The Pridwin Hotel is situated on Shelter Island, a short ferry ride from the mainland and a short drive from the quaint village of Shelter Island Heights. It is a 4-star hotel with excellent user ratings for location, cleanliness, and overall experience. The hotel offers a variety of rooms and cottages, all with stunning water views. Guests can enjoy a range of amenities including a swimming pool, spa, restaurant, bar, fitness centre, tennis court, and a variety of seasonal activities.
9.2 305 reviews
Shelter Island, NY
28/07 – 31/07
240 €/nightTotal: 720 € (3 )
Zey Hotel
1 2
hotel , Greenport
Zey Hotel, a 3.5-star establishment in Greenport, is situated a short walk from the waterfront, the Greenport Farmers' Market, Greenport Harbor Brewing Company (both within 500 metres), and Greenport Station (800 metres away). This hotel offers complimentary WiFi in public areas, free self-parking, and bicycle hire, with concierge services available to assist guests, alongside a coffee shop/cafe and coffee/tea in a common area.
9.6 273 reviews
Shelter Island, NY
30/06 – 07/07
797 €/nightTotal: 5579 € (7 )
The Menhaden Hotel
1 2
hotel , Greenport
The Menhaden Hotel is situated in Greenport, just 26 miles from Splish Splash water park and 47 miles from Long Island MacArthur Airport, making it an ideal base for exploring the charming waterfront town. This 4-star hotel boasts excellent user ratings for its location, cleanliness, and overall experience. The hotel offers comfortable rooms with private bathrooms and modern amenities, including air conditioning, free Wi-Fi, and flat-screen TVs. Guests can enjoy the on-site restaurant and bar, relax on the terrace, or explore the area on complimentary bikes.
9.2 522 reviews
Shelter Island, NY
28/07 – 31/07
568 €/nightTotal: 1704 € (3 )
American Beech Hotel
1 2
hotel , Greenport
The American Beech Hotel is situated in Greenport, just 26 miles from Splish Splash water park and 48 miles from Long Island MacArthur Airport, making it a convenient base for exploring the charming town and surrounding area. This 4-star hotel has received very good user ratings, indicating a high level of satisfaction among guests. The hotel offers spacious rooms with air conditioning, seating areas, flat-screen TVs, safety deposit boxes, and private bathrooms with complimentary toiletries. Guests can enjoy a range of amenities, including a swimming pool, terrace, garden, spa, restaurant, bar, and free bikes to explore the local area.
9.0 484 reviews
Shelter Island, NY
28/07 – 31/07
1776 €/nightTotal: 5328 € (3 )
Faraway Sag Harbor
1 2
hotel , Sag Harbor
Baron's Cove is located in Sag Harbor, New York, just a short drive from Montauk and Mystic, offering a convenient base for exploring the charming Hamptons. This 4-star hotel has received very good user ratings for its location, cleanliness, and overall experience. The accommodation has a range of rooms with either ocean or garden views. Guests can enjoy a saltwater swimming pool, on-site restaurant, bike hire, a shop, and a range of other amenities including a spa, fitness centre, and tennis court.
8.7 1000 reviews
Shelter Island, NY
30/06 – 07/07
646 €/nightTotal: 4522 € (7 )
The Harbor Front Inn
1 2
hotel , Greenport
The Harbor Front Inn is conveniently located in the heart of Greenport, just a short walk from the North Ferry Terminal and a 3-minute drive from Kontokosta Winery. This 3-star hotel consistently receives very good user ratings, making it a popular choice for travellers visiting the area. The inn offers comfortable rooms with modern amenities, including a flat-screen TV, refrigerator, and private bathroom. Guests can enjoy a range of on-site facilities, such as a swimming pool, fitness centre, and free Wi-Fi.
8.3 942 reviews
Shelter Island, NY
28/07 – 31/07
562 €/nightTotal: 1686 € (3 )
Sound View Greenport
1 2
hotel , Southold
Sound View Greenport is a 3-star hotel situated on the North Fork in Greenport, just 98 miles from New York City and a short drive from popular destinations like Montauk and East Hampton. It has received very good user ratings, making it a popular choice for travellers seeking a relaxing getaway. This hotel offers a range of amenities and activities to keep guests entertained, including a seasonal outdoor pool, a private beach area, bike hire, a tennis court, a shared lounge, a bar, and a restaurant. The rooms all have stunning waterfront views, allowing guests to enjoy the beauty of the Long Island Sound.
