A pebbled beach with a sunset and a distant bridge.

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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, (73 reviews)
"Friendly staff , Unique property."
United States
Patrick
The price is ᅣ26,833
ᅣ30,657 total
includes taxes & fees
Nov 1 - Nov 2
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 ᅣ28,999
ᅣ33,131 total
includes taxes & fees
Nov 4 - Nov 5
House on Chase Creek

3. Shelter Island House

Shelter Island House
3.5 star property
Shelter Island Heights
8.4 out of 10, Very good, (66 reviews)
"What a beautiful hotel , clean , quiet , charming . We had a dip in the pool and enjoyed the coffee before we took ferry to sag harbor . The staff was amazing and very helpful throughout our stay. Highly recommended!"
United States
Kate
The price is ᅣ53,428
ᅣ61,041 total
includes taxes & fees
Oct 31 - Nov 1
Shelter Island House

4. The Harbor Front Inn

The Harbor Front Inn
3.5 star property
Greenport
9.0 out of 10, Wonderful, (668 reviews)
"Great hotel with friendly staff, clean and comfortable rooms, and excellent service — I really enjoyed my stay!"
United States
Antrii
The price is ᅣ20,877
ᅣ28,331 total
includes taxes & fees
Nov 18 - Nov 19
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, (184 reviews)
"Everything was immaculate and staff were fantastic. Lots of small details that made the stay especially lovely."
United States
Gaurav
The price is ᅣ37,775
ᅣ43,159 total
includes taxes & fees
Nov 4 - Nov 5
Silver Sands Motel & Beach Bungalows

6. Oyster Estate

Oyster Estate
4.0 star property
Greenport
9.2 out of 10, Wonderful, (300 reviews)
"incredible stay, pet friendly and very accommodating. Staff was so kind!"
United States
Allison
The price is ᅣ33,309
ᅣ41,967 total
includes taxes & fees
Oct 29 - Oct 30
Oyster Estate

7. The Menhaden

The Menhaden
3.5 star property
Greenport
9.6 out of 10, Exceptional, (193 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 ᅣ51,595
ᅣ65,222 total
includes taxes & fees
Nov 8 - Nov 9
The Menhaden

8. Zey Hotel

Zey Hotel
3.5 star property
Greenport
9.2 out of 10, Wonderful, (439 reviews)
"We had a great experience at the Zey Hotel. Our room was perfect with a cute balcony we could use. The staff was extremely helpful & welcoming. Will definitely stay again!"
United States
sacha
The price is ᅣ22,962
ᅣ26,235 total
includes taxes & fees
Oct 29 - Oct 30
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 ᅣ39,343
ᅣ51,223 total
includes taxes & fees
Nov 4 - Nov 5
American Beech Hotel

10. Sound View Greenport

Sound View Greenport
4.0 star property
Greenport
8.4 out of 10, Very good, (762 reviews)
"The ambience is amazing! We loved our stay!!"
United States
Christine
The price is ᅣ25,374
ᅣ33,488 total
includes taxes & fees
Nov 22 - Nov 23
Sound View Greenport

11. Cliffside Resort Condominiums

Cliffside Resort Condominiums
3.0 star property
Greenport
9.0 out of 10, Wonderful, (297 reviews)
"Great condo. Very nice location and grounds."
United States
William
The price is ᅣ26,619
ᅣ47,885 total
includes taxes & fees
Nov 12 - Nov 13
Cliffside Resort Condominiums

12. The Shoals Suites and Slips

The Shoals Suites and Slips
3.5 star property
Southold
9.4 out of 10, Exceptional, (348 reviews)
"Very clean property, beautiful view, and quiet."
United States
Masayo
The price is ᅣ27,827
ᅣ35,714 total
includes taxes & fees
Oct 28 - Oct 29
The Shoals Suites and Slips

