Find hotels in Shelter Island, NY from $93

Top reasons to visit Shelter Island

• Beautiful Beaches: Relax on stunning beaches like Shell Beach and Crescent Beach, perfect for sunbathing and swimming.
• Outdoor Activities: Enjoy various outdoor experiences including golfing, hiking, and water sports for all ages.
• Charming Marinas: Discover local marinas, ideal for boating and fishing enthusiasts looking to explore the waters.
• Historical Sites: Immerse yourself in the island's rich history through its unique landmarks and friendly local culture.
• Diverse Accommodations: Choose from cozy motels to luxurious resorts, catering to every traveler's preferences.

Find great hotels in Shelter Island

Discover a variety of hotel accommodation options on Shelter Island, New York, ranging from cozy motels to luxurious 5-star resorts. Whether you're seeking pet-friendly stays, beach-themed getaways, or business-friendly facilities, Shelter Island has something to suit every traveler's needs. Explore the best hotels and unique lodging experiences to make your vacation truly memorable.

• Microtel Inn & Suites by Wyndham Uncasville Casino Area: Located 31 miles from Shelter Island, Microtel Inn & Suites by Wyndham Uncasville Casino Area provides a professional ambiance ideal for business travelers. This hotel features essential amenities including a 24-hour business center, meeting rooms, and conference space, ensuring that you can conduct your business efficiently. Guests appreciate the comfortable accommodations and convenient access to nearby attractions, making it a suitable choice for those combining work with leisure.
• Spark by Hilton Mystic Groton: Situated 29 miles from Shelter Island, Spark by Hilton Mystic Groton offers a vibrant and family-friendly atmosphere. Perfect for adventure seekers, this hotel provides access to nearby thrilling activities such as hiking, snorkeling, and sailing. Families will appreciate the free crib availability, as well as the pet-friendly policies that welcome furry companions. The lively environment and diverse recreational options ensure an enjoyable stay for all ages.
• Hyatt Place Mystic: Just 29 miles from Shelter Island, Hyatt Place Mystic is an excellent choice for families, business travelers, and pet owners alike. This 3-star hotel boasts multiple meeting rooms and a 24-hour business center, catering to your professional needs. Families will find amenities like free cribs and child-friendly services, while pet owners can bring their dogs along with specific restrictions. The combination of comfort and versatility makes this hotel a great option for various travelers.

Discover the best areas to stay in Shelter Island

Experience the tranquil charm of Shelter Island, where outdoor adventures meet romantic escapes. Stroll along the island's waterfront, basking in the picturesque scenery that defines this small paradise. Nearby, explore the vibrant atmosphere of Rhode Island, perfect for family-friendly fun and budget-friendly delights. Discover the unique blend of historical sites and friendly locals that make Shelter Island a memorable destination for every traveler.

• Montauk: Located 21 miles from Shelter Island, Montauk is a charming coastal destination known for its stunning beaches and outdoor activities. The travel experience in Montauk is vibrant, especially during the summer months from June to August, when visitors flock to enjoy family-friendly beach days and recreational opportunities. Highlights include the scenic Montauk Point Lighthouse and the local golf courses. Whether you’re looking to gamble at the nearby casino or relax at a beach park, Montauk offers a perfect blend of adventure and relaxation.
• Greenport: Just 3 miles away from Shelter Island, Greenport is a picturesque village that combines romance and family fun. This lovely town experiences a moderate influx of travelers, particularly peaking from June to August. The travel experience is enriched by its charming waterfront, offering access to lovely beaches and resorts. Notable attractions include local events and conferences held at unique venues, making it an ideal spot for both leisure and special occasions. Greenport’s cozy atmosphere and beautiful views provide a memorable getaway.
• Mystic: Situated 28 miles from Shelter Island, Mystic is a vibrant city that offers a blend of outdoor activities, romance, and urban experiences. Though visitor numbers peak in the summer, the city welcomes travelers year-round. Mystic is famous for its maritime history, with must-visit attractions like the Mystic Seaport Museum and a bustling marina. The travel experience is enhanced by various entertainment options, including music concerts and local resorts. With its charming downtown and waterfront, Mystic is a delightful stop for tourists seeking culture and adventure.

Things to do in Shelter Island

Shelter Island offers a perfect blend of outdoor and beach activities, making it ideal for family fun and romantic getaways. Enjoy a round of golf, explore local marinas, or relax on the beautiful beaches. With recreational areas and a vibrant atmosphere, you'll find plenty of opportunities to create lasting memories in this charming destination.

Food and drinks

Kontokosta Winery offers delightful wines with a romantic atmosphere, perfect for a relaxing day. For a beachside meal, Indian Wells Beach serves a variety of dishes in a vibrant setting. Don't miss Wolffer Estates Vineyard for exquisite wines and entertainment under the stars.

