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Our top choices for Shelter Island hotels

Clinton Motel

Clinton Motel
2.5 star property
Clinton
8.6 out of 10, Excellent, (309 reviews)
"Just all around great place"
United States
Stanley
The price is SAR 289
SAR 332 total
includes taxes & fees
13 May - 14 May
Clinton Motel

North Fork Cottages & RV Resort

North Fork Cottages & RV Resort
3.0 star property
Greenport
8.8 out of 10, Excellent, (13 reviews)
"Great stay & great staff!"
United States
James
The price is SAR 763
SAR 871 total
includes taxes & fees
18 May - 19 May
North Fork Cottages & RV Resort

Lamplighter Motel - Clinton, Connecticut

Lamplighter Motel - Clinton, Connecticut
2.5 star property
Clinton
6.4 out of 10, (233 reviews)
"Motel is old but everything works and it was quiet which is all I was looking for."
United States
Edward
The price is SAR 259
SAR 298 total
includes taxes & fees
13 May - 14 May
Lamplighter Motel - Clinton, Connecticut

The Niantic Inn

The Niantic Inn
2.5 star property
Niantic
9.2 out of 10, Wonderful, (159 reviews)
"Great place."
United States
Joshua
The price is SAR 711
SAR 818 total
includes taxes & fees
17 May - 18 May
The Niantic Inn

Shorewood Inn

Shorewood Inn
2.5 star property
Riverhead
8.4 out of 10, Very Good, (748 reviews)
"Very reliable staff, clean property, and reliable wifi and amenities. Perfect for a weekend getaway or family trip perfect location to do many things."
United States
Jarrell
The price is SAR 351
SAR 401 total
includes taxes & fees
19 May - 20 May
Shorewood Inn

Liberty Inn

Liberty Inn
2.0 star property
Old Saybrook
7.6 out of 10, Good, (647 reviews)
"This hotel is nearly on 95. Super busy traffic noise all night. I would not stay here again."
United States
Lisa
The price is SAR 371
SAR 427 total
includes taxes & fees
13 May - 14 May
Liberty Inn

Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex
2.0 star property
Saybrook Manor
8.0 out of 10, Very Good, (1,008 reviews)
"Good location"
United States
Ashley
The price is SAR 297
SAR 342 total
includes taxes & fees
20 May - 21 May
Pier Blue Inn Old Saybrook - Essex

Econo Lodge Inn & Suites Old Saybrook Westbrook

Econo Lodge Inn & Suites Old Saybrook Westbrook
2.0 star property
Old Saybrook
7.2 out of 10, Good, (473 reviews)
"The room was clean and comfortable. The Ac unit worked well. I was able to get a good nights sleep. Although I didn't need to use them, there were plenty of shops nearby."
United States
Robert
The price is SAR 302
SAR 347 total
includes taxes & fees
18 May - 19 May
Econo Lodge Inn & Suites Old Saybrook Westbrook

Zey Hotel

Zey Hotel
3.5 star property
Greenport
9.2 out of 10, Wonderful, (304 reviews)
"amazing stay! "
United States
Lauren
The price is SAR 844
SAR 964 total
includes taxes & fees
26 May - 27 May
Zey Hotel

The Penny Lane

The Penny Lane
2.0 star property
Hampton Bays
9.0 out of 10, Wonderful, (77 reviews)
"The hotel was very clean and the location was very good. It was close to restaurants and beach."
United States
Anonymous traveler
The price is SAR 672
SAR 768 total
includes taxes & fees
13 May - 14 May
The Penny Lane

Ocean Resort Inn

Ocean Resort Inn
2.0 star property
Downtown Montauk
9.6 out of 10, Exceptional, (492 reviews)
"Great friendly start, excellent location and lovely place to stay "
United Kingdom
Phillip
The price is SAR 507
SAR 579 total
includes taxes & fees
18 May - 19 May
Ocean Resort Inn

Westbrook Inn B&B

Westbrook Inn B&B
3.0 star property
Westbrook Center
9.8 out of 10, Exceptional, (191 reviews)
"Breakfast was amazing! Staff was so kind, and place was very clean. "
United States
Ashley
The price is SAR 815
SAR 905 total
includes taxes & fees
17 May - 18 May
Westbrook Inn B&B

Super 8 by Wyndham Old Saybrook

Super 8 by Wyndham Old Saybrook
2.0 star property
Old Saybrook
7.0 out of 10, Good, (917 reviews)
"This place is awful!!! The electricity worked sometimes…. The room was barely passable clean, there was an electrical outlet that had wires exposed. Someone punched a hole in the wall of our bathroom. I’m pretty sure the women at the desk was drunk. I went to the desk to ask for towels there was none in our room the women at the desk popped up about 5 minutes later and told me she would bring towels in less then 10 minutes she never showed up… there where also multiple cigarette burns on the the...
United States
Dan
The price is SAR 319
SAR 378 total
includes taxes & fees
26 May - 27 May
Super 8 by Wyndham Old Saybrook