13. North Fork Resort

North Fork Resort
3.0 star property
Greenport
9.6 out of 10, Exceptional, (70 reviews)
"Everything was perfect šŸ’ž"
United States
Altynai
The price is ᅣ48,723
ᅣ55,666 total
includes taxes & fees
Oct 28 - Oct 29
North Fork Resort

14. Sag Harbor Inn

Sag Harbor Inn
3.5 star property
Sag Harbor
9.4 out of 10, Exceptional, (681 reviews)
"Free parking, clean, continental breakfast good quality."
United States
Terri
The price is ᅣ34,355
ᅣ39,250 total
includes taxes & fees
Nov 4 - Nov 5
Sag Harbor Inn

15. Faraway Sag Harbor

Faraway Sag Harbor
4.0 star property
Sag Harbor
9.0 out of 10, Wonderful, (319 reviews)
"Great location , wonderful lobby bar Cute rooms"
United States
Thomas
The price is ᅣ50,318
ᅣ63,237 total
includes taxes & fees
Nov 16 - Nov 17
Faraway Sag Harbor

16. Water's Edge Resort & Spa

Water's Edge Resort & Spa
3.5 star property
Westbrook Center
8.8 out of 10, Excellent, (1,008 reviews)
"Beautiful setting, good food, friendly staff. Will definitely stay again"
United States
cynthia
The price is ᅣ28,839
ᅣ35,871 total
includes taxes & fees
Nov 8 - Nov 9
Water's Edge Resort & Spa

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)
"Property was amaculate and a big shout out to Joe at the front desk. Made our stay wonderful!!!"
United States
Timothy
The price is ᅣ20,001
ᅣ22,851 total
includes taxes & fees
Nov 3 - Nov 4
Hyatt Place Long Island East End

18. Montauk Manor

Montauk Manor
3.5 star property
Montauk
9.2 out of 10, Wonderful, (1,419 reviews)
"Excellent service, beautiful property, accommodating staff."
United States
Maria
The price is ᅣ23,019
ᅣ29,384 total
includes taxes & fees
Nov 17 - Nov 18
Montauk Manor

19. The Sagaponack

The Sagaponack
3.0 star property
Wainscott
8.8 out of 10, Excellent, (295 reviews)
"everything about the hotel was excellent, prices fair for the Hamptons!"
United States
Jane
The price is ᅣ30,442
ᅣ41,053 total
includes taxes & fees
Oct 28 - Oct 29
The Sagaponack

20. Saybrook Point Resort & Marina

Saybrook Point Resort & Marina
3.5 star property
Old Saybrook Center
9.6 out of 10, Exceptional, (1,006 reviews)
"Location was amazing and restaurant was great"
United States
Jenny
The price is ᅣ37,108
ᅣ48,164 total
includes taxes & fees
Nov 18 - Nov 19
Saybrook Point Resort & 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

  • Scenic Golf Course: Enjoy a round of golf amidst picturesque landscapes at the Shelter Island Country Club.
  • Outdoor Adventures: Explore scenic trails perfect for hiking, biking, and enjoying nature.
  • Beautiful Beaches: Relax on stunning beaches with crystal clear waters, ideal for sunbathing and swimming.
  • Charming Accommodations: Stay in cozy bed & breakfasts and unique agritourism properties offering local hospitality.
  • Historic District: Discover the rich culture and history of Shelter Island Heights through its charming buildings and parks.

Find great hotels near Shelter Island Heights

Discover charming accommodations in Shelter Island Heights, New York, where you can choose from cozy bed & breakfasts and unique agritourism properties. This picturesque destination caters to families and adventure seekers alike, with many pet-friendly options available. Experience the warmth of local hospitality and find the ideal place to unwind while enjoying stunning views and outdoor activities in this serene coastal enclave.

