A pebbled beach with a sunset and a distant bridge.

Shelter Island Heights Hotels from S$115

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Tonight
28 Aug - 29 Aug
Tomorrow
29 Aug - 30 Aug
This weekend
28 Aug - 30 Aug
Next weekend
4 Sept - 6 Sept

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Our top choices for Shelter Island Heights hotels

1. House on Chase Creek

House on Chase Creek
The Heights
United States
Calvin
S$357
includes taxes & fees
8 Sept - 9 Sept
House on Chase Creek

2. The Chequit

The Chequit
The Heights
United States
Kathleen
S$395
includes taxes & fees
8 Sept - 9 Sept
The Chequit

3. The Pridwin Hotel

The Pridwin Hotel
Shelter Island Heights
United States
Anna
S$857
includes taxes & fees
13 Sept - 14 Sept
The Pridwin Hotel

4. Shelter Island House

Shelter Island House
Shelter Island Heights
United States
Dorothy
S$459
includes taxes & fees
31 Aug - 1 Sept
Shelter Island House

5. West Neck Guesthouse

West Neck Guesthouse
Shelter Island Heights
United States
Allie
S$455
includes taxes & fees
31 Aug - 1 Sept
West Neck Guesthouse

6. Zey Hotel

Zey Hotel
Greenport
United States
shaun
S$294
includes taxes & fees
31 Aug - 1 Sept
Zey Hotel

7. Silver Sands Motel & Beach Bungalows

Silver Sands Motel & Beach Bungalows
Greenport
United States
Sol
S$522
includes taxes & fees
22 Sept - 23 Sept
Silver Sands Motel & Beach Bungalows

8. The Harbor Front Inn

The Harbor Front Inn
Greenport
United States
John
S$430
includes taxes & fees
8 Sept - 9 Sept
The Harbor Front Inn

9. Cliffside Resort Condominiums

Cliffside Resort Condominiums
Greenport
United States
Christine
S$552
includes taxes & fees
21 Sept - 22 Sept
Cliffside Resort Condominiums

10. Sound View Greenport

Sound View Greenport
Greenport
United States
Suzanne
S$492
includes taxes & fees
15 Sept - 16 Sept
Sound View Greenport

11. The Shoals Suites and Slips

The Shoals Suites and Slips
Southold
United States
Maria
S$454
includes taxes & fees
2 Sept - 3 Sept
The Shoals Suites and Slips

12. Oyster Estate

Oyster Estate
Greenport
United States
Jenny
S$474
includes taxes & fees
8 Sept - 9 Sept
Oyster Estate

13. American Beech Hotel

American Beech Hotel
Greenport
United States
kerri
S$589
includes taxes & fees
8 Sept - 9 Sept
American Beech Hotel

14. North Fork Resort

North Fork Resort
Greenport
United States
Lisa
S$430
includes taxes & fees
8 Sept - 9 Sept
North Fork Resort

15. The Menhaden

The Menhaden
Greenport
United States
Lisa
S$688
includes taxes & fees
30 Aug - 31 Aug
The Menhaden

16. Sag Harbor Inn

Sag Harbor Inn
Sag Harbor
United States
Christopher
S$514
includes taxes & fees
20 Sept - 21 Sept
Sag Harbor Inn

17. Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex
Saybrook Manor
United States
Egor
S$137
includes taxes & fees
8 Sept - 9 Sept
Pier Blue Inn Old Saybrook - Essex

18. Clinton Motel

Clinton Motel
Clinton
United States
Selena
S$115
includes taxes & fees
31 Aug - 1 Sept
Clinton Motel

19. Quality Inn Old Saybrook - Westbrook

Quality Inn Old Saybrook - Westbrook
Old Saybrook
United States
Theresa
S$148
includes taxes & fees
20 Sept - 21 Sept
Quality Inn Old Saybrook - Westbrook

20. Faraway Sag Harbor

Faraway Sag Harbor
Sag Harbor
United States
Joseph
S$1,066
includes taxes & fees
10 Sept - 11 Sept
Faraway Sag Harbor
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Where to stay in Shelter Island Heights

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

The Heights

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

Hay Beach

When in Hay Beach, you can plan a visit to Greenport Carousel and Greenport Harbor Brewing Company, some noteworthy sights in the nearby area.