Quality Inn Old Saybrook - Westbrook

Quality Inn Old Saybrook - Westbrook
2.5 star property
Old Saybrook
7.8 out of 10, Good, (1,007 reviews)
"Easy check-in. Good breakfast."
United States
peter
The price is SAR 443
SAR 510 total
includes taxes & fees
1 Jun - 2 Jun
Quality Inn Old Saybrook - Westbrook

Hampton Bays Hotel on Main

Hampton Bays Hotel on Main
2.0 star property
Hampton Bays
7.2 out of 10, Good, (76 reviews)
"Spent a night here for my girlfriends birthday and it was just what the Dr ordered. The room was cozy with a humongous bathroom, GREAT SHOWER PRESSURE,plenty of windows,oh and we had a few cool options on nearby places to eat. Definitely coming back in the summer."
United States
Steven
The price is SAR 488
SAR 557 total
includes taxes & fees
18 May - 19 May
Hampton Bays Hotel on Main

The Scranton Seahorse Inn

The Scranton Seahorse Inn
3.0 star property
Madison Center
9.0 out of 10, Wonderful, (242 reviews)
"We had a wonderful stay. Perfect location, great staff, and check-in process, and our room was delightful."
United States
Brian
The price is SAR 1,118
SAR 1,241 total
includes taxes & fees
26 May - 27 May
The Scranton Seahorse Inn

The Hampton Maid

The Hampton Maid
2.5 star property
Hampton Bays
9.2 out of 10, Wonderful, (699 reviews)
"Great place to stay"
United States
Mitchell
The price is SAR 661
SAR 755 total
includes taxes & fees
20 May - 21 May
The Hampton Maid

Hamlet Inn

Hamlet Inn
2.0 star property
Southampton
8.6 out of 10, Excellent, (475 reviews)
"Cute property"
United States
sabrina
The price is SAR 452
SAR 585 total
includes taxes & fees
25 May - 26 May
Hamlet Inn

Sun N Sound

Sun N Sound
2.5 star property
Culloden Shores
9.0 out of 10, Wonderful, (269 reviews)
"The hotel was in a great location, clean, and had great views!! "
United States
Alyssa
The price is SAR 380
SAR 495 total
includes taxes & fees
18 May - 19 May
Sun N Sound

Marram

Marram
4.0 star property
Montauk
8.8 out of 10, Excellent, (253 reviews)
"Beautiful resort in a great location "
United States
Nikki
The price is SAR 768
SAR 1,628 total
includes taxes & fees
19 May - 20 May
Marram
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

Silver Beach offers a tranquil coastal retreat on Shelter Island with direct access to the sound. This charming neighborhood features weathered cottages and natural shorelines perfect for peaceful waterfront strolls. Shell Beach provides a serene spot for swimming and sunbathing. The neighborhood's calm waters make it ideal for kayaking and small boat activities. Enjoy the scent of salt air mixed with pine and beach roses. Most visitors bring supplies or travel to nearby island markets since Silver Beach maintains its residential character.

Coecles Harbor

Coecles Harbor offers a peaceful retreat where pristine waterfront paths wind along Peconic Bay. Luxury yachts and sailboats dot the protected marina, creating a classic New England coastal scene. Wooden docks extend into calm waters, providing perfect sunset viewing spots. This upscale Shelter Island neighborhood balances authentic maritime character with vacation amenities. Visitors can enjoy swimming at Menhadden Lane Beach or explore by kayak and paddleboard. The quiet atmosphere, with only the sounds of lapping waves and seabirds, makes it ideal for those seeking a serene coastal escape.

Menantic Creek

Menantic Creek on Shelter Island offers a peaceful waterfront escape where natural beauty takes center stage. This residential haven features classic Hamptons-style homes with private docks nestled among mature trees. The winding creek waters create a tranquil backdrop for a truly authentic island experience. The neighborhood provides excellent opportunities for kayaking, paddleboarding, and birdwatching along pristine shorelines. Visitors can easily explore nearby attractions like Wades Beach and Shelter Island Historical Society. Those seeking quiet relaxation will appreciate the gentle creek sounds and salt-tinged air that define this serene coastal retreat.

Hay Beach

Hay Beach offers a tranquil peninsula retreat on Shelter Island, away from the bustling Hamptons scene. This residential haven is surrounded by water on three sides with several beach access points for scenic coastal views. Private waterfront homes and cottages create a peaceful atmosphere where natural beauty takes center stage. Visitors can explore Menhadden Lane Beach or take short trips to nearby Gardiner's Bay Country Club. The neighborhood's charm lies in its uncrowded shoreline paths and pristine waters. Perfect for kayaking, swimming, and sunset watching, Hay Beach delivers a genuine low-key coastal experience.

