Shelter Island hotels from RM356

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Our top choices for Shelter Island hotels

1. Clinton Motel

Clinton Motel
2.5 star property
Clinton
8.6 out of 10, Excellent, (313 reviews)
"Quiet , clean , comfy , Thanks"
United States
Bryan
The price is RM309
RM356 total
includes taxes & fees
3 Jun - 4 Jun
Clinton Motel

2. Lamplighter Motel - Clinton, Connecticut

Lamplighter Motel - Clinton, Connecticut
2.5 star property
Clinton
6.4 out of 10, (235 reviews)
"Motel is old but everything works and it was quiet which is all I was looking for."
United States
Edward
The price is RM313
RM360 total
includes taxes & fees
11 Jun - 12 Jun
Lamplighter Motel - Clinton, Connecticut

3. The Captain Stannard

The Captain Stannard
3.0 star property
Westbrook Center
9.6 out of 10, Exceptional, (264 reviews)
"Very clean, easy check-in, lovely owners."
United States
GAIL
The price is RM927
RM1,029 total
includes taxes & fees
7 Jun - 8 Jun
The Captain Stannard

4. 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)
"Everyone was friendly, the rooms were clean and breakfast was great!"
United States
Pamela
The price is RM448
RM515 total
includes taxes & fees
7 Jun - 8 Jun
Quality Inn Old Saybrook - Westbrook

5. 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, (1,004 reviews)
"Great place very inexpensive."
United States
Kathy
The price is RM364
RM419 total
includes taxes & fees
7 Jun - 8 Jun
Pier Blue Inn Old Saybrook - Essex

6. The Niantic Inn

The Niantic Inn
2.5 star property
Niantic
9.2 out of 10, Wonderful, (163 reviews)
"Great place."
United States
Joshua
The price is RM752
RM864 total
includes taxes & fees
8 Jun - 9 Jun
The Niantic Inn

7. 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, (477 reviews)
"The room was clean and comfortable. The Ac unit worked well. I was able to get a good nights sleep. Although I didn't need to use them, there were plenty of shops nearby."
United States
Robert
The price is RM319
RM367 total
includes taxes & fees
8 Jun - 9 Jun
Econo Lodge Inn & Suites Old Saybrook Westbrook

8. Hampton Bays Hotel on Main

Hampton Bays Hotel on Main
2.0 star property
Hampton Bays
7.2 out of 10, Good, (77 reviews)
"Spent a night here for my girlfriends birthday and it was just what the Dr ordered. The room was cozy with a humongous bathroom, GREAT SHOWER PRESSURE,plenty of windows,oh and we had a few cool options on nearby places to eat. Definitely coming back in the summer."
United States
Steven
The price is RM655
RM749 total
includes taxes & fees
3 Jun - 4 Jun
Hampton Bays Hotel on Main

9. Liberty Inn

Liberty Inn
2.0 star property
Old Saybrook
7.6 out of 10, Good, (649 reviews)
"This hotel is nearly on 95. Super busy traffic noise all night. I would not stay here again."
United States
Lisa
The price is RM318
RM365 total
includes taxes & fees
9 Jun - 10 Jun
Liberty Inn

10. Shorewood Inn

Shorewood Inn
2.5 star property
Riverhead
8.6 out of 10, Excellent, (758 reviews)
"Easy to park Check-in out was smooth Free breakfast was plus. "
United States
Atsuko
The price is RM462
RM528 total
includes taxes & fees
3 Jun - 4 Jun
Shorewood Inn

11. North Fork Resort

North Fork Resort
3.0 star property
Greenport
9.2 out of 10, Wonderful, (20 reviews)
"Great stay & great staff!"
United States
James
The price is RM1,289
RM1,472 total
includes taxes & fees
16 Jun - 17 Jun
North Fork Resort

12. The Hampton Maid

The Hampton Maid
2.5 star property
Hampton Bays
9.2 out of 10, Wonderful, (704 reviews)
"Charming , wonderful stay and great food at restaurant."
United States
Dawn
The price is RM1,267
RM1,447 total
includes taxes & fees
9 Jun - 10 Jun
The Hampton Maid

