A pebbled beach with a sunset and a distant bridge.

Shelter Island Heights Hotels

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Our top choices for Shelter Island Heights hotels

1. The Chequit

The Chequit
3.0 star property
The Heights
9.0 out of 10, Wonderful, (78 reviews)
"We enjoyed our stay!"
Australia
Nicholas
The price is P11,471
P13,105 total
includes taxes & fees
Nov 16 - Nov 17
The Chequit

2. House on Chase Creek

House on Chase Creek
2.5 star property
The Heights
9.4 out of 10, Exceptional, (87 reviews)
"Such a cute place to stay! Bill was super kind and helpful! I was only in for a quick night but I would definitely stay here again!!"
United States
Tracey
The price is P11,780
P13,459 total
includes taxes & fees
Nov 16 - Nov 17
House on Chase Creek

3. Seven - A Resort Style Inn

Seven - A Resort Style Inn
2.0 star property
Shelter Island Heights
The price is P24,260
P27,718 total
includes taxes & fees
Nov 23 - Nov 24
Seven - A Resort Style Inn

4. The Harbor Front Inn

The Harbor Front Inn
3.5 star property
Greenport
9.0 out of 10, Wonderful, (676 reviews)
"Clean and comfortable room. Great location to walk around town. Nice continental breakfast."
United States
Jessika
The price is P8,613
P11,660 total
includes taxes & fees
Dec 13 - Dec 14
The Harbor Front Inn

5. Silver Sands Motel & Beach Bungalows

Silver Sands Motel & Beach Bungalows
4.0 star property
Greenport
10.0 out of 10, Exceptional, (193 reviews)
"Amazing place to stay with a great location. We will definitely be back!"
United States
Kathleen
The price is P14,020
P16,018 total
includes taxes & fees
Dec 1 - Dec 2
Silver Sands Motel & Beach Bungalows

6. The Menhaden

The Menhaden
3.5 star property
Greenport
9.6 out of 10, Exceptional, (197 reviews)
"Very clean, excellent staff and excellent location. All of the shops and restaurants are within walking distance, and the wineries a very short cab ride. Really enjoyed staying here and we will absolutely be back."
United States
Daniel
The price is P16,207
P21,384 total
includes taxes & fees
Dec 14 - Dec 15
The Menhaden

7. Oyster Estate

Oyster Estate
4.0 star property
Greenport
9.2 out of 10, Wonderful, (302 reviews)
"convenient location, clean & updated room. great stay :)"
United States
Jacqueline
The price is P11,471
P14,452 total
includes taxes & fees
Dec 2 - Dec 3
Oyster Estate

8. Zey Hotel

Zey Hotel
3.5 star property
Greenport
9.2 out of 10, Wonderful, (449 reviews)
"Great place to stay for a walkable visit to Greenport NY. Comfy bed, great rooms for hanging out, close to everything."
United States
JoAnn
The price is P10,324
P11,795 total
includes taxes & fees
Nov 16 - Nov 17
Zey Hotel

9. American Beech Hotel

American Beech Hotel
3.5 star property
Greenport
9.0 out of 10, Wonderful, (208 reviews)
"Great location, very friendly and helpful "
United States
Mary
The price is P15,218
P19,935 total
includes taxes & fees
Nov 16 - Nov 17
American Beech Hotel

10. Sound View Greenport

Sound View Greenport
4.0 star property
Greenport
8.4 out of 10, Very good, (768 reviews)
"The ambience is amazing! We loved our stay!!"
United States
Christine
The price is P9,479
P12,650 total
includes taxes & fees
Dec 14 - Dec 15
Sound View Greenport

11. The Shoals Suites and Slips

The Shoals Suites and Slips
3.5 star property
Southold
9.4 out of 10, Exceptional, (351 reviews)
"The shoals was a perfect place for our north fork adventures. The staff was very friendly and extremely accommodating! The location was beautiful and very relaxing."
United States
William
The price is P11,821
P15,098 total
includes taxes & fees
Nov 16 - Nov 17
The Shoals Suites and Slips

12. North Fork Resort

North Fork Resort
3.0 star property
Greenport
9.6 out of 10, Exceptional, (73 reviews)
"Everything was perfect 💞"
United States
Altynai
The price is P20,475
P23,393 total
includes taxes & fees
Nov 16 - Nov 17
North Fork Resort

13. Cliffside Resort Condominiums

Cliffside Resort Condominiums
3.0 star property
Greenport
9.0 out of 10, Wonderful, (300 reviews)
"Great condo. Very nice location and grounds."
United States
William
The price is P12,241
P21,056 total
includes taxes & fees
Nov 26 - Nov 27
Cliffside Resort Condominiums

14. Sag Harbor Inn

Sag Harbor Inn
3.5 star property
Sag Harbor
9.4 out of 10, Exceptional, (689 reviews)
"The room was nicely appointed; sufficient parking; close to downtown; and a nice variety for breakfast."
United States
Annie
The price is P13,956
P15,945 total
includes taxes & fees
Nov 16 - Nov 17
Sag Harbor Inn

15. Water's Edge Resort & Spa

Water's Edge Resort & Spa
3.5 star property
Westbrook Center
9.0 out of 10, Wonderful, (1,003 reviews)
"It was a lovely property and close to stores and places to eat."
United States
ERIKA
The price is P8,877
P11,308 total
includes taxes & fees
Nov 22 - Nov 23
Water's Edge Resort & Spa

16. Faraway Sag Harbor

Faraway Sag Harbor
4.0 star property
Sag Harbor
9.0 out of 10, Wonderful, (322 reviews)
"Great location , wonderful lobby bar Cute rooms"
United States
Thomas
The price is P19,787
P24,867 total
includes taxes & fees
Dec 6 - Dec 7
Faraway Sag Harbor

17. Hyatt Place Long Island East End

Hyatt Place Long Island East End
3.0 star property
Riverhead
9.2 out of 10, Wonderful, (1,001 reviews)
"Would recommend this hotel"
United States
Marlene
The price is P8,546
P9,763 total
includes taxes & fees
Nov 29 - Nov 30
Hyatt Place Long Island East End

18. The Preston House & Hotel

The Preston House & Hotel
3.5 star property
Riverhead
9.8 out of 10, Exceptional, (476 reviews)
"The staff was very accommodating and helpful - room was perfect for our needs for the night - will definitely stay again ❤️"
United States
Fayth
The price is P14,564
P16,640 total
includes taxes & fees
Nov 16 - Nov 17
The Preston House & Hotel

19. Quality Inn Old Saybrook - Westbrook

Quality Inn Old Saybrook - Westbrook
2.5 star property
Old Saybrook
7.8 out of 10, Good, (1,001 reviews)
"The staff gave us good recommendations for places to eat and things to do"
United States
Susan
The price is P6,446
P7,413 total
includes taxes & fees
Dec 6 - Dec 7
Quality Inn Old Saybrook - Westbrook

20. Inn at Harbor Hill Marina

Inn at Harbor Hill Marina
3.5 star property
Niantic
9.8 out of 10, Exceptional, (1,001 reviews)
"Breakfast off a menu and cooked to order was a lovely surprise!"
United States
Lillian
The price is P10,132
P11,652 total
includes taxes & fees
Dec 1 - Dec 2
Inn at Harbor Hill Marina
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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

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.

A pebbled beach with a sunset and a distant bridge.

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

  • 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 Chequit is one of the top choices for your stay based on our traveler data. This hotel offers a restaurant and free parking. The Pridwin Hotel is another good option for your visit. 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 East End Seaport Maritime Museum and Railroad Museum of Long Island 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 43 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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