Shorewood

Shorewood offers a peaceful retreat on Shelter Island with pristine shorelines and scenic waterfront paths. Classic Hamptons-style cottages with cedar shingles and white trim line the quiet, tree-lined streets. The neighborhood's charm lies in its natural beauty and exclusive residential character. Wades Beach beckons with sandy shores and calm bay waters perfect for swimming and kayaking. Visitors appreciate the minimal tourist crowds and opportunities for stargazing at night. The salt air mingles with pine scents while gentle waves create a soothing natural soundtrack.

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

Find out more about Shelter Island

Top reasons to visit Shelter Island

  • Stunning Beaches: Shelter Island boasts beautiful beaches with tranquil waters, ideal for relaxation and scenic views.
  • Outdoor Adventures: Perfect for nature lovers, visitors can enjoy hiking trails, wildlife spotting, and other outdoor activities.
  • Romantic Getaways: This destination offers a charming atmosphere for couples looking to escape and enjoy quality time together.
  • Cultural Exploration: Discover historic buildings and immerse yourself in the local culture while exploring the island.
  • Varied Accommodations: From cozy bed & breakfasts to luxury stays, there's a perfect lodging option for every traveler.

Find great hotels near Shelter Island

Experience the charm of Shelter Island with a variety of hotel options tailored to every traveler. From cozy bed & breakfasts to unique agritourism properties, you’ll find pet-friendly accommodations perfect for family vacations or adventurous getaways. Explore the best hotels and luxury stays that offer a welcoming atmosphere and exceptional services, ensuring a memorable visit to this beautiful destination.

  • Sound View Greenport: Nestled along the pristine shores, Sound View Greenport is a charming 3.5-star hotel that offers a delightful beach vacation experience. Just a short drive from Shelter Island, this property is perfect for travelers seeking both relaxation and business amenities. With direct access to the beach, guests can enjoy sun-soaked days by the water. The hotel is pet-friendly, welcoming dogs and cats, making it an ideal choice for those traveling with furry companions. Amenities include waived fees for service animals and a tranquil atmosphere, ensuring a memorable stay.
  • The Harbor Front Inn: Located only 4.8km from Shelter Island, The Harbor Front Inn boasts a picturesque waterfront setting and a welcoming vibe. As a 3.5-star hotel, it caters to both business travelers and vacationers looking for a pet-friendly getaway. Guests can enjoy the convenience of in-room pet accommodations, allowing their dogs to feel right at home. The hotel's amenities include waived fees for service animals and a friendly staff dedicated to ensuring a comfortable experience. With its charming ambiance, The Harbor Front Inn is perfect for those seeking a relaxing retreat.
  • Sag Harbor Inn: Situated 8.0km from Shelter Island, Sag Harbor Inn is a refined 3.5-star hotel designed for business travelers seeking a tranquil environment. The inn offers a blend of comfort and convenience, with spacious rooms and essential amenities that cater to professional needs. While it may not be pet-friendly, the serene setting and proximity to local attractions make it an excellent choice for those focused on work and relaxation. Guests will appreciate the warm hospitality and well-maintained facilities that enhance their stay.

Where to stay near Shelter Island

Your vacation to Shelter Island promises an unforgettable experience of natural beauty and tranquility. Enjoy romantic beach getaways with stunning water views, explore the scenic landscapes, and immerse yourself in the area’s rich history. Nearby Long Island offers family-friendly excursions and relaxing atmospheres that cater to all budgets. Whether you seek a peaceful retreat or a memorable adventure, Shelter Island and its surrounding regions provide the perfect backdrop for your getaway.

  • Greenport: Located a mere 4.8km from Shelter Island, Greenport is a charming city known for its vibrant waterfront and maritime heritage. The travel experience here is enhanced by its seasonal appeal, attracting visitors primarily from June to August. Greenport is the perfect destination for those seeking outdoor adventures, romantic beach strolls, and a relaxing atmosphere. Popular activities include golfing at local courses, enjoying live music, and exploring recreational areas. The city is also home to beautiful beaches and parks, making it an ideal spot for families looking to unwind.
  • Hamptons: Situated 14.5km away from Shelter Island, the Hamptons are synonymous with upscale beach living and outdoor enjoyment. The area's travel experience is characterized by its seasonal influx of visitors, particularly from June to August. Known for its stunning beaches and romantic ambiance, the Hamptons offer a plethora of activities, including golf, concerts, and recreational spaces. With picturesque beaches and serene lakes nearby, this region is perfect for travelers in search of relaxation and natural beauty.
  • Sag Harbor: Just 8.0km from Shelter Island, Sag Harbor is a historic city that blends charm with coastal beauty. The seasonal traveler arrivals peak in the summer months, particularly from June to August, making it a popular getaway. Visitors flock to Sag Harbor for its outdoor activities, romantic beaches, and opportunities for adventure. Enjoy golfing, explore ski fields, or visit the iconic lighthouse. The area is also adorned with family-friendly beaches, ensuring a memorable experience for everyone.

