Shelter Island hotels from HK$584

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

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

    Search almost a million properties worldwide

Check prices for these dates

Filter by

Guest rating
Guest rating
Star rating

Our top choices for Shelter Island hotels

Montauk Manor

Montauk Manor
3.5 star property
Montauk
9.2 out of 10, Wonderful, (1,294 reviews)
"Nice pool, great restaurant "
United States
April
The price is HK$1,083
HK$1,391 total
includes taxes & fees
16 Feb - 17 Feb
Montauk Manor

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, (1,001 reviews)
"Room was clean and warm and the staff was very friendly "
United States
Pattie
Pier Blue Inn Old Saybrook - Essex

Quality Inn Old Saybrook - Westbrook

Quality Inn Old Saybrook - Westbrook
2.5 star property
Old Saybrook
7.8 out of 10, Good, (1,002 reviews)
"Hotel was very clean, staff was wonderful and the pool was so relaxing. It was a quick visit but definitely would stay again if I was in that area. "
United States
Kathleen
The price is HK$791
HK$909 total
includes taxes & fees
26 Feb - 27 Feb
Quality Inn Old Saybrook - Westbrook

Clinton Motel

Clinton Motel
2.5 star property
Clinton
8.6 out of 10, Excellent, (302 reviews)
"The room was comfortable and clean. A good value for the money."
United States
Michael
The price is HK$610
HK$701 total
includes taxes & fees
15 Feb - 16 Feb
Clinton Motel

Shorewood Inn

Shorewood Inn
2.5 star property
Riverhead
8.4 out of 10, Very good, (721 reviews)
"ROOM WAS CLEAN, WARM, GOOD PARKING"
United States
JOSEPH
Shorewood Inn

Kenny's Tipperary Inn

Kenny's Tipperary Inn
2.0 star property
Culloden Shores
8.4 out of 10, Very good, (885 reviews)
"Big room Clean Needs bathroom update In general, we had a good day"
United States
Raz
Kenny's Tipperary Inn

Offshore Montauk

Offshore Montauk
2.0 star property
Montauk
9.4 out of 10, Exceptional, (102 reviews)
"Hotel was beautiful !!"
United States
Erica
The price is HK$907
HK$1,483 total
includes taxes & fees
25 Feb - 26 Feb
Offshore Montauk

Hamlet Inn

Hamlet Inn
2.0 star property
Southampton
8.6 out of 10, Excellent, (452 reviews)
"Great weekend stay! staff was super kind and property was beautiful! "
United States
Chyanne
The price is HK$675
HK$873 total
includes taxes & fees
15 Feb - 16 Feb
Hamlet Inn

Hyatt Place Long Island East End

Hyatt Place Long Island East End
3.0 star property
Riverhead
9.2 out of 10, Wonderful, (1,001 reviews)
"Tamara, who checked us in, made a great first impression. She was friendly, helpful, and very accommodating."
United States
Kameron
The price is HK$923
HK$1,054 total
includes taxes & fees
3 Mar - 4 Mar
Hyatt Place Long Island East End

Sound View Greenport

Sound View Greenport
4.0 star property
Greenport
8.4 out of 10, Very good, (610 reviews)
"Nice place"
United States
Mateusz
The price is HK$1,163
HK$1,552 total
includes taxes & fees
15 Mar - 16 Mar
Sound View Greenport

House on Chase Creek

House on Chase Creek
2.5 star property
The Heights
9.4 out of 10, Exceptional, (81 reviews)
" This was my husband and my first time visiting Shelter Island and I feel lucky that my stay was at the House of ChaseCreek. Bill was excellent in helping us navigate our stay on the Island which made for an enjoyable experience. The house was charming , very clean , and had easy access to the town restaurant s, and Ferry. Highly recommend ! "
United States
Maureen
The price is HK$814
HK$930 total
includes taxes & fees
16 Feb - 17 Feb
House on Chase Creek

Aqua by American Beech - Adults Only

Aqua by American Beech - Adults Only
2.5 star property
Riverhead
9.4 out of 10, Exceptional, (315 reviews)
"Loved the space. We stayed in the suite upstairs and it was so spacious. Had a cute sitting area and it was nice and clean. One downside is the access other guests have to the balcony. Anyone can just come up the stairs and look in your windows if the curtains are not closed just right. Customer service was good and we really enjoyed the cute breakfast baskets in the morning. "
United States
Latanya
Aqua by American Beech - Adults Only