9.0 37 reviews
Shelter Island, NY
30/06 – 07/07
648 €/nightTotal: 4536 € (7 )
The Chequit
1 2
hotel , Shelter Island Heights
The Chequit is a 3-star hotel located in The Heights district of Shelter Island Heights, offering convenient access to Shelter Island Country Club, Sunset Beach, and Crescent Beach, all within 1.6 kilometres, and Sylvester Manor and East End Seaport Maritime Museum within 3.2 kilometres. This establishment provides on-site dining with its own restaurant and cafe, complimentary self-parking, and free WiFi in public areas, and welcomes pets.
9.4 636 reviews
Shelter Island, NY
28/07 – 31/07
348 €/nightTotal: 1044 € (3 )
The Shoals Suites & Slips
1 2
hotel , Southold
The Shoals Suites & Slips is located in Southold, a charming village on Long Island's North Fork, just a short drive from the beautiful beaches of Orient Point. It is a 4-star hotel with excellent user ratings. The hotel offers comfortable rooms with private bathrooms and free parking. Guests can enjoy a range of amenities, including a restaurant, bar, terrace, garden, and concierge service.
8.5 82 reviews
Shelter Island, NY
30/06 – 07/07
665 €/nightTotal: 4655 € (7 )
Shelter Island House
1 2
hotel , Shelter Island Heights
The Shelter Island House is situated in Shelter Island Heights, a short distance from the village centre and the island's beautiful beaches. This 4-star hotel enjoys very good user ratings, making it a popular choice for travellers. The hotel has a range of facilities, including a swimming pool, garden, and terrace, perfect for relaxing and enjoying the sunshine. Guests can also enjoy the on-site restaurant, bar, and spa, as well as take advantage of the concierge service, room service, and free Wi-Fi.
9.7 195 reviews
Shelter Island, NY
28/07 – 31/07
907 €/nightTotal: 2721 € (3 )
Hotel Moraine
1 2
hotel , Greenport
Hotel Moraine is located in Greenport, 24 miles from Splish Splash and 46 miles from Long Island MacArthur Airport, making it a convenient base for exploring the area. The hotel consistently receives excellent ratings for its location, cleanliness and overall experience. The hotel offers a range of comfortable rooms, each accommodating up to two guests. Guests can enjoy a variety of amenities, including a seasonal outdoor swimming pool, a fitness centre, a bar and lounge, a sun terrace, free Wi-Fi, and complimentary bikes for exploring the charming streets and waterfront of Greenport.
Best Shelter Island, NY luxury hotels (4 and 5 stars)
Among the 4 accommodations in Shelter Island, NY, here are the 4 best luxury hotels
9.3 215 reviews
Shelter Island, NY
30/06 – 07/07
1083 €/nightTotal: 7581 € (7 )
The Pridwin Hotel
1 2
hotel , Shelter Island Heights
The Pridwin Hotel is situated on Shelter Island, a short ferry ride from the mainland and a short drive from the quaint village of Shelter Island Heights. It is a 4-star hotel with excellent user ratings for location, cleanliness, and overall experience. The hotel offers a variety of rooms and cottages, all with stunning water views. Guests can enjoy a range of amenities including a swimming pool, spa, restaurant, bar, fitness centre, tennis court, and a variety of seasonal activities.
9.2 522 reviews
Shelter Island, NY
28/07 – 31/07
568 €/nightTotal: 1704 € (3 )
American Beech Hotel
1 2
hotel , Greenport
The American Beech Hotel is situated in Greenport, just 26 miles from Splish Splash water park and 48 miles from Long Island MacArthur Airport, making it a convenient base for exploring the charming town and surrounding area. This 4-star hotel has received very good user ratings, indicating a high level of satisfaction among guests. The hotel offers spacious rooms with air conditioning, seating areas, flat-screen TVs, safety deposit boxes, and private bathrooms with complimentary toiletries. Guests can enjoy a range of amenities, including a swimming pool, terrace, garden, spa, restaurant, bar, and free bikes to explore the local area.
