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Shelter Island – 2 hotels and places to stay

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The Pridwin Hotel, hotel in Shelter Island

The Pridwin is a waterfront resort located on Shelter Island with 33 well-appointed guest rooms and 16 private cottages an all-American restaurant and lively lounge with water views a full service...

The staff was wonderful. The facilities exceeded expectation. Absolutely wonderful.
Scored 9.0
9.0
Rated wonderful
Wonderful
79 reviews
Price from
$549
per night
Rams Head Inn, hotel in Shelter Island

Rams Head Inn features a garden, terrace, a restaurant and bar in Shelter Island. Among the various facilities of this property are water sports facilities and a private beach area.

Beautiful oasis away from it all. Romantic, relaxing and natural surroundings you cannot beat. Lovely dining the food was delicious.
Scored 8.0
8.0
Rated very good
Very Good
29 reviews
Price from
$189
per night
Greenporter Hotel, hotel in Shelter Island

Featuring a 1950’s retro décor, the rooms at Greenporter Hotel rooms have modern amenities like a flat-screen cable TV and a refrigerator.

Close to everything
Scored 8.3
8.3
Rated very good
Very Good
162 reviews
Price from
$192.50
per night
Baron's Cove, hotel in Shelter Island

Featuring an on-site restaurant and seasonal saltwater swimming pool, Baron's Cove is located in Sag Harbor, New York.

The rooms were very clean and comfortable. Additionally, the staff were incredibly nice and helpful during the stay.
Scored 8.5
8.5
Rated very good
Very Good
126 reviews
Price from
$249
per night
The Harbor Front Inn, hotel in Shelter Island

Offering a seasonal outdoor swimming pool and a fitness center, The Harbor Front Inn is centrally located near the shops and restaurants in Greenport. Free WiFi access is available.

Breakfast was very good, especially the coffee, although better seating in the area would be nice. My room was very nice but I was unable to make full use of the balcony because of the very uncomfortable chairs.
Scored 8.4
8.4
Rated very good
Very Good
184 reviews
Price from
$199.75
per night
The Menhaden Hotel, hotel in Shelter Island

Located in Greenport and with Splish Splash reachable within 26 miles, The Menhaden Hotel has concierge services, allergy-free rooms, free bikes, free WiFi throughout the property and a terrace.

Very attentive staff
Scored 9.3
9.3
Rated wonderful
Wonderful
119 reviews
Price from
$203.15
per night
Hotel Moraine, hotel in Shelter Island

Located in Greenport, 24 miles from Splish Splash, Hotel Moraine provides accommodations with free bikes, free private parking, a seasonal outdoor swimming pool and a fitness center.

Beautiful property, and comfort
Scored 9.6
9.6
Rated exceptional
Exceptional
42 reviews
Price from
$470.25
per night
Silver Sands Motel & Beach Bungalows, hotel in Shelter Island

Located in Greenport, 25 miles from Splish Splash, Silver Sands Motel & Beach Bungalows has accommodations with free bikes, free private parking, a garden and a restaurant.

It was fresh and tasty but a bit on the rich side. More alternatives on the menu would be better.
Scored 9.4
9.4
Rated wonderful
Wonderful
63 reviews
Price from
$215
per night
The Shoals Suites & Slips, hotel in Shelter Island

The Shoals Suites & Slips is offering accommodations in Southold. This 4-star hotel has air-conditioned rooms with a private bathroom. Parking is free for guests, there is no extra charge.

Very nice updated room. Great suite for a family.
Scored 9.1
9.1
Rated wonderful
Wonderful
73 reviews
Price from
$259
per night
Sound View Greenport, hotel in Shelter Island

Set on the North Fork in Greenport, 98 mi from New York City, Sound View Greenport features a seasonal outdoor pool and views of the Long Island Sound. Guests can enjoy a drink at the bar.

View, pool and beach
Scored 8.0
8.0
Rated very good
Very Good
234 reviews
Price from
$208.25
per night
See all hotels in and around Shelter Island

Explore guest reviews of hotels in Shelter Island

  • Scored 9.0
    9.0
    Rated wonderful
    Wonderful
     · 79 reviews
    Location is beautiful and charming. The hotel decor is beautiful, tastefully done, so charming, and high quality. My room was simple but very nicely appointed, immaculate, and bed was comfortable. Cocktails, dinner, and breakfast were superior! My dinner entree was really top notch in both flavor and presentation. All staff were very professional and extremely courteous.
    Anne
    United States of America
  • Scored 8.0
    8.0
    Rated very good
    Very Good
     · 29 reviews
    It is a very charming hotel in a beautiful natural landscape with dears rabbits squirrels. The beach was cozy and the stuff was extremely nice and friendship. It was the best relaxing few days to close our New York visit. I will never forget this holiday.
    Timea
    Hungary
  • Scored 8.0
    8.0
    Rated very good
    Very Good
     · 29 reviews
    The staff was nice and accommodating; the building was beautiful; and it was the best calm getaway I’ve had in a while. The hotel also offers kayaks and SUP for free…as well as food for the sheep that are on site.
    gina
    United States of America
  • Scored 9.9
    9.9
    Rated exceptional
    Exceptional
     · 40 reviews
    We had an amazing stay at Seven. Beth and Patrick are very accommodating and friendly. Seven has everything you need for a great stay at Shelter Island. We really liked the pool, gym area and breakfast.
    Marjan
    Netherlands
  • Scored 8.0
    8.0
    Rated very good
    Very Good
     · 29 reviews
    Quiet, beautiful, great food, wonderful staff. We even got to meet the owner and hear more about her vision for the hotel - one which we strongly support.
    Michael
    United States of America