Shelter Island Hotels from S$149

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Top 10 trending Shelter Island hotels

Montauk Manor

3.5 star property
Montauk
9.2 out of 10, Wonderful, (1262)
"Always excellent, even suring my eleventh stay."
United States
Daryl
The price is S$232
includes taxes & fees
1 Dec - 2 Dec
Montauk Manor

Gurney's Montauk Resort & Seawater Spa

4.0 star property
Montauk
8.2 out of 10, Very good, (691)
"Beautiful view and accomodations. Enjoyed the bathhouse and hotel amenities"
United States
Alex
The price is S$439
includes taxes & fees
2 Dec - 3 Dec
Gurney's Montauk Resort & Seawater Spa

Saybrook Point Resort & Marina

3.5 star property
Old Saybrook Center
9.4 out of 10, Exceptional, (1005)
"Beautiful property, we loved our room, friendly staff. "
United States
Natalie
The price is S$351
includes taxes & fees
30 Nov - 1 Dec
Saybrook Point Resort & Marina

Hampton Bays Hotel on Main

2.0 star property
Hampton Bays
7.2 out of 10, Good, (67)
"Needed a last minute place to stay and this was PERFECT!! Reasonably priced and the owner is lovely. The rooms have everything you need and there’s a bar on the property where you can play pool and have an after-dinner drink. Highly recommend!"
United States
Olivia
Hampton Bays Hotel on Main

Water's Edge Resort & Spa

3.5 star property
Westbrook Center
8.8 out of 10, Excellent, (1004)
"We love the stay everything was perfect"
United States
angelica
The price is S$255
includes taxes & fees
20 Nov - 21 Nov
Water's Edge Resort & Spa

The Atlantic Hotel

2.5 star property
Southampton
7.2 out of 10, Good, (968)
"Love the area love the room size clean parking was perfect "
United States
Sherwood
The Atlantic Hotel

Pier Blue Inn Old Saybrook - Essex

2.0 star property
Saybrook Manor
8.0 out of 10, Very good, (1000)
"Always a great stay at Pier Blue. Comfy bed and plenty of room."
United States
Patricia
Pier Blue Inn Old Saybrook - Essex

Zey Hotel

3.5 star property
Greenport
9.2 out of 10, Wonderful, (288)
"Loved this place. Lots of places to relax and play games. Super-friendly staff. Can't wait to go back b"
United States
Susie
Zey Hotel

The Harbor Front Inn

3.5 star property
Greenport
8.8 out of 10, Excellent, (535)
"Amazing property, rooms, and staff. Book a room with a balcony for amazing views!"
United States
Matthew
The price is S$224
includes taxes & fees
20 Nov - 21 Nov
The Harbor Front Inn

Madison Beach Hotel

4.0 star property
Madison Center
9.4 out of 10, Exceptional, (337)
"Staff and hotel are lovely "
United States
Steven
The price is S$367
includes taxes & fees
7 Dec - 8 Dec
Madison Beach Hotel

Quality Inn Old Saybrook - Westbrook

2.5 star property
Old Saybrook
7.8 out of 10, Good, (1007)
"We were treated very well by Welcome desk staff, Kitchen staff, housekeeping. Will stay again"
United States
Kelly j
The price is S$151
includes taxes & fees
30 Nov - 1 Dec
Quality Inn Old Saybrook - Westbrook

The Hampton Maid

2.5 star property
Hampton Bays
9.0 out of 10, Wonderful, (683)
"Was so lovely would definitely come back again, very cute clean and safe "
United Kingdom
Maria
The Hampton Maid

Offshore Montauk

2.0 star property
Montauk
9.4 out of 10, Exceptional, (69)
"Excellent stay! Gorgeous views, very clean rooms, helpful staff and beautifully done. Will stay again!"
United States
Erica
The price is S$195
includes taxes & fees
3 Dec - 4 Dec
Offshore Montauk

Marram

4.0 star property
Montauk
8.8 out of 10, Excellent, (249)
"It was an amazing relaxing weekend. We want to come back next year the same weekend!"
United States
Piera
The price is S$516
includes taxes & fees
24 Nov - 25 Nov
Marram

The Preston House & Hotel

3.5 star property
Riverhead
9.8 out of 10, Exceptional, (368)
"Staff was amazing, include the restaurants’ staff! 2nd time staying there, will be back for many more!"
United States
Nakia
The price is S$244
includes taxes & fees
1 Dec - 2 Dec
The Preston House & Hotel

Sag Harbor Inn

3.5 star property
Sag Harbor
9.4 out of 10, Exceptional, (569)
"We had lovely stay, the staff was knowledgeable, efficient, and friendly. Will visit again! "
United States
Lori
The price is S$272
includes taxes & fees
20 Nov - 21 Nov
Sag Harbor Inn

