Find hotels in Shelter Island, NY from NT$2,855

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Compare 4,686 hotels, room rates, hotel reviews and availability. Most hotels are fully refundable.

Montauk Manor

3.5 star property
Montauk
9.2 out of 10, Wonderful, (1265)
"Great ambience. Very kind and friendly service. Wonderful luxe suite. Very homey and cozy. I really enjoyed my stay here. Just lovely. "
United States
Violet
The price is NT$4,352
NT$5,586 total
includes taxes & fees
Dec 17 - Dec 18
Montauk Manor

Gurney's Montauk Resort & Seawater Spa

4.0 star property
Montauk
8.2 out of 10, Very Good, (694)
"Beautiful view and accomodations. Enjoyed the bathhouse and hotel amenities"
United States
Alex
The price is NT$7,912
NT$10,799 total
includes taxes & fees
Dec 9 - Dec 10
Gurney's Montauk Resort & Seawater Spa

Saybrook Point Resort & Marina

3.5 star property
Old Saybrook Center
9.4 out of 10, Exceptional, (1014)
"Excellent food, in addition to friendly and helpful staff."
United States
marybeth
The price is NT$9,702
NT$11,942 total
includes taxes & fees
Dec 17 - Dec 18
Saybrook Point Resort & Marina

Water's Edge Resort & Spa

3.5 star property
Westbrook Center
8.8 out of 10, Excellent, (1008)
"We love the stay everything was perfect"
United States
angelica
The price is NT$5,033
NT$6,329 total
includes taxes & fees
Dec 7 - Dec 8
Water's Edge Resort & Spa

Hampton Bays Hotel on Main

2.0 star property
Hampton Bays
7.2 out of 10, Good, (69)
"Needed a last minute place to stay and this was PERFECT!! Reasonably priced and the owner is lovely. The rooms have everything you need and there’s a bar on the property where you can play pool and have an after-dinner drink. Highly recommend!"
United States
Olivia
Hampton Bays Hotel on Main

Offshore Montauk

2.0 star property
Montauk
9.4 out of 10, Exceptional, (73)
"Excellent stay! Gorgeous views, very clean rooms, helpful staff and beautifully done. Will stay again!"
United States
Erica
The price is NT$2,552
NT$4,709 total
includes taxes & fees
Dec 17 - Dec 18
Offshore Montauk

Pier Blue Inn Old Saybrook - Essex

2.0 star property
Saybrook Manor
8.0 out of 10, Very Good, (1000)
"A welcoming place with some nice touches."
United States
Leslie
The price is NT$2,483
NT$2,855 total
includes taxes & fees
Dec 16 - Dec 17
Pier Blue Inn Old Saybrook - Essex

The Harbor Front Inn

3.5 star property
Greenport
8.8 out of 10, Excellent, (539)
"Awesome stay!!! Great Location "
United States
Bryan
The price is NT$3,275
NT$5,278 total
includes taxes & fees
Dec 29 - Dec 30
The Harbor Front Inn

Zey Hotel

3.5 star property
Greenport
9.2 out of 10, Wonderful, (290)
"Loved this place. Lots of places to relax and play games. Super-friendly staff. Can't wait to go back b"
United States
Susie
Zey Hotel

The Atlantic Hotel

2.5 star property
Southampton
7.2 out of 10, Good, (973)
"Great hotel for a quick stay - very friendly staff"
United States
Dianne
The Atlantic Hotel

Madison Beach Hotel

4.0 star property
Madison Center
9.4 out of 10, Exceptional, (339)
"The Spa was wonderful and the staff was attentive and helpful. "
United States
Emma
The price is NT$7,706
NT$8,862 total
includes taxes & fees
Dec 9 - Dec 10
Madison Beach Hotel

Quality Inn Old Saybrook - Westbrook

2.5 star property
Old Saybrook
7.8 out of 10, Good, (1015)
"Staff was kind. Easy, comfortable stay."
United States
Jake
The price is NT$3,176
NT$3,652 total
includes taxes & fees
Dec 9 - Dec 10
Quality Inn Old Saybrook - Westbrook

