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1-3 of 3 places to stay
  • Ram'S Head Inn

    Ram'S Head Inn

    Hotel

    2.4 mi to the city center

    108 South Rams Island Drive, Shelter Island, United States

    Good

    (20 reviews)

    7.8
    Situated around a 5-minute stroll from Lower Beach, the 2-star beachfront Ram'S Head Inn Shelter Island welcomes guests with a restaurant.

    starts from

    US$ 407 per one night

    View hotel
  • The Pridwin Hotel

    The Pridwin Hotel

    Hotel

    3281 ft to the city center

    81 Shore Road, Shelter Island, United States

    Excellent

    (78 reviews)

    9
    Nestled a 5-minute walk from a private beach, The Pridwin Hotel Shelter Island features a steam room and a sauna. Located 6 km from the Horton Point Lighthouse Nautical Museum, this hotel offers…

    starts from

    US$ 334 per one night

    View hotel
  • Sunset Beach

    Sunset Beach

    Hotel

    328 ft to the city center

    35 Shore Road, Shelter Island, United States

    Good

    (26 reviews)

    7.8
    Located 3.6 km from the Greenport Antique Carousel, Sunset Beach Shelter Island hotel is 5 minutes' walk from Sunset Beach. You will find a restaurant at the hotel.

    starts from

    US$ 596 per one night

    View hotel
  • Ram'S Head Inn

    Ram'S Head Inn

    Hotel

    2.4 mi to the city center

    108 South Rams Island Drive, Shelter Island, United States

    Good

    (20 reviews)

    7.8
    Situated around a 5-minute stroll from Lower Beach, the 2-star beachfront Ram'S Head Inn Shelter Island welcomes guests with a restaurant.

    starts from

    US$ 407 per one night

    View hotel
  • The Pridwin Hotel

    The Pridwin Hotel

    Hotel

    3281 ft to the city center

    81 Shore Road, Shelter Island, United States

    Excellent

    (78 reviews)

    9
    Nestled a 5-minute walk from a private beach, The Pridwin Hotel Shelter Island features a steam room and a sauna. Located 6 km from the Horton Point Lighthouse Nautical Museum, this hotel offers…

    starts from

    US$ 334 per one night

    View hotel
  • Sunset Beach

    Sunset Beach

    Hotel

    328 ft to the city center

    35 Shore Road, Shelter Island, United States

    Good

    (26 reviews)

    7.8
    Located 3.6 km from the Greenport Antique Carousel, Sunset Beach Shelter Island hotel is 5 minutes' walk from Sunset Beach. You will find a restaurant at the hotel.

    starts from

    US$ 596 per one night

    View hotel
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  • Ram'S Head Inn

    Ram'S Head Inn

    Hotel

    2.4 mi to the city center

    108 South Rams Island Drive, Shelter Island, United States

    Good

    (20 reviews)

    7.8
    Situated around a 5-minute stroll from Lower Beach, the 2-star beachfront Ram'S Head Inn Shelter Island welcomes guests with a restaurant.

    starts from

    US$ 407 per one night

    View hotel
  • The Pridwin Hotel

    The Pridwin Hotel

    Hotel

    3281 ft to the city center

    81 Shore Road, Shelter Island, United States

    Excellent

    (78 reviews)

    9
    Nestled a 5-minute walk from a private beach, The Pridwin Hotel Shelter Island features a steam room and a sauna. Located 6 km from the Horton Point Lighthouse Nautical Museum, this hotel offers…

    starts from

    US$ 334 per one night

    View hotel
  • Sunset Beach

    Sunset Beach

    Hotel

    328 ft to the city center

    35 Shore Road, Shelter Island, United States

    Good

    (26 reviews)

    7.8
    Located 3.6 km from the Greenport Antique Carousel, Sunset Beach Shelter Island hotel is 5 minutes' walk from Sunset Beach. You will find a restaurant at the hotel.

    starts from

    US$ 596 per one night

    View hotel

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Hotels in Shelter Island

Shelter Island offers 5 diverse hotels, including charming bed-and-breakfasts and upscale resorts. Most accommodations are located in the Dering Harbor district, providing scenic waterfront views. On average, 3-star hotel prices start around $150 per night, while luxurious 5-star hotels can reach $500 per night. A standout among recent additions is the eco-friendly Shoreline Resort, celebrated for its sustainable practices and organic amenities. Explore and book your ideal stay through our platform for a seamless experience.

Where to stay in Shelter Island - a guide to the best areas and neighbourhoods

Hotel Name
Description

Harbor Inn

* Dering Harbor offers a variety of family-friendly accommodations like the Harbor Inn.

* The district is close to outdoor attractions such as the Shelter Island Country Club.

* Local parks and beaches are perfect for family picnics and play.

Families will love the welcoming atmosphere of Dering Harbor.

* Shelter Heights is home to modern amenities and reliable Wi-Fi, essential for business tasks.

* Quick access to transportation links ensures a hassle-free commute.

* Nearby cafes offer convenient spots for casual meetings.

Business travelers should consider staying in Shelter Heights.

* Ram Island is known for its scenic hiking trails and peaceful surroundings.

* The area provides ample opportunities for kayaking and water sports.

* Solo travelers can enjoy the vibrant local culture and artisan shops.

Solo travelers looking for adventure should head to Ram Island.

Whimsical Retreat

* Havens offers intimate boutique hotels like Whimsical Retreat, perfect for a romantic escape.

* Stroll along the picturesque waterfront or dine in charming restaurants.

* Couples can enjoy secluded beach spots ideal for sunsets.

Couples on a romantic getaway will find Havens to be enchanting.

Island Budget Inn

* Silver Beach features budget-friendly stays such as Island Budget Inn.

* The area is a short walk to public beaches and free cultural events.

* Local diners and eateries offer affordable dining options.

Budget travelers will appreciate the affordability of Silver Beach.

Shelter Island Tips You Must Know

* Book your hotel well in advance to secure the best deals, especially for summer and holiday weekends when demand peaks.

* Peak tourist seasons are summer months and during the Shelter Island Jazz Festival; expect higher prices and limited availability then.

* Access Shelter Island via ferry from Greenport, or drive through North Fork; on-island taxis charge around $15 for short distances.

* Save money by dining at local eateries and using bikes for transport. Look for off-peak discounts on ferry rides.

* Stay cautious near isolated beaches late at night, and always carry a flashlight when walking in dimly-lit areas.

Frequently asked question

What hotels offer direct beach access on Shelter Island?

Sunset Beach Hotel provides direct access to its private beach, perfect for relaxation and water activities.

Which hotels have the best views of the harbor?

Harbor Inn and the Shelter Deluxe Hotel offer splendid harbor views from their rooms and terraces.

What hotels are close to Shelter Island's top attractions?

Whimsical Retreat is conveniently located near the Mashomack Preserve and other key tourist spots.

Are there hotels that cater to adventurous activities?

Shoreline Resort offers packages for kayaking and hiking to cater to adventure seekers.

When is the best time to book hotels for a visit to Shelter Island?

The ideal time to book is during the spring or early fall for pleasant weather and fewer crowds.

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