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Shelter Island – 3 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...

M
Morgan
From
United States
The staff was incredibly friendly, helpful and attentive. They were especially accomodating to our children.
Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 90 reviews
Location 10.0
Price from
US$586.89
1 night, 2 adults
Check availability

Silver Sands Motel & Beach Bungalows

Greenport (Near Shelter Island)

Set in Greenport, 41 km from Splish Splash, Silver Sands Motel & Beach Bungalows offers accommodation with free bikes, free private parking, a garden and a private beach area.

V
Veronika
From
Germany
It’s exceptional. Everything is so beautiful and perfect from A-Z. Nookies was delicious and the staff were so passionate and friendly and accommodating. The bar has excellent cocktails and wine and is so cosy to hang out. It’s such a lovely place to hang out.
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 103 reviews
Location 9.8
Price from
US$451.29
1 night, 2 adults
Check availability

The Menhaden Hotel

Greenport (Near Shelter Island)

Boasting a terrace, bar and views of city, The Menhaden Hotel is situated in Greenport, 41 km from Splish Splash.

S
Svitlana
From
Ukraine
From the self service breakfast and tea time in the evenings, the kitchenette was amazing. The rooms are spacious, lovely interior and exterior. The rooftop lounge and bar is just that cherry on top. They have a cafe and small shop with all your holiday essentials within the hotel which is incredibly convenient. The staff was incredible as well, would like to especially point out Mario (the manager), Dan (the bartender), Aedan (the receptionist), and Alfred (the room service expert).
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 112 reviews
Location 9.8
Price from
US$347.33
1 night, 2 adults
Check availability

Hotel Moraine

Greenport (Near Shelter Island)

Located in Greenport, 39 km from Splish Splash, Hotel Moraine provides accommodation with free bikes, free private parking, a seasonal outdoor swimming pool and a fitness centre.

C
Clement
From
France
The VIEW The warm swimming pool The quiet private beach and its pebbles The fitness centre
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 61 reviews
Location 9.9
Price from
US$649.94
1 night, 2 adults
Check availability

American Beech Hotel

Greenport (Near Shelter Island)

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 and is situated 42 km from Splish Splash.

J
J Scott
From
United States
Breakfast was fine, would be nice to switch it up a bit so its not all the same each consecutive day. Love the spot, the outdoor areas and bar. We stop here every time were in Greenport, although this is the first time we stayed overnight.
Scored out of 10, guest rating 8.9
Fabulous - What previous guests thought, 142 reviews
Location 9.4
Price from
US$284.94
1 night, 2 adults
Check availability

Sound View Greenport

Greenport (Near Shelter Island)

Set on the North Fork in Greenport, 157 km 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.

M
Michal
From
Israel
Perfect location, right on the beach. The room was very nice and clean
Scored out of 10, guest rating 8.1
Very good - What previous guests thought, 225 reviews
Location 9.1
Price from
US$258.24
1 night, 2 adults
Check availability

Baron's Cove

Sag Harbor (Near Shelter Island)

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

N
Nicola
From
United Kingdom
Friendly staff - perfect location - very good food.
Scored out of 10, guest rating 8.9
Fabulous - What previous guests thought, 150 reviews
Location 9.6
Price from
US$599.40
1 night, 2 adults
Check availability

The Harbor Front Inn

Greenport (Near 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.

R
Robert
From
United Kingdom
Very clean. Spacious rooms - ours had a lovely view. Staff friendly, professional and super helpful.
Scored out of 10, guest rating 8.3
Very good - What previous guests thought, 244 reviews
Location 9.3
Price from
US$258.24
1 night, 2 adults
Check availability

Sag Harbor Inn

Sag Harbor (Near Shelter Island)

Set in Sag Harbor, within 25 km of Montauk Point Lighthouse and 34 km of Second House Museum, Sag Harbor Inn offers accommodation with a shared lounge and as well as free private parking for guests...

