Shelter Island Hotels from S$99

Top reasons to visit Shelter Island

• Charming Beaches: Shelter Island features stunning beaches perfect for relaxation and romantic getaways.
• Outdoor Adventures: Engage in activities like golfing, kayaking, and exploring urban parks amidst picturesque landscapes.
• Rich Heritage: Visit the Shelter Island Historical Society to learn about the island's intriguing past.
• Scenic Ferry Rides: Enjoy breathtaking views while taking a scenic ferry ride to and from the island.
• Varied Accommodation: Choose from charming inns, guest houses, and pet-friendly options for a delightful stay.

Find great hotels near Shelter Island

Discover a charming array of hotel accommodation options on Shelter Island, New York. From intimate inns and delightful guest houses to agritourism properties and cosy bed & breakfasts, there's something for every traveller. Enjoy pet-friendly services and family-friendly amenities as you embark on a memorable adventure in this picturesque destination.

• Sound View Greenport: Situated merely 6.4km from Shelter Island, Sound View Greenport stands out as a family-friendly haven that embraces a beachside theme. With a commendable guest rating of 8.4 out of 10, this 3.5-star hotel offers direct access to the beach, making it an ideal choice for those craving sun and sand. The property is particularly accommodating for families, featuring amenities such as complimentary cribs and window guards for children’s safety. Additionally, pet lovers will appreciate the inclusive pet policy, allowing dogs and cats with certain conditions. Enjoy a relaxed and enjoyable atmosphere that caters to both human and furry companions alike.
• Sag Harbor Inn: Located 8.0km from Shelter Island, Sag Harbor Inn is a sophisticated option for business travellers, boasting an impressive guest rating of 9.4 out of 10. This 3.5-star lodging combines comfort with convenience, ensuring that guests can focus on their work while enjoying a pleasant environment. The inn’s modern amenities and professional atmosphere make it a suitable choice for those seeking a productive stay. With its proximity to local business hubs, it allows seamless transitions between work commitments and leisure, making it a versatile choice for discerning guests.
• The Harbor Front Inn: Just 4.8km from Shelter Island, The Harbor Front Inn offers a harmonious blend of business and leisure, earning a respectable guest rating of 8.8 out of 10. This 3.5-star property welcomes pets, ensuring that travelling with furry friends is a stress-free experience. The inn features a range of amenities that cater to both business travellers and holidaymakers, including facilities conducive to productivity as well as a warm, inviting atmosphere. Ideal for those seeking a balance between work and relaxation, The Harbor Front Inn is a delightful option for your stay.

Where to stay near Shelter Island

Experience the enchanting charm of Shelter Island, New York, where outdoor adventures and romantic beach getaways await. Explore the picturesque landscapes and historical sites, while indulging in family-friendly excursions and luxurious retreats. Just a stone's throw away, Long Island offers scenic attractions and vibrant neighbourhoods. Don't miss the breathtaking views at Sunset Beach, perfect for unwinding after a day of exploration. Your vacation here promises a delightful blend of relaxation and discovery.

• Hamptons: Situated 14.5km from Shelter Island, the Hamptons are renowned for their picturesque beaches and charming towns, making it a seasonal hotspot for tourists. Peak visitation occurs from June to August, attracting those seeking romantic getaways and outdoor adventures. Here, you can indulge in a variety of activities such as golfing and enjoying the local ski fields during the winter months. Notable landmarks include beautiful family-friendly beaches and serene lakes, offering a perfect blend of relaxation and recreation.
• Greenport: Located a mere 4.8km from Shelter Island, Greenport is a delightful town that embodies the spirit of coastal living. With its peak tourist season from June to August, visitors flock here for romantic outdoor experiences and stunning beachscapes. Greenport boasts a lively atmosphere with accessible golf courses, recreational areas, and an array of music concerts throughout the year. The town's attractions include inviting family beaches and well-maintained parks, making it an ideal spot for both relaxation and exploration.
• Sag Harbor: Just 8.0km away from Shelter Island, Sag Harbor is a charming city rich in maritime history and scenic beauty. It experiences a moderate influx of visitors, particularly from June to August, who are drawn to its outdoor activities and beachside allure. The area offers excellent golfing opportunities and a variety of ski venues during winter. Local attractions feature stunning beaches and tranquil lakes, perfect for families and couples seeking a romantic escape amid picturesque surroundings.

Things to do near Shelter Island

Shopping

Your shopping experience on Shelter Island includes local boutiques featuring unique gifts and artisanal souvenirs. If you're up for a drive, head to the nearby town of Greenport for a variety of charming shops and larger retail options to explore.

Recreation

Experience rejuvenation at the Shelter Island Spa, where you can indulge in soothing massages and holistic treatments amid serene surroundings. For outdoor enthusiasts, the nearby Mashomack Preserve offers picturesque trails for hiking and birdwatching, immersing you in nature's tranquillity.