13. Zey Hotel

Zey Hotel
3.5 star property
Greenport
9.2 out of 10, Wonderful, (309 reviews)
"The hotel was very clean and updated in a great location."
United States
Jill
The price is RM963
RM1,101 total
includes taxes & fees
1 Jul - 2 Jul
Zey Hotel

14. Westbrook Inn B&B

Westbrook Inn B&B
3.0 star property
Westbrook Center
9.8 out of 10, Exceptional, (192 reviews)
"Breakfast was amazing! Staff was so kind, and place was very clean. "
United States
Ashley
The price is RM1,280
RM1,421 total
includes taxes & fees
8 Jun - 9 Jun
Westbrook Inn B&B

15. Ocean Resort Inn

Ocean Resort Inn
2.0 star property
Downtown Montauk
9.6 out of 10, Exceptional, (492 reviews)
"Great stay"
United States
Myles
The price is RM1,090
RM1,246 total
includes taxes & fees
16 Jun - 17 Jun
Ocean Resort Inn

16. Kenny's Tipperary Inn

Kenny's Tipperary Inn
2.0 star property
Culloden Shores
8.4 out of 10, Very good, (895 reviews)
"been several times love it !!"
United States
lenora
The price is RM585
RM695 total
includes taxes & fees
16 Jun - 17 Jun
Kenny's Tipperary Inn

17. Inn at Harbor Hill Marina

Inn at Harbor Hill Marina
3.5 star property
Niantic
9.4 out of 10, Exceptional, (1,002 reviews)
"Lovely place to stay, excellent breakfast."
United States
Mary Jo
The price is RM1,067
RM1,227 total
includes taxes & fees
7 Jun - 8 Jun
Inn at Harbor Hill Marina

18. The Bentley Hotel Southampton

The Bentley Hotel Southampton
2.0 star property
Southampton
9.6 out of 10, Exceptional, (511 reviews)
"From check in check out , friendly staff, beautiful property & right in the middle of it all"
United States
Alexandra
The price is RM1,820
RM2,178 total
includes taxes & fees
22 Jun - 23 Jun
The Bentley Hotel Southampton

19. The Pridwin Hotel

The Pridwin Hotel
4.0 star property
Shelter Island Heights
9.6 out of 10, Exceptional, (85 reviews)
"Beautiful, calm and serene. What a nostalgic experience. We’re going back next weekend. A perfect weekend getaway from manhattan "
United States
Rita
The price is RM2,242
RM2,817 total
includes taxes & fees
9 Jun - 10 Jun
The Pridwin Hotel

20. The Penny Lane

The Penny Lane
2.0 star property
Hampton Bays
9.0 out of 10, Wonderful, (77 reviews)
"The hotel was very clean and the location was very good. It was close to restaurants and beach."
United States
Anonymous traveller
The price is RM999
RM1,142 total
includes taxes & fees
8 Jun - 9 Jun
The Penny Lane
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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 Natural Beauty: Shelter Island boasts breathtaking scenery, perfect for outdoor enthusiasts and romantic getaways.
  • Beautiful Beaches: Enjoy relaxing days at picturesque beaches like American Beach, ideal for sunbathing and swimming.
  • Charming Accommodations: Experience delightful stays in agritourism properties and bed and breakfasts, catering to various budgets.
  • Outdoor Activities: Explore hiking trails, water sports, and nearby skiing resorts for adventure seekers.
  • Rich History: Discover historic buildings and quaint local attractions, adding cultural depth to your visit.

Find great hotels near Shelter Island

Discover a range of delightful accommodation options on Shelter Island, New York, ideal for a memorable getaway. Choose from charming agritourism properties and inviting bed and breakfasts that cater to families and adventurers alike. Many hotels offer pet-friendly services and essential amenities such as accessible rooms and restrooms, ensuring a comfortable stay for all guests. Experience the tranquil beauty of Shelter Island while enjoying the warm hospitality of its local lodgings.

