Photo by Brian V. Rowe

Shelter Island Heights hotels from RM318

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Filter by

Guest rating
Guest rating
Star rating

Our top choices for Shelter Island Heights hotels

The Rams Head Inn

The Rams Head Inn
4.0 star property
Shelter Island Heights
7.6 out of 10, Good, (18 reviews)
"Beautiful views and lovely service "
United States
Lana
The Rams Head Inn

House on Chase Creek

House on Chase Creek
2.5 star property
The Heights
9.4 out of 10, Exceptional, (79 reviews)
" This was my husband and my first time visiting Shelter Island and I feel lucky that my stay was at the House of ChaseCreek. Bill was excellent in helping us navigate our stay on the Island which made for an enjoyable experience. The house was charming , very clean , and had easy access to the town restaurant s, and Ferry. Highly recommend ! "
United States
Maureen
The price is RM424
RM485 total
includes taxes & fees
12 Jan - 13 Jan
House on Chase Creek

Wainscott Woods Retreat

Wainscott Woods Retreat
2.5 star property
Wainscott
7.0 out of 10, Good, (9 reviews)
"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 RM1,568
RM1,791 total
includes taxes & fees
21 Jan - 22 Jan
Wainscott Woods Retreat

Lamplighter Motel - Clinton, Connecticut

Lamplighter Motel - Clinton, Connecticut
2.5 star property
Clinton
6.4 out of 10, (228 reviews)
"Would stay again. "
United States
pamela
The price is RM265
RM304 total
includes taxes & fees
11 Jan - 12 Jan
Lamplighter Motel - Clinton, Connecticut

Sea Haven Resort Motel

Sea Haven Resort Motel
2.0 star property
Southampton
7.8 out of 10, Good, (31 reviews)
"Great staff"
United States
Douglas
The price is RM487
RM624 total
includes taxes & fees
13 Jan - 14 Jan
Sea Haven Resort Motel

Harpoon House

Harpoon House
3.0 star property
Southampton
8.4 out of 10, Very good, (148 reviews)
"Great spot!"
United States
Keith
Harpoon House

Clinton Motel

Clinton Motel
2.5 star property
Clinton
8.6 out of 10, Excellent, (300 reviews)
"Is good"
United States
Miguel
The price is RM309
RM356 total
includes taxes & fees
11 Jan - 12 Jan
Clinton Motel

Daunt's Albatross Motel

Daunt's Albatross Motel
2.0 star property
Downtown Montauk
9.0 out of 10, Wonderful, (298 reviews)
"Very clean room, nice staff. Will definitely come back . "
United States
Kosuke
Daunt's Albatross Motel

Southampton Long Island Hotel

Southampton Long Island Hotel
2.5 star property
Southampton
8.6 out of 10, Excellent, (206 reviews)
"Staff was amazing. The room was very clean. I've stayed here numerous times, even on the night before my wedding as I was married in the Hamptons and I highly recommend! "
United States
Martine
The price is RM427
RM510 total
includes taxes & fees
19 Jan - 20 Jan
Southampton Long Island Hotel

Aqua by American Beech - Adults Only

Aqua by American Beech - Adults Only
2.5 star property
Riverhead
9.4 out of 10, Exceptional, (312 reviews)
"Relaxing stay"
United States
Kristin
Aqua by American Beech - Adults Only

Stirling House Bed & Breakfast

Stirling House Bed & Breakfast
3.0 star property
Greenport
9.8 out of 10, Exceptional, (24 reviews)
"Our stay was only 2 nights but felt like 5. Well rested 3 days. Would return in a Heart Beat. Clay was awesome and the breakfasts were over the top !"
United States
Adam
The price is RM1,363
RM1,557 total
includes taxes & fees
23 Jan - 24 Jan
Stirling House Bed & Breakfast

Hamlet Inn

Hamlet Inn
2.0 star property
Southampton
8.6 out of 10, Excellent, (447 reviews)
"Great weekend stay! staff was super kind and property was beautiful! "
United States
Chyanne
The price is RM352
RM455 total
includes taxes & fees
11 Jan - 12 Jan
Hamlet Inn

American Beech Hotel

American Beech Hotel
3.5 star property
Greenport
8.8 out of 10, Excellent, (195 reviews)
"The property was clean beautiful and pleasant. Loved the trendy decor."
United States
Jennifer
The price is RM729
RM995 total
includes taxes & fees
15 Jan - 16 Jan
American Beech Hotel

Offshore Montauk

Offshore Montauk
2.0 star property
Montauk
9.4 out of 10, Exceptional, (93 reviews)
"Hotel was beautiful !!"
United States
Erica
The price is RM473
RM772 total
includes taxes & fees
10 Feb - 11 Feb
Offshore 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, (466 reviews)
"All good it met our expectations as a budget hotel. Large clean room bed was comfortable although the pillows were past it. "
United States
Hilary
The price is RM273
RM314 total
includes taxes & fees
19 Jan - 20 Jan
Econo Lodge Inn & Suites Old Saybrook Westbrook

Super 8 by Wyndham Old Saybrook

Super 8 by Wyndham Old Saybrook
2.0 star property
Old Saybrook
7.0 out of 10, Good, (910 reviews)
"Just motel , clean. No breakfast there, no coffee either. At 10 AM nobody showed up into front office for check out. "
United States
Tomasz
The price is RM257
RM304 total
includes taxes & fees
13 Jan - 14 Jan
Super 8 by Wyndham Old Saybrook

Vine & Sand

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

Southampton Inn

Southampton Inn
3.0 star property
Southampton
8.6 out of 10, Excellent, (553 reviews)
"Beautiful small hotel with lots of parking , beautiful area "
United States
David
The price is RM814
RM996 total
includes taxes & fees
13 Jan - 14 Jan
Southampton Inn

Budget Host East End Hotel in Riverhead

Budget Host East End Hotel in Riverhead
2.0 star property
Riverhead
6.6 out of 10, (791 reviews)
"Easy check in/out. Room was clean. Nice quiet stay. "
United States
Joseph
The price is RM381
RM435 total
includes taxes & fees
13 Jan - 14 Jan
Budget Host East End Hotel in Riverhead

The Menhaden

The Menhaden
3.5 star property
Greenport
9.6 out of 10, Exceptional, (174 reviews)
"Wonderful stay in a quaint hotel..The small town was amazing and had such cozy welcoming atmosphere! "
United States
Cory
The price is RM1,095
RM1,414 total
includes taxes & fees
22 Jan - 23 Jan
The Menhaden
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.
Save an average of 15% on thousands of hotels when you're signed in

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.

View of Dering Harbor
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?
Located 19.6 mi (31.5 km) from the heart of Shelter Island Heights, Gurney's Montauk Resort & Seawater Spa is a top choice for your stay, based on our traveller data. Two other choices for your stay in the area are Water's Edge Resort & Spa and Montauk Blue Hotel. 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 East End Seaport Maritime Museum and Railroad Museum of Long Island 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 Rams Head Inn is a top dog-friendly inn, and offers 2 restaurants along with free WiFi for its human guests. Other good choices to stay with your pet include The Chequit and SEVEN - Shelter Island Guest House. 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?
House on Chase Creek is a top guest house that has an adjacent golf course and features free WiFi. Other good options to stay near a golf course include Shelter Island House 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 46 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.

Explore a world of travel with Expedia