A pebbled beach with a sunset and a distant bridge.

Shelter Island Heights Hotels

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Aug 16 - Aug 17
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Aug 17 - Aug 18
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Our top choices for Shelter Island Heights hotels

Hotel
Breakfast included
Reserve now, pay later
Pool
Pet friendly

1. The Pridwin Hotel

The Pridwin Hotel
Shelter Island Heights
United States
Anna
P32,831
P41,260 total
includes taxes & fees
Sep 13 - Sep 14
The Pridwin Hotel

2. House on Chase Creek

House on Chase Creek
The Heights
United States
Calvin
P15,098
P17,249 total
includes taxes & fees
Sep 8 - Sep 9
House on Chase Creek

3. The Chequit

The Chequit
The Heights
United States
Kristin
P17,974
P20,535 total
includes taxes & fees
Sep 8 - Sep 9
The Chequit

4. Shelter Island House

Shelter Island House
Shelter Island Heights
United States
Dorothy
P19,433
P22,203 total
includes taxes & fees
Aug 25 - Aug 26
Shelter Island House

5. West Neck Guesthouse

West Neck Guesthouse
Shelter Island Heights
United States
Allie
P19,264
P22,010 total
includes taxes & fees
Aug 19 - Aug 20
West Neck Guesthouse

6. Zey Hotel

Zey Hotel
Greenport
United States
anna
P14,932
P17,060 total
includes taxes & fees
Aug 25 - Aug 26
Zey Hotel

7. The Harbor Front Inn

The Harbor Front Inn
Greenport
United States
David
P16,975
P22,553 total
includes taxes & fees
Sep 8 - Sep 9
The Harbor Front Inn

8. Silver Sands Motel & Beach Bungalows

Silver Sands Motel & Beach Bungalows
Greenport
United States
Sol
P25,501
P29,136 total
includes taxes & fees
Sep 16 - Sep 17
Silver Sands Motel & Beach Bungalows

9. Oyster Estate

Oyster Estate
Greenport
United States
Jenny
P20,002
P25,201 total
includes taxes & fees
Sep 7 - Sep 8
Oyster Estate

10. Cliffside Resort Condominiums

Cliffside Resort Condominiums
Greenport
United States
Christine
P18,834
P26,996 total
includes taxes & fees
Sep 7 - Sep 8
Cliffside Resort Condominiums

11. The Menhaden

The Menhaden
Greenport
United States
Lisa
P31,573
P38,530 total
includes taxes & fees
Sep 16 - Sep 17
The Menhaden

12. Sound View Greenport

Sound View Greenport
Greenport
United States
Yveline
P17,270
P24,997 total
includes taxes & fees
Sep 9 - Sep 10
Sound View Greenport

13. American Beech Hotel

American Beech Hotel
Greenport
United States
kerri
P24,260
P30,175 total
includes taxes & fees
Sep 7 - Sep 8
American Beech Hotel

14. The Shoals Suites and Slips

The Shoals Suites and Slips
Southold
United States
Connor
P17,869
P21,951 total
includes taxes & fees
Sep 1 - Sep 2
The Shoals Suites and Slips

15. North Fork Resort

North Fork Resort
Greenport
United States
Lisa
P19,744
P22,557 total
includes taxes & fees
Sep 7 - Sep 8
North Fork Resort

16. Sag Harbor Inn

Sag Harbor Inn
Sag Harbor
United States
Christopher
P23,965
P27,380 total
includes taxes & fees
Sep 15 - Sep 16
Sag Harbor Inn

17. Quality Inn Old Saybrook - Westbrook

Quality Inn Old Saybrook - Westbrook
Old Saybrook
United States
John
P6,216
P7,148 total
includes taxes & fees
Sep 6 - Sep 7
Quality Inn Old Saybrook - Westbrook

18. Econo Lodge Inn & Suites Old Saybrook Westbrook

Econo Lodge Inn & Suites Old Saybrook Westbrook
Old Saybrook
United States
Kenneth
P4,948
P5,691 total
includes taxes & fees
Aug 23 - Aug 24
Econo Lodge Inn & Suites Old Saybrook Westbrook

