Shelter Island Heights hotels from RM356

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Our top choices for Shelter Island Heights hotels

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 RM1,549
RM1,947 total
includes taxes & fees
28 May - 29 May
The Pridwin Hotel

West Neck Guesthouse

West Neck Guesthouse
3.5 star property
Shelter Island Heights
8.0 out of 10, Very good, (37 reviews)
"Great property! Close to beach and super clean. "
United States
Leslie
The price is RM869
RM992 total
includes taxes & fees
31 May - 1 Jun
West Neck Guesthouse

Shelter Island House

Shelter Island House
3.5 star property
Shelter Island Heights
8.4 out of 10, Very good, (58 reviews)
"One staff member was there to check us in. He was helpful in bringing our bags to our room. He also suggested several restaurants for us to try."
United States
Joseph
The price is RM799
RM912 total
includes taxes & fees
9 Jun - 10 Jun
Shelter Island House

House on Chase Creek

House on Chase Creek
2.5 star property
The Heights
9.4 out of 10, Exceptional, (82 reviews)
"Bill is a wonderful and knowledgeable host for a beautiful getaway in a unique setting."
United States
Robert
The price is RM1,096
RM1,252 total
includes taxes & fees
28 May - 29 May
House on Chase Creek

The Chequit

The Chequit
3.0 star property
The Heights
9.0 out of 10, Wonderful, (37 reviews)
"Always a sold stay on Shelter Island"
United States
Peter
The price is RM2,264
RM2,587 total
includes taxes & fees
3 Jun - 4 Jun
The Chequit

Zey Hotel

Zey Hotel
3.5 star property
Greenport
9.2 out of 10, Wonderful, (307 reviews)
"amazing stay! "
United States
Lauren
The price is RM643
RM734 total
includes taxes & fees
28 May - 29 May
Zey Hotel

Clinton Motel

Clinton Motel
2.5 star property
Clinton
8.6 out of 10, Excellent, (312 reviews)
"Just all around great place"
United States
Stanley
The price is RM310
RM356 total
includes taxes & fees
28 May - 29 May
Clinton Motel

Ocean Resort Inn

Ocean Resort Inn
2.0 star property
Downtown Montauk
9.6 out of 10, Exceptional, (492 reviews)
"Great friendly start, excellent location and lovely place to stay "
United Kingdom
Phillip
The price is RM774
RM884 total
includes taxes & fees
7 Jun - 8 Jun
Ocean Resort Inn

Breakers Montauk

Breakers Montauk
3.0 star property
Montauk
8.6 out of 10, Excellent, (189 reviews)
"Great location and perfect costal vibe would stay here anytime!"
United States
Emma
The price is RM424
RM614 total
includes taxes & fees
1 Jun - 2 Jun
Breakers Montauk

Shorewood Inn

Shorewood Inn
2.5 star property
Riverhead
8.6 out of 10, Excellent, (755 reviews)
"Easy to park Check-in out was smooth Free breakfast was plus. "
United States
Atsuko
The price is RM646
RM738 total
includes taxes & fees
3 Jun - 4 Jun
Shorewood Inn

Lamplighter Motel - Clinton, Connecticut

Lamplighter Motel - Clinton, Connecticut
2.5 star property
Clinton
6.4 out of 10, (234 reviews)
"Motel is old but everything works and it was quiet which is all I was looking for."
United States
Edward
The price is RM314
RM361 total
includes taxes & fees
28 May - 29 May
Lamplighter Motel - Clinton, Connecticut

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 RM502
RM596 total
includes taxes & fees
3 Jun - 4 Jun
Kenny's Tipperary Inn

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, (1,002 reviews)
"Great place very inexpensive."
United States
Kathy
The price is RM348
RM401 total
includes taxes & fees
7 Jun - 8 Jun
Pier Blue Inn Old Saybrook - Essex