Stay near popular Shelter Island Heights attractions

Crescent Beach

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

8.8/10 (3 reviews)
Why not spend a care-free afternoon at Menhadden Lane Beach during your travels in Shelter Island Heights?
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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.
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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.
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

Kenny's Tipperary Inn

Kenny's Tipperary Inn

10/10 Excellent
"Wonderful, friendly staff. Had given us beach passes. Loved eating breakfast in the zen garden"
Barbara 1-night trip
Posted 3 hours ago
Kenny's Tipperary Inn
Montauk Yacht Club

Montauk Yacht Club

10/10 Excellent
"All was perfect. Very family friendly. Restaurant on property was amazing. Convenient to all."
Geoff 3-night trip
Posted 6 hours ago
Montauk Yacht Club
Marram

Marram

10/10 Excellent
"none"
ITALO 1-night trip
Posted 7 hours ago
Marram
Offshore Montauk

Offshore Montauk

10/10 Excellent
"Beautiful property in an excellent location. Across the street from a beautiful beach where there are very helpful and friendly staff to set up your beach chairs and umbrellas. The hotel feels new with a beautiful wellness center with showers, a gym, saunas and cold plunges. The rooms are very clean and spacious. Worth the price"
Rosanne 2-night trip
Posted 1 day ago
Offshore Montauk
Montauk Manor

Montauk Manor

10/10 Excellent
"I really liked the hotel. They were friendly and knowledgeable. Breakfast was good and healthy. The jacuzzi was just what I needed. Shuttle service was very good. Loved the deer spotting and sunset viewing. Very good room service."
Louis 2-night trip
Posted 2 days ago
Montauk Manor
Water's Edge Resort & Spa

Water's Edge Resort & Spa

10/10 Excellent
"Just an outstanding hotel in a breathtakingly beautiful setting!! I couldnโ€™t be more impressed & look forward to returning! 10 stars!!"
Joan 2-night trip
Posted 2 days ago
Water's Edge Resort & Spa
Sound View Greenport

Sound View Greenport

10/10 Excellent
"Front desk team super nice and accommodating!"
Aldo 1-night trip
Posted 2 days ago
Sound View Greenport
The Chequit

The Chequit

10/10 Excellent
"pretty and clean!"
Sharon 4-night trip
Posted 3 days ago
The Chequit
The Pridwin Hotel

The Pridwin Hotel

8/10 Good
"lovely place. Had an issue with my AC and there was nobody around to fix it"
Harris 2-night trip
Posted 3 days ago
The Pridwin Hotel

More cheap stays in Shelter Island Heights

Pier Blue Inn Old Saybrook - Essex

Pier Blue Inn Old Saybrook - Essex

1430 Boston Post Rd Old Saybrook CT
S$137
8 Sept - 9 Sept
includes taxes & fees
8/10 Very good! (1,002 reviews)
Pier Blue Inn Old Saybrook - Essex
Sleep Inn & Suites Niantic North

Sleep Inn & Suites Niantic North

5 King Arthur Dr Niantic CT
S$137
22 Sept - 23 Sept
includes taxes & fees
Sleep Inn & Suites Niantic North
Budget Host East End

Budget Host East End

30 Lake Avenue Riverhead NY
S$178
10 Sept - 11 Sept
includes taxes & fees
6.8/10 (868 reviews)
Budget Host East End
The Bentley Hotel Southampton

The Bentley Hotel Southampton

161 Hills Station Rd Southampton NY
S$248
28 Sept - 29 Sept
includes taxes & fees
The Bentley Hotel Southampton
The Atlantic Hotel

The Atlantic Hotel

1655 County Road 39 Southampton NY
S$293
28 Sept - 29 Sept
includes taxes & fees
7.2/10 Good! (1,000 reviews)
The Atlantic Hotel
 Hampton's Vacation Inn

Hampton's Vacation Inn

177 West Montauk Highway Hampton Bays NY
S$295
31 Aug - 1 Sept
includes taxes & fees
Hampton's Vacation Inn

Find out more about Shelter Island Heights

Top reasons to visit Shelter Island Heights

  • Stunning Natural Beauty: Shelter Island Heights is renowned for its serene landscapes and picturesque beaches, perfect for relaxation and outdoor activities.
  • Rich Historical Heritage: Explore the Shelter Island Heights Historical District and appreciate the charming architecture and historical significance of the area.
  • Outdoor Adventures: Enjoy a variety of recreational activities, including golf at the local country club and hiking in scenic parks.
  • Family-Friendly Attractions: The area offers numerous family-oriented activities, ensuring fun for visitors of all ages.
  • Charming Accommodation Options: Choose from a range of delightful lodgings, including pet-friendly hotels and unique agritourism properties.