Hamlet Inn

2.0 star property
Southampton
8.6 out of 10, Excellent, (437)
"Great weekend stay! staff was super kind and property was beautiful! "
United States
Chyanne
The price is S$173
includes taxes & fees
20 Nov - 21 Nov
Hamlet Inn

The Bentley Hotel Southampton

2.0 star property
Southampton
9.6 out of 10, Exceptional, (382)
"great cost-effective option; room was very spacious and clean."
United States
Isadora
The price is S$207
includes taxes & fees
24 Nov - 25 Nov
The Bentley Hotel Southampton

Sound View Greenport

4.0 star property
Greenport
8.6 out of 10, Excellent, (593)
"Staff was amazing , room clean view phenomenal "
United States
Denise
The price is S$265
includes taxes & fees
20 Nov - 21 Nov
Sound View Greenport

The Sagaponack

3.0 star property
Wainscott
8.8 out of 10, Excellent, (207)
"An absolute gem of a place to stay. The rooms are full of character and charm, it’s The Hamptons all the way. Great location, too. "
United States
Brad
The price is S$295
includes taxes & fees
20 Nov - 21 Nov
The Sagaponack
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

Menantic Creek

While there might not be top attractions in Menantic Creek, you can explore the larger area and discover places like Shelter Island Historical Society and Sunset 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.

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 Crescent Beach and Sunset Beach.

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.

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.

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 with serene waters, perfect for relaxation and sunbathing.
  • Outdoor Adventures: Enjoy a variety of activities such as hiking, biking, and golfing amidst beautiful scenery.
  • Charming Accommodation: Choose from delightful bed and breakfasts and unique agritourism properties for a memorable stay.
  • Rich History: Explore historic buildings and landmarks that reflect the island's cultural heritage.
  • Romantic Getaways: Ideal for couples, the island offers a tranquil atmosphere for intimate escapes.

Find great hotels near Shelter Island

Discover a range of delightful accommodation options on Shelter Island, New York, where you can choose from charming bed and breakfasts to unique agritourism properties. This idyllic destination caters to families and pet-friendly travellers alike, offering a perfect blend of adventure and relaxation. Unwind in the welcoming atmosphere of Shelter Island hotels and enjoy a memorable getaway filled with natural beauty and local charm.

  • Sound View Greenport: Nestled a mere 6.4km from Shelter Island, Sound View Greenport is the ideal retreat for families, business travellers, and beach enthusiasts alike. This 3.5-star hotel boasts direct beach access, allowing guests to indulge in sun-soaked days by the water. Business amenities such as a Conference Space and Meeting Room cater to corporate needs, while families can enjoy thoughtful features like complimentary cribs and window guards designed for young children. With a perfect blend of relaxation and practicality, this hotel offers a memorable coastal experience.
  • Sag Harbor Inn: Just 8.0km from Shelter Island, Sag Harbor Inn is a distinguished choice for those seeking a business-friendly escape. This 3.5-star property excels in providing a conducive environment for professionals, equipped with a Meeting Room that supports various corporate activities. While maintaining a focus on business, the inn captures the charm of the surrounding area, making it a pleasant place for guests to unwind after a productive day. Experience the balance of work and leisure at this welcoming establishment.
  • The Harbor Front Inn: Located a mere 4.8km from Shelter Island, The Harbor Front Inn is a versatile 3.5-star accommodation that welcomes both business travellers and their pets. Its pet-friendly policy allows dogs to stay in rooms, ensuring that no family member is left behind. The hotel provides essential business amenities while also offering a relaxing atmosphere for leisure. With a commitment to service, this inn strikes a perfect balance between professional and personal needs, making it a great choice for those travelling with furry companions.

Where to stay near Shelter Island

Discover the enchanting charm of Shelter Island, a perfect getaway for those seeking serene waters and picturesque scenery. This idyllic destination offers a blend of outdoor adventures and romantic escapes, with family-friendly neighbourhoods to explore. Unwind on beautiful beaches, delve into the area's rich history, and uncover charming spots that make Shelter Island a delightful retreat. Nearby, you'll find excursions that enhance your experience, ensuring a memorable holiday filled with relaxation and scenic beauty.

  • Hamptons: Located 14.5km from Shelter Island, the Hamptons is a quintessential summer retreat known for its stunning beaches and vibrant outdoor activities. This area comes alive from June to August, attracting visitors seeking romantic getaways and family fun. Popular attractions include pristine beaches, golf courses, and lively music concerts. The picturesque landscape also features charming lakes, making it an ideal spot for leisurely picnics and sunset strolls. The Hamptons’ blend of luxury and natural beauty ensures an unforgettable travel experience.
  • Greenport: Just 4.8km away from Shelter Island, Greenport is a delightful seaside village perfect for those in search of a romantic and outdoor experience. The city sees a seasonal influx of visitors, particularly from June to August, as it offers inviting beaches and engaging cultural events. Golf courses and music concerts are popular activities, while local landmarks, including family-friendly beaches and event venues, add to its charm. Greenport's vibrant waterfront and quaint shops enhance its appeal, making it a must-visit destination.
  • Sag Harbor: Situated 8.0km from Shelter Island, Sag Harbor is a captivating city that embodies the essence of coastal living. With a peak tourist season from June to August, visitors flock here for its outdoor pursuits and beautiful beaches. The area features numerous golf courses and ski fields for active adventurers, while parks and family beaches provide serene spots for relaxation. Sag Harbor's rich history and artistic vibe create a unique atmosphere, making it a lovely destination for those looking to explore and unwind.