  • Sound View Greenport: Nestled 3km away from Shelter Island Heights, Sound View Greenport is a charming 3.5-star hotel that boasts a guest rating of 8.4 out of 10. This property is ideal for families, beachgoers, and business travelers alike, with direct access to the beach that enhances your vacation experience. Families will appreciate the thoughtful amenities for children, including complimentary cribs and window guards for safety. The hotel’s serene atmosphere combined with its coastal charm makes it a delightful choice for those looking to unwind by the water.
  • Sag Harbor Inn: Located 10km from Shelter Island Heights, Sag Harbor Inn stands out with a remarkable guest rating of 9.4 out of 10. This 3.5-star property is tailored for business travelers seeking a comfortable and professional environment. The inn offers a sophisticated atmosphere, making it easy to blend work and leisure. With its prime location near the historic village of Sag Harbor, guests can enjoy local shops and dining while still having a peaceful retreat to return to at the end of the day.
  • The Harbor Front Inn: Just 2km from Shelter Island Heights, The Harbor Front Inn is a pet-friendly 3.5-star hotel with a guest rating of 8.8 out of 10. This property welcomes furry companions and offers several amenities for pets, including in-room accommodations for a maximum weight limit. Ideal for both business and leisure travelers, the inn provides a cozy atmosphere with stunning waterfront views. Its proximity to local attractions makes it a convenient choice for those looking to explore the area while enjoying the comforts of home.

Where to stay near Shelter Island Heights

Exploring Shelter Island Heights offers a delightful blend of outdoor adventures and family-friendly activities. Nestled in the serene surroundings of Shelter Island, this charming community features picturesque landscapes and romantic spots perfect for couples. Nearby neighborhoods provide a variety of experiences, from luxury getaways to budget-friendly excursions. Whether you're hiking scenic trails or enjoying local dining, Shelter Island Heights promises an unforgettable vacation immersed in nature and hospitality.

  • Greenport: Situated only 2km from Shelter Island Heights, Greenport is a charming coastal village that offers a delightful blend of outdoor activities and romantic settings. Known for its picturesque waterfront, Greenport is perfect for beach lovers and adventure seekers alike. Visitors can enjoy a round of golf, explore recreational areas, or attend live music concerts throughout the year. The local landmarks, including family-friendly beaches and scenic parks, provide ample opportunities for relaxation and exploration. Given its seasonal nature, the best time to experience Greenport’s vibrant atmosphere is from June to August, when traveler numbers peak.
  • Hamptons: Located 16km from Shelter Island Heights, the Hamptons is synonymous with upscale beach living and breathtaking outdoor scenery. This region attracts visitors seeking a blend of relaxation and adventure, with its stunning beaches and recreational opportunities. The Hamptons are famous for their luxurious golf courses and vibrant social scene, particularly during the peak tourist season from June to August. While winter visitors are fewer, the area still offers beautiful landscapes and serene lakes for those looking to escape the hustle and bustle. The charming towns and family beaches make it ideal for a romantic getaway or a fun family vacation.
  • Shelter Island: Just 2km from Shelter Island Heights, Shelter Island is a serene destination that captivates visitors with its natural beauty and outdoor experiences. The island is renowned for its unspoiled beaches and tranquil lakes, making it a perfect spot for romantic strolls or family fun. Seasonal travelers flock to Shelter Island between June and August, enjoying activities like golfing, skiing, and live music concerts. With its inviting atmosphere and proximity to local attractions, Shelter Island promises a relaxing escape from everyday life, especially during the warmer months.

Things to do near Shelter Island Heights

Shopping

In Shelter Island Heights, you can enjoy quaint local shops offering unique gifts and souvenirs. If you're up for a drive, head to the nearby Southold Marketplace for a wider selection of artisanal goods and specialty items.

Recreation

At Shelter Island Heights, unwind at the tranquil Spa at the Chequit, offering rejuvenating treatments and yoga sessions. Explore the picturesque beaches for sunbathing or kayaking, and enjoy scenic bike rides along the waterfront, immersing yourself in the island's natural beauty.

Adventure

Experience the thrill at Riverhead Raceway, located 34km from Shelter Island Heights, where you can enjoy exhilarating motor racing events amidst a vibrant atmosphere. Alternatively, head to Waterford Speedbowl, 39km away, for more high-speed action and adrenaline-pumping excitement in a lively setting.