19. Motel 6 Niantic, CT - New London

Motel 6 Niantic, CT - New London
Niantic
United States
John
P5,223
P6,007 total
includes taxes & fees
Aug 19 - Aug 20
Motel 6 Niantic, CT - New London

20. Lamplighter Motel - Clinton, Connecticut

Lamplighter Motel - Clinton, Connecticut
Clinton
United States
Steven
P4,854
P5,583 total
includes taxes & fees
Aug 17 - Aug 18
Lamplighter Motel - Clinton, Connecticut
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Where to stay in Shelter Island Heights

Find the best Shelter Island Heights areas and neighborhoods for the activities you enjoy most.Learn more about Shelter Island Heights
Learn more about Shelter Island Heights

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

Hay Beach might not have many top sights, but Gardiner's Bay Country Club and Greenport Carousel are two attractions nearby that you can check out.

Stay near popular Shelter Island Heights attractions

Crescent Beach

9.4/10 (13 reviews)
Why not spend a carefree afternoon at Crescent Beach during your travels in Shelter Island Heights? Experience the area's entertainment venues and theater scene.
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Menhadden Lane Beach

8.8/10 (3 reviews)
Why not spend a carefree afternoon at Menhadden Lane Beach during your travels in Shelter Island Heights?
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Sylvester Manor

8.8/10 (3 reviews)
You can find out about the history of Shelter Island Heights when you stop by Sylvester Manor. Stroll along the beaches or discover the area's sunsets.
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Shelter Island Country Club

10.0/10 (3 reviews)
Enjoy a round of golf in Shelter Island Heights at Shelter Island Country Club. Stroll along the beaches or discover the area's sunsets.
See properties

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.

See all hotels in Shelter Island Heights
A marina with numerous sailboats docked, a large tree in the foreground, and a flagpole with an American flag.
Photo by Brian V. Rowe

Top Shelter Island Heights Hotel Reviews

Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex

10/10 Excellent
"The vibe of PBG didn’t quite match up with my original expectations for a coastal beachside inn, but we had a great time. This was largely due to a room upgrade upon arrival and the kindness of the inn keeper. I’d request a room at the back of the property, which has a gorgeous view out onto the marshes and faces the West so the sunrise doesn’t rain in through your window in the morning. The bed was very comfortable, the rooms were quiet despite being on a main road, and the AC worked great. Oh, and hot tip. The Tea Kettle restaurant across the road has a fantastic breakfast."
Sarah 1-night trip
Posted 10 hours ago
Pier Blue Inn Old Saybrook - Essex
Ocean Resort Inn

Ocean Resort Inn

10/10 Excellent
"Simple but tastefully updated rooms with a bonus ocean view! Had everything we needed to make our stay in Montauk wonderful Great location Spotless and well maintained grounds Very nice pool and lounging areas"
Lewis 3-night trip
Posted 17 hours ago
Ocean Resort Inn
 Hampton's Vacation Inn

Hampton's Vacation Inn

10/10 Excellent
"Loved our cottage and the well maintained grounds. Much better than the photos."
Allan 3-night trip
Posted 1 day ago
Hampton's Vacation Inn
The Atlantic Hotel

The Atlantic Hotel

10/10 Excellent
"Booking process was very simple and easy"
Roberto 3-night trip
Posted 2 days ago
The Atlantic Hotel
Water's Edge Resort & Spa

Water's Edge Resort & Spa

8/10 Good
"Nice resort, very convenient. However, a little pricey and every time you turned around there was a gratuity. Food was ok, not great for the price paid though."
Russell 2-night trip
Posted 2 days ago
Water's Edge Resort & Spa
The Shoals Suites and Slips

The Shoals Suites and Slips

10/10 Excellent
"The hotel was very clean with a lovely environment. The staff (especially at the front desk) were helpful, friendly, polite and very knowledgeable about recommendations for the area. The property was well maintained and the views were beautiful and very accessible to many activities in the area. Looking forward to return in the near future."
Robert 2-night trip
Posted 3 days ago
The Shoals Suites and Slips
Offshore Montauk

