Find hotels in Shelter Island, NY from Rp1.261.481

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Our top choices for Shelter Island hotels

Daunt's Albatross Motel

Daunt's Albatross Motel
2.0 star property
Downtown Montauk
9.0 out of 10, Wonderful, (300 reviews)
  • cleanliness
    Seasonal outdoor pool and free bikes in scenic Montauk, minutes from beaches.
"Clean room, courteous staff and great location "
United States
James
Daunt's Albatross Motel

Offshore Residences

Offshore Residences
4.5 star property
Downtown Montauk
  • cleanliness
    Luxury coastal retreat near Montauk Point with pool, spa, and fully-equipped units.
The price is Rp8.083.604
Rp11.163.601 total
includes taxes & fees
10 Feb - 11 Feb
Offshore Residences

Offshore Montauk

Offshore Montauk
2.0 star property
Montauk
9.4 out of 10, Exceptional, (101 reviews)
"Hotel was beautiful !!"
United States
Erica
The price is Rp1.959.304
Rp3.202.544 total
includes taxes & fees
23 Feb - 24 Feb
Offshore Montauk

Kenny's Tipperary Inn

Kenny's Tipperary Inn
2.0 star property
Culloden Shores
8.4 out of 10, Very good, (885 reviews)
  • cleanliness
    Experience coastal charm at Kenny's Tipperary Inn with hiking trails nearby.
"Big room Clean Needs bathroom update In general, we had a good day"
United States
Raz
Kenny's Tipperary Inn

Montauk Manor

Montauk Manor
3.5 star property
Montauk
9.2 out of 10, Wonderful, (1,292 reviews)
  • cleanliness
    Elegant retreat near Montauk's shore with indoor and outdoor pools to enjoy.
"Nice pool, great restaurant "
United States
April
The price is Rp2.339.014
Rp3.002.578 total
includes taxes & fees
12 Feb - 13 Feb
Montauk Manor

Gurney's Montauk Resort & Seawater Spa

Gurney's Montauk Resort & Seawater Spa
4.0 star property
Montauk
8.4 out of 10, Very good, (723 reviews)
  • cleanliness
    Experience a private beach retreat on The Hamptons shoreline with cabanas and beachside service.
"Room was spotless, staff were great and the resort is top notch!!"
United States
Carrie
The price is Rp5.484.700
Rp7.519.483 total
includes taxes & fees
22 Feb - 23 Feb
Gurney's Montauk Resort & Seawater Spa

Windward Shores Ocean Resort

Windward Shores Ocean Resort
3.0 star property
Napeague
8.8 out of 10, Excellent, (305 reviews)
  • cleanliness
    Experience ocean views in the Hamptons with a seasonal pool and tennis courts.
"Quiet place, went off season, cooked all meals in the room, good home base to explore the area."
United States
Jerry
The price is Rp2.223.582
Rp2.907.566 total
includes taxes & fees
11 Feb - 12 Feb
Windward Shores Ocean Resort

The Roundtree, Amagansett

The Roundtree, Amagansett
4.5 star property
Amagansett North
10.0 out of 10, Exceptional, (93 reviews)
  • cleanliness
    Escape to Amagansett with beach drives, luxury amenities, and continental breakfast.
"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 Rp10.030.677
Rp12.032.988 total
includes taxes & fees
10 Feb - 11 Feb
The Roundtree, Amagansett

Journey East Hampton

Journey East Hampton
4.0 star property
East Hampton North
9.2 out of 10, Wonderful, (163 reviews)
  • cleanliness
    Unwind at this East Hampton retreat with free bikes and seasonal pool access.
"Amazing stay"
United States
Liana
Journey East Hampton

Mill House Inn

Mill House Inn
5.0 star property
Pantigo Road Historic District
9.0 out of 10, Wonderful, (78 reviews)
  • cleanliness
    Experience coastal charm at this luxurious B&B near The Hamptons Beaches.
"the rooms are outdated and the front desk staff was overbearing the location is great but it’s noisy the breakfast was awesome as was the chef "
United States
Sharon
The price is Rp4.219.000
Rp5.302.270 total
includes taxes & fees
12 Feb - 13 Feb
Mill House Inn

The Huntting Inn

The Huntting Inn
3.5 star property
Egypt Lane Historic District
9.0 out of 10, Wonderful, (105 reviews)
  • cleanliness
    Picturesque East Hampton B&B with an Italian restaurant and garden escape.
"Inn has been newly renovated. Room was spotless. Staff were wonderful. Had an excellent stay. Highly recommend! "
United States
Valerie
The price is Rp6.042.621
Rp7.072.394 total
includes taxes & fees
22 Feb - 23 Feb
The Huntting Inn