  • Sound View Greenport: Nestled just 6.4km from Shelter Island, Sound View Greenport boasts a charming beachside theme perfect for families and pet lovers. The hotel offers direct beach access, allowing guests to soak up the sun and enjoy water activities right at their doorstep. Families will appreciate the thoughtful amenities for children, including free cribs and window guards for safety. Pet owners can relax knowing that their furry companions are welcome, with specific policies in place for dogs and cats. This hotel promises a delightful blend of relaxation and family-friendly fun.
  • The Harbor Front Inn: Located a mere 4.8km from Shelter Island, The Harbor Front Inn is designed for those seeking a pet-friendly environment alongside business travel convenience. The hotel features well-appointed rooms where pets are permitted, ensuring that no family member is left behind. With a focus on comfort and practicality, this inn caters to business travellers while maintaining a warm, welcoming atmosphere for pets. The attentive staff are committed to providing a pleasant stay, making it a suitable choice for both leisure and work-related visits.
  • Sag Harbor Inn: Positioned 8.0km from Shelter Island, Sag Harbor Inn is tailored for business travellers looking for a serene escape. With its modern amenities and professional atmosphere, this hotel ensures a productive stay while offering a peaceful retreat after a long day. Guests can enjoy the convenience of well-equipped rooms and proximity to local business hubs. The Sag Harbor Inn strikes a balance between functionality and comfort, making it an ideal choice for those travelling for work while wanting to explore the beautiful surroundings.

Where to stay near Shelter Island

Discover the enchanting charm of Shelter Island, where outdoor enthusiasts and couples seeking romance can revel in breathtaking scenery and historical allure. Explore the adjacent islands, unwind at the picturesque American Beach, or indulge in relaxing excursions that cater to families and budget-conscious travellers. With its cooler weather, Shelter Island promises a delightful getaway, offering an idyllic blend of natural beauty and charming experiences for all who visit.

  • Greenport: Nestled a mere 4.8km from Shelter Island, Greenport is a charming city that embodies the quintessential seaside experience. With moderately seasonal traveller arrivals, the peak season from June to August draws visitors drawn to its outdoor allure, romantic ambiance, and beautiful beaches. Here, you can indulge in a variety of activities including golf courses, music concerts, and recreational areas. Local landmarks such as the family beach and parks offer serene spots for relaxation and enjoyment, making Greenport an ideal destination for a leisurely day trip.
  • Hamptons: Located 14.5km away from Shelter Island, the Hamptons is famed for its stunning beaches and vibrant outdoor lifestyle. This area experiences moderately seasonal visitor numbers, with the summer months of June to August being the most popular. Travellers flock here for romantic getaways and beachside activities, enjoying golf courses, recreational areas, and live music events. With its picturesque beaches and scenic lakes, the Hamptons offers a perfect blend of relaxation and excitement, ensuring a memorable visit.
  • Shelter Island Heights: Just 1.6km from Shelter Island, Shelter Island Heights is a delightful city that attracts seasonal visitors, particularly in April and during the summer months. Known for its family-friendly atmosphere and romantic settings, this area offers a wealth of outdoor activities and cultural experiences. Popular venues include golf courses and theatres, alongside music concerts that enliven the community. With local landmarks such as beaches and event conference venues, Shelter Island Heights provides a charming escape for families and couples alike.

Things to do in and around Shelter Island

Shelter Island offers a delightful escape for outdoor enthusiasts and couples seeking a romantic beach getaway. Visitors can indulge in various activities, including skiing at nearby resorts and enjoying scenic day trips around the island. Adventure seekers will find plenty of opportunities to explore the natural beauty and charm of this idyllic destination, making it an ideal spot for a memorable vacation.

Shopping

For a delightful shopping experience, visit the Greenport Farmers' Market, just 4.8km away, offering local produce and unique gifts. The Style Bar, 8.0km from Shelter Island, features trendy clothing. If you're up for a drive, Love Lane, located 17.7km away, boasts charming shops and family-friendly vibes.

