Shelter Island Hotels

Shelter Island
Jan 19, 2025 - Jan 20, 2025
2 adults, 1 room
Find
Price per night:
Up to 100$
$100 - 200
From $200
Rating:
Excellent 9+
Very good 8+
Good 7+
All ratings
Star rating:
5-stars
4-stars
3-stars
Unrated
8.4
Very good (10)
View map · 2.4 mi City Centre
From
407US$ /per night
View map · 1.6 mi City Centre
From
0US$ /per night
8.6
Excellent (8)
View map · 1.2 mi City Centre
From
823US$ /per night
8.6
Excellent (43)
View map · 1.9 mi City Centre
From
334US$ /per night

Discover Your Perfect Stay

Nestled between the North and South Forks of Long Island, Shelter Island offers a serene escape characterized by its stunning natural landscapes and charming small-town vibe. Elevating your experience are the array of Shelter Island hotels, which cater to different tastes and budgets while providing a comfortable base for exploring this hidden gem. Whether you're seeking a cozy inn, a luxurious resort, or a family-friendly hotel, the island's accommodations allow visitors to fully immerse themselves in its tranquil atmosphere.

One of the unique features of Shelter Island hotels is their proximity to the island's beautiful beaches and picturesque parks. Guests can enjoy breathtaking views of the water, making morning walks or sunset strolls an integral part of their stay. Additionally, many hotels offer amenities that blend relaxation with outdoor adventure, such as bike rentals and easy access to kayaking, ensuring that your days on the island are filled with both leisure and excitement.

As you ponder the perfect spot to stay, consider the array of dining options available near Shelter Island hotels, ranging from casual eateries to upscale restaurants. Many accommodations emphasize local cuisine, featuring fresh seafood and farm-to-table dining experiences that showcase the region's culinary excellence. With so much to explore and experience, finding the right hotel on Shelter Island will not only provide comfort but also make your visit a memorable one.

Name of hotel Accommodation Rating Price, $
The Pridwin Hotel

9.0 / 10

(79 Reviews)

From 334US$
Sunset Beach Resort

8.2 / 10

(8 Reviews)

From 596US$
The Ram's Head Inn

7.9 / 10

(47 Reviews)

From 407US$
9
Excellent (79)

The Pridwin Hotel

4
81 Shore Road
The Pridwin Hotel is a classic waterfront property that offers an unparalleled view of Shelter Island’s picturesque landscape. Guests can enjoy classic, upscale accommodations with a distinctly laid-back vibe, making it an ideal family-friendly option. The on-site restaurant features fresh seafood and takes advantage of seasonal produce, creating a delightful dining experience. Guests have access to water activities such as sailing and kayaking right from the hotel's private dock. The pool area, with views of the bay, allows for leisurely afternoons soaking up the sun. With its beautiful location and excellent amenities, The Pridwin Hotel is among the prime waterfront Shelter Island hotels.

From

334US$ /per night
8.2
Very good (8)

Sunset Beach Resort

4
35 Shore Road
At Sunset Beach Resort, guests are treated to breathtaking vistas and a unique seaside ambiance. This hotel is not only known for its stunning views but also for its tastefully decorated guest rooms that provide comfort and style. The sandy beach and well-kept grounds are perfect for both activities and relaxation, making it ideal for family vacations. Visitors can enjoy delicious seasonal cuisine at the on-site restaurant while taking in the mesmerizing sunset views. Activities such as paddleboarding and bike rentals are readily available, adding an adventurous touch to your stay. Sunset Beach Resort embodies the essence of waterfront Shelter Island hotels, offering an unforgettable escape.

From

596US$ /per night

Charming Boutique Shelter Island Hotels

Boutique hotels on Shelter Island offer a uniquely intimate experience, characterized by personalized service and charming aesthetics. These accommodations often reflect the island's rich history while providing modern amenities that cater to today's travelers. For those looking to escape the hustle and bustle of more commercial lodgings, charming boutique Shelter Island hotels provide a serene atmosphere that feels like a home away from home. From lush gardens to artistic decors, these hotels are perfect for couples, families, and solo travelers alike. Each property embodies the spirit of Shelter Island, encouraging guests to immerse themselves in the surrounding nature and local culture. Here are some of the standout boutique hotels that exemplify the allure of Shelter Island accommodations.

7.9
Very good (47)

The Ram's Head Inn

2
108 Ram Island Drive
The Ram's Head Inn is a classic resort that embodies the charm and elegance of Shelter Island's luxury accommodations. With its stunning waterfront views and beautifully decorated rooms, guests enjoy a tranquil setting that emphasizes relaxation and rejuvenation. The on-site restaurant specializes in farm-to-table cuisine, providing guests with authentic local flavors prepared with care. The hotel also offers easy access to nearby beaches and recreational activities, ensuring that adventure seekers will find plenty to do. A highlight of The Ram's Head Inn is its expansive outdoor space, which includes a pool, gardens, and cozy fire pits for evening gatherings. This hotel perfectly balances luxury with island charm, making it a top choice among Shelter Island hotels.

From

407US$ /per night

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