The 1770 House Restaurant & Inn

The 1770 House Restaurant & Inn
4.0 star property
East Hampton
9.8 out of 10, Exceptional, (162 reviews)
  • cleanliness
    Experience oceanfront elegance at this East Hampton inn with dining and garden.
"The staff was incredibly genuine and the property felt intimate and comfortable."
United States
Aniya
The price is Rp4.497.454
Rp6.148.433 total
includes taxes & fees
10 Feb - 11 Feb
The 1770 House Restaurant & Inn

The Maidstone

The Maidstone
4.0 star property
East Hampton
8.0 out of 10, Very good, (150 reviews)
  • cleanliness
    Boutique Hamptons retreat offers garden setting and breakfast near the beach.
"We had a wonderful stay "
United States
Sabrina
The price is Rp2.998.021
Rp3.425.239 total
includes taxes & fees
17 Feb - 18 Feb
The Maidstone

Wainscott Woods Retreat

Wainscott Woods Retreat
2.5 star property
Wainscott
7.0 out of 10, Good, (9 reviews)
  • cleanliness
    Escape to a golf retreat with poolside relaxation in scenic Wainscott.
"Newly Renovated and extremely clean, well kept, and inviting rooms. Staff could not be nicer and more accommodating. Location is ideally situated close to lots of shops, Goldbergs for bagels, East Hampton Beaches etc. Highly recommend this accommodation to anyone staying in the area."
United States
Ivan
The price is Rp4.817.254
Rp5.503.713 total
includes taxes & fees
10 Feb - 11 Feb
Wainscott Woods Retreat

The Sagaponack

The Sagaponack
3.0 star property
Wainscott
8.8 out of 10, Excellent, (223 reviews)
  • cleanliness
    Charming B&B with seasonal pool near The Hamptons Beaches, just minutes away.
"The property and room was clean, easily accessible, and staff were very friendly. We would stay here again!"
United States
Daren
The price is Rp2.566.840
Rp3.607.445 total
includes taxes & fees
10 Mar - 11 Mar
The Sagaponack

Inn at Harbor Hill Marina

Inn at Harbor Hill Marina
3.5 star property
Niantic
9.4 out of 10, Exceptional, (1,005 reviews)
  • cleanliness
    Seaside escape with marina access and helpful staff just minutes from Amtrak Beach.
"Everything was perfect, from the room to the staff. "
United States
Kathleen
The price is Rp2.852.044
Rp3.279.851 total
includes taxes & fees
10 Feb - 11 Feb
Inn at Harbor Hill Marina

Topping Rose House

Topping Rose House
4.5 star property
Bridgehampton
9.0 out of 10, Wonderful, (141 reviews)
  • cleanliness
    Unwind on the Hamptons' rooftop terrace while spa treatments await below.
"Our second home :)"
United States
olivia
The price is Rp9.037.098
Rp10.383.950 total
includes taxes & fees
16 Feb - 17 Feb
Topping Rose House

The Niantic Inn

The Niantic Inn
2.5 star property
Niantic
9.2 out of 10, Wonderful, (137 reviews)
  • cleanliness
    Experience waterfront getaways steps from the train station in scenic Niantic.
"Quiet and warm and clean. Nice touch from Housekeeping too! "
United States
Jessica
The price is Rp1.944.115
Rp2.235.733 total
includes taxes & fees
16 Feb - 17 Feb
The Niantic Inn

Bridgehampton Inn

Bridgehampton Inn
3.5 star property
Bridgehampton
9.4 out of 10, Exceptional, (221 reviews)
  • cleanliness
    Elegant Hamptons getaway with garden views near Bridgehampton Station.
"Everything was excellent. Rooms were upgraded and were lovely, everything sparkling clean, staff most helpful. The breakfast was great. Would recommend and would stay again. "
United States
Patricia
The price is Rp4.541.332
Rp5.188.357 total
includes taxes & fees
10 Feb - 11 Feb
Bridgehampton Inn

Sag Harbor Inn

Sag Harbor Inn
3.5 star property
Sag Harbor
9.4 out of 10, Exceptional, (582 reviews)
  • cleanliness
    Soak up the Hamptons charm at this poolside inn with free breakfast and parking.
"Lovely hotel, very clean and friendly! Definitely going back!"
United States
Hollie
The price is Rp3.459.580
Rp3.952.569 total
includes taxes & fees
15 Feb - 16 Feb
Sag Harbor Inn
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.