Offshore Montauk

10/10 Excellent
"So convenient to beach & town. Loved the size of room with lovely balcony and view of the ocean. The person Checking us in was very helpful with our stay."
william 1-night trip
Posted 4 days ago
Offshore Montauk
Kenny's Tipperary Inn

Kenny's Tipperary Inn

8/10 Good
"we like the location near the bay and the sunset however, we were not happy about having trash cans outside of our front door and the brooms too. Staff was very nice we would stay there again"
Debra 2-night trip
Posted 4 days ago
Kenny's Tipperary Inn

More cheap stays in Shelter Island Heights

Sleep Inn & Suites Niantic North

Sleep Inn & Suites Niantic North

5 King Arthur Dr Niantic CT
P5,649
P6,496 total
Sep 16 - Sep 17
includes taxes & fees
8.4/10 Very Good! (1,021 reviews)
Sleep Inn & Suites Niantic North
Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex

1430 Boston Post Rd Old Saybrook CT
P5,876
P6,757 total
Sep 10 - Sep 11
includes taxes & fees
8/10 Very Good! (1,007 reviews)
Pier Blue Inn Old Saybrook - Essex
Budget Host East End

Budget Host East End

30 Lake Avenue Riverhead NY
P7,681
P8,776 total
Aug 23 - Aug 24
includes taxes & fees
Budget Host East End
The Bentley Hotel Southampton

The Bentley Hotel Southampton

161 Hills Station Rd Southampton NY
P10,385
P13,401 total
Sep 7 - Sep 8
includes taxes & fees
9.6/10 Exceptional! (557 reviews)
The Bentley Hotel Southampton
 Hampton's Vacation Inn

Hampton's Vacation Inn

177 West Montauk Highway Hampton Bays NY
P12,443
P14,217 total
Aug 31 - Sep 1
includes taxes & fees
9/10 Wonderful! (378 reviews)
Hampton's Vacation Inn
The Atlantic Hotel

The Atlantic Hotel

1655 County Road 39 Southampton NY
P12,112
P15,374 total
Sep 8 - Sep 9
includes taxes & fees
The Atlantic Hotel

Find out more about Shelter Island Heights

Top reasons to visit Shelter Island Heights

  • Picturesque Beaches: Shelter Island Heights boasts stunning beaches ideal for relaxation and exploration.
  • Outdoor Activities: Engage in various outdoor pursuits, from golf to hiking, in the area’s natural beauty.
  • Charming Neighbourhoods: Explore delightful neighbourhoods offering a mix of budget-friendly and upscale accommodations.
  • Historic Attractions: Visit notable sites like the Shelter Island Country Club and the charming Presbyterian Church.
  • Family-Friendly Environment: Perfect for families and couples seeking a romantic or adventurous getaway.

Find great hotels near Shelter Island Heights

Discover the charm of Shelter Island Heights, where a variety of accommodation options await you, from cosy hotels to unique agritourism properties. Whether you're travelling with family or seeking a pet-friendly retreat, this picturesque destination offers a delightful blend of adventure and relaxation. Enjoy a memorable vacation experience in charming surroundings, with easy access to the stunning landscapes and attractions that make Shelter Island Heights a perfect getaway.