The Hampton Maid

2.5 star property
Hampton Bays
9.0 out of 10, Wonderful, (687)
"Great place to stay"
United States
Mitchell
The price is NT$8,901
NT$10,169 total
includes taxes & fees
Dec 5 - Dec 6
The Hampton Maid

Hamlet Inn

2.0 star property
Southampton
8.6 out of 10, Excellent, (439)
"Great weekend stay! staff was super kind and property was beautiful! "
United States
Chyanne
The price is NT$3,083
NT$3,985 total
includes taxes & fees
Dec 5 - Dec 6
Hamlet Inn

The Bentley Hotel Southampton

2.0 star property
Southampton
9.6 out of 10, Exceptional, (388)
"great cost-effective option; room was very spacious and clean."
United States
Isadora
The price is NT$3,690
NT$4,247 total
includes taxes & fees
Dec 23 - Dec 24
The Bentley Hotel Southampton

Sound View Greenport

4.0 star property
Greenport
8.6 out of 10, Excellent, (596)
"Staff was amazing , room clean view phenomenal "
United States
Denise
The price is NT$5,033
NT$7,287 total
includes taxes & fees
Dec 7 - Dec 8
Sound View Greenport

Sag Harbor Inn

3.5 star property
Sag Harbor
9.4 out of 10, Exceptional, (570)
"We had lovely stay, the staff was knowledgeable, efficient, and friendly. Will visit again! "
United States
Lori
The price is NT$6,075
NT$6,941 total
includes taxes & fees
Dec 4 - Dec 5
Sag Harbor Inn

Hero Beach Club

4.0 star property
Montauk
9.0 out of 10, Wonderful, (201)
"Great weekend trip "
United States
Timothy
The price is NT$4,683
NT$8,542 total
includes taxes & fees
Dec 4 - Dec 5
Hero Beach Club

Hyatt Place Long Island East End

3.0 star property
Riverhead
9.2 out of 10, Wonderful, (1004)
"Our room had a great view of the river and marina. we also loved the seating area in the room. Very comfortable"
United States
Helen
The price is NT$3,645
NT$4,165 total
includes taxes & fees
Dec 21 - Dec 22
Hyatt Place Long Island East End

The Sagaponack

3.0 star property
Wainscott
8.8 out of 10, Excellent, (210)
"Clean & amenities, staff friendly Thank you "
United States
Archil
The price is NT$4,775
NT$6,711 total
includes taxes & fees
Dec 7 - Dec 8
The Sagaponack
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Where to stay in Shelter Island

Find the best Shelter Island areas and neighborhoods for the activities you enjoy most.

Silver Beach

While Silver Beach might not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Sunset Beach and Crescent Beach.

Coecles Harbor

When in Coecles Harbor, you can plan a visit to Gardiner's Bay Country Club and Shelter Island Historical Society, some noteworthy sights in the nearby area.

Menantic Creek

If you're looking for some top things to see and do in Menantic Creek and surrounding area, you can visit Shelter Island Historical Society and Sunset Beach.

Shorewood

While there might not be top attractions in Shorewood, you can explore the larger area and discover places like Mashomack Preserve and Shelter Island Historical Society.

Hay Beach

Hay Beach might not have many top sights, but Gardiner's Bay Country Club and Greenport Carousel are two attractions nearby that you can check out.

Stay near popular Shelter Island attractions

Learn more about Shelter Island

Nestled between Long Island's forks, this serene island offers pristine beaches and kayaking through Mashomack Preserve's coastal wetlands. Rent bikes to explore historic mansions and stop at Sunset Beach for seafood with spectacular evening views across Shelter Bay.

Central Park summer

Top Shelter Island Hotel Reviews

More cheap stays in Shelter Island

Hotels in Shelter Island with star-rating

Find out more about Shelter Island

Top reasons to visit Shelter Island

  • Stunning Beaches: Shelter Island boasts beautiful beaches and scenic landscapes, perfect for relaxation and outdoor activities.
  • Outdoor Adventures: Enjoy wildlife spotting, leisurely beach strolls, and various outdoor pursuits in a serene setting.
  • Vibrant Nightlife: Experience live music and a lively atmosphere, ideal for a romantic evening out.
  • Rich Cultural Experiences: Explore historic buildings and charming neighborhoods that reflect the island's unique heritage.
  • Diverse Accommodations: Choose from cozy bed & breakfasts to luxurious hotels, catering to every traveler's needs.