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

Find out more about Shelter Island

Top reasons to visit Shelter Island

  • Stunning Beaches: Shelter Island boasts picturesque beaches, perfect for relaxation and romantic getaways.
  • Outdoor Adventures: Enjoy a variety of activities, from hiking to skiing at nearby resorts.
  • Natural Beauty: Explore the island's scenic landscapes and tranquil parks, ideal for unwinding.
  • Charming Accommodations: Choose from delightful bed and breakfasts and family-friendly lodgings.
  • Cultural Experiences: Discover historic buildings and immerse yourself in the local charm.

Find great hotels near Shelter Island

Whether you're seeking a charming bed and breakfast or an agritourism property, Shelter Island offers a delightful array of accommodation options to suit every traveller. With a focus on pet-friendly facilities and family-friendly experiences, you'll find hotels equipped with essential amenities such as accessible rooms, air conditioning, and restrooms. Enjoy a memorable stay amidst the island's natural beauty and adventure-filled activities.

  • The Harbor Front Inn: This charming 3.5-star hotel offers a delightful blend of business convenience and a pet-friendly environment, making it a perfect choice for both leisure and work travellers. Situated 4.8km from Shelter Island, The Harbor Front Inn features modern amenities to cater to your needs, including spacious rooms that allow dogs and a welcoming atmosphere for pets. With its proximity to local attractions, guests can enjoy both the tranquillity of the area and the comfort of their furry companions.
  • SEVEN - Shelter Island Guest House: A haven for adventure seekers and golf enthusiasts, SEVEN - Shelter Island Guest House is a delightful 3.5-star bed and breakfast located just 1.6km from Shelter Island. This accommodation is tailored for those seeking excitement, with easy access to various outdoor activities such as kayaking, surfing, and snowshoeing. The guest house embraces a pet-friendly policy, ensuring that your four-legged friends are welcome. Guests can enjoy a unique golfing experience right at the property, providing a perfect blend of relaxation and adventure.
  • Fordham House: Offering a warm and inviting atmosphere, Fordham House is a quaint 3-star bed and breakfast located 4.8km from Shelter Island. Guests can indulge in complimentary full breakfasts during their stay, giving them a delightful start to each day. The property’s charming features and attentive service create a homely feel, making it an excellent choice for those looking to unwind and enjoy a peaceful getaway. With its emphasis on comfort and hospitality, Fordham House is a lovely retreat after a day of exploration.

Where to stay near Shelter Island

Embark on a delightful journey in Shelter Island, where outdoor adventures and romantic beach getaways await. Explore the stunning American Beech, immerse yourself in charming experiences, and enjoy the scenic beauty of adjacent islands. With a family-friendly atmosphere and opportunities for excursions, Shelter Island offers a perfect blend of relaxation and exploration, even in the colder weather. Discover the magic of this enchanting destination during your stay.

  • Greenport: Located a mere 4.8km from Shelter Island, Greenport is a charming coastal village known for its vibrant maritime culture and scenic waterfront. The travel experience here is marked by a blend of outdoor adventures and romantic escapes, particularly during the peak summer months of June to August. Visitors can enjoy activities such as golfing, attending live music concerts, and exploring recreational areas. Notable local attractions include family-friendly beaches and parks that provide a perfect backdrop for relaxation and enjoyment.
  • Hamptons: Approximately 14.5km from Shelter Island, the Hamptons are synonymous with sophistication and leisure, attracting a diverse array of tourists. The area experiences a similar seasonal pattern, with the highest visitor numbers from June to August. Renowned for its stunning beaches and outdoor activities, the Hamptons offer an idyllic setting for a romantic getaway. Guests can partake in golfing, visit picturesque recreational spots, or attend various music events. The nearby beaches and tranquil lakes are perfect for sunbathing and engaging in water sports.
  • Sag Harbor: Situated just 8.0km from Shelter Island, Sag Harbor is a historic whaling village that exudes charm and character. The travel experience here is equally seasonal, with peak visits occurring in the summer months. Known for its outdoor and beach experiences, Sag Harbor entices visitors with opportunities for golfing and even skiing in winter. Key attractions include scenic beaches, a family beach, and the iconic lighthouse, making it a delightful destination for both relaxation and exploration.