Recreation

Shelter Island Whale's Tail offers a fun-filled mini golf experience with a family-friendly atmosphere, perfect for a leisurely day out. For golf enthusiasts, Noyac Golf Club provides an outdoor sporting retreat. Cedar Point County Park invites you to unwind amidst nature, featuring tranquil trails and serene picnic spots.

Adventure

Experience the thrills at Splish Splash Water Park, 37.0km from Shelter Island, with exhilarating water slides and family fun. Hike the scenic Walking Dunes Trailhead, located 25.7km away, for breathtaking views. For adrenaline, try your hand at racing at Riverhead Raceway, 35.4km from Shelter Island.

Nightlife

Experience the charm of Shelter Island’s nightlife with a ride on the Greenport Carousel, just 4.8km away, for a whimsical outdoor vibe. For a touch of romance, enjoy a performance at Bay Street Theatre, located 8.0km away, or catch a family film at Regal UA East Hampton, 17.7km away.

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

Booking tips and Expedia advantages for Shelter Island

To save money during your visit to Shelter Island, consider travelling between January and March when hotel prices are at their lowest, particularly on Tuesdays. Avoid weekends, especially Fridays, for more affordable accommodation. Use Expedia to find budget-friendly hotels by sorting results from lowest to highest prices, and consider booking your hotel alongside flights and activities for additional savings. Explore free activities on the island, and utilise public transport to minimise travel costs.

  • The most and least expensive months on average to stay in a hotel: The hotel pricing in Shelter Island is moderately seasonal. The cheapest months to stay in Shelter Island are January to March, where the prices are moderately lower. This is in comparison to June to August, where prices are moderately higher.
  • The most and least expensive days on average to stay in a hotel: The least expensive day to stay in Shelter Island is Tuesday. The most expensive day to stay in Shelter Island is Friday.
  • Find cheap hotels on Expedia: Certainly. Here’s a paraphrased version of the text in a trusted and attentive tone, using British English:Expedia’s search tool enables you to specify your budget, preferred location, and various other criteria. You can organise your results to display prices from lowest to highest, allowing you to view the most affordable hotels first. Additionally, you have the option to refine your search by hotel type; for instance, selecting the Eco-certified filter will showcase sustainable and environmentally-friendly hotels that are available for booking.
  • Consider bundling your trip: You can save money by combining your Shelter Island hotel reservation with your flights and activities through an Expedia package.

Find the best attractions near Shelter Island

Shelter Island is perfect for outdoor enthusiasts and romantic beach getaways, offering a blend of stunning beaches, urban parks, and historic buildings. Visitors can explore a variety of attractions that cater to cultural interests, family experiences, and seaside relaxation. Whether you're seeking adventure or a serene escape, Shelter Island promises memorable experiences for all types of travellers.

  • Norman E. Klipp Marine Park: Located 4.8km from Shelter Island, this marine park offers a fantastic family-friendly atmosphere. Engage in thrilling water adventures, explore the serene surroundings, and enjoy a day filled with nature and excitement.
  • 67 Steps Beach: A mere 6.4km away, 67 Steps Beach is a lovely stretch of sand perfect for relaxation. With its inviting beach vibes, it's an ideal spot for sunbathing, swimming, and enjoying picturesque sunsets over the water.
  • Orient Point County Park: Situated 12.9km from Shelter Island, this urban park combines outdoor fun with city vibes. Perfect for families, visitors can explore walking trails, picnic areas, and the natural beauty of the surrounding landscape.

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

For your visit to Shelter Island, you have several airport options. Islip, NY (ISP-MacArthur) is 70.8km away and features nearby hotels such as 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) is located 51.5km away, with excellent hotels like the 4-star Omni New Haven Hotel at Yale and The Blake Hotel, both only 4.8km from the airport. East Hampton, NY (HTO) is the closest at 14.5km away, offering the luxurious 4.5-star Baker House 1650 and the 4-star Maidstone, both 4.8km from the airport.

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 Montauk Manor and The Atlantic 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 Manor and The Atlantic Hotel 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 104 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 Wades 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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