Things to do in and around Shelter Island

Shelter Island is perfect for outdoor enthusiasts and couples seeking a romantic beach getaway. Enjoy memorable stays with vibrant nightlife, live music, and opportunities to spot wildlife. From skiing at local resorts to embracing the island's natural beauty, there's something for everyone. Whether you're exploring scenic trails or relaxing by the shore, Shelter Island offers a delightful blend of activities for an unforgettable vacation.

Shopping

For a delightful shopping experience in Shelter Island, visit the Greenport Farmers' Market, only 4.8km away, offering fresh local produce and crafts. The Style Bar, located 8.0km away, features trendy apparel. If you're up for a drive, Love Lane is 17.7km away, with a charming mix of shops and eateries.

Recreation

Enjoy a fun-filled day at Shelter Island Whale's Tail miniGolf, perfect for families and adventure seekers. For golf enthusiasts, the Noyac Golf Club offers a scenic outdoor experience just a short drive away. Relax and unwind at Cedar Point County Park, where wellness and tranquility abound.

Adventure

Experience the thrills of Splish Splash Water Park, a waterpark 37.0km away, perfect for family fun and adventure. Hike the scenic Walking Dunes Trailhead, located 25.7km from Shelter Island, where outdoor beauty awaits. For adrenaline, visit Riverhead Raceway, 35.4km away, and enjoy an exhilarating motorsport experience.

Nightlife

Experience the charm of the Greenport Carousel, just 4.8km away, for a whimsical outdoor vibe. Enjoy a romantic evening at Bay Street Theatre, 8.0km from Shelter Island, or immerse yourself in culture at Guild Hall, located 17.7km away, both offering captivating performances.

*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, consider visiting during the off-peak months of January to March when hotel prices are the lowest. Booking your stay on a Tuesday can also help you find the best rates. Use Expedia to compare hotel prices and filter for eco-friendly options that may offer additional savings. Additionally, combine your hotel, flights, and activities into a package deal for extra discounts. Explore free activities like hiking and enjoying the scenic beaches to further stretch your budget.

  • 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: Expedia’s search tool makes it easy for you to set your budget, choose your desired location, and much more. You can organize your search results to display prices from lowest to highest, allowing you to find the most affordable hotels right away. Additionally, you can refine your choices by hotel category; 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.

Find the best attractions in and around Shelter Island

Shelter Island offers a perfect blend of outdoor adventures and romantic beach getaways. Visitors can enjoy beautiful beaches, urban parks, and historic buildings, catering to those seeking culture and family experiences. Don't miss the chance to explore Shelter Island, enjoy a whale-watching tour, and relax at Sunset Beach for a memorable vacation.

  • 67 Steps Beach: A hidden gem located 6.4km from Shelter Island, 67 Steps Beach offers a relaxing beach vibe with stunning views and gentle waves. It's perfect for sunbathing, picnicking, or enjoying a quiet stroll along the shoreline.
  • Orient Point County Park: Situated 12.9km away, this urban park is ideal for families looking to enjoy the outdoors. With ample space for picnics, walking trails, and scenic views of the water, it's a great spot for a fun and relaxing day out.
  • Gardiner's Bay Country Club: Located right within Shelter Island, this exclusive golf course offers a serene environment for golf enthusiasts. Enjoy beautifully maintained greens while soaking in the picturesque views of Gardiner's Bay.

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.

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

To reach Shelter Island, you can fly into several nearby airports. Islip, NY (ISP-MacArthur) is 70.8km away, with hotels like 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) is 51.5km away, featuring options such as the 4-star Omni New Haven Hotel at Yale and The Blake Hotel, both 4.8km from the airport. East Hampton, NY (HTO) is only 14.5km away, with luxurious accommodations like the 5-star Mill House Inn and the 4.5-star Topping Rose House, both 4.8km from the airport. Transportation services are readily available from these hotels to their respective airports.

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 Manor and Montauk Yacht Club. See all available top hotels, or vacation rentals in Shelter Island.
What's the top vacation rental that Shelter Island has to offer?
Delightful Southampton Retreat with Heated Pool & Jacuzzi, Near Beach & Shopping: Visitors like this Shelter Island vacation home rental. It offers an outdoor pool, a patio, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a garden, a selection of games, and a hot tub so you can immerse yourself in your vacation. See all 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: Resort, 13-minute walk from The Hamptons Beaches. Features a seasonal outdoor pool, an indoor pool, and a private beach. Montauk Manor and Montauk Yacht Club 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 103 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 Gardiner's Bay Country Club and Shelter Island Historical Society. 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.