Find hotels in Shelter Island, NY from CA $109

Top reasons to visit Shelter Island

• Outdoor Adventures: Enjoy activities like paddle boarding, wind surfing, and golf amidst stunning landscapes.
• Picturesque Beaches: Relax on beautiful beaches with breathtaking waterfront views and serene atmospheres.
• Rich History: Explore historic buildings and immerse yourself in the local culture of Shelter Island.
• Art Scene: Discover a vibrant art scene with galleries and local exhibitions showcasing talent.
• Diverse Accommodations: Choose from budget-friendly options to luxurious stays, catering to all preferences.

Find great hotels in Shelter Island

Experience the charm of Shelter Island with a diverse selection of accommodations, from budget-friendly options to luxurious stays. Whether you're looking for a cozy bed and breakfast or a classic hotel, you'll find something to suit your needs. Enjoy pet-friendly, beach-themed, or adventure-oriented amenities that make your vacation memorable. Explore the best hotels in Shelter Island and make your getaway truly special.

• Sound View Greenport: Embrace the essence of coastal living at Sound View Greenport, a charming 3.5-star hotel located a mere 6.4km from Shelter Island. This property captures the spirit of a beach holiday, making it ideal for families and business travellers alike. Guests can enjoy direct beach access, allowing for sun-soaked days and serene sunsets. The hotel is equipped with business amenities such as meeting rooms and conference spaces, ensuring your professional needs are met. Additionally, families will appreciate thoughtful features like window guards and complimentary cribs, making this a safe and comfortable environment for children.
• The Harbor Front Inn: Located just 4.8km from Shelter Island, The Harbor Front Inn is a 3.5-star haven that welcomes both business and pet-loving travellers. This waterfront property is perfect for those who appreciate beautiful views and convenient access to local attractions. The hotel offers business services tailored to corporate needs, while its pet-friendly policy allows you to bring your furry companions along. With amenities for pets including in-room permissions and waived fees for service animals, you can enjoy a relaxing stay without leaving your beloved pets behind.
• Sag Harbor Inn: Just 8.0km from Shelter Island, Sag Harbor Inn is a 3.5-star property that caters to the needs of business travellers. This inn boasts well-equipped meeting rooms, making it an excellent choice for corporate retreats or gatherings. While it may not have the same leisure amenities as its counterparts, the Sag Harbor Inn is a quiet and focused environment for professionals seeking productivity during their stay. Enjoy the tranquil surroundings and easy access to local dining and attractions, ensuring a balanced mix of work and relaxation.

Where to stay in Shelter Island

Experience the enchanting charm of Shelter Island, where outdoor adventures meet romantic escapes. Explore the island's hidden gems, from tranquil beaches to breathtaking waterfront views. Discover the vibrant art scene and indulge in family-friendly excursions nearby. Don't miss the chance to unwind at the coolest island hideouts, offering stunning ocean views and a serene atmosphere. Whether you're seeking luxury or scenic beauty, Shelter Island promises an unforgettable getaway just a ferry ride away.

• Sag Harbor: Located approximately 8.0km from Shelter Island, Sag Harbor is a charming waterfront village that beautifully blends nautical heritage with contemporary culture. This city attracts visitors year-round, with peak seasons from June to August. Outdoor enthusiasts will revel in its picturesque beaches and parks, while couples seeking romance can enjoy sunset strolls along the waterfront. Popular activities include golfing and skiing in nearby areas, making it a versatile destination for nature lovers. Don’t miss the local landmarks, such as the family-friendly beaches and parks that offer a perfect backdrop for a day of relaxation.
• Greenport: Situated around 4.8km from Shelter Island, Greenport is a vibrant coastal town known for its lively atmosphere and rich maritime history. The town sees a moderate influx of tourists, especially between June and August, making it an ideal summer getaway. Visitors can explore outdoor activities, romantic seaside dining, and unique attractions like the local casino and music concerts. With its beautiful beaches and conference venues in close proximity, Greenport offers a mix of relaxation and entertainment that appeals to all types of travellers.
• East Hampton: Located 17.7km from Shelter Island, East Hampton is a prestigious destination known for its stunning beaches and upscale charm. The town experiences a highly seasonal tourism pattern, with peak periods in February and the summer months of July to August. Outdoor lovers can enjoy recreational areas and skiing opportunities, while romantic couples can bask in the serene beach atmosphere. Local landmarks, including family beaches and parks, provide ample opportunities for leisure and exploration, ensuring a memorable experience for every visitor.

