Lodging Image

Shelter Island hotels from RM319

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
1 Sept - 2 Sept
Tomorrow
2 Sept - 3 Sept
This weekend
4 Sept - 6 Sept
Next weekend
11 Sept - 13 Sept

Filter by

Star rating

Guest rating

Our top choices for Shelter Island hotels

1. House on Chase Creek

House on Chase Creek
The Heights
United States
Calvin
RM989
RM1,130 total
includes taxes & fees
8 Sept - 9 Sept
House on Chase Creek

2. The Pridwin Hotel

The Pridwin Hotel
Shelter Island Heights
United States
Anna
RM2,153
RM2,706 total
includes taxes & fees
7 Sept - 8 Sept
The Pridwin Hotel

3. The Chequit

The Chequit
The Heights
United States
Kathleen
RM982
RM1,121 total
includes taxes & fees
20 Sept - 21 Sept
The Chequit

4. Shelter Island House

Shelter Island House
Shelter Island Heights
United States
Dorothy
RM1,273
RM1,454 total
includes taxes & fees
7 Sept - 8 Sept
Shelter Island House

5. Silver Sands Motel & Beach Bungalows

Silver Sands Motel & Beach Bungalows
Greenport
United States
Sol
RM1,591
RM1,817 total
includes taxes & fees
21 Sept - 22 Sept
Silver Sands Motel & Beach Bungalows

6. Zey Hotel

Zey Hotel
Greenport
United States
shaun
RM680
RM776 total
includes taxes & fees
7 Sept - 8 Sept
Zey Hotel

7. The Harbor Front Inn

The Harbor Front Inn
Greenport
United States
Michael
RM1,044
RM1,308 total
includes taxes & fees
1 Oct - 2 Oct
The Harbor Front Inn

8. Sound View Greenport

Sound View Greenport
Greenport
United States
Irene
RM291
RM677 total
includes taxes & fees
30 Sept - 1 Oct
Sound View Greenport

9. The Shoals Suites and Slips

The Shoals Suites and Slips
Southold
United States
Melissa
RM975
RM1,215 total
includes taxes & fees
1 Oct - 2 Oct
The Shoals Suites and Slips

10. Cliffside Resort Condominiums

Cliffside Resort Condominiums
Greenport
United States
Christine
RM1,216
RM1,748 total
includes taxes & fees
21 Sept - 22 Sept
Cliffside Resort Condominiums

11. Oyster Estate

Oyster Estate
Greenport
United States
Jenny
RM1,311
RM1,652 total
includes taxes & fees
7 Sept - 8 Sept
Oyster Estate

12. North Fork Resort

North Fork Resort
Greenport
United States
Lisa
RM1,293
RM1,478 total
includes taxes & fees
13 Sept - 14 Sept
North Fork Resort

13. The Menhaden

The Menhaden
Greenport
United States
Lisa
RM2,087
RM2,546 total
includes taxes & fees
15 Sept - 16 Sept
The Menhaden

14. American Beech Hotel

American Beech Hotel
Greenport
United States
kerri
RM1,492
RM1,866 total
includes taxes & fees
8 Sept - 9 Sept
American Beech Hotel

15. Sag Harbor Inn

Sag Harbor Inn
Sag Harbor
United States
Loretta
RM1,301
RM1,486 total
includes taxes & fees
17 Sept - 18 Sept
Sag Harbor Inn

16. Faraway Sag Harbor

Faraway Sag Harbor
Sag Harbor
United States
Joseph
RM2,500
RM3,141 total
includes taxes & fees
9 Sept - 10 Sept
Faraway Sag Harbor

17. Quality Inn Old Saybrook - Westbrook

Quality Inn Old Saybrook - Westbrook
Old Saybrook
United States
Theresa
RM407
RM468 total
includes taxes & fees
27 Sept - 28 Sept
Quality Inn Old Saybrook - Westbrook

18. Clinton Motel

Clinton Motel
Clinton
United States
Selena
RM314
RM361 total
includes taxes & fees
2 Sept - 3 Sept
Clinton Motel

19. Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex
Saybrook Manor
United States
Carolyn
RM369
RM425 total
includes taxes & fees
2 Sept - 3 Sept
Pier Blue Inn Old Saybrook - Essex

20. Econo Lodge Inn & Suites Old Saybrook Westbrook

Econo Lodge Inn & Suites Old Saybrook Westbrook
Old Saybrook
United States
Kenneth
RM306
RM352 total
includes taxes & fees
27 Sept - 28 Sept
Econo Lodge Inn & Suites Old Saybrook Westbrook
View all properties
Save an average of 15% on thousands of hotels when you're signed in

Where to stay in Shelter Island

Find the best Shelter Island areas 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 area 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.