M
Michael
From
Switzerland
We recently had the pleasure of staying at the Sag Harbor Inn, and I can’t say enough great things about this place! From the moment we arrived, I was greeted with warm, welcoming smiles from the amazing staff, who went above and beyond to ensure we had a comfortable stay. The hotel itself is iconic—beautifully maintaining its classic charm while offering all the modern amenities you could need. Our room was impeccably clean and well-kept, making it a perfect retreat after exploring the picturesque surroundings. The attention to detail throughout the property really stands out, from the tasteful decor to the pristine grounds. If you’re looking for a perfect blend of comfort, charm, and excellent service, Sag Harbor Inn is simply the best. I can’t wait to return!
Scored out of 10, guest rating 8.7
Fabulous - What previous guests thought, 99 reviews
Location 9.6
Price from
US$393.88
1 night, 2 adults
Check availability

The Shoals Suites & Slips

Southold (Near Shelter Island)

Set in Southold, 37 km from Splish Splash, The Shoals Suites & Slips offers accommodation with a garden, free private parking, a terrace and a bar.

L
Louise
From
France
Lovely place, in a small marina. The apartment was beautiful, confy and well equipped. Good breakfast with an amazing sea view.
Scored out of 10, guest rating 8.9
Fabulous - What previous guests thought, 57 reviews
Location 9.1
Price from
US$549.41
1 night, 2 adults
Check availability
See all hotels in and around Shelter Island

Most booked hotels in Shelter Island and surroundings in the past month

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  • Popular with guests booking hotels in Shelter Island

    Scored out of 10, guest rating 9.2
    Superb - What previous guests thought, 90 reviews

  • Popular with guests booking hotels in Greenport

    Scored out of 10, guest rating 8.3
    Very good - What previous guests thought, 244 reviews

  • Popular with guests booking hotels in Greenport

    Scored out of 10, guest rating 8.9
    Fabulous - What previous guests thought, 142 reviews

  • Popular with guests booking hotels in Greenport

    Scored out of 10, guest rating 8.1
    Very good - What previous guests thought, 225 reviews

  • Popular with guests booking hotels in Sag Harbor

    Scored out of 10, guest rating 8.7
    Fabulous - What previous guests thought, 99 reviews

  • Popular with guests booking hotels in Sag Harbor

    Scored out of 10, guest rating 8.9
    Fabulous - What previous guests thought, 150 reviews

  • Popular with guests booking hotels in Greenport

    Scored out of 10, guest rating 9.3
    Superb - What previous guests thought, 112 reviews

  • Popular with guests booking hotels in Greenport

    Scored out of 10, guest rating 8.7
    Fabulous - What previous guests thought, 129 reviews

  • Popular with guests booking hotels in Greenport

    Scored out of 10, guest rating 9.6
    Exceptional - What previous guests thought, 103 reviews

  • Popular with guests booking hotels in Shelter Island Heights

    Scored out of 10, guest rating 7.6
    Good - What previous guests thought, 5 reviews

Best hotels with breakfast in Shelter Island and nearby

  • Scored out of 10, guest rating 8.3
    Very good - What previous guests thought, 244 reviews

    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.

  • Scored out of 10, guest rating 8.9
    Fabulous - What previous guests thought, 142 reviews

    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 and is situated 42 km from Splish Splash.

  • Scored out of 10, guest rating 8.1
    Very good - What previous guests thought, 225 reviews

    Set on the North Fork in Greenport, 157 km 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.

  • Scored out of 10, guest rating 8.7
    Fabulous - What previous guests thought, 99 reviews

    Set in Sag Harbor, within 25 km of Montauk Point Lighthouse and 34 km of Second House Museum, Sag Harbor Inn offers accommodation with a shared lounge and as well as free private parking for guests...

  • Scored out of 10, guest rating 7.9
    Good - What previous guests thought, 21 reviews

    Situated in Shelter Island Heights, West Neck Guesthouse features free bikes and garden. This guest house features free private parking and a housekeeping service. The guest house has family rooms.

