Shelter Island hotels

Sat 5/11
Sun 5/12

Search hundreds of travel sites at once for hotels in Shelter Island, New York

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Best Shelter Island hotels

Most recommended Shelter Island hotels

Show all
Shelter Island House - Shelter Island - Living room
Shelter Island House
4 Mediocre
$358+
$358+
Parking
Free Wi-Fi
Pool
Pet friendly
Sunset Beach - Shelter Island - Building
$669+
Free Wi-Fi
Pet friendly
Sound View Greenport
8.2 Very good
$574+
$574+
Free Wi-Fi
Pool
Pet friendly
Greenporter Hotel
8 Very good
$357+
$357+
Parking
Free Wi-Fi
Pool
The Chequit
9 Wonderful
$740+
$740+
Parking
Free Wi-Fi
Pet friendly
Baron's Cove
8.5 Very good
$908+
$908+
Parking
Free Wi-Fi
Pool
Pet friendly

Top Shelter Island hotels with parking

Show all
Cliffside Resort Condominiums - Greenport - Living room
$364+
Parking
Free Wi-Fi
The Pridwin Hotel - Shelter Island Heights - Patio
The Pridwin Hotel
9 Wonderful
$661+
$661+
Parking
Free Wi-Fi

How much is a Shelter Island hotel?

Here are our most popular & best value hotels

3 stars

Good to know

Low season

January

High season

June

Average price (weeknight)

$149

Average price (weekend night)

$250
Cheapest month to stay with an average 39% drop in price.
Most expensive month to stay with an average 43% rise in price.
Average Sun - Thu price over the last 2 weeks.
Average Fri & Sat price over the last 2 weeks.

When to book a hotel in Shelter Island

Price per night / 3-star hotel. Prices are not fixed and may vary with time.
Average nightly price per month
Average nightly price

Top tips for finding Shelter Island hotel deals

  • If you’re looking for a cheap hotel in Shelter Island, you should consider visiting during the low season. You'll find cheaper hotels in Shelter Island in January and December.
  • Hotel room prices vary depending on many factors but you’ll most likely find the best hotel deals in Shelter Island if you stay on a Sunday. The opposite is true for, Friday, which is usually the most expensive day.
  • The cheapest 3-star hotel room in Shelter Island found on KAYAK in the last 2 weeks was $339, while the most expensive was $751.
  • How long should you stay? KAYAK users usually book their hotel in Shelter Island for 1 day.
  • Hotels in Shelter Island provide convenient access to the region’s iconic landmarks, placing it among the most preferred holiday destinations. If you’re planning to visit the area soon, you won’t have a shortage of accommodation options. Reserve a room at the House on Chase Creek to experience the nightlife, arts, and trails.
  • For the two in love looking for that perfect hideout to formalize their marriage or on a romantic getaway, you won’t go wrong with Shelter Island. The city features many spots where you can hold an anniversary celebration or commemorate your honeymoon. Reserve a room at Shelter Island House near the island’s beautiful and secluded beaches.
  • Wade Beach should be your next stop if you’re with your family. From the fabulous views to the wide range of activities such as beachcombing, sunbathing, and fishing, the little ones will undoubtedly cherish every moment here. Sunset Beach and Dering Harbor Inn are recommended establishments to sleep in when touring Shelter Island.
  • To exploit Shelter Island’s splendor, plan and visit in the summer when the weather is pleasant, making it easy to see a wide range of outdoors. Head to the Mashomack Nature Preserve and explore the coastline and acres of fields, woodlands, and creeks. Spend a night at the Jake's 58 Hotel & Casino to be close to this mix of natural and human history.
  • Shelter Island is known for its business-oriented hotels, which are within a short range of the business district and corporate offices. Suppose you’re here to meet your new business associates or scout for a unique premise to set up your store. In that case, plan and sleep at Hilton Garden Inn Islip/MacArthur Airport.

FAQs when booking a hotel in Shelter Island

  • Where is the best place to stay on Shelter Island, close to dining options?

    Hotels in Shelter Island sit close to the area’s famous eateries such as The Islander, SALT Waterfront Bar & Grill, and Shelter Island Slice. Clarion Hotel & Conference Center is a great accommodation facility if you visit Shelter Island to sample local and upscale dishes.

  • What are the best hotels on Shelter Island for hiking and cycling?

    La Quinta Inn & Suites by Wyndham Islip - MacArthur Airport lies within easy reach of The Mountaineer, Keene Valley, NY. This spot is ideal for through the woods. Therefore, clutch your rucksack on your shoulders and step out to trek along these beaten paths.

  • Which neighborhood in Shelter Island is best for enjoying the city’s art scene?

    Shelter Island is a region with a profound cultural heritage and rich traditional background. Don’t leave without exploring Shelter Island Historical Society. Step in and browse the rotating exhibits, including letters, diaries, deeds, and maps. A night at Hampton Inn Long Island-Brookhaven is a sure way of exploring this historic structure.

  • Which neighborhood in Shelter Island has the best nightlife?

    Shelter Island’s vibrant and relaxing nightlife provides a unique vibe that keeps visitors returning. Hampton Inn Long Island-Islandia is where you should sleep to experience the region’s nightly escapades. Bars, lounges, taverns, and clubs await. Whatever interests you.

  • How much does a hotel cost in Shelter Island?

    In the last 3 days, double rooms in Shelter Island have been found on KAYAK for as cheap as $225. On average, the price for a double room is $444.

  • How do I find a hotel in central Shelter Island?

    After you launch a hotel search on KAYAK, you can refine your research by neighborhood, which allows you to pick the central Shelter Island districts. You can also do a search using the city map to choose a specific location, like Shelter Island city center.

  • How can I find hotels near me?

    Take a look at our extensive hotel map to find the best hotels near you.

  • Are there Shelter Island hotels with free parking?

    There are many hotels in Shelter Island that offer both parking and free parking. Popular choices among KAYAK users include Shelter Island House, Holiday Inn Long Island - Islip Arpt East and La Quinta Inn & Suites by Wyndham Islip - MacArthur Airport.

Where to stay in Shelter Island?

Our map will help you find the perfect place to stay in Shelter Island by showing you the exact location of each hotel.