8.5 82 reviews
Shelter Island, NY
30/06 – 07/07
665 €/nightTotal: 4655 € (7 )
Shelter Island House
1 2
hotel , Shelter Island Heights
The Shelter Island House is situated in Shelter Island Heights, a short distance from the village centre and the island's beautiful beaches. This 4-star hotel enjoys very good user ratings, making it a popular choice for travellers. The hotel has a range of facilities, including a swimming pool, garden, and terrace, perfect for relaxing and enjoying the sunshine. Guests can also enjoy the on-site restaurant, bar, and spa, as well as take advantage of the concierge service, room service, and free Wi-Fi.
9.6 273 reviews
Shelter Island, NY
30/06 – 07/07
797 €/nightTotal: 5579 € (7 )
The Menhaden Hotel
1 2
hotel , Greenport
The Menhaden Hotel is situated in Greenport, just 26 miles from Splish Splash water park and 47 miles from Long Island MacArthur Airport, making it an ideal base for exploring the charming waterfront town. This 4-star hotel boasts excellent user ratings for its location, cleanliness, and overall experience. The hotel offers comfortable rooms with private bathrooms and modern amenities, including air conditioning, free Wi-Fi, and flat-screen TVs. Guests can enjoy the on-site restaurant and bar, relax on the terrace, or explore the area on complimentary bikes.
Best Shelter Island, NY hotels with a pool
Among the 4 accommodations in Shelter Island, NY, here are the 4 best hotels with a pool
9.3 215 reviews
Shelter Island, NY
30/06 – 07/07
1083 €/nightTotal: 7581 € (7 )
The Pridwin Hotel
1 2
hotel , Shelter Island Heights
The Pridwin Hotel is situated on Shelter Island, a short ferry ride from the mainland and a short drive from the quaint village of Shelter Island Heights. It is a 4-star hotel with excellent user ratings for location, cleanliness, and overall experience. The hotel offers a variety of rooms and cottages, all with stunning water views. Guests can enjoy a range of amenities including a swimming pool, spa, restaurant, bar, fitness centre, tennis court, and a variety of seasonal activities.
9.0 484 reviews
Shelter Island, NY
28/07 – 31/07
1776 €/nightTotal: 5328 € (3 )
Faraway Sag Harbor
1 2
hotel , Sag Harbor
Baron's Cove is located in Sag Harbor, New York, just a short drive from Montauk and Mystic, offering a convenient base for exploring the charming Hamptons. This 4-star hotel has received very good user ratings for its location, cleanliness, and overall experience. The accommodation has a range of rooms with either ocean or garden views. Guests can enjoy a saltwater swimming pool, on-site restaurant, bike hire, a shop, and a range of other amenities including a spa, fitness centre, and tennis court.
8.7 1000 reviews
Shelter Island, NY
30/06 – 07/07
646 €/nightTotal: 4522 € (7 )
The Harbor Front Inn
1 2
hotel , Greenport
The Harbor Front Inn is conveniently located in the heart of Greenport, just a short walk from the North Ferry Terminal and a 3-minute drive from Kontokosta Winery. This 3-star hotel consistently receives very good user ratings, making it a popular choice for travellers visiting the area. The inn offers comfortable rooms with modern amenities, including a flat-screen TV, refrigerator, and private bathroom. Guests can enjoy a range of on-site facilities, such as a swimming pool, fitness centre, and free Wi-Fi.
8.5 82 reviews
Shelter Island, NY
30/06 – 07/07
665 €/nightTotal: 4655 € (7 )
Shelter Island House
1 2
hotel , Shelter Island Heights
The Shelter Island House is situated in Shelter Island Heights, a short distance from the village centre and the island's beautiful beaches. This 4-star hotel enjoys very good user ratings, making it a popular choice for travellers. The hotel has a range of facilities, including a swimming pool, garden, and terrace, perfect for relaxing and enjoying the sunshine. Guests can also enjoy the on-site restaurant, bar, and spa, as well as take advantage of the concierge service, room service, and free Wi-Fi.