Nightlife

The nightlife in Shelter Island Heights offers a laid-back yet vibrant atmosphere. Enjoy drinks at the local tavern or take in the scenic views at a waterfront bar. For a lively evening, explore nearby restaurants and lounges that often feature live music and cozy outdoor seating.

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

Find the best attractions near Shelter Island Heights

Whether you're seeking outdoor adventures, family fun, or a romantic getaway, Shelter Island Heights has something for everyone. Explore beautiful beaches, charming urban parks, and historic buildings. Popular attractions include the Shelter Island Country Club and the historic district, perfect for travelers interested in culture and outdoor experiences. Discover the local points of interest and make the most of your visit to this idyllic destination.

  • East Hampton Main Beach: Located 21km from Shelter Island Heights, this beautiful beach offers a quintessential East Coast experience. Enjoy sunbathing, swimming, or strolling along the shoreline while soaking up the vibrant beach vibes. The scenic views and soft sands make it an ideal spot for relaxation and leisure.
  • Orient Point County Park: Just 13km away, this urban park features lush landscapes and family-friendly activities. Enjoy picnicking, hiking, or simply exploring the outdoors. The park's city vibes combine with nature, making it a perfect retreat for families looking for a day of fun.
  • Sag Harbor Marine Park: Located 11km from Shelter Island Heights, this marina offers adventure seekers a chance to explore the water. Engage in activities like kayaking, fishing, or sailing while surrounded by beautiful beach vibes and picturesque views of the marina.

Best time to go to Shelter Island Heights

The best time to visit Shelter Island Heights is dependent on what kind of holiday you are seeking. August is its hottest month on average. At this time, visitor numbers are average and weather is mostly sunny with light rain. January is its coolest month on average. At this time, 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

Traveling to Shelter Island Heights is convenient with access to several major airports. New York's JFK Airport is 130km away, with upscale hotels nearby such as The William Vale and Arlo Williamsburg, both 18km from the airport. LaGuardia Airport, located 132km away, offers luxury accommodations like Hilton Club The Quin New York and The Plaza, A Fairmont Hotel, both within 10km. Alternatively, Hartford's Bradley International Airport is 98km from Shelter Island Heights, featuring options like DoubleTree by Hilton Hartford and Marriott Hartford Downtown, both providing easy access to the airport. Each hotel offers transportation services for a seamless travel experience.

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.
What's the top vacation rental in Shelter Island Heights?
Unobstructed Ocean Views ! A Beautiful Montauk Getaway: Visitors like this Shelter Island Heights vacation home rental. It is located on the beach and has an outdoor pool, a fireplace, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. Kick off your shoes and enjoy yourself with a patio and a garden. See all 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.
Where can I learn more about changing or cancelling my trip to Shelter Island Heights?
For more information about picking new dates or cancelling your trip to Shelter Island Heights, click here.
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.
Where is the best hotel to stay near Sunset Beach?
Adjacent to Sunset Beach, Shelter Island House is one of the top choices for your stay based on our traveler data, and this 3.5-star hotel offers free breakfast and a restaurant. Other good choices within a few miles include The Harborfront Inn and House on Chase Creek.
What about the best place to stay close to Crescent Beach?
One of the top choices for your stay is The Pridwin Hotel, located next to Crescent Beach, and this 3-star hotel offers a private beach and free breakfast. The Harborfront Inn and Sound View Greenport are other good choices within a few miles.
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 the best hotel for staying near John F. Kennedy International Airport (JFK)?
Holiday Inn Express Kennedy Airport is a popular hotel, featuring free breakfast and free WiFi. It's located a short 1.5 mi (2.5 km) from John F. Kennedy Intl. Airport. Other options near the airport are Fairfield Inn by Marriott JFK Airport and Radisson Hotel JFK Airport.
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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