Menantic Creek

Menantic Creek on Shelter Island offers a peaceful waterfront escape where natural beauty takes centre 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 area 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.

Coecles Harbor

Coecles Harbour 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 area balances authentic maritime character with holiday 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.

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 centre 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

A clear blue sea with a wooden pier extending into the water, a sailboat in the distance, and a person standing in the water.

Wades Beach

10.0/10 (1 review)
Wades Beach offers calm, shallow waters and a broad sandy shoreline perfect for families seeking safe swimming. Lifeguards patrol in summer, and the pavilion provides a comfortable spot to enjoy the tranquil setting.
See properties
A close-up of a beach with various shells and pebbles.

Shell Beach

10.0/10 (1 review)
This peaceful shoreline offers a tranquil escape with abundant shells and wildflowers framing its natural beauty. Enjoy both calm harbour waters and more dynamic waves, perfect for beachcombing and wildlife spotting.
See properties

Shelter Island Historical Society

8.0/10 (1 review)
This historic museum preserves Shelter Island's maritime heritage through artefacts and photographs. Explore special exhibits or attend seasonal events celebrating local culture.
See properties

Mashomack Preserve

Explore 2,039 acres of pristine wilderness across diverse ecosystems at Mashomack Preserve. The 20+ miles of trails offer intimate encounters with over 200 bird species in tidal creeks, oak forests, and marshes.
See properties

Gardiner's Bay Country Club

This historic 1896 golf club showcases rolling fairways with stunning views of Gardiner's Bay and Coecles Harbour. Members enjoy challenging play on the Seth Raynor-influenced course and refined dining in the clubhouse.
See properties

Menhadden Lane Beach

8.8/10 (3 reviews)
This tranquil beach on Shelter Island's east side offers serene views of Gardiner's Bay and the 'Bug' Lighthouse. Bring a blanket, find a quiet spot, and watch sailboats glide across the pristine waters.
See properties

Havens House

Built in 1743, Havens House served as a store, tavern, school, and post office before becoming the Shelter Island Historical Society. Explore its wide plank floors and exhibits showcasing the island's unique heritage.
See properties

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.

See all hotels in Shelter Island
A wooden gazebo by a pond with a large tree trunk nearby.

Top Shelter Island Hotel Reviews

Montauk Yacht Club

Montauk Yacht Club

10/10 Excellent
"This was a beautiful property on the water. We went to celebrate a birthday and it was the perfect location. The bedrooms were large and had high end toiletries. The restaurants on the property were delicious and had excellent service. It's also pretty centrally located and was only a few minutes from the downtown area. Highly recommend this property."
Arabella 1-night trip
Posted 8 hours ago
Montauk Yacht Club
The Bentley Hotel Southampton

The Bentley Hotel Southampton

10/10 Excellent
"A well thought out space. Staff is welcoming and helpful. The Room met our expectations. They even offer a beach pass for the Southampton town beach!"
Victoria 1-night trip
Posted 10 hours ago
The Bentley Hotel Southampton
Saybrook Point Resort & Marina

Saybrook Point Resort & Marina

10/10 Excellent
"Rooms were newly renovated. Love this place"
Florence 1-night trip
Posted 10 hours ago
Saybrook Point Resort & Marina
Ocean Surf Resort

Ocean Surf Resort

10/10 Excellent
"Located right on the beach. Centrally located to shops and restaurants."
Alyce 1-night trip
Posted 12 hours ago
Ocean Surf Resort
Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex

8/10 Good
"Pleasant one night stay in our trek"
Carolyn 2-night trip
Posted 13 hours ago
Pier Blue Inn Old Saybrook - Essex
Budget Host East End

Budget Host East End

10/10 Excellent
"Always a nice place and staff. Property dated a bit but always clean."
Gerard M 1-night trip
Posted 13 hours ago
Budget Host East End
Montauk Blue Hotel

