Top 2 Island Hotels in Shelter Island, 2026

Shelter Island offers attractions like Sunset Beach, Shell Beach, and the Mashomack Preserve, making it a great spot for nature lovers and water activities. You can also visit the iconic Shelter Island Lighthouse or enjoy local dining at the Chequit Inn. The hotels here range from cozy inns to waterfront resorts, each with stunning views and local charm, ensuring a memorable stay. You'll find a carefully selected list of accommodations featuring top reviews and outstanding amenities. Book early, especially in summer, and consider using bikes or ferries to explore the island easily.

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8.6

Great

The Pridwin Hotel Shelter Island

Map1.9 mi from City Centre1000 yd from City Centre

FromUS$ 334 /nightSelect

7.8

Very good

Sunset Beach Shelter Island

Map1.5 mi from City Centre100 yd from City Centre

FromUS$ 596 /nightSelect

Price range for hotels in Shelter Island

A world of island accommodation options awaits, from budget-friendly beach stays to luxurious overwater retreats, with prices suited to every traveler's tropical dream.

⬆️ The highest price

US$ 596

⬇️ The lowest price

US$ 334

💸 Average price for

4-star hotels

US$ 442

Best hotels in Shelter Island

Based on guest reviews over the last 12 months

Charming Coastal Retreat:

The Pridwin Hotel

Trendy Beach Escape:

Sunset Beach

FAQs about hotels in Shelter Island

We hope these answers help you plan your island trip

What are the average nightly rates for hotels in Shelter Island during peak and off-peak seasons?

During peak season (late June to early September), nightly rates for hotels such as The Pridwin Hotel and Sunset Beach average around $400-$600 USD. Off-peak rates can drop to approximately $200-$300 USD per night.

How many hotel properties are available on Shelter Island?

Shelter Island has two main hotel properties: The Pridwin Hotel and Sunset Beach.

Which hotel offers the best views on Shelter Island?

The Pridwin Hotel offers stunning waterfront views and picturesque sunsets, making it a prime location for travelers seeking scenic vistas.

Which hotel is best for families visiting Shelter Island?

Sunset Beach is ideal for families, featuring spacious rooms and easy access to a family-friendly beach, offering activities suitable for children.

What are the top-rated hotels in Shelter Island according to guest reviews?

The Pridwin Hotel consistently receives high ratings for its service and location, with several guests praising its ambiance and dining options.

What is the proximity of hotels to popular sites on Shelter Island?

Both The Pridwin Hotel and Sunset Beach are located within a 5-minute drive to popular attractions like the Shelter Island Historical Society and Crescent Beach.

What are the cheapest accommodation options available in Shelter Island?

Nightly rates begin at around $200 USD at Sunset Beach during the off-peak season, making it the most affordable option on the island.