The Niantic Inn

The Niantic Inn
2.5 star property
Niantic
9.2 out of 10, Wonderful, (138 reviews)
"Quiet and warm and clean. Nice touch from Housekeeping too! "
United States
Jessica
The price is HK$900
HK$1,035 total
includes taxes & fees
2 Mar - 3 Mar
The Niantic Inn

The Harbor Front Inn

The Harbor Front Inn
3.5 star property
Greenport
8.8 out of 10, Excellent, (566 reviews)
"Lovely hotel with great location in town. Great free breakfast and wonderful staff. We will return! "
United States
Pamela
The price is HK$978
HK$1,340 total
includes taxes & fees
17 Feb - 18 Feb
The Harbor Front Inn

The Bentley Hotel Southampton

The Bentley Hotel Southampton
2.0 star property
Southampton
9.6 out of 10, Exceptional, (435 reviews)
"Adorable room"
United States
Martin
The price is HK$947
HK$1,089 total
includes taxes & fees
18 Feb - 19 Feb
The Bentley Hotel Southampton

Windward Shores Ocean Resort

Windward Shores Ocean Resort
3.0 star property
Napeague
8.8 out of 10, Excellent, (305 reviews)
"Quiet place, went off season, cooked all meals in the room, good home base to explore the area."
United States
Jerry
The price is HK$1,030
HK$1,347 total
includes taxes & fees
15 Feb - 16 Feb
Windward Shores Ocean Resort

Southampton Long Island Hotel

Southampton Long Island Hotel
2.5 star property
Southampton
8.6 out of 10, Excellent, (207 reviews)
"Staff was amazing. The room was very clean. I've stayed here numerous times, even on the night before my wedding as I was married in the Hamptons and I highly recommend! "
United States
Martine
The price is HK$821
HK$979 total
includes taxes & fees
15 Feb - 16 Feb
Southampton Long Island Hotel

Sea Haven Resort Motel

Sea Haven Resort Motel
2.0 star property
Southampton
7.8 out of 10, Good, (31 reviews)
"Great staff"
United States
Douglas
The price is HK$880
HK$1,126 total
includes taxes & fees
13 Feb - 14 Feb
Sea Haven Resort Motel

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, (466 reviews)
"All good it met our expectations as a budget hotel. Large clean room bed was comfortable although the pillows were past it. "
United States
Hilary
The price is HK$524
HK$602 total
includes taxes & fees
19 Feb - 20 Feb
Econo Lodge Inn & Suites Old Saybrook Westbrook

Inn at Harbor Hill Marina

Inn at Harbor Hill Marina
3.5 star property
Niantic
9.4 out of 10, Exceptional, (1,000 reviews)
"Always a nice stay. Clean and comfortable."
United States
Shelby
The price is HK$1,321
HK$1,519 total
includes taxes & fees
16 Feb - 17 Feb
Inn at Harbor Hill Marina
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.
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. Learn more about Shelter Island
Learn more about Shelter Island

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

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 perfect for relaxation and romantic strolls along the shore.
  • Outdoor Adventures: Ideal for outdoor enthusiasts, visitors can partake in various activities including skiing and hiking.
  • Charming Nature: Explore scenic parks and enjoy the tranquil beauty of the island's natural surroundings.
  • Cultural Experiences: Discover the island's historic buildings and engage in local customs and traditions.
  • Diverse Accommodation: A range of charming stays, including pet-friendly options, ensures a comfortable visit.

Find great hotels near Shelter Island

For your stay in Shelter Island, a delightful array of accommodation options awaits, from charming agritourism properties to inviting bed & breakfasts. Many establishments cater to pet-friendly needs, ensuring a family-friendly adventure. You can expect rooms equipped with air conditioning, accessible restrooms, and accessible rooms, making your visit comfortable and enjoyable. Whether you seek relaxation or outdoor exploration, Shelter Island offers a memorable vacation experience.