Aqualina Inn Montauk

Aqualina Inn Montauk
2.5 star property
Downtown Montauk
9.6 out of 10, Exceptional, (499 reviews)
"Pretty typical refurbished motel in a beach town. One block away from beach - five minute walk to get coffee or grab and go type food. Hot water in shower was a bit erratic, as was the wifi."
United States
Jason
The price is RM496
RM567 total
includes taxes & fees
31 May - 1 Jun
Aqualina Inn Montauk

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 RM320
RM368 total
includes taxes & fees
2 Jun - 3 Jun
Econo Lodge Inn & Suites Old Saybrook Westbrook

Offshore Montauk

Offshore Montauk
4.0 star property
Montauk
9.4 out of 10, Exceptional, (132 reviews)
"Very nice rooms! Clean and the location is great! "
United States
Jeremy
The price is RM889
RM1,469 total
includes taxes & fees
9 Jun - 10 Jun
Offshore Montauk

Hamlet Inn

Hamlet Inn
2.0 star property
Southampton
8.6 out of 10, Excellent, (478 reviews)
"Great place. Beautiful property. Friendly staff"
United States
Amie
The price is RM496
RM642 total
includes taxes & fees
31 May - 1 Jun
Hamlet Inn

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 RM353
RM406 total
includes taxes & fees
28 May - 29 May
Liberty Inn

North Fork Resort

North Fork Resort
3.0 star property
Greenport
9.2 out of 10, Wonderful, (19 reviews)
"Great stay & great staff!"
United States
James
The price is RM1,179
RM1,347 total
includes taxes & fees
9 Jun - 10 Jun
North Fork Resort

Ocean Surf Resort

Ocean Surf Resort
2.0 star property
Downtown Montauk
8.4 out of 10, Very good, (241 reviews)
"Had a great stay here! Nice location just off the beach, conveniently in the middle of town. The room was spotless (it was in the first week or two of the season) on the small side but has everything you need including a tiny kitchen."
United States
Nick
The price is RM948
RM1,084 total
includes taxes & fees
1 Jun - 2 Jun
Ocean Surf Resort
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Where to stay in Shelter Island Heights

Find the best Shelter Island Heights areas for the activities you enjoy most.

The Heights

If you're spending some time in The Heights, Sunset Beach and Shelter Island Country Club are top sights worth seeing.

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 Heights attractions

Learn more about Shelter Island Heights

Victorian homes line the streets of this charming hamlet where you can rent bikes to explore the island's quiet beaches. Reserve a table at one of the waterfront restaurants for sunset views or take the short ferry to Greenport for more dining options.

Photo by Brian V. Rowe
Open Photo by Brian V. Rowe

Top Shelter Island Heights Hotel Reviews

More cheap stays in Shelter Island Heights

Find out more about Shelter Island Heights

Top reasons to visit Shelter Island Heights

  • Stunning Beaches: Shelter Island Heights boasts beautiful beaches perfect for relaxation and family fun.
  • Outdoor Activities: Enjoy hiking, golfing, and exploring scenic views, particularly at Cackle Hill.
  • Cultural Experiences: Attend lively music concerts and captivating theatre performances.
  • Charming Accommodation: Choose from delightful bed & breakfasts and agritourism properties.
  • Relaxed Atmosphere: Experience a perfect blend of luxury and budget-friendly options in a tranquil setting.

Find great hotels near Shelter Island Heights

Discover a charming selection of accommodation options in Shelter Island Heights, where you can find delightful agritourism properties and inviting bed & breakfasts. Perfect for families and adventure seekers alike, many establishments offer pet-friendly services and amenities such as free bicycles, air conditioning, and beachfront rentals. Enjoy a memorable stay in this picturesque destination, where relaxation and coastal experiences await.

