Find hotels in Shelter Island, NY from $75

Top reasons to visit Shelter Island

• Stunning Beaches: Shelter Island features pristine beaches perfect for relaxation and water activities.
• Outdoor Adventures: Explore hiking, golfing, and wildlife spotting in the island's scenic natural landscapes.
• Romantic Getaway: Enjoy a tranquil atmosphere ideal for couples looking for a peaceful retreat.
• Historic Charm: Visit charming neighborhoods and historic buildings that reflect the island's rich culture.
• Delightful Accommodations: Choose from a variety of cozy stays, including bed and breakfasts and pet-friendly options.

Find great hotels near Shelter Island

Discover a range of delightful accommodations on Shelter Island, New York, perfect for every type of traveler. From charming bed and breakfasts to inviting agritourism properties, you’ll find pet-friendly options and family-friendly experiences that enhance your stay. Whether you’re seeking luxury or a cozy retreat, Shelter Island boasts some of the best hotels to make your vacation unforgettable.

• Sound View Greenport: Located just 4 miles from Shelter Island, Sound View Greenport is a 3.5-star hotel that caters to families, business travelers, and pet owners alike. This hotel features a business-friendly atmosphere with amenities like conference space and a meeting room, ensuring that your work needs are met while away from home. Families will appreciate the thoughtful features for children, including complimentary cribs and window guards for added safety. Additionally, the property is pet-friendly, allowing dogs and cats with specific policies in place. Enjoy a blend of leisure and practicality during your stay at this charming hotel.
• Sag Harbor Inn: Situated 5 miles from Shelter Island, Sag Harbor Inn offers a cozy retreat for business travelers seeking a peaceful environment. This 3.5-star hotel is equipped with essential business amenities, including a meeting room, perfect for small conferences or professional gatherings. The inn's tranquil setting provides a serene escape after a busy day, while its proximity to local attractions makes it an ideal base for exploring the beautiful Sag Harbor area. Experience comfort and convenience in this welcoming atmosphere.
• The Harbor Front Inn: Just 3 miles from Shelter Island, The Harbor Front Inn is a delightful 3.5-star hotel that combines a business-friendly environment with pet-friendly accommodations. Ideal for travelers who wish to bring their furry friends along, the inn permits pets in rooms and allows dogs on the property. With business amenities available, including meeting facilities, guests can seamlessly blend work and leisure. Enjoy stunning views and a relaxing atmosphere while exploring the vibrant surroundings of this charming inn.

Where to stay near Shelter Island

Escape to Shelter Island for a memorable getaway that offers a perfect blend of scenic beauty and historical charm. Enjoy peaceful days on pristine beaches, explore family-friendly neighborhoods, and savor stunning water views. Nearby Long Island provides additional excursions for outdoor enthusiasts. Whether you seek relaxation or adventure, Shelter Island promises a romantic and tranquil retreat, making it an ideal destination for your next vacation.

• Hamptons: Located 9 miles away from Shelter Island, the Hamptons are renowned for their stunning beaches and vibrant summer scene. This upscale destination sees a surge of visitors from June to August, drawn by its romantic atmosphere, outdoor adventures, and lively social events. Popular activities include golfing on picturesque courses, attending music concerts, and relaxing at luxurious resorts. Local landmarks like family-friendly beaches and serene lakes provide a perfect backdrop for relaxation and recreation, making the Hamptons an ideal spot for both couples and families alike.
• Greenport: Just 3 miles from Shelter Island, Greenport is a charming seaside village that offers a delightful mix of outdoor and romantic experiences. With peak travel from June to August, visitors flock here to enjoy the beautiful beaches and participate in various outdoor activities. The vibrant local scene includes golf courses, live music events, and inviting resorts. Attractions like family beaches and event conference venues add to Greenport's appeal, making it a perfect destination for those seeking both adventure and relaxation.
• Sag Harbor: Situated 5 miles from Shelter Island, Sag Harbor is a picturesque town rich in history and culture. It attracts visitors seasonally, especially during the summer months, who come for its beautiful beaches, outdoor pursuits, and romantic settings. Guests can indulge in golfing, skiing, or simply enjoying the scenic parks and family beaches nearby. With its charming waterfront and bustling local shops, Sag Harbor offers a unique blend of relaxation and adventure that makes it a must-visit on your vacation.