  • Sound View Greenport: Sound View Greenport offers a delightful beachside retreat perfect for families and business travellers alike. Located 6.4km from Shelter Island, this 3.5-star hotel features direct access to the beach, allowing guests to enjoy sun-soaked days by the water. Family-friendly amenities include complimentary cribs and child safety window guards, ensuring a safe and enjoyable stay for younger visitors. The serene surroundings and quality services make it an ideal choice for those seeking relaxation and recreation.
  • The Harbor Front Inn: Situated 4.8km from Shelter Island, The Harbor Front Inn is a charming 3.5-star accommodation that welcomes pets, making it a great option for animal lovers. With a pet-friendly policy that includes provisions for dogs and service animals, guests can enjoy their stay without leaving their furry companions behind. This inn is also well-suited for business travellers, offering a comfortable atmosphere for work and leisure. Its proximity to local attractions enhances the experience, allowing guests to explore the scenic waterfront.
  • Sag Harbor Inn: The Sag Harbor Inn, located 8.0km from Shelter Island, is a 3.5-star property ideal for business travellers seeking a peaceful escape. This inn combines convenience with a relaxed atmosphere, providing comfortable accommodations that cater to professionals on the go. With its strategic location near Sag Harbor’s charming shops and dining options, guests can easily unwind after a busy day while enjoying the local culture. The well-appointed facilities and attentive service ensure a pleasant stay for all visitors.

Where to stay near Shelter Island

Exploring Shelter Island offers a delightful mix of romantic beach escapes and outdoor adventures. Visitors can revel in the charm of the nearby American Beech and take in stunning scenery across adjacent islands. The family-friendly atmosphere and relaxing excursions make it a perfect spot for a tranquil getaway. Embrace the colder weather while enjoying the unique historical vibes that Shelter Island and its surroundings have to offer, ensuring a memorable holiday experience.

  • Hamptons: A mere 14.5km from Shelter Island, the Hamptons are renowned for their picturesque beaches and vibrant outdoor lifestyle. This region experiences moderately seasonal traveller arrivals, with peak visits from June to August. The Hamptons offer a romantic atmosphere, making it a perfect getaway for couples. Visitors can indulge in various activities, such as golfing at local courses, enjoying concerts, or simply relaxing at the beach. Notable landmarks include beautiful family-friendly beaches and serene lakes, ensuring a delightful experience for all who visit.
  • Sag Harbor: Located 8.0km away from Shelter Island, Sag Harbor is a charming city that draws visitors with its rich maritime history and outdoor recreational activities. Seasonal travel peaks in summer, particularly from June to August, allowing tourists to enjoy the area's stunning beaches and scenic views. The romantic vibe of Sag Harbor is complemented by its golf courses and ski fields, offering diverse experiences. Key attractions include family beaches and a historic lighthouse, making it an ideal destination for those seeking both relaxation and exploration.
  • Noyack: Just 8.0km from Shelter Island, the village of Noyack presents a delightful blend of outdoor activities and beach experiences. Similar to its neighbouring areas, Noyack sees a seasonal influx of visitors, peaking from June to August. Travellers are drawn to its romantic setting, with opportunities for golfing and mini-golf. The village is close to inviting beaches and tranquil lakes, perfect for families looking for fun and relaxation. Noyack is an excellent choice for those wanting to immerse themselves in the natural beauty of the region.

Things to do in and around Shelter Island

Shelter Island is perfect for outdoor enthusiasts and couples seeking a romantic beach getaway. Popular activities include skiing at local resorts, making it an ideal destination for adventure seekers. Visitors can also enjoy memorable day trips to explore the island's natural beauty and charming attractions. Whether you're looking for thrilling adventures or a serene escape, Shelter Island offers a delightful blend of experiences.

Shopping

The Greenport Farmers' Market, located 4.8km away, offers a vibrant, local shopping experience with fresh produce and crafts. The Style Bar, 8.0km from Shelter Island, features unique fashion finds. If you're up for a drive, Love Lane, 17.7km away, boasts family-friendly shops and charming boutiques.

Recreation

Shelter Island Whale's Tail offers a fun-filled mini-golf experience, perfect for families and adventure seekers. For golf enthusiasts, Noyac Golf Club delivers a scenic outdoor course. Meanwhile, Cedar Point County Park provides a tranquil setting for relaxation and wellness amidst nature's beauty.

