Shelter Island hotels from HK$581

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Our top choices for Shelter Island hotels

The Preston House & Hotel

The Preston House & Hotel
3.5 star property
Riverhead
9.8 out of 10, Exceptional, (373)
"Staff was amazing, include the restaurants’ staff! 2nd time staying there, will be back for many more!"
United States
Nakia
The price is HK$1,064
HK$1,216 total
includes taxes & fees
5 Jan - 6 Jan 2026
The Preston House & Hotel

The Roundtree, Amagansett

The Roundtree, Amagansett
4.5 star property
Amagansett North
10.0 out of 10, Exceptional, (91)
"Located right in the center of town, the grounds on this property are wonderful with clean and comfortable suites. The staff are engaging and sweet. And the late night cookies are a sweet touch."
United States
adam
The price is HK$4,619
HK$5,541 total
includes taxes & fees
4 Jan - 5 Jan 2026
The Roundtree, Amagansett

Silver Sands Motel & Beach Bungalows

Silver Sands Motel & Beach Bungalows
4.0 star property
Greenport
9.8 out of 10, Exceptional, (142)
"Great get away "
United States
Charles
Silver Sands Motel & Beach Bungalows

The 1770 House Restaurant & Inn

The 1770 House Restaurant & Inn
4.0 star property
East Hampton
9.8 out of 10, Exceptional, (161)
"The staff was incredibly genuine and the property felt intimate and comfortable."
United States
Aniya
The price is HK$2,293
HK$3,134 total
includes taxes & fees
28 Dec - 29 Dec
The 1770 House Restaurant & Inn

Canoe Place Inn and Cottages

Canoe Place Inn and Cottages
4.0 star property
Hampton Bays
9.8 out of 10, Exceptional, (60)
"Amazing property. Really enjoyed our stay."
United States
Dave
Canoe Place Inn and Cottages

Westbrook Inn B&B

Westbrook Inn B&B
3.0 star property
Westbrook Center
9.8 out of 10, Exceptional, (177)
"Our stay was amazing! All the staff were so accommodating and kind. The inn has a rustic charm and was so festive for the holidays! Rooms are a good size, clean, and have everything you need. The breakfast was delicious and they even had free tea/coffee/cookies for all guests to enjoy :) "
United States
Chewon
The price is HK$1,637
HK$1,818 total
includes taxes & fees
30 Dec - 31 Dec
Westbrook Inn B&B

The Captain Stannard

The Captain Stannard
3.0 star property
Westbrook Center
9.8 out of 10, Exceptional, (259)
"The Inn and staff were warm and welcoming, the facility exceptionally clean. Breakfast exceeded my expectations for a continental breakfast! Would absolutely stay again! "
United States
Lisa
The Captain Stannard

The Menhaden

The Menhaden
3.5 star property
Greenport
9.6 out of 10, Exceptional, (171)
"Wonderful stay in a quaint hotel..The small town was amazing and had such cozy welcoming atmosphere! "
United States
Cory
The price is HK$2,090
HK$2,699 total
includes taxes & fees
8 Jan - 9 Jan 2026
The Menhaden

Saybrook Point Resort & Marina

Saybrook Point Resort & Marina
3.5 star property
Old Saybrook Center
9.6 out of 10, Exceptional, (1001)
"Wonderful stay in a beautiful setting."
United States
Deborah
The price is HK$2,161
HK$2,680 total
includes taxes & fees
8 Jan - 9 Jan 2026
Saybrook Point Resort & Marina

Stirling House Bed & Breakfast

Stirling House Bed & Breakfast
3.0 star property
Greenport
9.8 out of 10, Exceptional, (24)
"Our stay was only 2 nights but felt like 5. Well rested 3 days. Would return in a Heart Beat. Clay was awesome and the breakfasts were over the top !"
United States
Adam
The price is HK$2,602
HK$2,973 total
includes taxes & fees
23 Jan - 24 Jan 2026
Stirling House Bed & Breakfast

Inn at Harbor Hill Marina

Inn at Harbor Hill Marina
3.5 star property
Niantic
9.4 out of 10, Exceptional, (1001)
"Clean great staff great breakfast quiet guests beautiful scenery 10/10"
United States
Trey
The price is HK$1,236
HK$1,421 total
includes taxes & fees
29 Dec - 30 Dec
Inn at Harbor Hill Marina