  • Sound View Greenport: Experience a delightful beach vacation at Sound View Greenport, a charming 3.5-star hotel located a mere 3.2km from Shelter Island Heights. This family-friendly property emphasises pet-friendly amenities, allowing both you and your furry companions to enjoy an unforgettable getaway. With direct access to the beach, guests can indulge in sun-soaked days by the shore. The hotel also caters to families with children, providing complimentary cribs and safety features like window guards, ensuring a secure environment for your little ones.
  • The Harbor Front Inn: Perfect for both business travellers and pet owners, The Harbor Front Inn offers a comfortable and welcoming stay just 1.6km away from Shelter Island Heights. This 3.5-star hotel features a range of amenities designed for a productive visit, while also accommodating your beloved pets. With a pet policy that allows dogs in guest rooms and waives fees for service animals, you can travel worry-free. The scenic waterfront location adds to the charm, making it an ideal spot for work and leisure alike.
  • Sag Harbor Inn: Located 9.7km from Shelter Island Heights, Sag Harbor Inn combines convenience and comfort for business travellers seeking a peaceful retreat. This 3.5-star hotel offers a serene atmosphere with well-appointed rooms that cater to the needs of professionals. Guests appreciate the hotel's proximity to local amenities, making it easy to balance work commitments with leisure activities. With its focus on business travel, the Sag Harbor Inn ensures a pleasant and efficient stay for those visiting the area.

Where to stay near Shelter Island Heights

Discover the charm of Shelter Island Heights, where enchanting gardens and scenic views await. Enjoy family-friendly excursions or a romantic getaway while exploring adjacent islands. Don't miss the picturesque Cackle Hill for stunning vistas, and immerse yourself in the area's relaxed atmosphere, which perfectly blends luxury and budget-friendly options. Whether you're hiking or simply soaking in the beauty, this destination promises an unforgettable experience for all visitors.

  • Greenport: Nestled a mere mile from Shelter Island Heights, Greenport is a charming seaside village known for its vibrant maritime culture. The town is particularly lively during the summer months, from June to August, attracting visitors seeking outdoor adventures and romantic beach getaways. Here, you can explore picturesque beaches, a family-friendly park, and enjoy music concerts in the recreational areas. Greenport also boasts a golf course that offers stunning views, making it a delightful destination for both relaxation and recreation.
  • Hamptons: Located approximately 16.1km from Shelter Island Heights, the Hamptons is a renowned playground for those seeking a blend of luxury and natural beauty. This area experiences a seasonal influx of visitors, peaking from June to August. The Hamptons are famous for their pristine beaches, outdoor activities, and romantic settings. Visitors can indulge in golfing, relax in recreational parks, or attend lively music concerts. With its beautiful lakes and family-friendly beaches, the Hamptons offer an idyllic escape for all types of travellers.
  • Shelter Island: Just 1.6km away from Shelter Island Heights, Shelter Island is a serene and picturesque destination that captures the essence of coastal living. This city attracts seasonal visitors, with peak numbers from June to August, drawn by its outdoor activities and romantic atmosphere. The island is perfect for those looking to unwind, with opportunities for skiing at local resorts during the winter months. With stunning beaches, tranquil lakes, and family-friendly environments, Shelter Island is a hidden gem waiting to be explored.

Things to do near Shelter Island Heights

Shelter Island Heights offers a delightful getaway for outdoor enthusiasts, families, and couples alike. Visitors can enjoy a round of golf at the local course, attend lively music concerts, or immerse themselves in captivating theatre performances. With its charming atmosphere and diverse activities, it’s an ideal destination for a memorable holiday.

Shopping

The Greenport Farmers' Market, located 1.6km from Shelter Island Heights, offers a vibrant local shopping experience with fresh produce and artisan goods. The Style Bar, 9.7km away, features trendy fashion pieces. If you're up for a drive, Love Lane, 11.6kms away, is perfect for family-friendly shopping.