Things to do in Shelter Island

Shelter Island offers a perfect blend of outdoor adventures and romantic getaways. Visitors can enjoy activities like paddle boarding, wind surfing, and playing a round of golf at its scenic courses. The island's coastal charms and opportunities for weekend getaways make it an ideal destination for those seeking relaxation and excitement alike. Whether you're exploring the beaches or indulging in the local casino, Shelter Island promises a memorable experience.

Shopping

For shopping in Shelter Island, visit the Greenport Farmers' Market, only 4.8km away, for local produce and crafts. BookHampton, located 8.0km away, offers a range of books and gifts. If you're up for a drive, The Style Bar, also 8.0km away, features trendy clothing and accessories.

Recreation

At Shelter Island Whale's Tail, enjoy a fun-filled mini golf experience perfect for families and adventurers alike. For golf enthusiasts, Noyac Golf Club offers a scenic course just 9.7km away. Alternatively, unwind in the relaxing atmosphere of Cedar Point County Park, located 8.0km from the island.

Adventure

Experience the thrill of Splish Splash Water Park, 24.8km from Shelter Island, with an array of water slides and family-friendly attractions. For hiking enthusiasts, the Walking Dunes Trailhead, located 19.7km away, offers scenic views and an adventurous trek through beautiful landscapes. Don't miss the excitement at Riverhead Raceway, 35.4km away, where you can enjoy thrilling motor racing events.

Nightlife

Experience the charm of Shelter Island's nightlife with a ride on the Greenport Carousel, perfect for families. For a cultural evening, enjoy a performance at Bay Street Theatre or Guild Hall, both offering a romantic and entertaining atmosphere just a short drive away.

Booking tips and Expedia advantages for Shelter Island

For a budget-friendly trip to Shelter Island, consider visiting free attractions like 67 Steps Beach, Kontokosta Winery, and Crescent Beach. Plan your visit during the off-peak months from January to March for lower hotel rates, and aim to book your stay on a Tuesday to save more. Use Expedia to filter for eco-certified accommodations and arrange your hotel, flights, and activities in a package for additional savings. Look for good rates and free night offers to make the most of your vacation without breaking the bank.

• 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: Utilize Expedia’s search tool to narrow down your preferences, such as budget, desired location, and the type of hotel you wish to stay in. For instance, selecting the "Eco-certified" filter will highlight sustainable and environmentally friendly accommodations currently available. To find the best prices and deals, simply arrange the price filter from lowest to highest.
• Consider bundling your trip: You can save some money by combining your Shelter Island hotel reservation with your flights and activities through an Expedia package.

Find the best attractions in Shelter Island

Shelter Island is perfect for outdoor and romantic getaways, offering stunning beaches, historic buildings, and urban parks. Visitors can immerse themselves in the local culture while enjoying activities like whale watching and exploring the beauty of Long Island. Whether you're seeking relaxation by the shore or a taste of history, Shelter Island has something for everyone to create lasting memories.

• 67 Steps Beach: A scenic spot only 6.4km from Shelter Island, 67 Steps Beach offers a relaxed atmosphere perfect for sunbathing and swimming. Its soft sands and gentle waves create an inviting beach vibe, ideal for families and couples alike.
• Sag Harbor Marine Park: Located 8.0km away, this marina provides ample opportunities for outdoor adventures. Enjoy activities like kayaking, fishing, or picnicking while taking in the stunning coastal views and beach ambiance.
• Railroad Museum of Long Island: Just 4.8km from Shelter Island, this cultural gem showcases the rich history of rail travel in the region. Explore fascinating exhibits and vintage trains that tell the story of Long Island's railway heritage.

Best time to go to Shelter Island

The best time to visit Shelter Island is dependant 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

When visiting Shelter Island, New York, you have several airport options. Islip, NY (ISP-MacArthur), situated 70.8km away, offers nearby hotels such as the 3.5-star Hyatt Regency Long Island and Jake's 58 Casino Hotel, both 6.4km from the airport. New Haven, CT (HVN-Tweed - New Haven Regional), located 51.5km away, features excellent accommodations like the 4-star Omni New Haven Hotel at Yale. For a closer option, East Hampton, NY (HTO) is only 14.5km away, with luxurious stays like the 5-star Mill House Inn. These hotels provide convenient access to their respective airports, ensuring a smooth travel experience to Shelter Island.