Find great hotels near Shelter Island

Discover the charm of Shelter Island with a variety of accommodation options tailored to your needs. From cozy bed & breakfasts to luxurious stays, the area offers pet-friendly and family-friendly hotels perfect for an adventurous getaway. Whether you seek a quaint agritourism property or the best luxury accommodations, Shelter Island has something for everyone to enjoy a memorable vacation experience.

  • Sound View Greenport: Nestled 6.4km from Shelter Island, Sound View Greenport is an ideal choice for families and business travelers seeking a beach getaway. This 3.5-star hotel boasts direct access to a beautiful sandy beach, perfect for sunbathing and water activities. Families will appreciate the child-friendly amenities, including free cribs and window guards for safety. With its serene atmosphere and proximity to local attractions, it offers a comfortable retreat for both relaxation and productivity.
  • The Harbor Front Inn: Located just 4.8km from Shelter Island, The Harbor Front Inn is a 3.5-star hotel that welcomes pets, making it a great choice for travelers who prefer to bring their furry friends along. Offering amenities such as permitted in-room pets and a waived fee for service animals, this inn strikes a balance between comfort and convenience. Business travelers will find the location and services suited to their needs, while the scenic waterfront views add a charming touch to any stay.
  • Sag Harbor Inn: Situated 8.0km from Shelter Island, Sag Harbor Inn is a 3.5-star property that caters primarily to business travelers. With its strategic location, guests can easily access local corporate hubs and enjoy a peaceful retreat after a busy day. The inn provides essential amenities and comfortable accommodations, ensuring a productive and pleasant stay. Its proximity to Sag Harbor's vibrant dining and shopping scene makes it a convenient base for exploring the area.

Where to stay near Shelter Island

Escape to Shelter Island, a serene destination perfect for a romantic beach vacation or a peaceful getaway. Explore its stunning water views and scenic landscapes, ideal for outdoor adventures. Nearby Long Island offers family-friendly excursions and a relaxing atmosphere, making it a memorable spot for travelers. Discover the rich history and charming neighborhoods that make Shelter Island a unique retreat, ensuring your trip is filled with unforgettable experiences.

  • Hamptons: A mere 14.5km from Shelter Island, the Hamptons is a quintessential summer getaway known for its stunning beaches and vibrant social scene. This area attracts visitors primarily during the peak months of June to August, making it a bustling hub for beach lovers and outdoor enthusiasts. In addition to sunbathing on pristine shores, you can enjoy activities like golfing, attending music concerts, and exploring recreational areas. Local landmarks such as family-friendly beaches and serene lakes make it a perfect spot for romantic strolls and family outings.
  • Greenport: Located just 4.8km from Shelter Island, Greenport is a charming village with a rich maritime history. This destination sees a moderate influx of travelers, particularly from June to August. Known for its outdoor adventures and romantic atmosphere, Greenport offers visitors a variety of activities, including golf, music concerts, and leisurely days at the beach. With beautiful parks and family beaches nearby, it’s an ideal location for those looking to unwind and soak up the picturesque surroundings.
  • Sag Harbor: Only 8.0km from Shelter Island, Sag Harbor is a historic whaling village that combines coastal charm with artistic flair. This city experiences a seasonal flow of visitors, with the summer months being the most popular. Outdoor lovers will appreciate the beautiful beaches and recreational opportunities, while couples can enjoy the romantic ambiance. Golfing and winter sports add to the variety of activities available, and local attractions like lighthouses and family beaches provide memorable experiences for all ages.

Things to do in and around Shelter Island

Shelter Island is perfect for a romantic beach getaway, offering a range of outdoor activities. Visitors can enjoy memorable stays, vibrant nightlife, and live music, along with opportunities to explore the natural beauty of the area. Outdoor experiences abound, from wildlife spotting to leisurely beach strolls, making it an ideal destination for relaxation and adventure alike.