The Shoals Suites and Slips

The Shoals Suites and Slips
3.5 star property
Southold
9.4 out of 10, Exceptional, (231)
"Great stay, will definitely go again"
United States
ANTONIO J
The price is HK$1,269
HK$1,450 total
includes taxes & fees
1 Jan - 2 Jan 2026
The Shoals Suites and Slips

House on Chase Creek

House on Chase Creek
2.5 star property
The Heights
9.4 out of 10, Exceptional, (79)
" 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$809
HK$925 total
includes taxes & fees
8 Jan - 9 Jan 2026
House on Chase Creek

The Bentley Hotel Southampton

The Bentley Hotel Southampton
2.0 star property
Southampton
9.6 out of 10, Exceptional, (406)
"Room was beautiful and spacious. Staff was courteous and on point. "
United States
Ron
The price is HK$972
HK$1,119 total
includes taxes & fees
9 Jan - 10 Jan 2026
The Bentley Hotel Southampton

Madison Beach Hotel

Madison Beach Hotel
4.0 star property
Madison Center
9.4 out of 10, Exceptional, (341)
"The Spa was wonderful and the staff was attentive and helpful. "
United States
Emma
The price is HK$2,139
HK$2,460 total
includes taxes & fees
1 Jan - 2 Jan 2026
Madison Beach Hotel

Sag Harbor Inn

Sag Harbor Inn
3.5 star property
Sag Harbor
9.4 out of 10, Exceptional, (580)
"Very clean, helpful staff and convenient location."
United States
Gordon
The price is HK$1,671
HK$1,909 total
includes taxes & fees
28 Dec - 29 Dec
Sag Harbor Inn

Bridgehampton Inn

Bridgehampton Inn
3.5 star property
Bridgehampton
9.4 out of 10, Exceptional, (218)
"Great place!!!"
United States
Leslie
The price is HK$2,324
HK$2,655 total
includes taxes & fees
29 Dec - 30 Dec
Bridgehampton Inn

Vine & Sand

Vine & Sand
3.0 star property
Southold
9.6 out of 10, Exceptional, (13)
"This B&B, and its hosts, were simply amazing. I cannot recommend this place enough."
United States
Sandra
Vine & Sand

Offshore Montauk

Offshore Montauk
2.0 star property
Montauk
9.4 out of 10, Exceptional, (87)
"Hotel was beautiful !!"
United States
Erica
The price is HK$902
HK$1,475 total
includes taxes & fees
11 Jan - 12 Jan 2026
Offshore Montauk

Montauk Manor

Montauk Manor
3.5 star property
Montauk
9.2 out of 10, Wonderful, (1273)
"The room was very clean, comfortable and quiet. The hotel was decorated beautifully for the holidays. The pool area with hot tub was clean and enjoyable "
United States
Kathleen
The price is HK$1,077
HK$1,383 total
includes taxes & fees
5 Jan - 6 Jan 2026
Montauk Manor
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 for the activities you enjoy most. Learn more about Shelter Island
Learn more about Shelter Island

Silver Beach

While Silver Beach may 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

While Coecles Harbor isn't home to many top sights, Shelter Island Whale's Tail and Gardiner's Bay Country Club are some notable places to visit nearby.

Menantic Creek

While there might not be top attractions in Menantic Creek, you can explore the larger area and discover places like Sunset Beach and Shelter Island Whale's Tail.

Hay Beach

When in Hay Beach, you can plan a visit to Gardiner's Bay Country Club and Greenport Carousel, some noteworthy sights in the nearby area.

Shorewood

While Shorewood may not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Mashomack Preserve and Shelter Island Historical Society.

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 Water's Edge Resort & Spa and Sound View Greenport. 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?
Cozy Bungalow Available Nearby Bridgehampton and Sag Harbor: This holiday home rental outside of Shelter Island offers an outdoor pool, a fireplace and a BBQ to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. It offers a patio, a garden and 1 hot tub so that you can immerse yourself in your holiday. 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: Features a seasonal outdoor pool, an indoor pool and a private beach. Water's Edge Resort & Spa and Sound View Greenport 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 97 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, Mashomack Preserve and Crescent 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.

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