Things to do in and around Shelter Island

Shelter Island is an idyllic destination for outdoor enthusiasts and couples seeking a romantic getaway. Enjoy scenic walks, indulge in outdoor experiences, and relax in picturesque picnic areas. The island also offers opportunities for golf, skiing, and refreshing splashes in the summer. Embrace the serene atmosphere and create lasting memories in this charming locale, perfect for both adventure and relaxation.

Shopping

The Greenport Farmers' Market, located 4.8km away, offers a vibrant atmosphere with local produce and crafts. For fashion enthusiasts, The Style Bar, 8.0km from Shelter Island, showcases trendy apparel. If you're up for a drive, Love Lane, 17.7km away, features a charming selection of shops for the whole family.

Recreation

At Shelter Island Whale's Tail, enjoy a fun-filled mini golf experience with a family-friendly atmosphere. Just a short drive away, Noyac Golf Club invites you to embrace the outdoors while playing golf. For a tranquil retreat, Cedar Point County Park offers wellness and relaxation amidst nature's beauty.

Adventure

Splish Splash Water Park, located 37.0km from Shelter Island, offers thrilling water rides and family-friendly entertainment for a fun-filled day. For a thrilling experience, the Long Island Skydiving Center, situated 43.5km away, provides exhilarating air sports. Alternatively, the Walking Dunes Trailhead, 25.7km away, boasts stunning scenery and adventurous hiking trails.

Nightlife

The nightlife in Shelter Island offers a blend of outdoor charm at the Greenport Carousel, cultural and romantic vibes at the Bay Street Theatre, and an entertaining cinematic experience at the Regal UA East Hampton. Each venue promises a unique atmosphere for an unforgettable evening.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Booking tips and Expedia advantages for Shelter Island

For a budget-friendly trip to Shelter Island, consider visiting between January and March when hotel prices are at their lowest, particularly on Tuesdays. Avoid Saturdays for the most affordable stays. Use Expedia to customise your accommodation preferences and filter for the best deals, including flexible cancellation options. Look for package deals that combine hotels with flights and activities for greater savings. Enjoy free activities such as exploring the island's natural beauty and parks to keep costs down while making the most of your visit.

  • 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 Saturday.
  • Find cheap hotels on Expedia: Utilise Expedia’s search tool to customise your preferences, such as your budget, desired location, and preferred type of accommodation. To discover the most affordable prices and offers, arrange the price filter from lowest to highest.
  • Consider bundling your trip: You can enjoy significant savings 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 offers a delightful blend of outdoor activities, romantic getaways, and beach relaxation. Visitors can explore a variety of attractions, including scenic beaches, historic buildings, and urban parks, which cater to those seeking cultural experiences alongside natural beauty. With its charming atmosphere, Shelter Island is perfect for travellers looking to immerse themselves in outdoor adventures while enjoying the serene coastal environment.

  • 67 Steps Beach: A picturesque escape located 6.4km from Shelter Island, 67 Steps Beach offers a serene atmosphere with stunning views and sandy shores. Perfect for sunbathing, swimming, or simply enjoying the beach vibes, it’s an ideal spot to unwind and connect with nature.
  • Gardiner's Bay Country Club: Nestled within Shelter Island, this exclusive golf course provides a unique golfing experience amidst lush landscapes. With its well-maintained fairways and scenic views, it’s a haven for golf enthusiasts looking to enjoy a round in a tranquil setting.
  • Orient Point County Park: Located 12.9km away, this urban park is perfect for families and outdoor enthusiasts. With ample picnic areas, walking trails, and stunning views of the water, it offers a delightful blend of city vibes and natural beauty.

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 with several nearby airports. Montauk Airport (MTP) is 35.4km away, with excellent hotels like Gurney's Montauk Resort & Seawater Spa, and Marram, both within 8.0km. Islip Airport (ISP-MacArthur), situated 70.8km from Shelter Island, offers accommodation options such as Hyatt Regency Long Island and Radisson Hotel Hauppauge-Long Island, both within 14.5km of the airport. New Haven Airport (HVN-Tweed) is located 51.5km away, featuring hotels like The Blake Hotel and Graduate by Hilton New Haven, both just 4.8km from the airport. Each airport provides various transportation services to facilitate your journey to Shelter Island.

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 Quality Inn Old Saybrook - Westbrook 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 95 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 Gardiner's Bay Country Club and Shelter Island Historical Society. 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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