Shopping

The Greenport Farmers' Market, 4.8km from Shelter Island, offers a vibrant local shopping experience with fresh produce and artisan goods. The Style Bar and BookHampton, both 8.0km away, provide unique fashion and literary finds. If you're up for a drive, check out additional shops in nearby towns.

Recreation

Shelter Island Whale's Tail offers a fun-filled mini golf experience perfect for families, featuring adventurous themes and sports vibes. For golf enthusiasts, Noyac Golf Club, located 9.7km away, provides an outdoor sporting atmosphere. Meanwhile, Cedar Point County Park, 8.0km away, invites you to unwind in a tranquil, relaxing setting.

Adventure

Splish Splash Water Park, located 37.0km from Shelter Island, offers thrilling water slides and wave pools for an exhilarating day of fun. For a scenic adventure, explore the Walking Dunes Trailhead, situated 25.7km away, featuring stunning landscapes and outdoor exploration. Don't miss the excitement at Riverhead Raceway, 35.4km away, for adrenaline-pumping motor racing experiences.

Nightlife

Experience the enchanting Greenport Carousel just 4.8km away for family-friendly fun. For a romantic evening, catch a show at Bay Street Theatre or Guild Hall, both offering captivating performances just 5 and 17.7km away, respectively, in a vibrant cultural atmosphere.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Booking tips and Expedia advantages for Shelter Island

To save money on your trip to Shelter Island, visit between January and March for the lowest hotel rates, and consider booking your stay on a Tuesday. Avoid Fridays for the highest prices. Use Expedia to find deals by filtering for your budget and preferences, and look for Eco-certified hotels for sustainable options. Combining your hotel, flight, and activities into one package can lead to great savings. Lastly, explore the island on foot to enjoy free activities and avoid transportation costs.

  • 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 Friday.
  • Find cheap hotels on Expedia: Utilize Expedia's search tool to tailor your results according to your preferences, such as your budget, desired location, and the type of hotel you're looking for. For instance, selecting the Eco-certified option will highlight sustainable and environmentally friendly hotels that are 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 money 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 a romantic beach vacation, offering a range of outdoor activities and cultural experiences. Visitors can explore beautiful beaches, urban parks, and historic buildings, making it ideal for families and culture enthusiasts alike. Don't miss the chance to see the Shelter Island whale and enjoy the stunning views at Sunset Beach. This charming destination is sure to provide unforgettable memories for all who visit.

  • 67 Steps Beach: Located 6.4km from Shelter Island, 67 Steps Beach offers a relaxing seaside experience. With its picturesque views and tranquil atmosphere, it's perfect for sunbathing, swimming, and enjoying the natural beauty of the coastline.
  • Orient Point County Park: About 12.9km away, this urban park is ideal for families and outdoor enthusiasts. It features walking trails, picnic areas, and stunning views of the Long Island Sound, making it a great spot for a day of fun and relaxation in a natural setting.
  • Gardiner's Bay Country Club: Situated within Shelter Island, this country club offers a scenic golf course experience. Enjoy a round of golf surrounded by beautiful landscapes and take advantage of the club’s amenities for a perfect day out.

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.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January35.6°F (2.0°C)Light RainMostly SunnyAverageModerately Low
February35.8°F (2.1°C)Light RainMostly CloudyAverageModerately Low
March39.7°F (4.3°C)Light RainMostly SunnyAverageModerately Low
April47.5°F (8.6°C)Light RainMostly SunnyAverageAverage
May55.8°F (13.2°C)Light RainMostly SunnyAverageAverage
June64.9°F (18.3°C)Light RainMostly SunnyHighModerately High
July73.0°F (22.8°C)Light RainMostly SunnyHighModerately High
August73.4°F (23.0°C)Light RainMostly SunnyHighModerately High
September68.2°F (20.1°C)Light RainMostly SunnyAverageAverage
October59.7°F (15.4°C)Light RainMostly SunnyLowAverage
November49.6°F (9.8°C)Light RainMostly SunnyLowAverage
December42.1°F (5.6°C)Light RainMostly CloudyLowAverage