Find great hotels near Shelter Island Heights

Experience the charm of Shelter Island Heights with a selection of delightful accommodations, including pet-friendly hotels and unique agritourism properties. Ideal for families and adventure seekers alike, this picturesque area offers a memorable vacation experience with easy access to local attractions. Discover the perfect lodging option to suit your needs, whether it be a welcoming hotel or a charming holiday home.

  • Sound View Greenport: Nestled a mere 3.2km from Shelter Island Heights, Sound View Greenport is a delightful 3.5-star hotel that embodies the essence of a beach getaway. With a commendable guest rating of 8.4 out of 10, this property is well-suited for families and business travellers alike. Guests can relish direct access to the beach, making it an ideal spot for sunbathing and seaside activities. The hotel places a strong emphasis on family-friendly amenities, including complimentary cribs and window guards for children, ensuring a safe and enjoyable environment for younger guests.
  • Sag Harbor Inn: Located approximately 9.7km from Shelter Island Heights, the Sag Harbor Inn boasts a remarkable guest rating of 9.4 out of 10. This 3.5-star establishment is tailored for business travellers seeking a productive stay. The inn's serene atmosphere and well-appointed facilities provide an ideal setting for meetings and work-related endeavours. While the focus is on business, guests will appreciate the charming surroundings of Sag Harbor, with its rich history and vibrant local culture, making it a pleasant retreat after a day of meetings.
  • The Harbor Front Inn: Just 1.6km from Shelter Island Heights, The Harbor Front Inn offers a welcoming atmosphere for both business and pet-friendly travellers. With a guest rating of 8.8 out of 10, this 3.5-star hotel accommodates pets, allowing guests to bring their furry companions along for the holiday. The property has a flexible pet policy that permits dogs in rooms, ensuring a comfortable stay for all. Guests can enjoy the picturesque views and the charming seaside setting, making it an excellent choice for those who wish to blend work with leisure.

Where to stay near Shelter Island Heights

Exploring Shelter Island Heights offers an enchanting blend of outdoor adventures and family-friendly experiences. Nestled in the heart of the island community, this charming area boasts scenic beauty and opportunities for romantic excursions. Nearby attractions enhance your visit, with a variety of neighbourhoods showcasing luxury and budget options alike. Whether you seek relaxation or exploration, Shelter Island Heights and its surroundings promise a delightful getaway in New York.

  • Greenport: Situated merely a mile from Shelter Island Heights, Greenport is a charming city that thrives with seasonal visitors. The summers, particularly from June to August, see a surge in tourists drawn by the town's outdoor activities, romantic beaches, and vibrant atmosphere. Discover picturesque parks and family-friendly beaches, or enjoy a round of golf at the local course. Greenport is also renowned for its lively music concerts, making it an ideal spot for an evening out. The blend of coastal beauty and recreational spaces ensures a delightful experience for all who visit.
  • Hamptons: Located approximately 16.1km from Shelter Island Heights, the Hamptons are synonymous with luxury and leisure. This iconic destination attracts visitors for its stunning beaches and outdoor adventures, especially during the high season from June to August. The area boasts excellent golf courses and opportunities for skiing, making it a versatile getaway. Notable local landmarks include serene lakes and beautiful family beaches that provide a perfect backdrop for relaxation. The Hamptonsโ€™ unique blend of sophistication and natural beauty makes it a must-visit on your itinerary.
  • Shelter Island: Just 1.6km away from Shelter Island Heights, this picturesque city offers a seasonal retreat with peak visitor numbers from June to August. Known for its outdoor activities, romantic settings, and beautiful beaches, Shelter Island is a gem for nature enthusiasts. Visitors can enjoy golf, music concerts, and tranquil lakeside views. The areaโ€™s family beaches are perfect for a day of sun and sand. With its idyllic scenery and charming atmosphere, Shelter Island promises a memorable experience for every traveller.

Things to do near Shelter Island Heights

Shopping

In Shelter Island Heights, you can explore charming local boutiques for unique gifts. If you're up for a drive, head to nearby Greenport for the vibrant shopping scene, featuring shops like Mitchell's and The Greenport Farmers' Market for delightful artisanal finds.

Recreation

The Shelter Island Heights Wellness Retreat offers a tranquil atmosphere where you can indulge in yoga sessions and holistic therapies. Nearby, the picturesque beaches invite leisurely strolls, while local parks provide opportunities for hiking and enjoying nature's beauty.