Montauk Blue Hotel

10/10 Excellent
"Thank you. 4th time staying here. Will come again"
Jennifer 1-night trip
Posted 1 day ago
Montauk Blue Hotel
Montauk Manor

Montauk Manor

10/10 Excellent
"Thank you"
Jennifer 1-night trip
Posted 1 day ago
Montauk Manor
The Shoals Suites and Slips

The Shoals Suites and Slips

10/10 Excellent
"Loved everything about our stay!"
Melissa 2-night trip
Posted 1 day ago
The Shoals Suites and Slips

More cheap stays in Shelter Island

Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex

1430 Boston Post Rd Old Saybrook CT
RM369
RM425 total
2 Sept - 3 Sept
includes taxes & fees
8/10 Very good! (1,003 reviews)
Pier Blue Inn Old Saybrook - Essex
Quality Inn Old Saybrook - Westbrook

Quality Inn Old Saybrook - Westbrook

100 Essex Rd Old Saybrook CT
RM407
RM468 total
27 Sept - 28 Sept
includes taxes & fees
7.8/10 Good! (1,005 reviews)
Quality Inn Old Saybrook - Westbrook
Budget Host East End

Budget Host East End

30 Lake Avenue Riverhead NY
RM493
RM563 total
10 Sept - 11 Sept
includes taxes & fees
6.8/10 (871 reviews)
Budget Host East End
 Hampton's Vacation Inn

Hampton's Vacation Inn

177 West Montauk Highway Hampton Bays NY
RM498
RM569 total
15 Sept - 16 Sept
includes taxes & fees
Hampton's Vacation Inn
The Atlantic Hotel

The Atlantic Hotel

1655 County Road 39 Southampton NY
RM576
RM759 total
1 Oct - 2 Oct
includes taxes & fees
The Atlantic Hotel
The Bentley Hotel Southampton

The Bentley Hotel Southampton

161 Hills Station Rd Southampton NY
RM612
RM800 total
15 Sept - 16 Sept
includes taxes & fees
9.6/10 Exceptional! (573 reviews)
The Bentley Hotel Southampton

Find out more about Shelter Island

Top reasons to visit Shelter Island

  • Stunning Beaches: Shelter Island boasts beautiful beaches perfect for relaxation and picturesque sunsets.
  • Outdoor Adventures: Engage in a variety of activities like golfing, kayaking, and hiking amidst the islandโ€™s scenic landscapes.
  • Rich Cultural Heritage: Visit the Shelter Island Historical Society to explore the island's intriguing history and heritage.
  • Serene Retreats: Experience peaceful accommodations ranging from intimate inns to guest houses, ideal for a romantic getaway.
  • Scenic Ferry Rides: Enjoy breathtaking views while travelling to and from the island via scenic ferry rides.

Find great hotels near Shelter Island

Discover a charming selection of accommodations on Shelter Island, where you can choose from intimate inns, guest houses, and agritourism properties. Whether you seek a pet-friendly retreat or a family-friendly adventure, the island offers a delightful array of options to enhance your getaway experience. Enjoy the warm hospitality and unique amenities that each establishment provides, ensuring a memorable stay amidst the island's natural beauty.

  • Sound View Greenport: Nestled just 6km from Shelter Island, Sound View Greenport is a charming 3.5-star hotel that boasts a relaxed beach ambiance, ideal for families and business travellers alike. With direct access to the beach, guests can soak up the sun or indulge in various water activities. The property is family-friendly, offering amenities specifically designed for children, including free cribs and window guards for safety. The inviting atmosphere and thoughtful services make it a suitable choice for those seeking a blend of leisure and practicality during their stay.
  • Sag Harbor Inn: Located 8km from Shelter Island, Sag Harbor Inn is a refined 3.5-star hotel with an impressive guest rating of 9.4 out of 10, making it an excellent option for business travellers. This property offers a professional environment while still allowing guests to enjoy the beautiful surroundings of Sag Harbor. Its strategic location provides easy access to local attractions, dining, and shopping, ensuring that business needs are met without compromising on comfort or convenience.
  • The Harbor Front Inn: Just 5km from Shelter Island, The Harbor Front Inn offers a warm, pet-friendly atmosphere, perfect for those travelling with furry companions. This 3.5-star hotel has a commendable guest rating of 8.8 out of 10 and caters to both leisure and business travellers. The property features specific amenities for pets, allowing dogs and ensuring comfort for both guests and their pets. With its charming location and convenient facilities, The Harbor Front Inn is a delightful choice for those seeking a home away from home.