The nearest major airports for your trip to Shelter Island

Traveling to Shelter Island, New York, offers several airport options. New Haven, CT (HVN-Tweed - New Haven Regional) is 51.5km away, with nearby hotels such as the Omni New Haven Hotel at Yale, The Blake Hotel, and Graduate by Hilton New Haven, all 4.8km from the airport. East Hampton, NY (HTO) is only 14.5km away, featuring the luxurious Mill House Inn, Topping Rose House, and The Roundtree, Amagansett, each within 9.7km. Additionally, Fishers Island, NY (FID-Elizabeth Field) is 33.8km away, with accommodations like Mystic Marriott Hotel and Spa, Whitehall Mansion Inn, and Ocean House, all located within 16.1km of the airport.

Frequently asked questions

Where is the best place to stay in Shelter Island?
Located 18.4 mi (29.7 km) from the heart of Shelter Island, Gurney's Montauk Resort & Seawater Spa is a top choice for your stay based on our traveler data. Other good choices for your trip to the area are Montauk Blue Hotel and Sound View Greenport. See all available top hotels, or vacation rentals in Shelter Island.
If I need to cancel my hotel reservation in Shelter Island, will I receive a refund?
Yes, the majority of hotel room reservations are fully refundable as long as you cancel before the accommodation's cancellation deadline, which is often 24 or 48 hours before your scheduled arrival. If you booked a non-refundable reservation, you might be able to still cancel and get a refund within a 24-hour period of your booking. Filter your search by fully refundable to find flexible hotel deals in Shelter Island.
Where can I learn more about changing or cancelling my trip to Shelter Island?
For additional details about picking new dates or cancelling your trip to Shelter Island, click here.
What's the best pet-friendly accommodation in Shelter Island?
Sunset Beach Hotel is a top hotel for people traveling with their pets, and offers a restaurant and free WiFi for its human guests. See more pet-friendly hotel accommodations in Shelter Island.
Where is the best hotel to stay with easy access to Mashomack Preserve?
The Harborfront Inn is one of the top choices for your stay based on our traveler data, and this 3.5-star hotel offers free breakfast and a 24-hour fitness center. It's located 3.7 mi (6 km) from Mashomack Preserve.
What about the best place to stay near Havens House?
One of the top choices for your stay is The Harborfront Inn, located 3.1 mi (4.9 km) from Havens House, and this 3.5-star hotel offers free breakfast and a 24-hour fitness center.
What's the best place to stay near the beach in Shelter Island?
Sunset Beach Hotel is a top beachfront hotel with free WiFi and free parking, and it's located on Sunset Beach. See more stays near the beach in Shelter Island.
What are some accommodations with pools in Shelter Island?
Gurney's Montauk Resort & Seawater Spa: Features a seasonal outdoor pool, an indoor pool, and a private beach. Montauk Blue Hotel and Sound View Greenport are a couple of other choices that feature an onsite pool. View all hotels with pools in Shelter Island.
What is the best accommodation for staying close to John F. Kennedy International Airport (JFK)?
Holiday Inn Express Kennedy Airport is a popular hotel, featuring free breakfast and free WiFi. It's located a short 1.5 mi (2.5 km) from John F. Kennedy Intl. Airport. Other options near the airport are Fairfield Inn by Marriott JFK Airport and Radisson Hotel JFK Airport.
What's it like to stay in Shelter Island?
Visitors can enjoy all that Shelter Island has to offer including the parks, beaches, and museums. This city also attracts tourists with its scenic landscape. In Shelter Island, there are 96 hotels and other accommodations to choose from. Find out more about Shelter Island.
What should I see while I'm in Shelter Island?
Natural beauty is on display at Sunset Beach, Mashomack Preserve, and Crescent Beach. A couple of additional sights to add to your agenda are Shelter Island Historical Society and Shelter Island Whale's Tail. Check out what more to see and do in Expedia's Shelter Island guide.
What's the weather like in Shelter Island?
The hottest months are usually August and July with an average temp of 70°F, while the coldest months are January and February with an average of 38°F. Average annual precipitation for Shelter Island is 57 inches.

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