Recreation

At Shelter Island Whale's Tail, enjoy a fun-filled family mini-golf experience just 1.6km away, perfect for adventure seekers. Noyac Golf Club, located 11.3km away, offers an invigorating golf course amidst scenic outdoor vibes. For relaxation, Cedar Point County Park, also 11.3km away, provides a serene recreational area.

Adventure

Experience the thrills at Splish Splash Water Park, located 37.0km from Shelter Island Heights, with exhilarating water rides and family-friendly attractions. For nature enthusiasts, the Walking Dunes Trailhead offers a scenic 27.4km hike through stunning landscapes, while Riverhead Raceway, 33.8km away, promises adrenaline-pumping motor racing excitement.

Nightlife

Experience the enchanting nightlife of Shelter Island Heights by visiting the Greenport Carousel for a whimsical outdoor vibe, or enjoy the romance and culture at Bay Street Theatre. For a family-friendly outing, catch a film at Regal UA East Hampton, just a short drive 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 Heights

To save money on your visit to Shelter Island Heights, consider travelling during the off-peak season from January to March when hotel prices are at their lowest. Tuesdays are the least expensive days to book a stay, while Saturdays tend to be pricier. Utilise Expedia’s search wizard to find budget-friendly accommodations, filter for eco-certified options, and consider package deals that combine flights, hotels, and activities for additional savings. Walking is an excellent way to explore the area without the expense of public transport.

  • The most and least expensive months on average to stay in a hotel: The hotel pricing in Shelter Island Heights is moderately seasonal. The cheapest months to stay in Shelter Island Heights 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 Heights is Tuesday. The most expensive day to stay in Shelter Island Heights is Saturday.
  • Find cheap hotels on Expedia: Utilise Expedia's search wizard to refine your preferences, including your budget, desired location, and preferred type of accommodation. For instance, selecting the Eco-certified filter will showcase sustainable and eco-friendly hotels currently available. To discover the most competitive prices and offers, arrange the price filter from lowest to highest.
  • Consider bundling your trip: You can enjoy savings by combining your hotel reservation in Shelter Island Heights with your flights and activities through an Expedia package.

Find the best attractions near Shelter Island Heights

Whether you're seeking outdoor adventures, family-friendly activities, or a romantic getaway, Shelter Island Heights offers a delightful range of attractions. Visitors can explore beautiful beaches, urban parks, and historic buildings, all catering to those interested in culture, relaxation, and family experiences. This charming destination promises a memorable holiday for every type of traveller.

  • Norman E. Klipp Marine Park: Located 3.2km from Shelter Island Heights, this marine park offers a delightful blend of adventure and family-friendly activities. Enjoy stunning waterfront views, engage in water sports, or relax in the lush surroundings, making it a perfect spot for families and nature lovers.
  • 67 Steps Beach: Situated 4.8km away, this charming beach features a unique staircase leading down to the sandy shore. With its beautiful coastal scenery and inviting atmosphere, it's an ideal location for sunbathing, swimming, or simply enjoying the serene beach vibes.
  • Railroad Museum of Long Island: Just 1.6km from Shelter Island Heights, this railway museum immerses visitors in the rich cultural history of Long Island's railroads. Explore fascinating exhibits and vintage locomotives that tell the story of the region's transportation heritage.

Best time to go to Shelter Island Heights

The best time to visit Shelter Island Heights can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in Shelter Island Heights falls in August, when visitor numbers are average and weather is mostly sunny with light rain. The coolest average temperature in Shelter Island Heights falls in January, visitor numbers are low and weather is mostly sunny with light rain.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January35.6°F (2.0°C)Light RainMostly SunnyLowModerately 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 SunnyHighAverage
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 SunnyAverageModerately High
September68.2°F (20.1°C)Light RainMostly SunnyAverageAverage
October59.7°F (15.4°C)Light RainMostly SunnyAverageAverage
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 Heights

To reach Shelter Island Heights, you have several airport options. Islip, NY (ISP-MacArthur) is 70.8km away, with nearby hotels such as the Hyatt Regency Long Island and Jake's 58 Casino Hotel, both 6.4km from the airport, and Radisson Hotel Hauppauge-Long Island, situated 14.5km away. New Haven, CT (HVN-Tweed - New Haven Regional) lies 49.9km away, with excellent hotels like the Omni New Haven Hotel at Yale and The Blake Hotel, both 4.8km from the airport. Lastly, East Hampton, NY (HTO) is just 16.1km from Shelter Island Heights, featuring hotels such as The Baker House 1650 and The Maidstone, both 4.8km from the airport.