Where to stay near Shelter Island

Immerse yourself in the enchanting charm of Shelter Island, where outdoor lovers and romantic souls can bask in the splendour of beachside sunsets. Discover the picturesque landscapes and historical gems that define this unique destination. Just a short journey away, Long Island offers family-friendly excursions and luxury experiences, ensuring a delightful holiday. Whether you seek serene beaches or scenic views, Shelter Island promises an unforgettable getaway filled with delightful moments and breathtaking scenery.

  • Hamptons: Situated approximately 14km from Shelter Island, the Hamptons are a renowned summer getaway, particularly bustling from June to August. This picturesque region offers a captivating blend of sandy beaches, outdoor activities, and romantic spots, making it a popular destination for couples and families alike. Visitors can enjoy the local golf courses and ski fields, while being surrounded by stunning natural landmarks such as family-friendly beaches and serene lakes. The charm of the Hamptons lies in its vibrant atmosphere and the perfect combination of relaxation and recreation.
  • Greenport: Just 5km away from Shelter Island, Greenport is a quaint town that provides a delightful mix of outdoor adventures and romantic settings. Peak visitor numbers occur during the summer months of June to August, while quieter periods are seen from November to January. The town is known for its charming parks and family beaches, with ample opportunities for outdoor activities like golf and music concerts. Greenportโ€™s lively waterfront offers a unique experience with stunning views and a friendly community vibe, making it an ideal spot for exploration and relaxation.
  • Shelter Island Heights: A mere mile from Shelter Island, Shelter Island Heights is a serene enclave that draws visitors seeking outdoor and family-friendly experiences. Seasonal peaks occur from April through July, with fewer crowds in the colder months. This quaint area features recreational spaces and golf courses, alongside beautiful beaches and parks that are perfect for leisurely strolls or family picnics. The intimate atmosphere of Shelter Island Heights makes it an excellent base for those wishing to unwind and enjoy nature while being close to the attractions of the surrounding areas.

Things to do near Shelter Island

Shopping

For unique gifts and souvenirs, explore local shops like the Shelter Island General Store and the Islander. If you're up for a drive, head to East Hampton, where you can find larger shopping centres like the East Hampton Shopping Centre, offering a variety of brands and boutiques.

Recreation

Explore the Shelter Island Yoga Studio for rejuvenating classes in a serene atmosphere, fostering mindfulness and relaxation. After your session, take a leisurely stroll along the picturesque beaches, where you can enjoy the tranquility of the ocean and the beauty of nature.

Adventure

At Riverhead Raceway, located 35km from Shelter Island, experience the thrill of motor racing amidst an energetic atmosphere. Alternatively, head to Waterford Speedbowl, 39km away, where adrenaline-fuelled racing events provide an exhilarating adventure in a vibrant setting.

Nightlife

Experience the laid-back vibe at the Sunset Beach bar, where you can enjoy cocktails by the water. For a lively atmosphere, visit The Tavern, where you can sample local ales and enjoy live music from talented artists.

*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 during your visit to Shelter Island, consider travelling between January and March when hotel prices are at their lowest, particularly on Tuesdays. Avoid weekends, especially Fridays, for more affordable accommodation. Use Expedia to find budget-friendly hotels by sorting results from lowest to highest prices, and consider booking your hotel alongside flights and activities for additional savings. Explore free activities on the island, and utilise public transport to minimise travel 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: Certainly. Hereโ€™s a paraphrased version of the text in a trusted and attentive tone, using British English:Expediaโ€™s search tool enables you to specify your budget, preferred location, and various other criteria. You can organise your results to display prices from lowest to highest, allowing you to view 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.

Find the best attractions in and around Shelter Island

Shelter Island is perfect for outdoor, romantic beach holidays, offering a variety of attractions such as stunning beaches, urban parks, and historic buildings. Visitors can immerse themselves in culture while enjoying the natural beauty and outdoor experiences the island has to offer. A must-visit is the Shelter Island Historical Society, which provides insights into the island's rich heritage. Overall, Shelter Island promises a delightful mix of relaxation and exploration for every traveller.

