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Shelter Island – 3 hotels and places to stay

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.
Review score
9.4
Wonderful
79 reviews
Price from
$439.12
1 night, 2 adults

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

Comfortable, quiet, clean room.
Review score
8.7
Excellent
148 reviews
Price from
$549
1 night, 2 adults

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.

Excellent location and able to walk everywhere in town easily. Ample Street parking for the time of year that we went. Staff was very friendly.
Review score
8.5
Very Good
210 reviews
Price from
$201.75
1 night, 2 adults

Featuring a terrace, bar and views of city, The Menhaden Hotel is located in Greenport, 26 miles from Splish Splash.

Review score
9.2
Wonderful
122 reviews
Price from
$271.95
1 night, 2 adults

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.

Breakfast was basic but good View was amazing the facilities beautiful
Review score
9.5
Exceptional
53 reviews
Price from
$445.50
1 night, 2 adults

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 private beach area.

My wife and I recently escaped to Silver Sands for an off-season anniversary retreat. Though the weather was brisk and many of the establishments in Greenport lay dormant for the season, we found ourselves delightfully unbothered. The motel itself—imbued with warmth, elegance, and character—offered such comfort and allure that we scarcely felt compelled to leave the warm embrace of our charming room. Were it not for the intoxicating aroma wafting from the on-site restaurant, Nookie’s, we may well have remained cloistered in our suite for the entirety of our 68-hour sojourn. Silver Sands is a mid-century gem—an original 1950s waterfront motel, lovingly and meticulously restored. The renovation has preserved its vintage soul while imbuing it with refined modernity. I can’t understate the beauty of the design—tasteful, understated, and exquisitely curated. As for the service, it was nothing short of exemplary. Permit me one small anecdote: upon discovering our television was not connecting, we rang the front desk - at a rather late hour mind you. Within a single minute, a courteous staff member appeared and resolved the issue with swift professionalism. What truly distinguishes this establishment are the myriad thoughtful flourishes— the seemingly endless attention to small detail - each more delightful than the last. Our room welcomed us with two heartening daffodils. In the afternoon, one may partake in the house-harvested oysters—bracingly fresh and served with a glass of wine, an offering both indulgent and unpretentious. The in-room coffee service features Counter Culture beans, ground fresh, alongside a Chemex system and simple, well-written instructions for the uninitiated. It is a small thing, yet so few places bother with such considered detail. The library in the main lobby deserves special mention. Eschewing the current trend of color-coordinated coffee-table books chosen for aesthetics alone, Silver Sands
Review score
9.5
Exceptional
81 reviews
Price from
$200
1 night, 2 adults

Located in Southold, 23 miles from Splish Splash, The Shoals Suites & Slips provides accommodations with a garden, free private parking, a terrace and a bar.

Everything was clean, new and comfortable.
Review score
9.0
Wonderful
75 reviews
Price from
$695
1 night, 2 adults

American Beech Hotel has free bikes, garden, a restaurant and bar in Greenport. This 4-star hotel offers free WiFi. The property is allergy-free throughout and is located 26 miles from Splish Splash.

Always clean! Centrally located! Complementary breakfast in am
Review score
8.9
Excellent
163 reviews
Price from
$274.80
1 night, 2 adults

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.

I enjoy the breakfast , you don’t have to leave the Inn so you get coffee and something to eat and go back to the room to relax
Review score
8.7
Excellent
64 reviews
Price from
$305
1 night, 2 adults

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.

The water
Review score
7.9
Good
226 reviews
Price from
$344.25
1 night, 2 adults
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  • Review score
    9.4
    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.
    Guest review by
    Anne
    United States
  • Review score
    8.1
    Very Good · 34 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.
    Guest review by
    Timea
    Hungary
  • Review score
    8.1
    Very Good · 34 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.
    Guest review by
    gina
    United States
  • From $222.14 per night
    Review score
    9.7
    Exceptional · 46 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.
    Guest review by
    Marjan
    Netherlands
  • Review score
    8.1
    Very Good · 34 reviews
    Room & bath were spotless. Very comfy bed. Loved the bar area, and wrap-around porch, Adirondack chairs and hammocks on the lawn, and our surprising discovery of the historic importance of the inn!
    Guest review by
    Pamela
    United States