Adventure

At Riverhead Raceway, located 33.8km from Shelter Island Heights, you can immerse yourself in the thrilling atmosphere of motor racing, surrounded by sports enthusiasts. Similarly, the Waterford Speedbowl, 38.6km away, offers an exhilarating racing experience, filled with adventure vibes and high-speed excitement.

Nightlife

The nightlife in Shelter Island Heights offers a charming blend of relaxation and entertainment. Enjoy a drink at the Sunset Beach Bar, where you can soak in stunning views, or visit the Chequit for a laid-back atmosphere with live music on select nights.

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

Find the best attractions near Shelter Island Heights

Shelter Island Heights offers a delightful blend of outdoor activities, family-friendly adventures, and romantic getaways. Visitors can explore the picturesque beaches, charming urban parks, and historic buildings. Key attractions include the Shelter Island Heights Historical District, the local country club, and the vibrant town of Shelter Island, ensuring an enriching experience for those seeking culture and outdoor fun.

  • 67 Steps Beach: Located 4.8km from Shelter Island Heights, 67 Steps Beach offers a lovely sandy retreat with a relaxed atmosphere. Enjoy leisurely strolls along the shore, sunbathing, and the soothing sounds of waves, making it an ideal spot for unwinding in nature.
  • Orient Point County Park: Situated 12.9km away, this urban park features family-friendly activities amidst its lush greenery. Enjoy picnicking, walking trails, and scenic views, making it a delightful escape for outdoor enthusiasts and families alike.
  • Sag Harbor Marine Park: Just 11.3km from Shelter Island Heights, this marina invites adventure seekers to engage in various water activities. Explore the coastline, enjoy beach vibes, and embrace the thrill of outdoor exploration in a picturesque setting.

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
January35.6ยฐF (2.0ยฐC)Light RainMostly SunnyLowModerately Low
February35.8ยฐF (2.1ยฐC)Light RainMostly CloudyAverageModerately Low
March39.7ยฐF (4.3ยฐC)Light RainMostly SunnyAverageModerately Low
April47.5ยฐF (8.6ยฐC)Light RainMostly SunnyHighAverage
May55.8ยฐF (13.2ยฐC)Light RainMostly SunnyAverageAverage
June64.9ยฐF (18.3ยฐC)Light RainMostly SunnyHighModerately High
July73.0ยฐF (22.8ยฐC)Light RainMostly SunnyHighModerately High
August73.4ยฐF (23.0ยฐC)Light RainMostly SunnyAverageModerately High
September68.2ยฐF (20.1ยฐC)Light RainMostly SunnyAverageAverage
October59.7ยฐF (15.4ยฐC)Light RainMostly SunnyAverageAverage
November49.6ยฐF (9.8ยฐC)Light RainMostly SunnyLowAverage
December42.1ยฐF (5.6ยฐC)Light RainMostly CloudyLowAverage

The nearest major airports for your trip to Shelter Island Heights

Travelling to Shelter Island Heights is convenient, with major airports nearby. New York's JFK Airport is situated 130.4km away and features excellent hotels such as The William Vale and Arlo Williamsburg, both 17.7km from the airport. LaGuardia Airport, also in New York, is 132.0km away, with luxurious options like The Plaza, A Fairmont Hotel, just 8.0km distant. Alternatively, Hartford's Bradley International Airport is 98.2km away, offering comfortable stays at DoubleTree by Hilton Hartford, located a mere mile from the airport. Each airport provides accessible transportation options to their respective hotels, ensuring a smooth start to your vacation.

Frequently asked questions

Where is the best place to stay in Shelter Island Heights?
The Pridwin Hotel is one of the top choices for your stay based on our traveller data. This hotel offers a full-service spa and a private beach. The Chequit is another good option for your stay. 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 Chequit is a top hotel for people travelling with their pets, and offers a restaurant and a coffee shop/cafe for its human guests. SEVEN - Shelter Island Guest House is another good option if you're bringing your pet along. See more pet-friendly hotel accommodations in Shelter Island Heights.
What's the best place to stay to stay near the beach in Shelter Island Heights?
The Pridwin Hotel is a top beachfront hotel offering a seasonal outdoor pool and free breakfast, located within a short 1-minute walk of Crescent Beach . See more stays near the beach in Shelter Island Heights.
What's the best accommodation for a golf trip to Shelter Island Heights?
Shelter Island House is a top hotel that has an adjacent golf course and features free 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 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 44 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 21ยฐC, while the coldest months are January and February, with an average of 3ยฐC. Average annual precipitation for Shelter Island Heights is 1452 mm.

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