Things to do in and around Shelter Island

Shelter Island, New York, is perfect for outdoor and romantic getaways, offering a range of activities like golfing and skiing. Visitors can enjoy memorable stays, vibrant nightlife, and live music while exploring the island's stunning beaches. Outdoor enthusiasts can spot wildlife and indulge in various experiences amidst the natural beauty. Whether you're looking for relaxation or adventure, Shelter Island has something for everyone.

Shopping

The Greenport Farmers' Market, located 3 miles away, offers a vibrant local atmosphere with fresh produce and unique finds. For fashion and accessories, visit The Style Bar and BookHampton, both situated 5 miles away, featuring stylish apparel and a charming selection of books.

Recreation

Enjoy a fun-filled day at Shelter Island Whale's Tail, where you can play mini-golf in a family-friendly atmosphere. For a more tranquil experience, visit Cedar Point County Park to unwind amidst nature and rejuvenate your spirit with serene trails and beautiful waterfront views.

Adventure

Experience the thrills of Splish Splash Water Park, located 23 miles away, featuring exciting water slides and family-friendly attractions. Explore the scenic Walking Dunes Trailhead, 16 miles away, for an adventurous hike amidst stunning landscapes. For adrenaline seekers, Riverhead Raceway, 22 miles away, offers exhilarating motor racing excitement.

Nightlife

Experience the charm of Shelter Island's nightlife by visiting the nearby Greenport Carousel for a whimsical outdoor vibe. For a blend of culture and romance, enjoy a show at Bay Street Theatre or Guild Hall, both offering lively entertainment perfect for families and couples alike.

Booking tips and Expedia advantages for Shelter Island

To save money on your trip to Shelter Island, consider visiting from January to March when hotel prices are lowest, with Tuesdays offering the best rates. Use Expedia to compare prices and filter for eco-friendly hotels. Combine your hotel, flights, and activities in a package for additional savings, and join the One Key membership for exclusive discounts. Explore free activities on the island, and utilize public transport or biking to keep travel costs down. This way, you can enjoy a budget-friendly vacation while experiencing all that Shelter Island has to offer.

• 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: Expedia's search tool enables you to set your budget, choose your desired location, and more. You can easily arrange the results to display prices from lowest to highest, ensuring you find the most affordable hotels first. Additionally, you have the option to refine your search by hotel type; for instance, selecting the Eco-certified filter will showcase sustainable and environmentally-friendly hotels that are available for booking.
• Consider bundling your trip: You can save money by combining your Shelter Island hotel reservation with your flights and activities through an Expedia package.
• Become a One Key member: Join Expedia's One Key membership program for exclusive discounts and deals on hotel bookings. You can also earn OneKeyCash to use on future selected hotels.

Find the best attractions in and around Shelter Island

Shelter Island is an ideal destination for outdoor enthusiasts and couples seeking a romantic getaway. Explore beautiful beaches, historic buildings, and urban parks that cater to visitors interested in culture and family experiences. Don't miss iconic spots like Sunset Beach and the opportunity to see whales. A visit to Shelter Island promises a perfect blend of relaxation and adventure, making it a memorable vacation spot.

• 67 Steps Beach: Located 4 miles from Shelter Island, 67 Steps Beach offers a serene escape with its sandy shores and tranquil ocean vibes, perfect for sunbathing, swimming, or simply enjoying the scenery.
• Gardiner's Bay Country Club: Situated within Shelter Island, this golf course country club provides a unique golfing experience with beautifully manicured greens, stunning bay views, and a welcoming atmosphere for both novice and seasoned golfers.
• Orient Point County Park: About 8 miles from Shelter Island, this urban park features family-friendly activities, walking trails, and picnic areas, making it an ideal spot for outdoor enthusiasts and those looking to enjoy a day in nature.

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

To reach Shelter Island, you can fly into several nearby airports. Islip, NY (ISP-MacArthur) is 44 miles away, with convenient hotel options like Hyatt Regency Long Island and Radisson Hotel Hauppauge-Long Island, both accessible from the airport. New Haven, CT (HVN-Tweed - New Haven Regional) is 32 miles distant, featuring hotels such as The Blake Hotel and Graduate by Hilton New Haven, all within 3 miles of the airport. For closer access, East Hampton, NY (HTO) is just 9 miles away, offering luxury at Mill House Inn and Topping Rose House, both situated 3 miles from the airport, ensuring a smooth transition to your Shelter Island getaway.