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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...

Its beautifully renovated. Located in a perfect spot overlooking the bay, lots of trees, amazing sunsets.
8.9
Scored 8.9
Excellent
Rated excellent
63 reviews
Price from£312.19per 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.

Basic continental breakfast. Excellent location. Out door restaurant.
8.2
Scored 8.2
Very Good
Rated very good
11 reviews
Price from£194.18per 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.

Very convenient and clean. Friendly Staff
8.1
Scored 8.1
Very Good
Rated very good
164 reviews
Price from£171.16per 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 gym
8.5
Scored 8.5
Very Good
Rated very good
119 reviews
Price from£359.14per 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.

Area to town. Allowing our doggie son.
8.4
Scored 8.4
Very Good
Rated very good
157 reviews
Price from£226.13per 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.

amenities were fantastic from bar, to hot croissants and cookies to bathroom soap! front desk staff was so friendly and had great recommendations. Really easy to hop over to shelter island as the ferry was right by the hotel
9.3
Scored 9.3
Wonderful
Rated wonderful
117 reviews
Price from£187per night
Sag Harbor Inn, hotel in Shelter Island

Located in Sag Harbor, 1.3 miles from Havens Beach, Sag Harbor Inn has accommodations with a seasonal outdoor swimming pool, free private parking and a shared lounge.

Wonderful friendly helpful staff- great room- walking distance to town- lovely pool-sweet breakfast- with inside/outside dining area- 24 hr coffee service..we were extremely pleased with this charming inn
9.2
Scored 9.2
Wonderful
Rated wonderful
10 reviews
Price from£261.34per 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.

The whole experience was amazing and the hotel and the scenery was priceless
9.7
Scored 9.7
Exceptional
Rated exceptional
34 reviews
Price from£251.75per 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.

Nice setting. Pleasant rooms.
9.4
Scored 9.4
Wonderful
Rated wonderful
38 reviews
Price from£348.19per 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.

everything! we had a 2 bedroom suite which was small but immaculate. located directly on the water. views were amazing. located close to Greenport and wineries. a memorable experience. We would definitely come back and stay there again
9.2
Scored 9.2
Wonderful
Rated wonderful
68 reviews
Price from£363.84per night
See all hotels in and around Shelter Island

Explore guest reviews of hotels in Shelter Island

  • From £419.56 per night
    8.9
    Scored 8.9
    Excellent
    Rated excellent
     · 63 reviews
    Overall property is nice. It's a small island so getting to and from Points of Interest from the Pridwin as as hub is a convenience. We also came across the Chequit hotel, and ended up having a lunch there, so no regrets electing Pridwin. The views from the hotel bar and restaurant are enchanting. FYI the Pridwin is recently acquired under new management. This was my first time, but just an FYI to future guests.
    Wallace
    United States of America
  • From £419.56 per night
    8.9
    Scored 8.9
    Excellent
    Rated excellent
     · 63 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
  • From £419.56 per night
    8.9
    Scored 8.9
    Excellent
    Rated excellent
     · 63 reviews
    The hotel was gorgeous. The staff was professional and very accomadating. The rooms lovely. Brand new. The view stunning. The grouds and pool and terrace, etc... I got a complimentary breakfast and boat ride (which they dont advertise) and a yoga class. They had music.
    Lisa
    United States of America
  • 9.9
    Scored 9.9
    Exceptional
    Rated exceptional
     · 27 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
  • From £419.56 per night
    8.9
    Scored 8.9
    Excellent
    Rated excellent
     · 63 reviews
    Lovely hotel, right on the water with a (very) little beach across the street on the water, paddle boards and kayaks, quaint room, amazing breakfast included, s;mores at night, great views and sunsets!
    Amy
    United States of America
  • From £363.62 per night
    8.2
    Scored 8.2
    Very Good
    Rated very good
     · 11 reviews
    The staff was very welcoming and knowledgeable about the area. Beautiful location - we loved being there in the "off season" and getting to experience Shelter Island w/o the summer crowd.
    Nicodemus
    United States of America
  • From £363.62 per night
    8.2
    Scored 8.2
    Very Good
    Rated very good
     · 11 reviews
    The dining area was very warm and inviting. Its very tres chic. In love withthe nautical/tropical vibe of the furnishing. Really compliments the Inn’s impeccable taste
    Maria
    United States of America
  • From £363.62 per night
    8.2
    Scored 8.2
    Very Good
    Rated very good
     · 11 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
  • From £419.56 per night
    8.9
    Scored 8.9
    Excellent
    Rated excellent
     · 63 reviews
    The hotel is well designed, furnished, landscaped and is very clean
    Clifford
    United States of America
  • From £419.56 per night
    8.9
    Scored 8.9
    Excellent
    Rated excellent
     · 63 reviews
    Very pretty hotel and very clean
    Isabelle
    United Kingdom