  • Norman E. Klipp Marine Park: This marine park, located 5km from Shelter Island, offers a delightful blend of adventure and family-friendly activities. Enjoy scenic views, explore nature trails, and engage in various water sports, making it an ideal spot for outdoor enthusiasts.
  • Gardiner's Bay Country Club: Nestled within Shelter Island, this golf course country club features stunning fairways and greens. The club provides a relaxed atmosphere where you can enjoy a round of golf while taking in picturesque views of Gardiner's Bay.
  • Shell Beach: This charming beach, situated within Shelter Island, invites visitors to unwind and soak up the sun. With its tranquil ambiance, Shell Beach is perfect for leisurely strolls, picnics, or simply enjoying the soothing sound of the waves.

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 iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January35.6ยฐF (2.0ยฐC)Light RainMostly SunnyAverageModerately Low
February35.8ยฐF (2.1ยฐC)Light RainMostly CloudyAverageModerately Low
March39.7ยฐF (4.3ยฐC)Light RainMostly SunnyAverageModerately Low
April47.5ยฐF (8.6ยฐC)Light RainMostly SunnyAverageAverage
May55.8ยฐF (13.2ยฐC)Light RainMostly SunnyAverageAverage
June64.9ยฐF (18.3ยฐC)Light RainMostly SunnyHighModerately High
July73.0ยฐF (22.8ยฐC)Light RainMostly SunnyHighModerately High
August73.4ยฐF (23.0ยฐC)Light RainMostly SunnyHighModerately High
September68.2ยฐF (20.1ยฐC)Light RainMostly SunnyAverageAverage
October59.7ยฐF (15.4ยฐC)Light RainMostly SunnyLowAverage
November49.6ยฐF (9.8ยฐC)Light RainMostly SunnyLowAverage
December42.1ยฐF (5.6ยฐC)Light RainMostly CloudyLowAverage

The nearest major airports for your trip to Shelter Island

Travelling to Shelter Island is convenient via several major airports. New York's JFK Airport is situated 130km away, with nearby luxury options like The William Vale and Arlo Williamsburg, both 18km from the airport. LaGuardia Airport, 134km from Shelter Island, offers esteemed hotels such as The Plaza, A Fairmont Hotel, and Hilton Club The Quin New York, both within 10km. Hartford's Bradley International Airport is 100km away, with comfortable accommodations like DoubleTree by Hilton Hartford - Bradley Airport, just 2km from the terminal. All these airports provide accessible transport options to facilitate your journey to Shelter Island.

Frequently asked questions

Where is the best place to stay in Shelter Island?
Located 15.5 mi (24.9 km) from the heart of Shelter Island, Pier Blue Inn Old Saybrook - Essex is a top choice for your stay, based on our traveller data. Other good choices for your stay in the area are Sound View Greenport and Water's Edge Resort & Spa. 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! You'll find that most hotel bookings are fully refundable if you cancel before the accommodation's cancellation deadline, which in most cases is within 24 or 48 hours of the scheduled arrival. If your reservation is non-refundable, you might be able to cancel it and receive a refund within a 24-hour period of your booking. Filter your search by fully refundable to find flexible hotel deals in Shelter Island.
What's the best dog-friendly accommodation option in Shelter Island?
Sunset Beach Hotel is a top hotel for people travelling with their pets, and offers a restaurant and free WiFi for its human guests. See more pet-friendly hotel accommodations in Shelter Island.
What's the best hotel 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 accommodation options with pools in Shelter Island?
Sound View Greenport: Offers a private beach, a seasonal outdoor pool and 2 bars. Water's Edge Resort & Spa and Offshore Montauk are a couple of other choices that offer an on-site pool. View all hotels with pools in Shelter Island.
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 102 hotels and other accommodation options 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, Crescent Beach and Mashomack Preserve. A couple of additional sights to add to your itinerary are Shelter Island Historical Society and Havens House. Take a look at what more there is to see and do in Expedia's Shelter Island guide.
What's the seasonal weather in Shelter Island?
The hottest months are usually August and July, with an average temperature of 21ยฐC, while the coldest months are January and February, with an average of 3ยฐC. Average annual precipitation for Shelter Island is 1452 mm.

Explore a world of travel with Expedia