  • Sound View Greenport: Sound View Greenport offers a charming beachside retreat with a focus on family and business travel. This 3.5-star hotel, located a mere 3km from Shelter Island Heights, features direct access to the beach, allowing guests to enjoy the sun and surf at their leisure. Families will appreciate the thoughtful amenities for children, including complimentary cribs and window guards for added safety. Guests have praised the hotel for its friendly atmosphere and accessibility, making it a delightful choice for those seeking a relaxing getaway.
  • Sag Harbor Inn: With a guest rating of 9.4 out of 10, Sag Harbor Inn is a sophisticated choice for business travellers seeking a refined experience. Situated 10km from Shelter Island Heights, this 3.5-star property combines comfort with professionalism, ensuring a pleasant stay for those on work-related trips. The inn's elegant decor and attentive service provide a serene backdrop for productivity while still offering a taste of the local charm. Guests have commended the inn for its peaceful environment, making it an ideal spot for business-oriented visits.
  • The Harbor Front Inn: Just 2km from Shelter Island Heights, The Harbor Front Inn is a welcoming 3.5-star accommodation that caters to both business travellers and pet owners. Rated 8.8 out of 10, the inn features a pet-friendly policy, allowing guests to bring their furry companions along for the stay. With amenities tailored for pets, such as designated areas and service animal waivers, travellers can enjoy their visit without leaving their pets behind. The location offers stunning views and a blend of relaxation and convenience, appealing to a diverse range of guests.

Where to stay near Shelter Island Heights

Embark on an unforgettable vacation in Shelter Island Heights, a charming community perfect for outdoor adventures, family getaways, and romantic escapes. Explore the picturesque surroundings of Shelter Island, where scenic views and luxury experiences abound. Discover delightful neighbourhoods nearby, each offering a unique atmosphere and a blend of budget-friendly and upscale options. Whether you seek tranquillity or excursions, Shelter Island Heights promises a captivating getaway in New York's enchanting island community.

  • Greenport: Nestled just 1.6km from Shelter Island Heights, Greenport is a charming coastal city that offers a delightful blend of outdoor experiences and romantic settings. With a moderately seasonal influx of travellers, the peak season from June to August sees visitors flocking to its beautiful beaches and parks. Popular activities include golfing, enjoying music concerts, and exploring recreational areas. Greenport's local landmarks, such as family-friendly beaches, provide the perfect backdrop for a relaxing day by the water, making it an ideal spot for those seeking both adventure and tranquillity.
  • Hamptons: Located around 16km from Shelter Island Heights, the Hamptons are renowned for their luxurious atmosphere and stunning beaches. Like Greenport, this area experiences a seasonal influx of visitors, particularly from June to August. Travellers are drawn to the Hamptons for their exceptional outdoor and romantic experiences. The area boasts an array of activities, including golf courses and ski fields, as well as picturesque beaches and serene lakes. Whether you’re looking to unwind on the sand or explore the vibrant local culture, the Hamptons provide a sophisticated escape.
  • Shelter Island: A mere mile from Shelter Island Heights, Shelter Island is a picturesque city known for its natural beauty and outdoor activities. Seasonal visitor arrivals peak during the summer months from June to August, as tourists come to enjoy its stunning beaches and tranquil lakes. Activities like golfing and attending music concerts are popular among visitors. The island's family beaches offer a perfect space for relaxation and fun, making it a splendid destination for couples and families alike, looking to immerse themselves in the serene environment.

Things to do near Shelter Island Heights

Shopping

In Shelter Island Heights, you can explore local boutiques offering unique gifts and souvenirs. If you're up for a drive, head to the nearby town where the Shelter Island Plaza features a variety of shops, including artisanal goods and charming gift stores that capture the essence of the area.

Recreation

The Shelter Island Heights Wellness Centre offers tranquil yoga sessions and rejuvenating spa treatments amidst calming surroundings. For outdoor enthusiasts, the nearby Mashomack Preserve features scenic trails for hiking, birdwatching, and connecting with nature in a peaceful setting.

Adventure

Experience the thrill of motor racing at Riverhead Raceway, located 34km from Shelter Island Heights, where you can immerse yourself in the excitement of competitive sports. Alternatively, head to Waterford Speedbowl, situated 39km away, for another exhilarating racing adventure amidst a vibrant atmosphere.

Nightlife

Visit the Sunset Beach Bar for a relaxed evening by the water, enjoying cocktails and stunning views. For a lively atmosphere, head to The Chequit, where you can mingle with locals and enjoy evening live music while sampling their unique drinks.