Adventure

At the Long Island Skydiving Center, 43.5km from Shelter Island, experience the thrill of freefalling while soaking in breathtaking views. Splish Splash Water Park, situated 37.0km away, promises exhilarating water rides for families. For a scenic adventure, explore the Walking Dunes Trailhead, 25.7km away, surrounded by stunning landscapes.

Nightlife

Experience the charm of the Greenport Carousel, just 4.8km away, for a whimsical outdoor vibe. For a touch of romance and culture, visit Bay Street Theatre, situated 8.0km away. If you're in the mood for a film, Regal UA East Hampton, 17.7km away, offers family-friendly entertainment.

*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 visit to Shelter Island, consider travelling during the off-peak season from January to March when hotel prices are lower, and aim for a Tuesday stay for the best rates. Use Expedia's search tool to filter accommodations by budget and preferences, and consider eco-certified options for sustainable choices. Combine your hotel, flights, and activities into a package for added savings. For free activities, enjoy the island's natural beauty through walking trails and beaches. Lastly, utilise public transport options to minimise travel costs while exploring the area.

  • 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: Utilise Expedia’s search tool to tailor your preferences, such as your budget, desired location, and the type of accommodation you’re looking for. For instance, selecting the Eco-certified filter will showcase sustainable and environmentally friendly hotels that are currently available. To find the most affordable options and special offers, simply arrange the price filter from lowest to highest.
  • Consider bundling your trip: You can save money by combining your hotel stay on Shelter Island with your flights and activities by opting for an Expedia package.

Find the best attractions near Shelter Island

Shelter Island offers a delightful blend of outdoor activities and romantic beach getaways. Visitors can explore scenic beaches, tranquil urban parks, and charming historic buildings, making it an ideal destination for those seeking cultural experiences and natural beauty. Whether you fancy a peaceful stroll along the shore or a leisurely afternoon in the park, Shelter Island caters to all tastes, ensuring a memorable vacation for every traveller.

  • Shelter Island Country Club: Experience a serene golfing retreat just 1.6km from Shelter Island. This charming country club offers a picturesque course surrounded by lush landscapes, perfect for both seasoned golfers and beginners looking to enjoy a round in a tranquil setting.
  • East Hampton Main Beach: Located 19.3km away, this beautiful beach boasts soft sands and inviting waves, providing a quintessential seaside atmosphere. Relax under the sun or take a refreshing swim while enjoying the vibrant beach vibes that make this spot a favourite among locals and visitors alike.
  • Pollock-Krasner House and Study Center: Just 16.1km from Shelter Island, this historic site showcases the artistic legacy of influential artists Jackson Pollock and Lee Krasner. Immerse yourself in the cultural ambience as you explore their home and studio, gaining insight into their creative processes.

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

Accessing Shelter Island is convenient through several nearby airports. Islip, NY (ISP-MacArthur) is situated 70.8km away, with notable 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 - New Haven Regional) lies 51.5km from Shelter Island, offering excellent accommodation such as the 4-star Omni New Haven Hotel at Yale. The closest option is East Hampton, NY (HTO), located 14.5km away, where visitors can find the luxurious 5-star Mill House Inn just 4.8km from the airport. Each hotel provides accessible transport to their respective airports, ensuring a seamless travel experience.

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 traveller data. Other good choices for your stay in the area are Sound View Greenport and Montauk Manor. See all available top hotels, or vacation rentals in Shelter Island.
What are some of the best holiday rentals that Shelter Island has to offer?
Gorgeous private Hamptons house with pool and volleyball court: This holiday home rental outside of Shelter Island offers an outdoor pool, a patio and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 5 bedrooms, as well as a kitchen with a fridge, an oven and a microwave, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a pool table. See all 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?
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. Sound View Greenport and Montauk Manor 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 99 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 Shell Beach. A couple of additional sights to add to your itinerary are Shelter Island Historical Society and Shelter Island Whale's Tail. 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 21°C, while the coldest months are January and February, with an average of 3°C. Average annual precipitation for Shelter Island is 1452 mm.

Explore a world of travel with Expedia