  • Scored out of 10, guest rating 9.8
    Exceptional - What previous guests thought, 63 reviews

    Just 450 metres to the beach, this bed and breakfast is located in Shelter Island Heights. A free breakfast is served each morning.

  • Scored out of 10, guest rating 9.8
    Exceptional - What previous guests thought, 19 reviews

    Featuring pool views, Harbor Knoll Bed and Breakfast provides accommodation with a private beach area, a seasonal outdoor swimming pool and a garden, around 42 km from Splish Splash.

  • Featuring air-conditioned accommodation with a patio, Modern on 9th is located in Greenport. The holiday home is 41 km from Splish Splash. The property has a restaurant with an outdoor dining area.

Budget hotels in Shelter Island and nearby

  • Scored out of 10, guest rating 9.8
    Exceptional - What previous guests thought, 20 reviews

    Featuring a garden and views of garden, The Stirling House Waterfront Inn Greenport is a bed and breakfast situated in a historic building in Greenport, 42 km from Splish Splash.

  • Scored out of 10, guest rating 9.8
    Exceptional - What previous guests thought, 14 reviews

    Located in Greenport in the New York region, Bright Apartment - half Mi to Greenport Harbor! has a patio. Providing free WiFi throughout the property, the non-smoking apartment features a spa centre.

  • Scored out of 10, guest rating 10.0
    Exceptional - What previous guests thought, 1 review

    Situated in Greenport in the New York region, Quaint DT Greenport Apt - 2 Mi to Shelter Island! features a patio.

  • Scored out of 10, guest rating 9.0
    Superb - What previous guests thought, 1 review

    Featuring a sauna, Cozy Greenport Cottage is set in Greenport. Guests can benefit from a patio and an outdoor fireplace. The property is non-smoking and is located 41 km from Splish Splash.

  • Scored out of 10, guest rating 9.7
    Exceptional - What previous guests thought, 4 reviews

    Situated in Greenport, within 27 km of Long Island Railroad, Charming Greenport Gem 1, 1 Mile to Ferry! offers accommodation with air conditioning.

  • Scored out of 10, guest rating 8.0
    Very good - What previous guests thought, 3 reviews

    Set in Greenport, within 40 km of Splish Splash and 25 km of Long Island Railroad, North Fork Cottages & RV Resort offers accommodation with a seasonal outdoor swimming pool as well as free private...

  • Scored out of 10, guest rating 9.2
    Superb - What previous guests thought, 23 reviews

    A Walk in the Woods Bed and Breakfast has garden views, free WiFi and free private parking, set in Southold, 1.9 km from Cedar Beach County Park.

  • Set in Greenport in the New York region, Beachfront Greenport Villa offers accommodation with free WiFi and free private parking. This holiday home is 23 km from Long Island Railroad.

See reviews by guests who stayed at hotels in Shelter Island

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  • The Pridwin Hotel

    Shelter Island
    Scored out of 10, guest rating 9.2
    Superb - What previous guests thought, 90 reviews
    I love this hotel, the decorations are lovely, the shared spaces are very nice and useful, the pool is fun, and the staff is super kind and helpful. We enjoyed the boat rides, breakfast, the fire pit, checkers, and ping pong. You feel like you are going back in time when you step on property in a good way. This is a super fun place to stay with children. I plan to go back next summer!
    Guest review by
    JR
    United States

  • Rams Head Inn

    Shelter Island
    Scored out of 10, guest rating 8.1
    Very good - What previous guests thought, 35 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

  • Rams Head Inn

    Shelter Island
    Scored out of 10, guest rating 8.1
    Very good - What previous guests thought, 35 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

  • Seven Resort Style Inn near Beach

    Shelter Island Heights
    From US$395.17 per night
    Scored out of 10, guest rating 9.8
    Exceptional - What previous guests thought, 63 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

  • Rams Head Inn

    Shelter Island
    Scored out of 10, guest rating 8.1
    Very good - What previous guests thought, 35 reviews
    The Continental breakfast was lacking at best. When paying $595 per night you expect certain amenities, which were clearly not there.
    Guest review by
    JOHN
    United States

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