*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 generally lower. Look for stays on Tuesdays, the least expensive day. Use Expedia to compare room rates, filter for eco-friendly options, and combine hotel bookings with flights for additional savings. Public transport may be limited, so walking is a great way to explore the area for free. Additionally, keep an eye out for last-minute deals and discounts to maximise your budget.

  • 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: Expedia's search tool enables you to specify your budget, desired location, and additional preferences. You can arrange your results to display prices from lowest to highest, allowing you to identify the most affordable hotels right away. Furthermore, you have the option to refine your search by hotel category; for instance, selecting the Eco-certified filter will highlight sustainable and environmentally-friendly accommodations available for booking.
  • Consider bundling your trip: You can save money 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

For a delightful vacation in Shelter Island Heights, visitors can enjoy a variety of outdoor activities perfect for families and couples alike. Explore the beautiful beaches, take a stroll through urban parks, and admire historic buildings. Key attractions include the Shelter Island Country Club, the Town of Shelter Island, and the charming Shelter Island Presbyterian Church, providing a rich blend of culture and relaxation for all who visit this picturesque locale.

  • LongHouse Reserve: Nestled 18km from Shelter Island Heights, this enchanting sculpture garden blends art with nature, offering a serene atmosphere for families. Wander through beautifully curated outdoor spaces that showcase contemporary sculptures amidst lush landscapes, inviting reflection and inspiration.
  • Safe Harbor Stirling: Located 3km away, this picturesque harbour boasts stunning coastal scenery. Enjoy the tranquil beach vibes as you take in the breathtaking views of the water and surrounding nature, making it an ideal spot for relaxation and leisurely strolls.
  • McCabe's Beach: A mere 8km from Shelter Island Heights, this inviting beach is perfect for those seeking classic beach vibes. With its soft sands and gentle waves, it offers a lovely setting for sunbathing, swimming, or simply enjoying the coastal breeze.

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.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
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

Accessing Shelter Island Heights is convenient via several major airports. John F. Kennedy International Airport (JFK) is located 130km away, with luxury options like The William Vale and Arlo Williamsburg, both 18km from the airport. LaGuardia Airport (LGA) is slightly farther at 132km, featuring prestigious hotels such as The Plaza and Hilton Club The Quin, both 5 to 10km away. Alternatively, Bradley International Airport (BDL) is the closest at 98km, with excellent stays like DoubleTree by Hilton, just 2km from the airport. All these airports provide ample transportation options to reach your destination smoothly.

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 traveler data. This hotel offers a full-service spa and a private beach. Other good choices for your stay include The Chequit and West Neck Guesthouse. 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, the majority of room reservations are fully refundable provided that you cancel before the hotel's cancellation deadline, which often is within 24-48 hours of your arrival date. If you have a non-refundable reservation, you might still have the option to cancel and be given 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 place to stay for a family trip to 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 family trip. Attractions in the area like Railroad Museum of Long Island and East End Seaport Maritime Museum are also fun for kids of all ages. Find more child-friendly accommodations in Shelter Island Heights.
What's the best pet-friendly hotel in Shelter Island Heights?
The Chequit is a top hotel for people traveling with their pets, and offers a restaurant and a coffee shop for its human guests. SEVEN - Shelter Island Guest House is another option if you're bringing your pet along. See more pet-friendly hotel accommodations in Shelter Island Heights.
What's the best hotel 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 hotel for a golf vacation in Shelter Island Heights?
Shelter Island House is a top hotel that has an adjacent golf course and features free WiFi. 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. See more golf hotels in Shelter Island Heights.
What are some accommodations 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 center, 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.
What's it like staying in Shelter Island Heights?
Visitors to Shelter Island Heights are sure to enjoy the beaches. Tourists can also enjoy the city's golf courses, entertainment choices, and theaters. In Shelter Island Heights, there are 44 hotels and other accommodations to choose from. Find out more about Shelter Island Heights.
What is there to see in 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 agenda are Shelter Island Country Club and Sylvester Manor. Check out what more 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 temp of 70°F, while the coldest months are January and February with an average of 38°F. Average annual precipitation for Shelter Island Heights is 57 inches.

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