Frequently asked questions

Where is the best place to stay in Shelter Island Heights?
The Pridwin Hotel is one of the top choices for your stay based on our traveller data. This hotel offers a full-service spa and a private beach. Two other choices for your stay in the area are Gurney's Montauk Resort & Seawater Spa and Montauk Manor. See all available top hotels, or vacation rentals in Shelter Island Heights.
If I need to cancel my hotel reservation in Shelter Island Heights, will I receive a refund?
Yes, most hotel bookings are fully refundable if cancelled prior to the accommodation's cancellation deadline, which often is within 24-48 hours of your check-in date. If you have a non-refundable reservation, you might still have the option to cancel and get a refund within 24 hours of booking. Filter your search by fully refundable to find flexible hotel deals in Shelter Island Heights.
What's the best family accommodation in Shelter Island Heights?
The Pridwin Hotel is a hotel with a private beach and a restaurant, and it's a top choice on Expedia for families. Shelter Island House is another good choice for your child-friendly holiday. Also, attractions in the area such as Railroad Museum of Long Island and East End Seaport Maritime Museum are fun for children of all ages. Find more child-friendly accommodations in Shelter Island Heights.
What's the best dog-friendly accommodation option in Shelter Island Heights?
The Chequit is a top hotel for people travelling with their pets, and offers a restaurant and a coffee shop/cafe for its human guests. SEVEN - Shelter Island Guest House is another good option if you're bringing your pet along. See more pet-friendly hotel accommodations in Shelter Island Heights.
What's the best place to stay to stay near the beach in Shelter Island Heights?
The Pridwin Hotel is a top beachfront hotel offering a seasonal outdoor pool and free breakfast, located within a short 1-minute walk of Crescent Beach . See more stays near the beach in Shelter Island Heights.
What's the best accommodation for a golf trip to Shelter Island Heights?
Shelter Island House is a top hotel that has an adjacent golf course and features free breakfast. Other good options to stay near a golf course include House on Chase Creek and SEVEN - Shelter Island Guest House. You can tee off at Shelter Island Country Club during your trip.
What are some accommodation options with pools in Shelter Island Heights?
The Pridwin Hotel is a top hotel with a seasonal outdoor pool, a private beach and a full-service spa. View all hotels with pools in Shelter Island Heights.
What is the best spa hotel in Shelter Island Heights?
The Pridwin Hotel is a top spa hotel featuring a private beach, a fitness centre, a bar and a restaurant. Spend an afternoon at Pridwin Spa where you'll find facials, body scrubs, and Swedish massages and more. See all spa hotels in Shelter Island Heights.
How is it to stay in Shelter Island Heights?
Visitors to Shelter Island Heights will definitely enjoy the beaches. Tourists can also enjoy the city's golf courses, entertainment choices and theatres. In Shelter Island Heights, there are 41 hotels and other accommodation options to choose from. Find out more about Shelter Island Heights.
What should I do while I'm visiting Shelter Island Heights?
Natural beauty is on display at Sunset Beach, Crescent Beach and Menhadden Lane Beach. A couple of additional sights to add to your itinerary are Shelter Island Country Club and Sylvester Manor. Take a look at what more there is to see and do in Expedia's Shelter Island Heights guide.
What's the weather like in Shelter Island Heights?
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 Heights is 1452 mm.

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