Frequently asked questions about hotels in Shelter Island, NY
What are the top landmarks to see in and around Shelter Island, NY?
Shelter Island has a few key landmarks. The Shelter Island Historical Society Museum is a great place to learn about the island's history. The Mashomack Preserve is a beautiful nature reserve with hiking trails and stunning views. And of course, you can't miss the iconic Shelter Island Lighthouse, a historic landmark that has been guiding ships for over a century.
What are the best hotels with a swimming pool in Shelter Island, NY?
What are the most affordable attractions in and around Shelter Island, NY?
For budget-friendly fun, head to the Shelter Island Public Library, a charming building with a wide selection of books and events. You can also enjoy a picnic at the beautiful Crescent Beach, a public beach with stunning views of the Long Island Sound. And for a bit of history, visit the Shelter Island Historical Society Museum, which offers free admission on Tuesdays.
What are the most popular 2, 3 and 4-star hotels in Shelter Island, NY?
How can travelers relax during a week in and arond Shelter Island, NY?
Shelter Island is all about relaxing and enjoying the natural beauty. Take a stroll along the scenic Sunset Beach, rent a kayak or paddleboard to explore the calm waters of Manhanset Bay, or simply relax on the porch of your rental cottage with a good book.
What are the best luxury hotels in Shelter Island, NY?
What amenities can travelers expect in hotel rooms in Shelter Island, NY?
Hotel rooms in Shelter Island usually offer basic amenities like comfortable beds, private bathrooms, and air conditioning. Some hotels may also have additional amenities like swimming pools, fitness centres, and on-site restaurants. However, keep in mind that many hotels on Shelter Island are smaller and more intimate, so you might not find the same level of amenities as in larger city hotels.
What are the best family friendly hotels in Shelter Island, NY?
When is the best time to book a hotel in Shelter Island, NY?
The best time to book a hotel in Shelter Island is during the shoulder seasons, from April to May and September to October. The weather is still pleasant during these months, but the crowds are smaller and prices are lower. If you're looking for a more affordable option, you can also consider staying in a nearby town like Greenport or Sag Harbor.
What are the best pet friendly hotels in Shelter Island, NY?
What are some pet-friendly activities in and around Shelter Island, NY?
Shelter Island is very dog-friendly. You can enjoy a walk along the beach with your furry friend, take a boat tour, or even visit the Shelter Island Farmers Market, which is held every Saturday from June to October and welcomes well-behaved dogs. Many restaurants on the island also have outdoor seating where you can enjoy a meal with your pet.
What are the best hotels with jacuzzi in Shelter Island, NY?
Which towns or cities worth a visit near Shelter Island, NY?
If you're looking to explore beyond Shelter Island, there are several charming towns and cities within a short drive. Greenport, a historic village on the North Fork of Long Island, is known for its waterfront restaurants, craft breweries, and art galleries. Sag Harbor, a picturesque village on the South Fork, is a popular destination for its beautiful beaches, historic architecture, and vibrant arts scene. Both Greenport and Sag Harbor offer a unique glimpse into the charm of Long Island.
Destinations nearby
Best Shelter Island, NY hotels with air conditioning
9.0 484 reviews
Shelter Island, NY
28/07 – 31/07
1776 €/nightTotal: 5328 € (3 )
Faraway Sag Harbor
1 2
hotel , Sag Harbor
Baron's Cove is located in Sag Harbor, New York, just a short drive from Montauk and Mystic, offering a convenient base for exploring the charming Hamptons. This 4-star hotel has received very good user ratings for its location, cleanliness, and overall experience. The accommodation has a range of rooms with either ocean or garden views. Guests can enjoy a saltwater swimming pool, on-site restaurant, bike hire, a shop, and a range of other amenities including a spa, fitness centre, and tennis court.