Things to do in and around Shelter Island

Shelter Island offers a perfect setting for outdoor and romantic beach vacations. Visitors can indulge in a variety of activities, including skiing at nearby resorts for adventure seekers. Day trips to the island present opportunities to explore its natural beauty and tranquillity, making it an ideal destination for those looking to unwind or seek adventure amidst picturesque surroundings.

Shopping

The Greenport Farmers' Market, located 4.8km away, offers a vibrant public market atmosphere with local produce and artisan goods. The Style Bar, 8.0km from Shelter Island, provides a chic shopping experience. If you're up for a drive, Love Lane, 17.7km away, features family-friendly boutiques and shops.

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 provides a picturesque outdoor setting just 9.7km away. Meanwhile, Cedar Point County Park, located 8.0km away, is ideal for relaxation and wellness amidst nature.

Adventure

Experience the thrill of freefall at Long Island Skydiving Center, located 43.5km from Shelter Island, where adventure and adrenaline await. For family fun, visit Splish Splash Water Park, 37.0km away, offering exhilarating water rides. Explore the stunning scenery along Walking Dunes Trailhead, situated 25.7km away.

Nightlife

On Shelter Island, the Greenport Carousel offers a charming outdoor atmosphere, perfect for a nostalgic evening. For a dose of culture and romance, Bay Street Theatre enchants with its performances. Alternatively, Regal UA East Hampton cinema provides a delightful family-friendly experience, showcasing the latest films in a relaxed setting.

*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 months from January to March, when accommodation prices are cheaper. Booking your stay on a Tuesday can also reduce costs, while Fridays tend to be the most expensive. Utilise Expedia's search tool to filter hotels by budget and location, and explore package deals that combine flights, hotels, and activities for added savings. Additionally, take advantage of free attractions and public transport to keep your expenses down while enjoying the island's offerings.

  • 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 refine your preferences, such as your budget, desired location, and the type of hotel you favour. To discover the most affordable prices and offers, arrange the price filter from lowest to highest.
  • Consider bundling your trip: You can save money by combining your hotel reservation on Shelter Island with your flights and activities through an Expedia package.

Find the best attractions in and around Shelter Island

Shelter Island offers a charming blend of outdoor adventures and romantic beach getaways, perfect for a delightful vacation. Visitors can explore captivating beaches, serene urban parks, and historic buildings, catering to those seeking cultural experiences and natural beauty. With its picturesque settings, Shelter Island is an ideal destination for travellers looking to unwind and connect with nature.

  • 67 Steps Beach: Experience the serene beauty of 67 Steps Beach, just 6.4km from Shelter Island. This beach offers a perfect escape with its laid-back vibes, allowing you to bask in the sun, enjoy the gentle surf, and take leisurely strolls along the shoreline.
  • Orient Point County Park: A mere 12.9km away, Orient Point County Park is an urban oasis ideal for families. With its spacious areas for picnicking and various outdoor activities, visitors can relish the vibrant atmosphere while exploring the park's natural beauty.
  • Gardiner's Bay Country Club: Located within Shelter Island, Gardiner's Bay Country Club is a golfer's haven. Enjoy a round of golf surrounded by stunning views, and unwind in the club's friendly atmosphere, making it a perfect spot for both novice and seasoned golfers.

Best time to go to Shelter Island

The best time to visit Shelter Island is dependent on what kind of holiday you are seeking. August is its hottest month on average. At this time, visitor numbers are high and weather is mostly sunny with light rain. January is its coolest month on average. At this time, visitor numbers are average and weather is mostly sunny with light rain.

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

The nearest major airports for your trip to Shelter Island

Reaching Shelter Island, New York, is convenient via several major airports. Islip, NY (ISP-MacArthur) is located 70.8km away, with nearby accommodation options such as Jake's 58 Casino Hotel, 6.4km from the airport, and the Holiday Inn Long Island-Islip Arpt East, 8.0km away, both offering shuttle services. New Haven, CT (HVN-Tweed) is 51.5km from Shelter Island, featuring the Omni New Haven Hotel at Yale, just 4.8km from the airport. East Hampton, NY (HTO) is the closest at 14.5km away, with The Maidstone, a 4-star hotel located 4.8km from the airport, providing easy access for travellers.

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 Pier Blue Inn Old Saybrook - Essex and Montauk Blue Hotel. 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?
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 Blue Hotel 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 98 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 Whale's Tail and Shell Beach. 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.