime
Sunset Beach features modern rooms decorated with hardwood floors and glass tables, along with a restaurant offering French cuisine. Guests can enjoy bicycle rentals to explore the surrounding area and activities like yoga sessions.
8/10
Great (26 reviews)
From $596 per night