Adventure

Experience the thrill of motor racing at Riverhead Raceway, located 35.4km from Shelter Island, featuring exciting races and a vibrant atmosphere. Alternatively, head to Waterford Speedbowl, 38.6km away, where you can enjoy competitive racing events amidst a lively sports vibe.

Nightlife

On Shelter Island, the Sunset Beach offers a relaxed vibe with beachside cocktails and stunning views. The American Legion Post 281 is a local favourite for live music and camaraderie, while the Shelter Island Yacht Club provides a more exclusive atmosphere for evening gatherings.

Booking tips and Expedia advantages for Shelter Island

For a budget-friendly trip to Shelter Island, consider visiting between January and March when hotel prices are at their lowest, particularly on Tuesdays. Avoid Saturdays for the most affordable stays. Use Expedia to customise your accommodation preferences and filter for the best deals, including flexible cancellation options. Look for package deals that combine hotels with flights and activities for greater savings. Enjoy free activities such as exploring the island's natural beauty and parks to keep costs down while making the most of your visit.

• The most and least expensive months on average to stay in a hotel: The hotel pricing in Shelter Island is moderately seasonal. The cheapest months to stay in Shelter Island are January to March, where the prices are moderately lower. This is in comparison to June to August, where prices are moderately higher.
• The most and least expensive days on average to stay in a hotel: The least expensive day to stay in Shelter Island is Tuesday. The most expensive day to stay in Shelter Island is Saturday.
• Find cheap hotels on Expedia: Utilise Expedia’s search tool to customise your preferences, such as your budget, desired location, and preferred type of accommodation. To discover the most affordable prices and offers, arrange the price filter from lowest to highest.
• Consider bundling your trip: You can enjoy significant savings by combining your Shelter Island hotel reservation with your flights and activities through an Expedia package.

Find the best attractions in and around Shelter Island

Shelter Island is perfect for outdoor and romantic beach vacations, boasting attractions like beaches, urban parks, and historic buildings. Visitors can indulge in diverse experiences that cater to beach lovers and culture enthusiasts alike. Notable points of interest include the Shelter Island Historical Society, offering insights into the island's rich heritage. With its serene environment and engaging activities, Shelter Island promises an unforgettable getaway.

• 67 Steps Beach: Located 6.4km from Shelter Island, 67 Steps Beach offers a serene coastal experience with its sandy shores and tranquil waters. The beach is perfect for a leisurely day under the sun, providing a relaxing atmosphere to unwind and enjoy the natural beauty of the surroundings.
• Gardiner's Bay Country Club: Nestled within Shelter Island, this golf course offers a delightful golfing experience amidst picturesque landscapes. With its well-maintained greens and stunning bay views, it provides an enjoyable challenge for golf enthusiasts and a chance to connect with nature.
• Mashomack Preserve: This urban park within Shelter Island is an excellent spot for families and outdoor lovers. Featuring diverse trails and scenic vistas, Mashomack Preserve invites exploration and appreciation of local wildlife and flora in a serene environment.

Best time to go to Shelter Island

The best time to visit Shelter Island is dependent on what kind of holiday you are seeking. August is its hottest month on average. At this time, visitor numbers are high and weather is mostly sunny with light rain. January is its coolest month on average. At this time, visitor numbers are average and weather is mostly sunny with light rain.

Calendar Month	Temperature	Precipitation	Cloudiness	Occupancy	Pricing
January	35.6°F (2.0°C)	Light Rain	Mostly Sunny	Average	Moderately Low
February	35.8°F (2.1°C)	Light Rain	Mostly Cloudy	Average	Moderately Low
March	39.7°F (4.3°C)	Light Rain	Mostly Sunny	Average	Moderately Low
April	47.5°F (8.6°C)	Light Rain	Mostly Sunny	Average	Average
May	55.8°F (13.2°C)	Light Rain	Mostly Sunny	Average	Average
June	64.9°F (18.3°C)	Light Rain	Mostly Sunny	High	Moderately High
July	73.0°F (22.8°C)	Light Rain	Mostly Sunny	High	Moderately High
August	73.4°F (23.0°C)	Light Rain	Mostly Sunny	High	Moderately High
September	68.2°F (20.1°C)	Light Rain	Mostly Sunny	Average	Average
October	59.7°F (15.4°C)	Light Rain	Mostly Sunny	Low	Average
November	49.6°F (9.8°C)	Light Rain	Mostly Sunny	Low	Average
December	42.1°F (5.6°C)	Light Rain	Mostly Cloudy	Low	Average

The nearest major airports for your trip to Shelter Island

Accessing Shelter Island is convenient via several major airports. New York's JFK Airport is approximately 130.4km away, with luxurious hotel options like The William Vale and Arlo Williamsburg, both 17.7km from the airport. LaGuardia Airport, situated 133.6km from Shelter Island, features upscale hotels such as Hilton Club The Quin and The Plaza, located just 5 to 9.7km from the airport. Alternatively, Hartford's Bradley International Airport is around 99.8km distant, offering comfortable stays at DoubleTree by Hilton, only 1.6km away. Each airport provides accessible transport options to various hotels, ensuring a smooth journey to your destination.