9.6 273 reviews
Shelter Island, NY
30/06 – 07/07
797 €/nightTotal: 5579 € (7 )
The Menhaden Hotel
1 2
hotel , Greenport
The Menhaden Hotel is situated in Greenport, just 26 miles from Splish Splash water park and 47 miles from Long Island MacArthur Airport, making it an ideal base for exploring the charming waterfront town. This 4-star hotel boasts excellent user ratings for its location, cleanliness, and overall experience. The hotel offers comfortable rooms with private bathrooms and modern amenities, including air conditioning, free Wi-Fi, and flat-screen TVs. Guests can enjoy the on-site restaurant and bar, relax on the terrace, or explore the area on complimentary bikes.
9.2 305 reviews
Shelter Island, NY
28/07 – 31/07
240 €/nightTotal: 720 € (3 )
Zey Hotel
1 2
hotel , Greenport
Zey Hotel, a 3.5-star establishment in Greenport, is situated a short walk from the waterfront, the Greenport Farmers' Market, Greenport Harbor Brewing Company (both within 500 metres), and Greenport Station (800 metres away). This hotel offers complimentary WiFi in public areas, free self-parking, and bicycle hire, with concierge services available to assist guests, alongside a coffee shop/cafe and coffee/tea in a common area.
8.7 1000 reviews
Shelter Island, NY
30/06 – 07/07
646 €/nightTotal: 4522 € (7 )
The Harbor Front Inn
1 2
hotel , Greenport
The Harbor Front Inn is conveniently located in the heart of Greenport, just a short walk from the North Ferry Terminal and a 3-minute drive from Kontokosta Winery. This 3-star hotel consistently receives very good user ratings, making it a popular choice for travellers visiting the area. The inn offers comfortable rooms with modern amenities, including a flat-screen TV, refrigerator, and private bathroom. Guests can enjoy a range of on-site facilities, such as a swimming pool, fitness centre, and free Wi-Fi.
Best Shelter Island, NY hotels with a balcony
9.0 484 reviews
Shelter Island, NY
28/07 – 31/07
1776 €/nightTotal: 5328 € (3 )
Faraway Sag Harbor
1 2
hotel , Sag Harbor
Baron's Cove is located in Sag Harbor, New York, just a short drive from Montauk and Mystic, offering a convenient base for exploring the charming Hamptons. This 4-star hotel has received very good user ratings for its location, cleanliness, and overall experience. The accommodation has a range of rooms with either ocean or garden views. Guests can enjoy a saltwater swimming pool, on-site restaurant, bike hire, a shop, and a range of other amenities including a spa, fitness centre, and tennis court.
8.5 82 reviews
Shelter Island, NY
30/06 – 07/07
665 €/nightTotal: 4655 € (7 )
Shelter Island House
1 2
hotel , Shelter Island Heights
The Shelter Island House is situated in Shelter Island Heights, a short distance from the village centre and the island's beautiful beaches. This 4-star hotel enjoys very good user ratings, making it a popular choice for travellers. The hotel has a range of facilities, including a swimming pool, garden, and terrace, perfect for relaxing and enjoying the sunshine. Guests can also enjoy the on-site restaurant, bar, and spa, as well as take advantage of the concierge service, room service, and free Wi-Fi.
9.2 305 reviews
Shelter Island, NY
28/07 – 31/07
240 €/nightTotal: 720 € (3 )
Zey Hotel
1 2
hotel , Greenport
Zey Hotel, a 3.5-star establishment in Greenport, is situated a short walk from the waterfront, the Greenport Farmers' Market, Greenport Harbor Brewing Company (both within 500 metres), and Greenport Station (800 metres away). This hotel offers complimentary WiFi in public areas, free self-parking, and bicycle hire, with concierge services available to assist guests, alongside a coffee shop/cafe and coffee/tea in a common area.
9.3 215 reviews
Shelter Island, NY
30/06 – 07/07
1083 €/nightTotal: 7581 € (7 )
The Pridwin Hotel
1 2
hotel , Shelter Island Heights
The Pridwin Hotel is situated on Shelter Island, a short ferry ride from the mainland and a short drive from the quaint village of Shelter Island Heights. It is a 4-star hotel with excellent user ratings for location, cleanliness, and overall experience. The hotel offers a variety of rooms and cottages, all with stunning water views. Guests can enjoy a range of amenities including a swimming pool, spa, restaurant, bar, fitness centre, tennis court, and a variety of seasonal activities.