Shopping

For a local shopping experience, visit the Greenport Farmers' Market, just 3 miles away, for fresh produce and unique finds. The Style Bar, located 5 miles away, offers stylish gifts and apparel. If you're up for a drive, check out Clinton Crossing Premium Outlets, 18 miles away, for great deals.

Recreation

Shelter Island Whale's Tail offers a fun-filled mini golf experience perfect for families, blending adventure and sports vibes. For a touch of luxury, Gardiner's Bay Country Club provides an exclusive atmosphere, while Island's End Golf and Country Club, located 4 miles away, invites you to enjoy outdoor sports in a beautiful setting.

Adventure

Experience the stunning natural beauty at Walking Dunes Trailhead, a scenic hiking trail located 16 miles from Shelter Island. Embark on an adventurous journey through picturesque landscapes, where you can immerse yourself in the tranquility of the outdoors while enjoying breathtaking views along the way.

Nightlife

Experience the charm of the Greenport Carousel, just 3 miles away, perfect for family fun. For a romantic evening, enjoy a show at Bay Street Theatre, located 5 miles away. If you're in the mood for adventure, head to Stay and Play LLC, 16 miles away for arcade excitement.

Booking tips and Expedia advantages for Shelter Island

To save money during your visit to Shelter Island, consider exploring free activities like Kontokosta Winery, 67 Steps Beach, and Mashomack Preserve. For accommodations, the best time to book is from November to January when hotel prices are lower compared to the peak summer months. Use Expedia's search tool to find budget-friendly options by sorting prices and filtering for eco-certified hotels. You can also save by bundling your hotel, flights, and activities through Expedia package deals and joining the One Key membership for exclusive discounts and rewards.

• 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 November to January, where the prices are moderately lower. This is in comparison to July to September, where prices are moderately higher.
• Find cheap hotels on Expedia: Expedia's search tool makes it easy for you to choose your budget, desired location, and additional preferences. You can organize your search results to display prices from lowest to highest, ensuring you find the most affordable hotel options first. Furthermore, you have the ability to refine your choices by hotel type; for instance, selecting the "Eco-certified" filter will show you sustainable and environmentally-friendly hotels that you can book.
• Consider bundling your trip: You can save money by combining your Shelter Island hotel reservation with your flights and activities through an Expedia package deal.
• 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 Shelter Island

Ideal for outdoor and romantic getaways, Shelter Island offers beautiful beaches, stunning gardens, and outdoor experiences. Visitors can explore attractions like Shell Beach and Crescent Beach, while also enjoying the charm of nearby Sag Harbor. Don’t miss the opportunity to relax at the local marina and discover the natural beauty of the area, making it a perfect destination for those seeking both culture and adventure.

• Sag Harbor Marine Park: Just 5 miles from Shelter Island, this vibrant marina offers adventure and outdoor activities. Enjoy kayaking, paddleboarding, or simply relaxing by the water while soaking in the beach vibes and stunning views of the harbor.
• 67 Steps Beach: Located 4 miles away, this serene beach features 67 wooden steps leading down to a sandy paradise. It's the perfect spot to unwind, sunbathe, or take a refreshing swim, all while enjoying the peaceful atmosphere and picturesque scenery.
• Mashomack Preserve: Nestled within Shelter Island, this urban park is ideal for families and outdoor enthusiasts. Explore its trails, spot wildlife, and enjoy the diverse landscapes, all while experiencing a blend of city and nature vibes.

Best time to go to Shelter Island

The best time to visit Shelter Island can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in Shelter Island falls in August, when visitor numbers are high and weather is mostly sunny with light rain. The coolest average temperature in Shelter Island falls in January, 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	Average
March	39.7°F (4.3°C)	Light Rain	Mostly Sunny	Average	Average
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	Average
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	Moderately High
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	Moderately Low
December	42.1°F (5.6°C)	Light Rain	Mostly Cloudy	Low	Moderately Low

The nearest major airports for your trip to Shelter Island

To reach Shelter Island, you have several airport options. Islip, NY (ISP-MacArthur) is 44 miles away, with nearby hotels like the 3.5-star Hyatt Regency Long Island and Jake's 58 Casino Hotel, both 4 miles from the airport. New Haven, CT (HVN-Tweed - New Haven Regional) is 32 miles away, offering excellent accommodations such as the 4-star Omni New Haven Hotel at Yale and Graduate by Hilton New Haven, each 3 miles from the airport. For closer access, East Hampton, NY (HTO) is only 9 miles away, featuring the 5-star Mill House Inn and the 4.5-star Topping Rose House, both situated just 3 miles from the airport.